|
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 | |
| |
| 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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