Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless to pale yellow clear liquid (est) |
Assay: | 98.00 to 100.00 %
|
Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.92900 to 0.93700 @ 25.00 °C.
|
Pounds per Gallon - (est).: | 7.730 to 7.797
|
Refractive Index: | 1.40100 to 1.40800 @ 20.00 °C.
|
Boiling Point: | 176.00 to 177.00 °C. @ 760.00 mm Hg
|
Vapor Pressure: | 0.554000 mmHg @ 25.00 °C. (est) |
Vapor Density: | 3.5 ( Air = 1 ) |
Flash Point: | 165.00 °F. TCC ( 73.89 °C. )
|
logP (o/w): | 1.180 |
Shelf Life: | 6.00 month(s) or longer if stored properly. |
Storage: | refrigerate in tightly sealed containers. |
Soluble in: |
| alcohol | | propylene glycol | | water, 45000 mg/L @ 20 °C (exp) |
Insoluble in: |
| water |
Organoleptic Properties:
|
Odor Type: acidic |
|
Odor Strength: | medium , recommend smelling in a 10.00 % solution or less |
|
Substantivity: | 244 hour(s) at 100.00 % |
|
| pungent acidic cheesy roquefort cheese cheesy |
Odor Description: at 10.00 % in propylene glycol. | pungent acid roquefort cheese Luebke, William tgsc, (1989) |
|
| acidic fruity dirty cheesy fermented |
Odor Description:
| Acidic, fruity, dirty, cheesey with a fermented nuance Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
|
|
Flavor Type: fruity |
|
| fruity dirty acidic dairy buttery cheesy |
Taste Description: at 10.00 ppm. | Fruity, dirty, acidic with a dairy buttery and cheesey nuance Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
|
Odor and/or flavor descriptions from others (if found). |
|
Bedoukian Research |
2-METHYL BUTYRIC ACID ≥99.0%, Kosher |
Odor Description: | fruity, sour, cheesy Used sparingly in fragrances for its natural fruity character in high dilution. |
Taste Description: | creamy Used in cream cheese and chocolate flavors. |
|
Symrise |
Methyl butyric acid-2 natural |
Odor Description: | pungent acid roquefort cheese |
Taste Description: | acidic taste, becoming fruity at concentrations below 10 ppm Useful in: brown cocoa, brown coffee, dairy, fruity red, fruity yellow, fruity tropical, fruity others. |
|
Kingchem Laboratories |
2 METHYL BUTYRIC ACID SYNTHETIC |
Odor Description: | Pungent acrid odor similar to Roquefort cheese |
|
Moellhausen |
2-METHYLBUTYRIC ACID |
Odor Description: | acidic, caprylic, sweat-like, somewhat cheesy |
Taste Description: | fruity, sour, cheesy in dilution; acidic, sweaty, berry-like |
|
FCI SAS |
2-METHYL BUTYRIC ACID |
Odor Description: | Pungent acridic cheesy |
Taste Description: | Nice fruity taste in dilution |
|
|
Cosmetic Information:
Suppliers:
Advanced Biotech |
2 METHYL BUTYRIC ACID NATURAL
|
Advanced Biotech |
2 METHYL BUTYRIC ACID SYNTHETIC
|
Advanced Biotech |
2-METHYL BUTYRIC ACID EEC NATURAL
98% min. Odor: Fruity, Pleasant |
Alfrebro |
2-METHYL BUTYRIC ACID NATURAL
Odor: Sour, Fruity |
Alfrebro |
D-2-METHYL BUTYRIC ACID NATURAL
Odor: Sour, Fruity, Rancid |
Anhui Haibei |
2-Methyl Butyric Acid
Odor: Pungent acid roquefort cheese |
Apple Flavor & Fragrance |
2-Methylbutyric acid
|
Aromiens International |
2-Methyl Butyric Acid-Chiral, Natural
|
Aromiens International |
2-Methyl Butyric Acid, Natural
|
Astral Extracts |
2-Methyl Butyric Acid
|
Augustus Oils |
2 Methyl Butyric Acid
|
Services |
Aurochemicals |
2-METHYL BUTYRIC ACID, EU Natural
|
Aurochemicals |
2-METHYL BUTYRIC ACID, US Natural
|
Axxence Aromatic |
2-METHYLBUTYRIC ACID Natural, Kosher
|
Sustainability |
Beijing Lys Chemicals |
2-Methyl butyric acid
|
Berjé |
2-Methyl Butyric Acid Natural
|
Media |
Berjé |
2-Methyl Butyric Acid
|
Best Value Chem |
2-Methyl Butanoic Acid
Odor: Disagreeable, Cheesy |
BOC Sciences |
For experimental / research use only. |
2-Methyl Butyric Acid 99.0%
|
Charkit Chemical |
METHYLBUTYRIC ACID, 2- FEMA 2695
|
Citrus and Allied Essences |
2-Methylbutyric Acid (natural)
|
Market Report |
Citrus and Allied Essences |
2-Methylbutyric Acid Pure
|
De Monchy Aromatics |
2-Methylbutyric Acid
|
Diffusions Aromatiques |
2-METHYL BUTYRIQUE ACIDE NATUREL
|
Diffusions Aromatiques |
2-METHYL BUTYRIQUE ACIDE non OK KOSHER
|
Diffusions Aromatiques |
2-METHYL BUTYRIQUE ACIDE
|
ECSA Chemicals |
2-METHYL BUTYRIC ACID FLAVOUR USE
|
ECSA TRADE THE MOST UPDATED FINANCIAL PUBLICATION ON THE WORLD OF CHEMISTRY |
ECSA Chemicals |
2-METHYL BUTYRIC ACID
|
Elan Inc. |
2-METHYL BUTYRIC ACID
(natural), Kosher |
EMD Millipore |
For experimental / research use only. |
2-Methylbutyric Acid
|
Ernesto Ventós |
2-METHYLBUTYRIC ACID NATURAL EXTRA
|
Ernesto Ventós |
2-METHYLBUTYRIC ACID NATURAL FIRMENICH 904150
Odor: PUNGENT,ACRID,ROQUEFORT CHEESE |
Ernesto Ventós |
2-METHYLBUTYRIC ACID
Odor: DISAGREEABLE, RANCID CHEESE, APPLE |
Excellentia International |
2-Methyl Butyric Acid Natural
|
FCI SAS |
2-METHYL BUTYRIC ACID NATURAL EU
Odor: Pungent acridic cheesy |
FCI SAS |
2-METHYL BUTYRIC ACID
Odor: Pungent acridic cheesy Flavor: Nice fruity taste in dilution |
Frutarom |
2-METHYL BUTYRIC ACID
KOSHER Flavor: Fruity, Sour, Cheesy, Acidic, Pungent |
CBD Offering |
Grau Aromatics |
METHYL-2-BUTYRIC ACID FCC
|
H. Interdonati, Inc. |
Optical active 2-methyl butyric acid Natural, Kosher
|
Featured Products |
IFF |
2-METHYL BUTYRIC ACID
KOSHER Flavor: Fruity, Sour, Cheesy, Acidic, Pungent |
Indukern F&F |
2-METHYLBUTYRIC ACID NATURAL
Odor: CHEESE, POWERFUL, FERMENTED |
Indukern F&F |
2-METHYLBUTYRIC ACID
Odor: CHEESE, POWERFUL, FERMENTED |
K.L. Koh Enterprise |
2-METHYL BUTYRIC ACID
|
Kingchem Laboratories |
2 METHYL BUTYRIC ACID SYNTHETIC
Odor: Pungent acrid odor similar to Roquefort cheese |
Kun Shan P&A |
2-Natural Methyl Butyric Acid
|
Lluch Essence |
2-METHYL BUTIRIC ACID NAT. DEXTRO
|
Lluch Essence |
2-METHYL BUTYRIC ACID NAT. RACEMIC
|
Lluch Essence |
2-METHYL BUTYRIC ACID
|
M&U International |
2-Methylbutyric Acid, Kosher
|
M&U International |
NAT.2-METHYLBUTYRIC ACID, Kosher
|
M&U International |
Nat.D-2-Methylbutyric Acid, Kosher
|
Mane |
Methyl 2 Butyric Acid
Odor: Sour Fruity Cheesy |
Moellhausen |
2-METHYLBUTYRIC ACID
Odor: acidic, caprylic, sweat-like, somewhat cheesy Flavor: fruity, sour, cheesy in dilution; acidic, sweaty, berry-like |
Naturamole |
2-methylbutyric acid 98% natural EU
|
OQEMA |
2-Methylbutyric Acid
|
Pearlchem Corporation |
2-Methyl Butyric Acid
|
Pearlchem Corporation |
Natural 2-Methyl Butyric Acid
|
Penta International |
2-METHYLBUTYRIC ACID NATURAL (OPTICALLY ACTIVE)
|
Penta International |
2-METHYLBUTYRIC ACID NATURAL
|
Penta International |
2-METHYLBUTYRIC ACID
|
Prodasynth |
2-METHYLBUTYRIC ACID
(> 99%) Odor: RANCID CHEESE, APPLE |
R C Treatt & Co Ltd |
2-Methylbutyric Acid
|
Reincke & Fichtner |
2-Methyl Butyric Acid natural
|
Reincke & Fichtner |
2-Methylbutyric Acid
|
Robertet |
2-Methyl Butyric Acid nat.
|
Seasons and Harvest / Crop calendar |
Santa Cruz Biotechnology |
For experimental / research use only. |
2-Methylbutyric Acid
|
Sigma-Aldrich |
(±)-2-Methylbutyric acid, natural, ≥98%, FG
Odor: apple; apricot; cheese; chocolate; grape; fruity; pineapple; sour; strawberry; woody; wine-like |
Certified Food Grade Products |
Sigma-Aldrich |
2-Methylbutyric acid, ≥98%, FG
Odor: apple; apricot; cheese; chocolate; grape; fruity; pineapple; sour; strawberry; woody; wine-like |
SRS Aromatics |
METHYL 2 BUTYRIC ACID FCC
|
Sunaux International |
2-Methylbutyric Acid
|
Sunaux International |
nat.2-Methylbutyric Acid
|
Sunaux International |
nat.D-2-Methylbutyric Acid
|
Symrise |
Methyl butyric acid-2 natural
Flavor: acidic taste, becoming fruity at concentrations below 10 ppm Useful in: brown cocoa, brown coffee, dairy, fruity red, fruity yellow, fruity tropical, fruity others. |
Synerzine |
2-methylbutyric acid
|
Taytonn ASCC |
2-Methylbutyric Acid
Odor: Acidic, Cheese, Pungent, Sweet |
TCI AMERICA |
For experimental / research use only. |
DL-2-Methylbutyric Acid >97.0%(GC)
|
United International |
2-Methyl butyric acid Nat.
|
Vigon International |
Methyl-2 Butyric Acid Natural (Optically Active)
|
Vigon International |
Methyl-2 Butyric Acid Natural (Racemic)
Odor: Pungent acid roquefort cheese |
Vigon International |
Methyl-2 Butyric Acid
|
WEN International |
2-METHYLBUTYRIC ACID Natural
|
WholeChem |
2-Methyl butyric acid
|
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | C - Corrosive. |
R 21/22 - Harmful in contact with skin and if swallowed. R 34 - Causes burns. S 01/02 - Keep locked up and out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 27 - Take off immediately all contaminated clothing. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection. S 45 - In case of accident or if you feel unwell seek medical advice immediately.
|
|
Hazards identification |
|
Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
|
Pictogram | |
|
Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 3200 mg/kg ATDAEI 1,171,1992
oral-rat LD50 1870 uL/kg GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
MUSCULOSKELETAL: OTHER CHANGES Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 171, 1992.
|
Dermal Toxicity: |
skin-rabbit LD50 10 ml/kg ATDAEI 1,171,1992
skin-rabbit LD50 1460 uL/kg BEHAVIORAL: ATAXIA
SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
GASTROINTESTINAL: OTHER CHANGES Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 171, 1992.
|
Inhalation Toxicity: |
Not determined
|
Safety in Use Information:
Category: | flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for 2-methyl butyric acid usage levels up to: | | 0.0200 % in the fragrance concentrate.
|
|
Structure Class: | I |
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 3 |
Click here to view publication 3 |
| average usual ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | - | 0.50000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | - | - |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | - | 3.00000 |
fruit ices: | - | 3.00000 |
gelatins / puddings: | - | - |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | 5.00000 |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | - |
meat products: | - | - |
milk products: | - | - |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | - | - |
soft candy: | - | - |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
European Food Safety Authority (EFSA) reference(s): |
Flavouring Group Evaluation 1, Revision 1 (FGE.01Rev 1): Branched-chain aliphatic saturated aldehydes, carboxylic acids and related esters of primary alcohols and branched-chain carboxylic acids from chemical groups 1 and 2 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission View page or View pdf |
Flavouring Group Evaluation 47, (FGE.47)[1] - Bicyclic secondary alcohols, ketones and related esters from chemical group 8 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food View page or View pdf |
Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 13Rev1: Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf |
Flavouring Group Evaluation 01 Rev2 (FGE.01 Rev2): Branched-chain aliphatic saturated aldehydes, carboxylic acids and related esters of primary alcohols and branched-chain carboxylic acids from chemical groups 1 and 2 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf |
EPI System: | View |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 116-53-0 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 8314 |
National Institute of Allergy and Infectious Diseases: | Data |
WISER: | UN 3265 |
WGK Germany: | 1 |
| 2-methylbutanoic acid |
Chemidplus: | 0000116530 |
RTECS: | EK7897000 for cas# 116-53-0 |
References:
Other Information:
Potential Blenders and core components note
|
For Odor |
acidic |
iso | butyric acid | FL/FR |
| cyclohexyl acetic acid | FL/FR |
2- | ethyl butyric acid | FL/FR |
alcoholic |
| propyl alcohol | FL/FR |
aldehydic |
| acetyl nonyryl | FL/FR |
balsamic |
| cinnamyl benzoate | FL/FR |
bready |
| coffee furanone | FL/FR |
buttery |
| acetoin | FL/FR |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
| acetyl propionyl | FL/FR |
| butyl butyryl lactate | FL/FR |
| butyl octanoate | FL/FR |
2,3- | heptane dione | FL/FR |
3,4- | hexane dione | FL/FR |
caramellic |
alpha,alpha- | dimethyl anisyl acetone | FL/FR |
cheesy |
| butyric acid | FL/FR |
| heptanoic acid | FL/FR |
2- | methyl hexanoic acid | FL/FR |
S-( | methyl thio) butyrate | FL/FR |
2- | methyl valeric acid | FL/FR |
2- | methyl-2-hexenoic acid | FR |
iso | valeric acid | FL/FR |
| valeric acid | FL/FR |
coconut |
| coconut decanone methyl | FR |
delta- | decalactone | FL/FR |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
gamma- | octalactone | FL/FR |
delta- | octalactone | FL/FR |
para- | vanillic acid | FL/FR |
| waxy lactone | FL/FR |
fatty |
| butyl undecylenate | FL/FR |
(Z)- | dairy lactone | FL/FR |
| hexanoic acid | FL/FR |
4- | methyl octanoic acid | FL/FR |
| octanoic acid | FL/FR |
fermented |
| butyl laevo-lactate | FL/FR |
| valeraldehyde | FL/FR |
floral |
| benzyl lactate | FL/FR |
| jasmin pyranone | FL/FR |
| linalyl butyrate | FL/FR |
fruity |
| acetoin acetate | FL/FR |
| butyl acetoacetate | FL/FR |
| cyclohexyl carboxylic acid | FL/FR |
gamma- | decalactone | FL/FR |
| ethyl lactate | FL/FR |
| filbert hexenone | FL/FR |
| geranyl acetoacetate | FL/FR |
4- | heptanone | FL/FR |
6- | hepten-1-yl 2-butenoate | |
| methyl (Z)-5-octenoate | FL/FR |
| methyl 4-methyl valerate | FL/FR |
2- | methyl butyl isovalerate | FL/FR |
| methyl butyrate | FL/FR |
2- | methyl-5-hexen-1-yl 2-butenoate | |
| prenyl hexanoate | FL/FR |
| prenyl isobutyrate | FL/FR |
| sorbyl butyrate | FL/FR |
green |
| butyl lactate | FL/FR |
iso | butyl methyl ketone | FL/FR |
(Z)-4- | heptenal | FL/FR |
(Z)-3- | hexen-1-yl butyrate | FL/FR |
(E)-2- | hexenal | FL/FR |
herbal |
white | cognac oil | FL/FR |
mushroom |
1- | octen-3-yl butyrate | FL/FR |
nutty |
2- | ethyl pyrazine | FL/FR |
| nutty quinoxaline | FL/FR |
soapy |
| ethyl undecanoate | FL/FR |
tropical |
delta- | dodecalactone | FL/FR |
waxy |
2- | methyl heptanoic acid | FL/FR |
| nonanoic acid | FL/FR |
2- | nonanol | FL/FR |
delta- | tetradecalactone | FL/FR |
2- | tridecanone | FL/FR |
| undecanoic acid | FL/FR |
|
For Flavor |
|
No flavor group found for these |
| benzyl lactate | FL/FR |
| butyl acetoacetate | FL/FR |
| butyl octanoate | FL/FR |
| cinnamyl benzoate | FL/FR |
6- | decenoic acid | FL |
alpha,alpha- | dimethyl anisyl acetone | FL/FR |
2,5- | dithiahexane | FL |
| ethyl cyclohexyl carboxylate | FL |
| geranyl acetoacetate | FL/FR |
(E,E)-2,4- | heptadien-1-ol | FL |
6- | hepten-1-yl 2-butenoate | |
(Z)-3- | hexenoic acid | FL |
3- | methyl crotonic acid | FL |
5- | methyl hexanoic acid | FL |
3-( | methyl thio) hexanal | FL |
S- | methyl thiopropionate | FL |
4- | methyl valeric acid | FL |
2- | methyl-5-hexen-1-yl 2-butenoate | |
| prenyl hexanoate | FL/FR |
| prenyl isobutyrate | FL/FR |
| sodium 4-methyl-2-oxovalerate | FL |
|
3-( | methyl thio) methyl thiophene | FL |
acidic |
iso | butyric acid | FL/FR |
2- | ethyl butyric acid | FL/FR |
| propionic acid | FL |
| valeric acid | FL/FR |
alcoholic |
| propyl alcohol | FL/FR |
aldehydic |
| acetyl nonyryl | FL/FR |
alliaceous |
3- | tetrahydrothiophenone | FL |
bitter |
| glyceryl tributyrate | FL |
buttery |
| butyl laevo-lactate | FL/FR |
| butyroin | FL |
| diacetyl | FL |
2,3- | heptane dione | FL/FR |
3,4- | hexane dione | FL/FR |
2- | methyl valeric acid | FL/FR |
(E)-2- | pentenoic acid | FL |
caramellic |
3- | methyl butyl 2-furyl butyrate | FL |
cheesy |
| hexanoic acid | FL/FR |
iso | valeric acid | FL/FR |
coconut |
delta- | decalactone | FL/FR |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
delta- | octalactone | FL/FR |
coffee |
| diisoamyl thiomalate | FL |
creamy |
| acetoin | FL/FR |
| acetoin butyrate | FL |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
| butyl butyryl lactate | FL/FR |
5,5- | dibutyl dihydrofuran-2(3H)-one | FL |
delta- | dodecalactone | FL/FR |
| jasmin pyranone | FL/FR |
2- | methyl-4-pentenoic acid | FL |
para- | vanillic acid | FL/FR |
| waxy lactone | FL/FR |
dairy |
| methyl (Z)-5-octenoate | FL/FR |
4- | pentenoic acid | FL |
fatty |
(Z)- | dairy lactone | FL/FR |
| diacetyl trimer | FL |
| dimethyl sulfoxide | FL |
4- | methyl octanoic acid | FL/FR |
| nonanoic acid | FL/FR |
(E)-2- | octenoic acid | FL |
2- | tridecanone | FL/FR |
(E,E)-2,4- | undecadienal | FL |
fermented |
| methyl thio isovalerate | FL |
floral |
| linalyl butyrate | FL/FR |
fruity |
| acetoin acetate | FL/FR |
| acetyl isovaleryl | FL |
| cyclohexyl carboxylic acid | FL/FR |
gamma- | decalactone | FL/FR |
| ethyl lactate | FL/FR |
| filbert hexenone | FL/FR |
4- | heptanone | FL/FR |
| methyl 4-methyl valerate | FL/FR |
2- | methyl butyl isovalerate | FL/FR |
| sorbyl butyrate | FL/FR |
fusel |
white | cognac oil | FL/FR |
| methyl butyrate | FL/FR |
green |
| butyl lactate | FL/FR |
iso | butyl methyl ketone | FL/FR |
| heptanal 2,3-butane diol acetal | FL |
(Z)-4- | heptenal | FL/FR |
(Z)-3- | hexen-1-yl butyrate | FL/FR |
(E)-2- | hexenal | FL/FR |
lactonic |
gamma- | octalactone | FL/FR |
meaty |
2- | methyl 3-(methyl thio) furan | FL |
mushroom |
1- | octen-3-yl butyrate | FL/FR |
musty |
S-( | methyl thio) butyrate | FL/FR |
nutty |
| coffee furanone | FL/FR |
2- | ethyl pyrazine | FL/FR |
| nutty quinoxaline | FL/FR |
oily |
2- | methyl hexanoic acid | FL/FR |
soapy |
| octanoic acid | FL/FR |
sour |
| butyric acid | FL/FR |
2,4- | dimethyl-2-pentenoic acid | FL |
3- | methyl valeric acid | FL |
sulfurous |
| methyl 4-(methyl thio) butyrate | FL |
sweet |
| cyclohexyl acetic acid | FL/FR |
toasted |
| acetyl propionyl | FL/FR |
waxy |
| butyl undecylenate | FL/FR |
| ethyl undecanoate | FL/FR |
| heptanoic acid | FL/FR |
2- | methyl heptanoic acid | FL/FR |
2- | nonanol | FL/FR |
delta- | tetradecalactone | FL/FR |
| undecanoic acid | FL/FR |
winey |
| valeraldehyde | FL/FR |
|
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| ethyl methyl acetic acid | | ethylmethyl acetic acid | 2- | methyl butanoic acid | (1)-2- | methyl butyric acid | alpha- | methyl butyric acid | D-2- | methyl butyric acid | | methyl butyric acid (2) | 2- | methyl butyric acid (natural) | 2- | methyl butyric acid natural | 2- | methyl butyric acid synthetic | 2 | methyl butyric acid synthetic | | methyl butyric acid-2 natural | | methyl ethyl acetic acid | | methyl-2 butyric acid | | methyl-2 butyric acid natural | | methyl-2-butyric acid FCC | 2- | methylbutanoic acid | 2- | methylbutyric acid | nat.2- | methylbutyric acid | nat.D-2- | methylbutyric acid | 2- | methylbutyric acid (natural) | 2- | methylbutyric acid natural | 2- | methylbutyric acid natural (optically active) | 2- | methylbutyric acid pure | | methylethyl acetic acid |
Articles:
Perfumer & Flavorist: | Flavor Bites: 2-Methyl Butyric Acid |
PubMed: | In-tube Extraction and GC-MS Analysis of Volatile Components from Wild and Cultivated sea buckthorn (Hippophae rhamnoides L. ssp. Carpatica) Berry Varieties and Juice. |
PubMed: | Aroma volatile compounds from two fresh pineapple varieties in china. |
PubMed: | Identification of aroma-active compounds in Jiashi muskmelon juice by GC-O-MS and OAV calculation. |
PubMed: | Identification of potent odourants in wine and brewed coffee using gas chromatography-olfactometry and comprehensive two-dimensional gas chromatography. |
PubMed: | The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas. |
PubMed: | Composition of the essential oil of Argania spinosa (Sapotaceae) fruit pulp. |
PubMed: | Aroma-active components of Lycii fructus (kukija). |
PubMed: | Characterization of volatile substances in apples from Rosaceae family by headspace solid-phase microextraction followed by GC-qMS. |
PubMed: | Contribution to the analysis of the essential oil of Helichrysum italicum (Roth) G. Don. Determination of ester bonded acids and phenols. |
PubMed: | Essential oil composition of Pimpinella anisum L. fruits from various European countries. |
PubMed: | Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction. |
PubMed: | Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis. |
PubMed: | Characterization of aroma-active compounds in raw and cooked pine-mushrooms (Tricholoma matsutake Sing.). |
PubMed: | Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery. |
PubMed: | Gas chromatographic-mass spectrometric analysis of essential oils from Pimpinella species gathered from Central and Northern Turkey. |
PubMed: | Characterization of cachaça and rum aroma. |
PubMed: | Odor-active constituents in fresh pineapple (Ananas comosus [L.] Merr.) by quantitative and sensory evaluation. |
PubMed: | Structural and Functional Analysis of the Loading Acyltransferase from Avermectin Modular Polyketide Synthase. |
PubMed: | Aroma compounds in Japanese sweet rice wine (Mirin) screened by aroma extract dilution analysis (AEDA). |
PubMed: | Characterisation of the aroma profiles of different honeys and corresponding flowers using solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry. |
PubMed: | A new pollinating seed-consuming mutualism between Rheum nobile and a fly fungus gnat, Bradysia sp., involving pollinator attraction by a specific floral compound. |
PubMed: | Biodegradation of C5-C 8 fatty acids and production of aroma volatiles by Myroides sp. ZB35 isolated from activated sludge. |
PubMed: | Synthesis of high-quality water-soluble near-infrared-emitting CdTe quantum dots capped with 3-mercaptobutyric acid. |
PubMed: | Possible effects of nitric oxide synthases on odor-induced behavioral changes in mice. |
PubMed: | Aromatic profile of ciders by chemical quantitative, gas chromatography-olfactometry, and sensory analysis. |
PubMed: | Characterization of the key aroma compounds in Bartlett pear brandies by means of the sensomics concept. |
PubMed: | Characterization of volatile components in makgeolli, a traditional Korean rice wine, with or without pasteurization, during storage. |
PubMed: | Relation between HLA genes, human skin volatiles and attractiveness of humans to malaria mosquitoes. |
PubMed: | Cytotoxic (A549) and antimicrobial effects of Methylobacterium sp. isolate (ERI-135) from Nilgiris forest soil, India. |
PubMed: | Eight new diterpenoids and two new nor-diterpenoids from the stems of Croton cascarilloides. |
PubMed: | In-tube extraction and GC-MS analysis of volatile components from wild and cultivated sea buckthorn (Hippophae rhamnoides L. ssp. Carpatica) berry varieties and juice. |
PubMed: | Characterization of the formation of branched short-chain fatty acid:CoAs for bitter acid biosynthesis in hop glandular trichomes. |
PubMed: | Dehydropyrrolizidine alkaloids in two Cryptantha species: including two new open chain diesters one of which is amphoteric. |
PubMed: | 2-Methylbutyrylglycine induces lipid oxidative damage and decreases the antioxidant defenses in rat brain. |
PubMed: | Separation and analysis of lanthanides by isotachophoresis coupled with inductively coupled plasma mass spectrometry. |
PubMed: | Parallel mitral and tufted cell pathways route distinct odor information to different targets in the olfactory cortex. |
PubMed: | Isoform-selective thiazolo[5,4-b]pyridine S1P1 agonists possessing acyclic amino carboxylate head-groups. |
PubMed: | Production of volatile compounds by Lactobacillus sakei from branched chain α-keto acids. |
PubMed: | Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry. |
PubMed: | The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas. |
PubMed: | Identification of fruity aroma-producing compounds from Chryseobacterium sp. isolated from the Western Ghats, India. |
PubMed: | Pivalic acid acts as a starter unit in a fatty acid and antibiotic biosynthetic pathway in Alicyclobacillus, Rhodococcus and Streptomyces. |
PubMed: | Host plant shifts affect a major defense enzyme in Chrysomela lapponica. |
PubMed: | Prevalence, concentration, spoilage, and mitigation of Alicyclobacillus spp. in tropical and subtropical fruit juice concentrates. |
PubMed: | Acid stress-mediated metabolic shift in Lactobacillus sanfranciscensis LSCE1. |
PubMed: | FT-ICR-MS characterization of intermediates in the biosynthesis of the α-methylbutyrate side chain of lovastatin by the 277 kDa polyketide synthase LovF. |
PubMed: | Composition of the essential oil of Argania spinosa (Sapotaceae) fruit pulp. |
PubMed: | Production of volatile metabolites by grape-associated microorganisms. |
PubMed: | Isolation and characterization of a novel 2-sec-butylphenol-degrading bacterium Pseudomonas sp. strain MS-1. |
PubMed: | Aroma-active components of Lycii fructus (kukija). |
PubMed: | Kinetic modeling of methyl butanoate in shock tube. |
PubMed: | Top note compounds of Chinese traditional bacteria-fermented soybean. |
PubMed: | Purification and characterization of antibacterial substances produced by a marine bacterium Pseudoalteromonas haloplanktis strain. |
PubMed: | Insertional inactivation of branched-chain alpha-keto acid dehydrogenase in Staphylococcus aureus leads to decreased branched-chain membrane fatty acid content and increased susceptibility to certain stresses. |
PubMed: | Contribution to the analysis of the essential oil of Helichrysum italicum (Roth) G. Don. Determination of ester bonded acids and phenols. |
PubMed: | Acquired multiple Acyl-CoA dehydrogenase deficiency in 10 horses with atypical myopathy. |
PubMed: | Cyclooxygenase-2 inhibitory effects and composition of the volatile oil from the dried roots of Lithospermum erythrorhizon. |
PubMed: | Innate versus learned odour processing in the mouse olfactory bulb. |
PubMed: | Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction. |
PubMed: | Pathway analysis of branched-chain ester biosynthesis in apple using deuterium labeling and enantioselective gas chromatography-mass spectrometry. |
PubMed: | Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis. |
PubMed: | Enthalpies of formation, bond dissociation energies and reaction paths for the decomposition of model biofuels: ethyl propanoate and methyl butanoate. |
PubMed: | Fatty acids synthesized by oral treponemes in chemically defined media. |
PubMed: | Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis. |
PubMed: | Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids. |
PubMed: | Role of branched-chain fatty acids in pH stress tolerance in Listeria monocytogenes. |
PubMed: | Olfactory mucosa-expressed organic anion transporter, Oat6, manifests high affinity interactions with odorant organic anions. |
PubMed: | Chemical communication in Chagas disease vectors. Source, identity, and potential function of volatiles released by the metasternal and Brindley's glands of Triatoma infestans adults. |
PubMed: | Requirements for the formation of a chiral template. |
PubMed: | Chiral templating of surfaces: adsorption of (S)-2-methylbutanoic acid on Pt(111) single-crystal surfaces. |
PubMed: | Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery. |
PubMed: | Asymmetric oxidation by Gluconobacter oxydans. |
PubMed: | Cytotoxic clerodane diterpenes from Glossocarya calcicola. |
PubMed: | Enantiomers of cis-constrained and flexible 2-substituted GABA analogues exert opposite effects at recombinant GABA(C) receptors. |
PubMed: | Pharmacological profile of 4-(2',4'-difluorobiphenyl-4-yl)-2-methylbutyric acid (deoxoflobufen). |
PubMed: | Odor-active constituents in fresh pineapple (Ananas comosus [L.] Merr.) by quantitative and sensory evaluation. |
PubMed: | Identification of potent odorants in different cultivars of snake fruit [Salacca zalacca (Gaert.) Voss] using gas chromatography-olfactometry. |
PubMed: | Branched-chain fatty acid biosynthesis in a branched-chain amino acid aminotransferase mutant of Staphylococcus carnosus. |
PubMed: | Stable isotope dilution analysis of wine fermentation products by HS-SPME-GC-MS. |
PubMed: | 2-ethylhydracrylic aciduria in short/branched-chain acyl-CoA dehydrogenase deficiency: application to diagnosis and implications for the R-pathway of isoleucine oxidation. |
PubMed: | Role of alpha-methylacyl coenzyme A racemase in the degradation of methyl-branched alkanes by Mycobacterium sp. strain P101. |
PubMed: | Influence of strawberry yogurt composition on aroma release. |
PubMed: | Aroma extract dilution analysis of cv. Meeker (Rubus idaeus L.) red raspberries from Oregon and Washington. |
PubMed: | Human adipocyte fatty acid-binding protein (aP2) gene promoter-driven reporter assay discriminates nonlipogenic peroxisome proliferator-activated receptor gamma ligands. |
PubMed: | Total synthesis and biological evaluation of +-kalkitoxin, a cytotoxic metabolite of the cyanobacterium Lyngbya majuscula. |
PubMed: | Enantioselective analysis of methyl-branched alcohols and acids in rhubarb (Rheum rhabarbarum L.) stalks. |
PubMed: | Kinetics of thermophilic, anaerobic oxidation of straight and branched chain butyrate and valerate. |
PubMed: | 3-Hydroxy-2-methylbutyryl-CoA dehydrogenase deficiency. |
PubMed: | Synthesis and evaluation of 2-amino-4-[(18)F]fluoro-2-methylbutanoic acid (FAMB): relationship of amino acid transport to tumor imaging properties of branched fluorinated amino acids. |
PubMed: | Gas chromatographic-olfactometric characterization of aroma compounds in two types of cashew apple nectar. |
PubMed: | Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis. |
PubMed: | [Separation and identification of thellungianin G from the root of Pimpinella thellungiana Wolff]. |
PubMed: | Methanobrevibacter acididurans sp. nov., a novel methanogen from a sour anaerobic digester. |
PubMed: | Cloning and inactivation of a branched-chain-amino-acid aminotransferase gene from Staphylococcus carnosus and characterization of the enzyme. |
PubMed: | Biosynthesis of strawberry aroma compounds through amino acid metabolism. |
PubMed: | Histone deacetylase inhibitors sensitize human colonic adenocarcinoma cell lines to TNF-related apoptosis inducing ligand-mediated apoptosis. |
PubMed: | Correlation of long-range membrane order with temperature-dependent growth characteristics of parent and a cold-sensitive, branched-chain-fatty-acid-deficient mutant of Listeria monocytogenes. |
PubMed: | Competitive binding of aroma compounds by beta-cyclodextrin. |
PubMed: | The Principle of Maximum Chiral Discrimination: Chiral Recognition in Permethyl-beta-cyclodextrin. |
PubMed: | Aspects of the biosynthesis of non-aromatic fungal polyketides by iterative polyketide synthases. |
PubMed: | Reversal of LRP-associated drug resistance in colon carcinoma SW-620 cells. |
PubMed: | Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate. |
PubMed: | Simultaneous enantioseparation of flobufen and its diastereomeric metabolites on ULMO, a Pirkle type chiral stationary phase. |
PubMed: | Odorant molecular length: one aspect of the olfactory code. |
PubMed: | Oncogenic ras mediates apoptosis in response to protein kinase C inhibition through the generation of reactive oxygen species. |
PubMed: | Biotransformation and kinetics of excretion of tert-amyl-methyl ether in humans and rats after inhalation exposure. |
PubMed: | Enantioselective analysis of ketone bodies in patients with beta-ketothiolase deficiency, medium-chain acyl coenzyme A dehydrogenase deficiency and ketonemic vomiting. |
PubMed: | Enantiomeric synthesis of (S)-2-methylbutanoic acid methyl ester, apple flavor, using lipases in organic solvent. |
PubMed: | Potent aroma compounds of two red wine vinegars. |
PubMed: | Electron paramagnetic resonance studies of the membrane fluidity of the foodborne pathogenic psychrotroph Listeria monocytogenes. |
PubMed: | Biotransformation of [(12)C]- and [(13)C]-tert-amyl methyl ether and tert-amyl alcohol. |
PubMed: | Metabolic pathways of flobufen-a new antirheumatic and antiarthritic drug. Interspecies comparison. |
PubMed: | Headspace solid-phase microextraction with 1-pyrenyldiazomethane in-fibre derivatisation for analysis of faecal short-chain fatty acids. |
PubMed: | Modulation of polyketide synthase activity by accessory proteins during lovastatin biosynthesis. |
PubMed: | Components of the ether-insoluble resin glycoside-like fraction from Cuscuta chinensis. |
PubMed: | Resin glycosides. XXV. Multifidins I and II, new jalapins, from the seed of Quamoclit x multifida. |
PubMed: | Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists. |
PubMed: | Critical role of anteiso-C15:0 fatty acid in the growth of Listeria monocytogenes at low temperatures. |
PubMed: | Separation of the stereoisomers of the main metabolite of a non-steroidal anti-inflammatory drug, flobufen, by chiral high-performance liquid chromatography. |
PubMed: | Chemical nature of larval osmeterial secretions of papilionid butterflies in the generaParnassius, Sericinus andPachliopta. |
PubMed: | The gp15/400 polyprotein antigen of Brugia malayi binds fatty acids and retinoids. |
PubMed: | Synthesis and biological activity of bile acid-derived HMG-CoA reductase inhibitors. The role of 21-methyl in recognition of HMG-CoA reductase and the ileal bile acid transport system. |
PubMed: | Composition of larval secretion ofChrysomela lapponica (Coleoptera, Chrysomelidae) and its dependence on host plant. |
PubMed: | On the structure of calonyctin A, a plant growth regulator. |
PubMed: | Activity of the AIB factor observed in prokaryotic and eukaryotic microorganisms. |
PubMed: | Scammonins VII and VIII, two resin glycosides from Convolvulus scammonia. |
PubMed: | Survey of conformational role of ester bonds in a cyclic depsipeptide. Study on cyclo(-L-Ala-L-Hmb-)2 by energy calculation and NMR spectroscopy. |
PubMed: | Nitrogen regulation of fatty acids and avermectins biosynthesis in Streptomyces avermitilis. |
PubMed: | Sexual dimorphism in the defensive secretion of a carabid beetle. |
PubMed: | Branched-chain fatty acid requirement for avermectin production by a mutant of Streptomyces avermitilis lacking branched-chain 2-oxo acid dehydrogenase activity. |
PubMed: | Propionyl-CoA condensing enzyme from Ascaris muscle mitochondria. I. Isolation and characterization of multiple forms. |
PubMed: | Identification of hairpencil secretion from maleMamestra brassicae (L.) (Lepidoptera: Noctuidae) and electroantennogram studies. |
PubMed: | 3-Oxothiolase activities and [14C]-2-methylbutanoic acid incorporation in cultured fibroblasts from 13 cases of suspected 3-oxothiolase deficiency. |
PubMed: | Irritant principles of the spurge family (Euphorbiaceae). XIII. Oligocyclic and macrocyclic diterpene esters from latices of some Euphorbia species utilized as source plants of honey. |
PubMed: | Stereoselectivity in the 2-methylbutyrate incorporation into anteiso fatty acids in Bacillus subtilis mutants. |
PubMed: | Nutritional requirements of Methanomicrobium mobile. |
PubMed: | Effects of volatile fatty acids on propionate metabolism and gluconeogenesis in caprine hepatocytes. |
PubMed: | Induction of peroxisomal fatty acyl-CoA oxidase and microsomal laurate hydroxylase activities by beclobric acid and two metabolites in primary cultures of rat hepatocytes. |
PubMed: | Biosynthesis of mevinolin, a hypocholesterolemic fungal metabolite, in Aspergillus terreus. |
PubMed: | Biochemical changes during the aerobic-anaerobic transition in Ascaris suum larvae. |
PubMed: | Influence of oral intake of seven different antibiotics on faecal short-chain fatty acid excretion in healthy subjects. |
PubMed: | Gas-liquid chromatographic separation of enantiomers as their diastereomeric derivatives, illustrated with 2-methylbutyric acid. |
PubMed: | Biosynthesis of monensins A and B: the role of isoleucine. |
PubMed: | Feedlot performance and carcass characteristics of steers fed diets containing ammonium salts of the branched-chain fatty acids and valeric acid. |
PubMed: | Supplementation of dairy cow diets with ammonium salts of volatile fatty acids. |
PubMed: | Synthesis of stereoisomers of 8-methyl-2-decanol and esters attractive to severalDiabrotica sp. |
PubMed: | Use of predator odors as repellents to reduce feeding damage by herbivores : I. Snowshoe hares (Lepus americanus). |
PubMed: | Mevinolinic acid biosynthesis by Aspergillus terreus and its relationship to fatty acid biosynthesis. |
PubMed: | Regional differences in carboxylesterase activity between human subcutaneous and omental adipose tissue. |
PubMed: | Constituents of mandibular and Dufour's glands of an australianPolyrhachis weaver ant. |
PubMed: | Short-chain fatty acids in intestinal content of germfree mice monocontaminated with Escherichia coli or Clostridium difficile. |
PubMed: | Amino acids of the Murchison meteorite: II. Five carbon acyclic primary beta-, gamma-, and delta-amino alkanoic acids. |
PubMed: | [Metabolism of beclobrate in rat and man]. |
PubMed: | Stereoselectivity of 1-aminocyclopropanecarboxylate malonyltransferase toward stereoisomers of 1-amino-2-ethylcyclopropanecarboxylic acid. |
PubMed: | Methyl butyrate-hydrolyzing activity of hepatic triglyceride lipase from rat post-heparin plasma. |
PubMed: | Hydroxycarboxylic and oxocarboxylic acids in urine: products from branched-chain amino acid degradation and from ketogenesis. |
PubMed: | Precursor directed biosynthesis of paulomycins A and B. The effects of valine, isoleucine, isobutyric acid and 2-methylbutyric acid. |
PubMed: | Isoleucine synthesis by Clostridium sporogenes from propionate or alpha-methylbutyrate. |
PubMed: | Microbial metabolism of 1,2-propanediol studied by the Rumen Simulation Technique (Rusitec). |
PubMed: | Pathway of formation of branched-chain volatile fatty acids in Ascaris mitochondria. |
PubMed: | Larval osmeterial secretions of the swallowtails (Papilio). |
PubMed: | Adenosine 5'-triphosphate- yielding pathways of branched-chain amino acid fermentation by a marine spirochete. |
PubMed: | Carboxylesterases-amidases. |
PubMed: | Studies of the glycine metabolism in a patient with D-glyceric acidemia and hyperglycinemia. |
PubMed: | Excretion pattern of branched-chain amino acid metabolites during the course of acute infections in a patient with methylmalonic acidaemia. |
PubMed: | Biochemical studies in a patient with defects in the metabolism of acyl-CoA and sarcosine: another possible case of glutaric aciduria type II. |
PubMed: | Inhibition of the glycine cleavage system by branched-chain amino acid metabolites. |
PubMed: | Production of branched-chain volatile fatty acids by certain anaerobic bacteria. |
PubMed: | Demonstration of a new mammalian isoleucine catabolic pathway yielding an Rseries of metabolites. |
PubMed: | Growth factor requirements of Ruminococcus flavefaciens isolated from the rumen of cattle fed purified diets. |
PubMed: | Isoleucine biosynthesis from 2-methylbutyric acid by anaerobic bacteria from the rumen. |
PubMed: | The ultrastructure of the osmeterium and the nature of its secretion in Papilio larvae (lepidoptera). |
PubMed: | Volatile fatty acid requirements of cellulolytic rumen bacteria. |
PubMed: | Characterization of several bovine rumen bacteria isolated with a xylan medium. |
PubMed: | Defensive Secretion of a Caterpillar (Papilio). |
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