Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless to pale yellow clear liquid to solid (est) |
Assay: | 99.00 to 100.00 %
|
Food Chemicals Codex Listed: | Yes |
Specific Gravity: | 1.18600 to 1.19200 @ 25.00 °C.
|
Pounds per Gallon - (est).: | 9.869 to 9.919
|
Refractive Index: | 1.54000 to 1.58000 @ 20.00 °C.
|
Melting Point: | 24.00 to 25.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 271.00 to 272.00 °C. @ 760.00 mm Hg
|
Congealing Point: | 23.00 °C.
|
Acid Value: | 5.00 max. KOH/g
|
Vapor Pressure: | 4.000000 mmHg @ 25.00 °C. |
Flash Point: | > 230.00 °F. TCC ( > 110.00 °C. )
|
logP (o/w): | 2.428 (est) |
Shelf Life: | 24.00 month(s) or longer if stored properly. |
Storage: | store in cool, dry place in tightly sealed containers, protected from heat and light. |
Soluble in: |
| alcohol | | water, 3000 mg/L @ 37 °C (exp) |
Insoluble in: |
| water |
Organoleptic Properties:
|
Odor Type: tonka |
|
Odor Strength: | medium , recommend smelling in a 10.00 % solution or less |
|
Substantivity: | 228 hour(s) at 100.00 % |
|
| sweet tonka coumarinic coconut herbal cinnamon balsamic |
Odor Description: at 10.00 % in dipropylene glycol. | sweet tonka coumarinic coconut herbal cinnamon balsamic Luebke, William tgsc, (1987) |
|
| sweet creamy coconut coumarinic vanilla spicy |
Odor Description:
| Sweet, creamy, coconut, coumarin, vanilla with a slight spice nuance Mosciano, Gerard P&F 17, No. 3, 57, (1992) |
|
|
Flavor Type: creamy |
|
| creamy coconut coumarinic vanilla cinnamyl balsamic spicy cardamom |
Taste Description:
| creamy coconut coumarinic vanilla cinnamyl balsamic spicy cardamom Luebke, William tgsc, (1987) |
|
| sweet creamy vanilla coconut milky |
Taste Description: at 10.00 ppm. | Sweet, creamy, vanilla, coconut and milky Mosciano, Gerard P&F 17, No. 3, 57, (1992) |
|
Odor and/or flavor descriptions from others (if found). |
|
Sigma-Aldrich |
Dihydrocoumarin, ≥99%, FCC, FG |
Odor Description: | almond; coconut; creamy; herbaceous; sweet; vanilla; nutty; tobacco. |
Taste Description: | sweet creamy vanilla coconut milky |
|
Moellhausen |
DIHYDROCOUMARIN |
Odor Description: | sweet, cocoa |
Taste Description: | sweet, vanilla, milk |
|
PerfumersWorld |
Dihydro coumarin |
Odor Description: | sweet rose coumarin tonka herbal sweet aromatic coumarin coconut |
|
Perfumery Laboratory |
TONCAINOL |
Odor Description: | Sweet, vanilla with bright notes of beans |
|
Indukern F&F |
DIHYDROCOUMARIN NATURAL |
Odor Description: | SWEET, AROMATIC, COUMARIN, CINNAMON |
|
|
Cosmetic Information:
Suppliers:
ACS International |
Dihydrocumarine
Odor: sweet tonka coumarin coconut herbal cinnamon |
Operational Capabilities |
Advanced Biotech |
BENZO DIHYDROPYRONE NATURAL
98% min. Odor: Herbaceous, Woody |
Advanced Biotech |
BENZO DIHYDROPYRONE SYNTHETIC
98% min. Odor: Herbaceous, Woody |
Alfa Biotechnology |
For experimental / research use only. |
Hydrocoumarin 98%
|
Anhui Haibei |
Dihydro coumarin
Odor: Sweetish, fruity or herbal |
Augustus Oils |
Dihydro Coumarin
|
Services |
Aurochemicals |
BENZODIHYDROPYRONE, Natural
|
Beijing Lys Chemicals |
Dihydrocoumarin (natural)
|
Beijing Lys Chemicals |
Dihydrocoumarin
|
Bell Flavors & Fragrances |
Natural Benzodihydropyrone (BDHP)
|
Berjé |
Benzo Dihydropyrone
|
Media |
BOC Sciences |
For experimental / research use only. |
Hydrocoumarin >98%
|
Citrus and Allied Essences |
Benzo Dihydropyrone
|
Market Report |
Diffusions Aromatiques |
DIHYDROCOUMARINE
|
Elan Inc. |
BENZO DIHYDRO PYRONE
FCC, Kosher |
EMD Millipore |
For experimental / research use only. |
Dihydrocoumarin
|
Ernesto Ventós |
DIHYDROCOUMARIN, NATURAL
|
Ernesto Ventós |
DIHYDROCOUMARIN
Odor: SWEET,COUMARIN BUT SLIGHTLY BITTER |
Excellentia International |
Benzodihydropyrone FCC (Dihydrocoumarin)
|
ExtraSynthese |
For experimental / research use only. |
3,4-Dihydrocoumarin (GC) ≥95%
|
Fleurchem |
benzodihydropyrone
|
Indukern F&F |
DIHYDROCOUMARIN NATURAL
Odor: SWEET, AROMATIC, COUMARIN, CINNAMON |
Indukern F&F |
DIHYDROCOUMARIN
|
Jiangyin Healthway |
Dihydrocoumarin Natural99%
|
New functional food ingredients |
K.L. Koh Enterprise |
DIHYDROCOUMARIN
|
Lluch Essence |
DIHYDROCOUMARIN NATURAL 99%
|
Lluch Essence |
DIHYDROCOUMARIN
|
M&U International |
Dihydrocoumarin, Kosher
|
M&U International |
NAT.DIHYDROCOUMARIN
|
Moellhausen |
DIHYDROCOUMARIN
Odor: sweet, cocoa Flavor: sweet, vanilla, milk |
Pearlchem Corporation |
Dihydro Coumarin
|
Penta International |
BENZODIHYDROPYRONE NATURAL
|
Penta International |
BENZODIHYDROPYRONE
|
PerfumersWorld |
Dihydro coumarin
Odor: sweet rose coumarin tonka herbal sweet aromatic coumarin coconut |
Perfumery Laboratory |
TONCAINOL
Odor: Sweet, vanilla with bright notes of beans |
Phoenix Aromas & Essential Oils |
Dihydrocoumarin (Benzodihydropyrone)
|
Prinova |
Di Hydro Coumarin
|
R C Treatt & Co Ltd |
Dihydrocoumarin
|
Reincke & Fichtner |
Dihydrocoumarin
|
Santa Cruz Biotechnology |
For experimental / research use only. |
Dihydrocoumarin ≥98%
|
Sigma-Aldrich |
Dihydrocoumarin, ≥99%, FCC, FG
Odor: almond; coconut; creamy; herbaceous; sweet; vanilla; nutty; tobacco. |
Certified Food Grade Products |
SRS Aromatics |
DIHYDRO COUMARIN EU NATURAL
|
SRS Aromatics |
DIHYDRO COUMARIN
|
Sunaux International |
Dihydrocoumarin
|
TCI AMERICA |
For experimental / research use only. |
3,4-Dihydrocoumarin >98.0%(GC)
|
Tengzhou Xiang Yuan Aroma Chemicals |
Dihydrocoumarin
|
The Lermond Company |
DIHYDRO COUMARIN
|
The Perfumers Apprentice |
Dihydrocoumarin 10% (PG)
Odor: Sweet, creamy, vanilla, coconut and milky |
United International |
3,4-Dihydrocoumarin
|
Universal Preserv-A-Chem Inc. |
BENZODIHYDROPYRONE
|
Vigon International |
Dihydrocoumarin FCC
Odor: Sweet-aromatic like coumarin, with pronounced cinnamon and caramel note |
Vigon International |
Dihydrocoumarin Natural
|
Vistachem |
Dihydrocoumarin
|
WEN International |
BENZODIHYDROPYRONE, natural
|
WholeChem |
Dihydrocoumarin
|
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xn - Harmful. |
R 22 - Harmful if swallowed. R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
|
|
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. |
Human Experience: |
20 % solution: no irritation or sensitization. |
Oral/Parenteral Toxicity: |
oral-rat LD50 1460 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
intraperitoneal-mouse LD50 200 mg/kg National Technical Information Service. Vol. AD277-689
oral-guinea pig LD50 1760 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
|
Dermal Toxicity: |
skin-rabbit LD50 > 5000 mg/kg Food and Cosmetics Toxicology. Vol. 12, Pg. 521, 1974.
|
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 |
IFRA Critical Effect: | Dermal sensitization and systemic toxicity |
IFRA: | View Standard |
View IFRA Standards Library for complete information. |
Please review Amendment 49 IFRA documentation for complete information. |
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%): |
Category 1: Products applied to the lips |
0.077 % |
Category 2: Products applied to the axillae |
0.023 % |
Category 3: Products applied to the face/body using fingertips |
0.46 % |
Category 4: Products related to fine fragrance |
0.43 % |
| Category 5: Products applied to the face and body using the hands (palms), primarily leave-on |
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on |
0.11 % |
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on |
0.11 % |
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on |
0.11 % |
Category 5D: Baby Creams, baby Oils and baby talc |
0.03 % |
Category 6: Products with oral and lip exposure |
0.25 % |
| Category 7: Products applied to the hair with some hand contact |
Category 7A: Rinse-off products applied to the hair with some hand contact |
0.88 % |
Category 7B: Leave-on products applied to the hair with some hand contact |
0.88 % |
Category 8: Products with significant anogenital exposure |
0.03 % |
Category 9: Products with body and hand exposure, primarily rinse off |
0.84 % |
| Category 10: Household care products with mostly hand contact |
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products) |
0.84 % |
Category 10B: Household aerosol/spray products |
3.00 % |
| Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate |
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure |
0.03 % |
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure |
0.03 % |
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin |
No Restriction |
| Notes: |
IFRA FLAVOR REQUIREMENTS: |
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards. |
|
Maximised Survey-derived Daily Intakes (MSDI-EU): | 1200.00 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 1111.00 (μg/capita/day) |
Structure Class: | III |
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. Update in publication number(s): 29 |
Click here to view publication 3 |
| average usual ppm | average maximum ppm |
baked goods: | 141.00000 | 165.00000 |
beverages(nonalcoholic): | 25.00000 | 28.00000 |
beverages(alcoholic): | 0.30000 | 2.00000 |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | 20.00000 | 250.00000 |
condiments / relishes: | 10.00000 | 15.00000 |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | 95.00000 | 104.00000 |
fruit ices: | - | - |
gelatins / puddings: | 116.00000 | 132.00000 |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | 8.00000 | 44.00000 |
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: | 111.00000 | 131.00000 |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
|
For Odor |
aldehydic |
aldehydic |
| acetyl nonyryl | FL/FR |
amber |
| angelica root oil | FL/FR |
| cistus ladaniferus resinoid | FL/FR |
animal |
| animal carbolactone | FR |
| civet absolute | FL/FR |
| costus valerolactone | FR |
| indole | FL/FR |
6- | methyl quinoline | FL/FR |
anisic |
para- | anisaldehyde | FL/FR |
balsamic |
| amyris wood oil | FL/FR |
sumatra | benzoin resinoid | FL/FR |
siam | benzoin resinoid | FL/FR |
| benzyl cinnamate | FL/FR |
| benzyl salicylate | FL/FR |
iso | butyl cinnamate | FL/FR |
| copaiba balsam oil | FL/FR |
| ethyl cinnamate | FL/FR |
| fir balsam absolute | FR |
| methyl cinnamate | FL/FR |
| peru balsam oil | FL/FR |
| pine needle absolute | FL/FR |
berry |
| raspberry ketone | FL/FR |
buttery |
| acetoin | FL/FR |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
| acetyl propionyl | FL/FR |
| butyl butyryl lactate | FL/FR |
caramellic |
2-oxo | butyric acid | FL/FR |
| ethyl maltol | FL/FR |
| fenugreek absolute | FL/FR |
| immortelle absolute | FL/FR |
| strawberry furanone acetate | FL/FR |
cheesy |
| butyric acid | FL/FR |
2- | heptanone | FL/FR |
citrus |
| lime oil expressed florida | FL/FR |
coconut |
alpha- | angelica lactone | FL/FR |
| coconut decanone methyl | FR |
| coconut naphthalenone | FL/FR |
delta- | decalactone | FL/FR |
delta-2- | dodecenolactone | FL/FR |
gamma- | heptalactone | FL/FR |
delta- | heptalactone | FL/FR |
delta- | nonalactone | FL/FR |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
gamma- | octalactone | FL/FR |
delta- | octalactone | FL/FR |
| propyl octanoate | FL/FR |
| tetrahydrojasmone | FR |
delta- | undecalactone | FL/FR |
| wine lactone | FL/FR |
coumarinic |
| coumane | FL/FR |
| phthalide | FL/FR |
| tonka bean oleoresin | FR |
| tonka bean resinoid | FR |
| tonka furanone | FL/FR |
| tonka ketone | FR |
| tonkavert | FR |
creamy |
gamma- | butyrolactone | FL/FR |
| creamy lactone | FL/FR |
3- | heptyl dihydro-5-methyl-2(3H)-furanone | FL/FR |
para- | vanillic acid | FL/FR |
para- | vanillyl alcohol | FL/FR |
earthy |
1- | nonen-3-ol | FL/FR |
fatty |
(Z)- | dairy lactone | FL/FR |
| ethyl undecylenate | FL/FR |
4- | methyl octanoic acid | FL/FR |
fermented |
| butyl laevo-lactate | FL/FR |
floral |
| acetophenone | FL/FR |
iso | amyl salicylate | FL/FR |
para- | anisyl nitrile | FR |
iso | butyl salicylate | FL/FR |
| cananga oil | FL/FR |
| dihydrojasmone | FL/FR |
| dihydrojasmone lactone | FL/FR |
| floral pyranol | FR |
| heliotropin | FL/FR |
| heliotropyl acetone | FL/FR |
| heliotropyl diethyl acetal | FR |
| hexenyl cyclopentanone | FR |
alpha- | hexyl cinnamaldehyde | FL/FR |
| hydroxycitronellal | FL/FR |
| jasmin lactone (IFF) | FL/FR |
| lavender oil | FL/FR |
para- | methyl acetophenone | FL/FR |
| nerolidol | FL/FR |
| ocean propanal | FL/FR |
| orris rhizome absolute (iris pallida) | FL/FR |
| palmarosa oil | FL/FR |
2- | pentyl cyclopentanone | FR |
| phenethyl phenyl acetate | FL/FR |
fruity |
| acetoin acetate | FL/FR |
| amyl heptanoate | FL/FR |
iso | amyl octanoate | FL/FR |
| benzaldehyde | FL/FR |
| cherry propanol | FL/FR |
gamma- | decalactone | FL/FR |
| farnesyl acetone | FL/FR |
4- | hydroxybenzyl alcohol | FL/FR |
| methyl (Z)-5-octenoate | FL/FR |
| octyl butyrate | FL/FR |
iso | propyl octanoate | FL/FR |
| tolualdehydes (mixed o,m,p) | FL/FR |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
green |
iso | butyl benzyl carbinol | FL/FR |
| butyl lactate | FL/FR |
alpha- | decalactone | FL/FR |
| diphenyl methane | FL/FR |
| galbanum oil | FL/FR |
(Z)-4- | hepten-1-ol | FL/FR |
(Z)-4- | heptenal | FL/FR |
(Z)-4- | heptenal diethyl acetal | FL/FR |
| heptyl heptanoate | FL/FR |
3- | phenyl propionaldehyde | FL/FR |
| syringaldehyde | FL/FR |
hay |
| hay absolute | FR |
herbal |
| apium graveolens seed oil india | FL/FR |
| immortelle flower oil | FL/FR |
abrialis | lavandin oil | FL/FR |
| linalyl acetate | FL/FR |
| origanum oil greece | FL/FR |
melon |
| watermelon ketone | FR |
mossy |
| oakmoss absolute | FL/FR |
| treemoss absolute | FR |
| veramoss (IFF) | FR |
mushroom |
3- | octen-2-ol | FL/FR |
musty |
2- | acetyl pyrrole | FL/FR |
naphthyl |
2,4- | dimethyl benzaldehyde | FL/FR |
beta- | naphthyl ethyl ether | FL/FR |
beta- | naphthyl methyl ether | FL/FR |
nutty |
2- | acetyl-5-methyl furan | FL/FR |
phenolic |
ortho- | guaiacol | FL/FR |
powdery |
para- | anisyl acetate | FL/FR |
para- | anisyl alcohol | FL/FR |
soapy |
| ethyl undecanoate | FL/FR |
spicy |
| benzyl isoeugenol | FL/FR |
| croton eluteria bark oil | FL/FR |
| cubeb oil | FL/FR |
iso | eugenyl acetate | FL/FR |
| ginger root oil china | FL/FR |
| levisticum officinale root oil | FL/FR |
para- | methoxy-alpha-methyl cinnamaldehyde | FL/FR |
para- | methoxycinnamaldehyde | FL/FR |
alpha- | methyl cinnamaldehyde | FL/FR |
| methyl heptadienone | FL/FR |
alpha- | methyl-(E)-cinnamaldehyde | FL/FR |
| myrtenal | FL/FR |
| nutmeg oil | FL/FR |
sweet |
| vanilla oleoresin bali | FL/FR |
thujonic |
| armoise oil | FR |
tonka |
6- | amyl-alpha-pyrone | FL/FR |
| coumarin | FR |
| deertongue absolute | FR |
| deertongue oleoresin | FR |
| flouve absolute | FR |
gamma- | hexalactone | FL/FR |
| melilot absolute | FR |
7- | methyl coumarin | CS |
| mint lactone | FL/FR |
| octahydrocoumarin | FL/FR |
| tonka bean absolute | FR |
| tonka undecanone | FR |
| whiskey lactone | FL/FR |
tropical |
delta- | dodecalactone | FL/FR |
| glyceryl 5-hydroxydecanoate | FL/FR |
| glyceryl 5-hydroxydodecanoate | FL/FR |
vanilla |
ortho- | dimethyl hydroquinone | FL/FR |
| ethyl vanillin | FL/FR |
| ethyl vanillin isobutyrate | FL/FR |
| ethyl vanillin propylene glycol acetal | FL/FR |
| methyl vanillate | FL/FR |
| propenyl guaethol | FL/FR |
| vanilla bean absolute (vanilla planifolia) | FL/FR |
| vanillin | FL/FR |
| vanillyl acetate | FL/FR |
| vanillyl isobutyrate | FL/FR |
| vanillylidene acetone | FL/FR |
vegetable |
| methional | FL/FR |
waxy |
| allyl nonanoate | FL/FR |
1- | dodecanol | FL/FR |
| ethyl palmitate | FL/FR |
| methyl laurate | FL/FR |
| myristyl alcohol | FL/FR |
2- | nonanol | FL/FR |
| octyl isobutyrate | FL/FR |
delta- | tetradecalactone | FL/FR |
2- | tridecanone | FL/FR |
| undecanoic acid | FL/FR |
woody |
| guaiacwood oil | FL/FR |
| methyl cedryl ketone | FL/FR |
| patchouli ethanone | FR |
| patchouli oil | FL/FR |
| sandalwood oil | FL/FR |
| santall | FR |
| spruce needle oil canada | FL/FR |
| tobacarol (IFF) | FR |
| vetiver oil haiti | FL/FR |
| vetiverol | FL/FR |
| woody acetate | FR |
(Z)- | woody amylene | FR |
| woody propanol | FR |
|
For Flavor |
|
No flavor group found for these |
| allyl methyl trisulfide | FL |
| cistus ladaniferus resinoid | FL/FR |
| coconut naphthalenone | FL/FR |
| coumane | FL/FR |
alpha- | decalactone | FL/FR |
6- | decenoic acid | FL |
(S)- | dihydroactinidiolide | FL |
| dimethyl benzofuranone | FL |
ortho- | dimethyl hydroquinone | FL/FR |
delta-2- | dodecenolactone | FL/FR |
| farnesyl acetone | FL/FR |
| fig leaf absolute | FL |
2- | furfurylidene butyraldehyde | FL |
| jasmin lactone (IFF) | FL/FR |
| melilot oleoresin | FL |
para- | methoxy-alpha-methyl cinnamaldehyde | FL/FR |
7- | methoxycoumarin | FL |
| methyl vanillate | FL/FR |
| myristyl alcohol | FL/FR |
4- | octen-3-one | FL |
| pine needle absolute | FL/FR |
| propyl octanoate | FL/FR |
(R)- | tonka furanone | FL |
| tonka furanone | FL/FR |
| wine lactone | FL/FR |
aldehydic |
| acetyl nonyryl | FL/FR |
amber |
iso | butyl benzyl carbinol | FL/FR |
animal |
| civet absolute | FL/FR |
| indole | FL/FR |
6- | methyl quinoline | FL/FR |
balsamic |
sumatra | benzoin resinoid | FL/FR |
siam | benzoin resinoid | FL/FR |
| benzyl salicylate | FL/FR |
iso | butyl cinnamate | FL/FR |
| copaiba balsam oil | FL/FR |
| ethyl cinnamate | FL/FR |
| peru balsam oil | FL/FR |
| vanillylidene acetone | FL/FR |
berry |
| heliotropyl acetone | FL/FR |
| raspberry ketone | FL/FR |
bitter |
| glyceryl tributyrate | FL |
brown |
2-oxo | butyric acid | FL/FR |
buttery |
| butter cream frosting flavor | FL |
| butyl laevo-lactate | FL/FR |
| diacetyl | FL |
cabbage |
| methyl 2-thiofuroate | FL |
caramellic |
| caramel furanone | FL |
| ethyl maltol | FL/FR |
| fenugreek absolute | FL/FR |
| strawberry furanone acetate | FL/FR |
cheesy |
2- | heptanone | FL/FR |
cherry |
| heliotropin | FL/FR |
para- | methoxycinnamaldehyde | FL/FR |
citrus |
| lime oil expressed florida | FL/FR |
cocoa |
| syringaldehyde | FL/FR |
coconut |
delta- | decalactone | FL/FR |
(R)- | massoia lactone | FL |
6- | methyl coumarin | FL |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
| octahydrocoumarin | FL/FR |
delta- | octalactone | FL/FR |
cooling |
iso | butyl salicylate | FL/FR |
coumarinic |
| phthalide | FL/FR |
creamy |
| acetoin | FL/FR |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
6- | amyl-alpha-pyrone | FL/FR |
alpha- | angelica lactone | FL/FR |
para- | anisaldehyde | FL/FR |
| butyl butyryl lactate | FL/FR |
| creamy lactone | FL/FR |
5,5- | dibutyl dihydrofuran-2(3H)-one | FL |
delta- | dodecalactone | FL/FR |
| glyceryl 5-hydroxydecanoate | FL/FR |
| glyceryl 5-hydroxydodecanoate | FL/FR |
gamma- | hexalactone | FL/FR |
| massoia lactone | FL |
para- | methyl acetophenone | FL/FR |
| mint lactone | FL/FR |
delta- | nonalactone | FL/FR |
| octyl isobutyrate | FL/FR |
delta- | undecalactone | FL/FR |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
para- | vanillic acid | FL/FR |
para- | vanillyl alcohol | FL/FR |
dairy |
| methyl (Z)-5-octenoate | FL/FR |
earthy |
1- | nonen-3-ol | FL/FR |
fatty |
(Z)- | dairy lactone | FL/FR |
| ethyl undecylenate | FL/FR |
4- | methyl octanoic acid | FL/FR |
2,4- | octadien-1-ol | FL |
2- | tridecanone | FL/FR |
floral |
| cananga oil | FL/FR |
| dihydrojasmone | FL/FR |
| linalyl acetate | FL/FR |
| ocean propanal | FL/FR |
fruity |
| acetoin acetate | FL/FR |
| acetyl isovaleryl | FL |
| amyl heptanoate | FL/FR |
iso | amyl octanoate | FL/FR |
para- | anisyl acetate | FL/FR |
para- | anisyl alcohol | FL/FR |
| benzaldehyde | FL/FR |
| cherry propanol | FL/FR |
gamma- | decalactone | FL/FR |
3- | heptyl dihydro-5-methyl-2(3H)-furanone | FL/FR |
4- | hydroxybenzyl alcohol | FL/FR |
iso | propyl octanoate | FL/FR |
| tolualdehydes (mixed o,m,p) | FL/FR |
grassy |
| palmarosa oil | FL/FR |
green |
iso | amyl salicylate | FL/FR |
| angelica root oil | FL/FR |
| butyl lactate | FL/FR |
| diphenyl methane | FL/FR |
| galbanum oil | FL/FR |
| heptanal 2,3-butane diol acetal | FL |
(Z)-4- | hepten-1-ol | FL/FR |
(Z)-4- | heptenal | FL/FR |
(Z)-4- | heptenal diethyl acetal | FL/FR |
| heptyl heptanoate | FL/FR |
| immortelle absolute | FL/FR |
| methyl heptadienone | FL/FR |
| nerolidol | FL/FR |
| oakmoss absolute | FL/FR |
3- | phenyl propionaldehyde | FL/FR |
herbal |
| apium graveolens seed oil india | FL/FR |
| immortelle flower oil | FL/FR |
abrialis | lavandin oil | FL/FR |
| lavender oil | FL/FR |
| massoia bark oil | FL |
| origanum oil greece | FL/FR |
honey |
| phenethyl phenyl acetate | FL/FR |
lactonic |
gamma- | heptalactone | FL/FR |
delta- | heptalactone | FL/FR |
gamma- | octalactone | FL/FR |
meaty |
4- | allyl-2,6-dimethoxyphenol | FL |
milky |
gamma- | butyrolactone | FL/FR |
minty |
(1R)-(-)- | myrtenal | FL |
| myrtenal | FL/FR |
mushroom |
3- | octen-2-ol | FL/FR |
naphthyl |
2,4- | dimethyl benzaldehyde | FL/FR |
beta- | naphthyl methyl ether | FL/FR |
nutty |
2- | acetyl pyrrole | FL/FR |
2- | acetyl-5-methyl furan | FL/FR |
powdery |
| acetophenone | FL/FR |
beta- | naphthyl ethyl ether | FL/FR |
| powdery ketone | FL |
soapy |
1- | dodecanol | FL/FR |
sour |
| butyric acid | FL/FR |
spicy |
| benzyl cinnamate | FL/FR |
| benzyl isoeugenol | FL/FR |
| benzylidene acetone | FL |
| croton eluteria bark oil | FL/FR |
| cubeb oil | FL/FR |
iso | eugenyl acetate | FL/FR |
| ginger root oil china | FL/FR |
| levisticum officinale oleoresin | FL |
| levisticum officinale root oil | FL/FR |
alpha- | methyl cinnamaldehyde | FL/FR |
| methyl cinnamate | FL/FR |
alpha- | methyl-(E)-cinnamaldehyde | FL/FR |
| nutmeg oil | FL/FR |
| root beer float flavor | FL |
sweet |
| ethyl 3-(2-hydroxyphenyl) propionate | FL |
| orange vanilla cream flavor | FL |
| orris rhizome absolute (iris pallida) | FL/FR |
| vanilla oleoresin bali | FL/FR |
toasted |
| acetyl propionyl | FL/FR |
tomato |
| methional | FL/FR |
vanilla |
| ethyl vanillin | FL/FR |
| ethyl vanillin isobutyrate | FL/FR |
| ethyl vanillin propylene glycol acetal | FL/FR |
vanilla | ice cream flavor | FL |
| propenyl guaethol | FL/FR |
| vanilla bean absolute (vanilla planifolia) | FL/FR |
| vanillin | FL/FR |
| vanillyl acetate | FL/FR |
| vanillyl isobutyrate | FL/FR |
waxy |
| allyl nonanoate | FL/FR |
| dihydrojasmone lactone | FL/FR |
| ethyl palmitate | FL/FR |
| ethyl undecanoate | FL/FR |
alpha- | hexyl cinnamaldehyde | FL/FR |
| hydroxycitronellal | FL/FR |
| methyl laurate | FL/FR |
2- | nonanol | FL/FR |
| octyl 2-furoate | FL |
| octyl butyrate | FL/FR |
delta- | tetradecalactone | FL/FR |
| undecanoic acid | FL/FR |
woody |
| amyris wood oil | FL/FR |
ortho- | guaiacol | FL/FR |
| guaiacwood oil | FL/FR |
| methyl cedryl ketone | FL/FR |
| patchouli oil | FL/FR |
| sandalwood oil | FL/FR |
| spruce needle oil canada | FL/FR |
| vetiver oil haiti | FL/FR |
| vetiverol | FL/FR |
| whiskey lactone | FL/FR |
|
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| benzo dihydro pyrone | | benzo dihydropyrone | | benzo dihydropyrone natural | | benzo dihydropyrone synthetic | | benzodihydropyrone | 1,2- | benzodihydropyrone | | benzodihydropyrone FCC | | benzodihydropyrone, natural | 2H-1- | benzopyran-2-one, 3,4-dihydro- | | benzopyranone, dihydro- | 2-oxo- | chroman | oxo | chroman | | chroman-2-one | | chroman, 2-oxo- | 2- | chromanone | | coumarin, 3,4-dihydro- | | coumarin, dihydro- | | di hydro coumarin | | dihydro coumarin | 3,4- | dihydro-1-benzopyran-2-one | 3,4- | dihydro-2H-1-benzopyran-2-one | 3,4- | dihydro-2H-chromen-2-on | 3,4- | dihydro-2H,1-benzopyran-2-one | | dihydrobenzopyrone | 3,4- | dihydrocoumarin | | dihydrocoumarin (benzodihydropyrone) | | dihydrocoumarin FCC | | hydrocinnamic acid, o-hydroxy-, d-lactone | | hydrocoumarin | o- | hydroxydihydrocinnamic acid delta-lactone | ortho- | hydroxydihydrocinnamic acid delta-lactone | 2- | hydroxydihydrocinnamic acid lactone | | hydroxydihydrocinnamic acid lactone, o- | | melilotic acid lactone | | melilotic lactone | | melilotin | | melilotine | | melilotol | | meliotine |
Articles:
Info: | EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS |
PubMed: | Tandem ruthenium-catalyzed transfer-hydrogenative cyclization/intramolecular Diels-Alder reaction of enediynes affording dihydrocoumarin-fused polycycles. |
PubMed: | Study of possible mechanisms involved in the inhibitory effects of coumarin derivatives on neutrophil activity. |
PubMed: | Effect of the nutritional supplement ALAnerv® on the serum PON1 activity in post-acute stroke patients. |
PubMed: | Serum lactonase and arylesterase activities in alcoholic hepatitis and hepatitis B. |
PubMed: | N-heterocyclic carbene-catalyzed [4 + 2] cycloaddition of ketenes and 3-aroylcoumarins: highly enantioselective synthesis of dihydrocoumarin-fused dihydropyranones. |
PubMed: | Cancer chemoprevention and nutriepigenetics: state of the art and future challenges. |
PubMed: | Synthesis and biological evaluation of α-methylidene-δ-lactones with 3,4-dihydrocoumarin skeleton. |
PubMed: | [Determination of five coumarins in toys by high performance liquid chromatography-tandem mass spectrometry]. |
PubMed: | Novel associations of nonstructural Loci with paraoxonase activity. |
PubMed: | Oxidative potential of some endophytic fungi using 1-indanone as a substrate. |
PubMed: | Catalytic versatility and backups in enzyme active sites: the case of serum paraoxonase 1. |
PubMed: | Facile synthesis of 4-substituted 3,4-dihydrocoumarins via an organocatalytic double decarboxylation process. |
PubMed: | An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids. |
PubMed: | High-Density Real-Time PCR-Based in Vivo Toxicogenomic Screen to Predict Organ-Specific Toxicity. |
PubMed: | Asymmetric synthesis of 3,4-dihydrocoumarin motif with an all-carbon quaternary stereocenter via a Michael-acetalization sequence with bifunctional amine-thiourea organocatalysts. |
PubMed: | Atom arrangement strategy for designing a turn-on 1H magnetic resonance probe: a dual activatable probe for multimodal detection of hypochlorite. |
PubMed: | Chemical composition, anti-inflammatory, molluscicidal and free-radical scavenging activities of the leaves of Ficus radicans 'Variegata' (Moraceae). |
PubMed: | Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations. |
PubMed: | Coumarin metabolic routes in Aspergillus spp. |
PubMed: | Paraoxonase 2 (PON2) in the mouse central nervous system: a neuroprotective role? |
PubMed: | Synthesis and biological activity of splitomicin analogs targeted at human NAD(+)-dependent histone deacetylases (sirtuins). |
PubMed: | Different effect of two synthetic coumarin-stilbene hybrid compounds on phagocyte activity. |
PubMed: | Cancer chemoprevention by targeting the epigenome. |
PubMed: | Organocatalytic asymmetric tandem Michael addition-hemiacetalization: a route to chiral dihydrocoumarins, chromanes, and 4H-chromenes. |
PubMed: | A reinvestigation of the reaction of coumarins with superoxide in the liposomal bilayer: correlation between depth and reactivity. |
PubMed: | Lactonases with organophosphatase activity: structural and evolutionary perspectives. |
PubMed: | The thioesterase Bhp is involved in the formation of beta-hydroxytyrosine during balhimycin biosynthesis in Amycolatopsis balhimycina. |
PubMed: | Interaction between human serum esterases and environmental metal compounds. |
PubMed: | Determinants of variation in human serum paraoxonase activity. |
PubMed: | Asymmetric cycloadditions of o-quinone methides employing chiral ammonium fluoride precatalysts. |
PubMed: | A novel method for the synthesis of substituted 3,4-dihydrocoumarin derivatives via isocyanide-based three-component reaction. |
PubMed: | Synthesis, spectroscopy and alkylating properties of Pd(II) complexes of phosphorohydrazones of coumarin and chromone with potential antibacterial activity. |
PubMed: | Novel isocyanide-based four-component reaction: a facile synthesis of fully substituted 3,4-dihydrocoumarin derivatives. |
PubMed: | AlCl3-mediated direct carbon-carbon bond-forming reaction of alpha-hydroxyketene-S,S-acetals with arenes and synthesis of 3,4-disubstituted dihydrocoumarin derivatives. |
PubMed: | Aging and anti-aging: unexpected side effects of everyday medication through sirtuin1 modulation. |
PubMed: | Lack of evidence for allergenic properties of coumarin in a fragrance allergy mouse model. |
PubMed: | Biocatalytic production of dihydrocoumarin from coumarin by Saccharomyces cerevisiae. |
PubMed: | Xenobiotic reductase A in the degradation of quinoline by Pseudomonas putida 86: physiological function, structure and mechanism of 8-hydroxycoumarin reduction. |
PubMed: | The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases. |
PubMed: | Isolation, structure elucidation, antioxidative and immunomodulatory properties of two novel dihydrocoumarins from Aloe vera. |
PubMed: | Cloning, purification, and refolding of human paraoxonase-3 expressed in Escherichia coli and its characterization. |
PubMed: | Cloning, high level expression of human paraoxonase-3 in Sf9 cells and pharmacological characterization of its product. |
PubMed: | Regioselective synthesis and estrogenicity of (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins. |
PubMed: | Senescence marker protein-30 is a unique enzyme that hydrolyzes diisopropyl phosphorofluoridate in the liver. |
PubMed: | Chromanones and dihydrocoumarins from Calophyllum blancoi. |
PubMed: | Mouse macrophage paraoxonase 2 activity is increased whereas cellular paraoxonase 3 activity is decreased under oxidative stress. |
PubMed: | Role of Acinetobacter calcoaceticus 3,4-dihydrocoumarin hydrolase in oxidative stress defence against peroxoacids. |
PubMed: | Enzymatic preparation of D-beta-acetylthioisobutyric acid and cetraxate hydrochloride using a stereo- and/or regioselective hydrolase, 3,4-dihydrocoumarin hydrolase from Acinetobacter calcoaceticus. |
PubMed: | Coupling of the lactone-ring conformation with crystal symmetry in 6-hydroxy-4,4,5,7,8-pentamethyl-3,4-dihydrocoumarin. |
PubMed: | Lactone-ring-cleaving enzymes of microorganisms: their diversity and applications. |
PubMed: | Purification and characterization of a novel lactonohydrolase from Agrobacterium tumefaciens. |
PubMed: | 3,4-Dihydrocoumarin hydrolase with haloperoxidase activity from Acinetobacter calcoaceticus F46. |
PubMed: | A "cephalosporin-like" cyclic depsipeptide: synthesis and reaction with beta-lactam-recognizing enzymes. |
PubMed: | Selective Clara cell injury in mouse lung following acute administration of coumarin. |
PubMed: | Intraperitoneal administration of coumarin causes tissue-selective depletion of cytochromes P450 and cytotoxicity in the olfactory mucosa. |
PubMed: | Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds. |
PubMed: | New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101. |
PubMed: | Natural ingredients based cosmetics. Content of selected fragrance sensitizers. |
PubMed: | Structure-activity relationship of coumarins in xanthine oxidase inhibition. |
PubMed: | HPLC analysis of tonka bean extracts. |
PubMed: | Comparison of the hepatic effects of coumarin, 3,4-dimethylcoumarin, dihydrocoumarin and 6-methylcoumarin in the rat. |
PubMed: | NTP Toxicology and Carcinogenesis Studies of Coumarin (CAS No. 91-64-5) in F344/N Rats and B6C3F1 Mice (Gavage Studies). |
PubMed: | NTP Toxicology and Carcinogenesis Studies of 3,4-Dihydrocoumarin (CAS No. 119-84-6) in F344/N Rats and B6C3F1 Mice (Gavage Studies). |
PubMed: | Structural requirements for the direct and cytochrome P450-dependent reaction of cyclic alpha,beta-unsaturated carbonyl compounds with glutathione: a study with coumarin and related compounds. |
PubMed: | Purification and characterization of a novel lactonohydrolase, catalyzing the hydrolysis of aldonate lactones and aromatic lactones, from Fusarium oxysporum. |
PubMed: | Isolation and characterization of a fluorene-degrading bacterium: identification of ring oxidation and ring fission products. |
PubMed: | Toxicity of coumarin and various methyl derivatives in cultures of rat hepatocytes and V79 cells. |
PubMed: | Anamnestic responses to contact allergens: application in the murine local lymph node assay. |
PubMed: | Amine prodrugs which utilize hydroxy amide lactonization. II. A potential esterase-sensitive amide prodrug. |
PubMed: | Acyloxybenzyl halides, inhibitors of elastases. |
PubMed: | A prospective toxicity evaluation (COMPACT) on 40 chemicals currently being tested by the National Toxicology Program. |
PubMed: | Reaction of thrombin and proteinases of the fibrinolytic system with a mechanism-based inhibitor, 3,4-dihydro-3-benzyl-6-chloromethylcoumarin. |
PubMed: | Studies on the mechanism of coumarin-induced toxicity in rat hepatocytes: comparison with dihydrocoumarin and other coumarin metabolites. |
PubMed: | Constituents of Justicia pectoralis Jacq. 2. Gas chromatography/mass spectrometry of simple coumarins, 3-phenylpropionic acids and their hydroxy and methoxy derivatives. |
PubMed: | The sensitizing capacity of coumarins (II). |
PubMed: | The epicutaneous maximization test. |
PubMed: | Inactivation of human high- and low-molecular-weight urokinases. Analysis of their active site. |
PubMed: | Reactions in selected patients to 22 fragrance materials. |
PubMed: | Comparative study of methods chosen by the Association Française de Normalisation (AFNOR) for evaluating sensitizing potential in the albino guinea-pig. |
PubMed: | Degradation of 3-phenylbutyric acid by Pseudomonas sp. |
PubMed: | Further studies of effects of vehicles and elicitation concentration in experimental contact sensitization testing in humans. |
PubMed: | Physiologically active substances from marine sponges V: Isolation of physiologically active compounds from the sponge Verongia archeri. |
PubMed: | The metabolism of aromatic compounds in higher plants. V. Purification and properties of dihydrocoumarin hydrolase of Melilotus alba. |
PubMed: | [Application of Baeyer-Villiger reaction in synthesis of dihydrocoumarin]. |
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