Category: cosmetic, flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | white crystals (est) |
Assay: | 98.00 to 100.00 %
|
Food Chemicals Codex Listed: | No |
Melting Point: | 124.00 to 127.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 320.00 to 321.00 °C. @ 760.00 mm Hg
|
Vapor Pressure: | 0.000299 mmHg @ 25.00 °C. (est) |
Flash Point: | 270.00 °F. TCC ( 132.22 °C. )
|
logP (o/w): | 4.151 (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 | | diethyl phthalate | | isopropyl myristate | | water, 11.99 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
|
Odor Type: woody |
|
Odor Strength: | medium , recommend smelling in a 10.00 % solution or less |
|
Substantivity: | 108 hour(s) at 10.00 % in dipropylene glycol |
|
| dry paper woody ambergris labdanum |
Odor Description: at 10.00 % in isopropyl myristate. | dry paper woody ambergris labdanum Luebke, William tgsc, (2007)
|
|
| aromatic woody mossy cedar tobacco |
Odor Description: at 1.00 %. | Intense, aromatic, woody and moss like with a cedar and tobacco nuance Mosciano, Gerard P&F 26, No. 3, 80, (2001) |
|
|
Flavor Type: woody |
|
| aromatic woody cedar tobacco mushroom earthy oakmoss |
Taste Description: at 0.10 - 5.00 ppm. | Intense aromatic, woody, cedar like, tobacco with a mushroom and earthy nuance. It has a vague perfumey oak moss note Mosciano, Gerard P&F 26, No. 3, 80, (2001) |
|
Odor and/or flavor descriptions from others (if found). |
|
|
Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | None - None found. |
S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 36 - Wear suitable protective clothing.
|
|
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 | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
|
Dermal Toxicity: |
Not determined
|
Inhalation Toxicity: |
Not determined
|
Safety in Use Information:
Category: | cosmetic, 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 sclareolide usage levels up to: | | 0.5000 % in the fragrance concentrate.
|
|
Maximised Survey-derived Daily Intakes (MSDI-EU): | 1.10 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 6.00 (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: 16 |
Click here to view publication 16 |
| average usual ppm | average maximum ppm |
baked goods: | 2.00000 | 3.00000 |
beverages(nonalcoholic): | 1.00000 | 5.00000 |
beverages(alcoholic): | 1.00000 | 5.00000 |
breakfast cereal: | 1.00000 | 3.00000 |
cheese: | 1.00000 | 3.00000 |
chewing gum: | - | - |
condiments / relishes: | - | - |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | 1.00000 | 2.00000 |
fish products: | 1.00000 | 2.00000 |
frozen dairy: | 1.00000 | 3.00000 |
fruit ices: | - | - |
gelatins / puddings: | 1.00000 | 2.00000 |
granulated sugar: | - | - |
gravies: | 1.00000 | 2.00000 |
hard candy: | 1.00000 | 3.00000 |
imitation dairy: | 3.00000 | 10.00000 |
instant coffee / tea: | - | - |
jams / jellies: | - | - |
meat products: | 1.00000 | 4.00000 |
milk products: | 2.00000 | 4.00000 |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | 1.00000 | 2.00000 |
reconstituted vegetables: | 1.00000 | 2.00000 |
seasonings / flavors: | 1.00000 | 3.00000 |
snack foods: | 2.00000 | 4.00000 |
soft candy: | 1.00000 | 3.00000 |
soups: | 1.00000 | 2.00000 |
sugar substitutes: | 1.00000 | 3.00000 |
sweet sauces: | 1.00000 | 2.00000 |
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s): |
The FEMA GRAS assessment of lactones used as flavor ingredients. View pdf |
European Food Safety Athority(EFSA): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Flavouring Group Evaluation 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008) View page or View pdf |
Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008) View page or View pdf |
EPI System: | View |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 564-20-5 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 61129 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 2 |
| (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one |
Chemidplus: | 0000564205 |
References:
| (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one |
NIST Chemistry WebBook: | Search Inchi |
Canada Domestic Sub. List: | 564-20-5 |
Pubchem (cid): | 61129 |
Pubchem (sid): | 135017861 |
Other Information:
Potential Blenders and core components note
|
For Odor |
No odor group found for these |
2- | acetyl-benzothiophene | |
7- | methyl benzofuran | |
5- | methyl-furfuryl furfuryl ether | |
aldehydic |
| dodecanal (aldehyde C-12 lauric) | FL/FR |
2- | methyl undecanal (aldehyde C-12 mna) | FL/FR |
10- | undecenal (aldehyde C-11 undecylenic) | FL/FR |
amber |
(Z)- | abienol | FL/FR |
| acetoxymethyl isolongifolene | FR |
| amber acetate | FR |
| amber butanol | FR |
| amber carane | FR |
| amber cyclohexanol | FR |
| amber fragrance | FR |
| amber specialty | FR |
| ambergris tincture | FL/FR |
| ambermax 50 (Givaudan) | FR |
| ambrein | FR |
| ambroxan | FL/FR |
| ambroxide | FL/FR |
| angelica root oil | FL/FR |
| cistus ladaniferus resin | FR |
| cistus ladaniferus resinoid | FL/FR |
| formoxymethyl isolongifolene | FR |
| hydroxymethyl isolongifolene 50% in dpg | FR |
| labdanum absolute | FL/FR |
animal |
| animal carbolactone | FR |
| costus valerolactone | FR |
para- | cresyl isobutyrate | FL/FR |
para- | cresyl phenyl acetate | FL/FR |
| indole | FL/FR |
balsamic |
| amyris wood oil | FL/FR |
siam | benzoin resinoid | FL/FR |
| fir carboxylate | FR |
| hexyl benzoate | FL/FR |
| linalyl cinnamate | FL/FR |
| mastic gum resin | FR |
| methyl hydrogenated rosinate | FR |
| opoponax resin (commiphora erythraea var. glabrescens engler) | FL/FR |
| opoponax resinoid replacer | FR |
| oriental specialty | FR |
| peru balsam absolute | FL/FR |
| sclareol | FL/FR |
| styrax resin (liquidambar styraciflua) | FL/FR |
| styrax resinoid (liquidambar styraciflua) | FL/FR |
| styrax resinoid replacer | FR |
berry |
| raspberry ketone | FL/FR |
| ethyl maltol | FL/FR |
| immortelle absolute | FL/FR |
| maltol | FL/FR |
citrus |
| lemon oil c.p. california | FL/FR |
bitter | orange peel oil brazil | FL/FR |
coconut |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
gamma- | octalactone | FL/FR |
dusty |
| woody furan | FR |
1- | nonen-3-ol | FL/FR |
3- | octanol | FL/FR |
1- | octen-3-ol | FL/FR |
1- | octen-3-one | FL/FR |
fatty |
| decanol | FL/FR |
floral |
| acetophenone | FL/FR |
iso | amyl salicylate | FL/FR |
| amyl salicylate | FL/FR |
| bois de rose oil brazil | FL/FR |
iso | butyl salicylate | FL/FR |
para- | cresyl acetate | FL/FR |
| cyclamen aldehyde | FL/FR |
| dihydrojasmone | FL/FR |
| dimethyl benzyl carbinyl acetate | FL/FR |
| floral pyranol | FR |
| heliotropyl acetone | FL/FR |
alpha- | hexyl cinnamaldehyde | FL/FR |
| hyacinth acetals | FL/FR |
| lilyall | FR |
laevo- | linalool | FL/FR |
| methyl dihydrojasmonate | FL/FR |
beta-iso | methyl ionone | FL/FR |
2- | methyl naphthalene | FL/FR |
| nerolidol | FL/FR |
| nonanol | FL/FR |
| ocean propanal | FL/FR |
| orange leaf absolute | FL/FR |
| orris pyridine 25% IPM | FR |
| phenethyl phenyl acetate | FL/FR |
| rose absolute (rosa centifolia) morocco | FL/FR |
fruity |
| balsam specialty | FR |
gamma- | decalactone | FL/FR |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
green |
| diphenyl methane | FL/FR |
| diphenyl oxide | FL/FR |
| galbanum oil | FL/FR |
3- | hexenal | FL/FR |
| leafy acetal | FL/FR |
| melon acetal | FL/FR |
| methyl heptine carbonate | FL/FR |
(E,Z)-2,6- | nonadien-1-ol | FL/FR |
| perilla alcohol | FL/FR |
2- | phenyl propionaldehyde | FL/FR |
| violet leaf absolute | FL/FR |
hay |
| beeswax absolute | FL/FR |
herbal |
| apium graveolens seed oil | FL/FR |
(+)-alpha- | campholenic aldehyde | FL/FR |
| daucus carota fruit oil | FL/FR |
(1S,5R)- | myrtenyl acetate | FL/FR |
laevo- | perillaldehyde | FL/FR |
| romanal | FR |
| rosemary oil | FL/FR |
| rosemary oil CO2 extract | FL/FR |
| rosemary oil morocco | FL/FR |
| rosemary oil spain | FL/FR |
melon |
| melon heptenal | FL/FR |
(Z)-6- | nonenal | FL/FR |
| watermelon ketone | FR |
minty |
| methyl salicylate | FL/FR |
mossy |
| moss fragrance | FR |
| moss specialty | FR |
| veramoss (IFF) | FR |
musk |
| musk dimethyl indane | FL/FR |
| musk fragrance | FR |
| musk specialty | FR |
6,6,10,10- | tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline | |
oily |
| mcp acetate | FR |
phenolic |
| anisole | FL/FR |
powdery |
| midnight passion fragrance | FR |
spicy |
| allspice berry absolute | FL/FR |
| angelica seed absolute | FL/FR |
| benzyl isoeugenol | FL/FR |
| cassia bark oil china | FL/FR |
| cassia bark oil replacer | FL/FR |
| cinnamaldehyde | FL/FR |
| cinnamon bark absolute | FL/FR |
| cinnamon bark oil | FL/FR |
| cinnamon bark oil ceylon | FL/FR |
| cinnamon leaf oil ceylon | FL/FR |
| clove bud absolute | FL/FR |
| clove bud oil | FL/FR |
| clove leaf oil | FL/FR |
| clove stem oil | FL/FR |
black | currant bud absolute | FL/FR |
iso | eugenyl acetate | FL/FR |
| ginger root oil china | FL/FR |
| ginger root oil cochin | FL/FR |
| mace oil | FL/FR |
para- | methoxycinnamaldehyde | FL/FR |
| nutmeg oil | FL/FR |
| nutmeg oleoresin | FL/FR |
| pepper tree berry oil | FL/FR |
| pimenta acris leaf oil | FL/FR |
terpenic |
| angelica seed oil | FL/FR |
| frankincense oil | FL/FR |
tonka |
| tonka bean absolute | FR |
vanilla |
| vanillyl isobutyrate | FL/FR |
| vanillylidene acetone | FL/FR |
waxy |
1- | dodecanol | FL/FR |
| ethyl laurate | FL/FR |
woody |
| acetyl cedrene | FR |
| amber carbinol | FR |
| amber dioxane | FR |
| amber formate | FR |
| amber pentadecane | FR |
| amber woody specialty | FR |
beta- | caryophyllene oxide | FL/FR |
| cedarwood oil terpenes | FL/FR |
| cedarwood oil texas fractions | FR |
| cedarwood oil white | FR |
alpha- | cedrene epoxide | FR |
| cedrenol | FL/FR |
| cedryl acetate | FL/FR |
| cedryl formate | FR |
| cedryl methyl ether | FR |
| cistus twig/leaf absolute | FR |
| cistus twig/leaf oil | FL/FR |
| dragons blood fragrance | FR |
| frankincense resinoid replacer | FR |
| georgywood | FR |
| guaiacwood extract acetate | FR |
| guaiacwood oil | FL/FR |
| gurjun balsam oil | FR |
(1R,4S,5S,9R)-1- | hydroxy-1,4,7,7,9-pentamethyl spiro(4.5)decan-2-one | |
| hydroxyambran | FR |
| kaempferia galanga rhizome oil | FL/FR |
2- | methoxy-4-vinyl phenol | FL/FR |
| methyl 2,6,10-trimethyl cyclododeca-2,5,9-trienyl ketone | FR |
| methyl cedryl ketone | FL/FR |
| methyl methylene tricyclodecanol acetate | FR |
(4aR,5R,7aS,9R)- | octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methanoazuleno(5,6-d)-1,3-dioxole | FR |
| patchouli ethanone | FR |
| patchouli oil | FL/FR |
| patchouli woody amber fragrance | FR |
| santall | FR |
| sclarene | |
| spruce needle oil canada | FL/FR |
| tetramethyl-4-methylene-2-heptanol | FR |
| thuja occidentalis leaf oil | FL/FR |
| thujopsis dolabrata wood oil | FR |
| tobacarol (IFF) | FR |
| vetiver specialty | FR |
| woody acetate | FR |
| woody amber fragrance | FR |
| woody amber specialty | FR |
| woody dioxolane | FR |
| woody nonane (ethoxy) | FR |
|
For Flavor |
|
No flavor group found for these |
| ambergris tincture | FL/FR |
| ambroxide | FL/FR |
| cistus ladaniferus resinoid | FL/FR |
(1R,4S,5S,9R)-1- | hydroxy-1,4,7,7,9-pentamethyl spiro(4.5)decan-2-one | |
beta-iso | methyl ionone | FL/FR |
| sclarene | |
6,6,10,10- | tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline | |
amber |
| angelica seed oil | FL/FR |
| labdanum absolute | FL/FR |
animal |
| indole | FL/FR |
apple |
(E,Z)-2,6- | nonadien-1-ol | FL/FR |
aromatic |
| amyl salicylate | FL/FR |
| anisole | FL/FR |
para- | cresyl acetate | FL/FR |
para- | cresyl isobutyrate | FL/FR |
| hyacinth acetals | FL/FR |
| leafy acetal | FL/FR |
laevo- | perillaldehyde | FL/FR |
balsamic |
siam | benzoin resinoid | FL/FR |
| opoponax resin (commiphora erythraea var. glabrescens engler) | FL/FR |
| peru balsam absolute | FL/FR |
| styrax resin (liquidambar styraciflua) | FL/FR |
| styrax resinoid (liquidambar styraciflua) | FL/FR |
| vanillylidene acetone | FL/FR |
berry |
| heliotropyl acetone | FL/FR |
| raspberry ketone | FL/FR |
brown |
| beeswax absolute | FL/FR |
camphoreous |
| kaempferia galanga rhizome oil | FL/FR |
candy |
| candy flavor | FL |
caramellic |
| caramel furanone | FL |
| ethyl maltol | FL/FR |
| maltol | FL/FR |
cherry |
para- | methoxycinnamaldehyde | FL/FR |
citrus |
| lemon flavor | FL |
| lemon oil c.p. california | FL/FR |
laevo- | linalool | FL/FR |
bitter | orange flavor | FL |
coconut |
gamma- | nonalactone (aldehyde C-18 (so-called)) | FL/FR |
cooling |
iso | butyl salicylate | FL/FR |
creamy |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
earthy |
2- | acetyl-benzothiophene | |
| difurfuryl sulfide | FL |
1- | hexen-3-yl acetate | FL |
7- | methyl benzofuran | |
1- | nonen-3-ol | FL/FR |
1,8- | octane dithiol | FL |
1- | octen-3-one | FL/FR |
fatty |
10- | undecenal (aldehyde C-11 undecylenic) | FL/FR |
floral |
| bois de rose oil brazil | FL/FR |
| dihydrojasmone | FL/FR |
| dimethyl benzyl carbinyl acetate | FL/FR |
| methyl dihydrojasmonate | FL/FR |
| ocean propanal | FL/FR |
| orange leaf absolute | FL/FR |
| rose absolute (rosa centifolia) morocco | FL/FR |
fruity |
gamma- | decalactone | FL/FR |
| linalyl cinnamate | FL/FR |
bitter | orange peel oil brazil | FL/FR |
green |
iso | amyl salicylate | FL/FR |
| angelica root oil | FL/FR |
(+)-alpha- | campholenic aldehyde | FL/FR |
| cyclamen aldehyde | FL/FR |
| diphenyl methane | FL/FR |
| diphenyl oxide | FL/FR |
| galbanum oil | FL/FR |
3- | hexenal | FL/FR |
| hexyl benzoate | FL/FR |
| immortelle absolute | FL/FR |
| melon acetal | FL/FR |
| melon heptenal | FL/FR |
| methyl heptine carbonate | FL/FR |
5- | methyl-furfuryl furfuryl ether | |
| nerolidol | FL/FR |
(Z)-6- | nonenal | FL/FR |
2- | phenyl propionaldehyde | FL/FR |
| violet leaf absolute | FL/FR |
herbal |
| apium graveolens seed oil | FL/FR |
| celery flavor | FL |
| celery seed oil distillates | FL |
| daucus carota fruit oil | FL/FR |
| rosemary oil | FL/FR |
| rosemary oil CO2 extract | FL/FR |
| rosemary oil morocco | FL/FR |
| rosemary oil spain | FL/FR |
honey |
| phenethyl phenyl acetate | FL/FR |
lactonic |
gamma- | octalactone | FL/FR |
licorice |
black | licorice flavor | FL |
| licorice flavor | FL |
minty |
| methyl salicylate | FL/FR |
mushroom |
1- | octen-3-ol | FL/FR |
musk |
| musk dimethyl indane | FL/FR |
musty |
3- | octanol | FL/FR |
oily |
2- | methyl naphthalene | FL/FR |
phenolic |
para- | cresyl phenyl acetate | FL/FR |
powdery |
| acetophenone | FL/FR |
smoky |
2- | methoxy-4-vinyl phenol | FL/FR |
soapy |
| dodecanal (aldehyde C-12 lauric) | FL/FR |
1- | dodecanol | FL/FR |
spicy |
| allspice berry absolute | FL/FR |
| angelica seed absolute | FL/FR |
| benzyl isoeugenol | FL/FR |
| cassia bark oil china | FL/FR |
| cassia bark oil replacer | FL/FR |
| cassia flavor | FL |
| cinnamaldehyde | FL/FR |
| cinnamon bark absolute | FL/FR |
| cinnamon bark oil | FL/FR |
| cinnamon bark oil ceylon | FL/FR |
| cinnamon flavor | FL |
| cinnamon leaf oil ceylon | FL/FR |
| clove bud absolute | FL/FR |
| clove bud oil | FL/FR |
| clove flavor | FL |
| clove leaf oil | FL/FR |
| clove stem oil | FL/FR |
black | currant bud absolute | FL/FR |
iso | eugenyl acetate | FL/FR |
| ginger flavor | FL |
| ginger root oil china | FL/FR |
| ginger root oil cochin | FL/FR |
| mace flavor | FL |
| mace oil | FL/FR |
| nutmeg flavor | FL |
| nutmeg oil | FL/FR |
| nutmeg oleoresin | FL/FR |
| pepper tree berry oil | FL/FR |
| pimenta acris leaf oil | FL/FR |
vanilla |
| vanillyl isobutyrate | FL/FR |
waxy |
| decanol | FL/FR |
| ethyl laurate | FL/FR |
alpha- | hexyl cinnamaldehyde | FL/FR |
2- | methyl undecanal (aldehyde C-12 mna) | FL/FR |
| nonanol | FL/FR |
woody |
(Z)- | abienol | FL/FR |
| ambroxan | FL/FR |
| amyris wood oil | FL/FR |
beta- | caryophyllene oxide | FL/FR |
| cedarwood oil terpenes | FL/FR |
| cedrenol | FL/FR |
| cedryl acetate | FL/FR |
| cistus twig/leaf oil | FL/FR |
| frankincense oil | FL/FR |
| guaiacwood oil | FL/FR |
| methyl cedryl ketone | FL/FR |
(1S,5R)- | myrtenyl acetate | FL/FR |
| patchouli oil | FL/FR |
| perilla alcohol | FL/FR |
| sclareol | FL/FR |
| spruce needle oil canada | FL/FR |
| thuja occidentalis leaf oil | FL/FR |
|
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
(+)-nor | ambreinolide | 12-nor | ambrienolide | (3ar- (3aalpha,5abeta, 9aalpha,9bbeta)) | decahydro-3a,6,6,9a-tetramethyl naphth(2,1-b)furan-2(1H)-one | (3aR,5aS,9aS,9bR)- | decahydro-3a,6,6,9a-tetramethyl naphtho(2,1-b)furan-2(1H)-one | | decahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan-2(1H)-one | | decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one | 3a,4,5,5aalpha, 6,7,8,9,9a,9balpha- | decahydro-3abeta,6,6,9abeta-tetramethyl naphtho(2,1-b)furan-2(1H)-one | 3a,4,5,5aa,6,7,8,9,9a,9ba- | decahydro-3aβ,6,6,9aβ-tetramethylnaphtho(2,1-b)furan-2(1H)-one | | naphtho 2,1-b furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl-, | | naphtho(2,1-b)furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl- | | naphtho[2,1-b]furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl- | (3aR)-(+)- | sclareolide | (R)-(+)- | sclareolide | | sclareolide natural | | slareolide natural | (3aR,5aS,9aS,9bR)-3a,6,6,9a- | tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one | 3a,6,6,9a- | tetramethyl-1,4,5,5a,7,8,9,9b-octahydronaphtho[8,7-d]furan-2-one | 3a,6,6,9a- | tetramethyl-decahydro-naphtho[2,1-b]furan-2-one | 3a,6,6,9a- | tetramethyldecahydronaphtho[2,1-b]furan-2(1H)-one |
Articles:
PubMed: | Synthesis of Labdane Diterpenes Galanal A and B from (+)-Sclareolide. |
PubMed: | Analysis of gene profiles involved in the enhancement of all-trans retinoic acid-induced HL-60 cell differentiation by sesquiterpene lactones identifies asparagine synthetase as a novel target for differentiation-inducing therapy. |
PubMed: | Enhanced reactivity in dioxirane C-H oxidations via strain release: a computational and experimental study. |
PubMed: | Total synthesis of (+)-aureol. |
PubMed: | Scalable, divergent synthesis of meroterpenoids via "borono-sclareolide". |
PubMed: | Isolation, chemical, and biotransformation routes of labdane-type diterpenes. |
PubMed: | Exploiting the facile release of trifluoroacetate for the α-methylenation of the sterically hindered carbonyl groups on (+)-sclareolide and (-)-eburnamonine. |
PubMed: | Manganese porphyrins catalyze selective C-H bond halogenations. |
PubMed: | Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide. |
PubMed: | Enantiospecific, biosynthetically inspired formal total synthesis of (+)-liphagal. |
PubMed: | Differential enhancement of leukaemia cell differentiation without elevation of intracellular calcium by plant-derived sesquiterpene lactone compounds. |
PubMed: | Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii. |
PubMed: | Synthesis of (+)-zerumin B using a regioselective singlet oxygen furan oxidation. |
PubMed: | (3aS,7S,9aS,9bR)-3a,6,6,9a-Tetra-methyl-2-oxoperhydro-naphtho[2,1-b]furan-7-yl acetate. |
PubMed: | Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products. |
PubMed: | Novel microbial transformations of sclareolide. |
PubMed: | Chiral decalins: preparation from oleanolic acid and application in the synthesis of (-)-9-epi-ambrox. |
PubMed: | Synthesis and stereochemistry of the antitumor diterpenoid (+)-zerumin B. |
PubMed: | The nicholas approach to natural product hybrids. |
PubMed: | Synthesis of alpha-onoceradiene-like terpene dimers by intermolecular metathesis processes. |
PubMed: | Synthesis and biological activity of (+)-hedychilactone A and its analogs from (+)-sclareolide. |
PubMed: | Diversity oriented synthesis of hispanane-like terpene derivatives from (R)-(+)-sclareolide. |
PubMed: | Synthesis of pelorol and analogues: activators of the inositol 5-phosphatase SHIP. |
PubMed: | Photochemical access to tetra- and pentacyclic terpene-like products from R-(+)-sclareolide. |
PubMed: | Identification of regulatory sequence elements within the transcription promoter region of NpABC1, a gene encoding a plant ABC transporter induced by diterpenes. |
PubMed: | A study on the synthesis of antiangiogenic (+)-coronarin A and congeners from (+)-sclareolide. |
PubMed: | Enantiospecific synthesis of the antituberculosis marine sponge metabolite (+)-puupehenone. The arenol oxidative activation route. |
PubMed: | The ABC transporter SpTUR2 confers resistance to the antifungal diterpene sclareol. |
PubMed: | An approach to furolabdanes and their photooxidation derivatives from R-(+)-sclareolide. |
PubMed: | Total synthesis and determination of the absolute configuration of coscinosulfate. A new selective inhibitor of Cdc25 protein phosphatase. |
PubMed: | A plant plasma membrane ATP binding cassette-type transporter is involved in antifungal terpenoid secretion. |
PubMed: | Oxidative metabolism of ambrox and sclareolide by Botrytis cinerea. |
PubMed: | Microbial transformation of sclareolide. |
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