| Name: | (4aS,4bR,10aS)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene |
| CAS Number: | 35241-40-8 |  3D/inchi
|
| FDA UNII: | Search |
| Nikkaji Web: | J668.689C |
| Beilstein Number: | 2504776 |
| XlogP: | 6.50 (est) |
| Molecular Weight: | 272.47504000 |
| Formula: | C20 H32 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 360.32 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 324.00 °F. TCC ( 162.00 °C. ) (est)
|
| logP (o/w): | 8.509 (est) |
| Soluble in: |
| | water, 0.001371 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| |
| 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: | | natural substances and extractives |
| Recommendation for (-)-abietadiene usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for (-)-abietadiene flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :443470 |
| National Institute of Allergy and Infectious Diseases:Data |
| (4aS,4bR,10aS)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene |
References:
| | (4aS,4bR,10aS)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 443470 |
| Pubchem (sid): | 14040 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | abieta-7,13-diene | | (-)- | abieta-7,13-diene | | | abieta-7(8),13(14)-diene | | | phenanthrene, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS,4bR,10aS)- | | (4aS,4bR,10aS)-7-iso | propyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene | | (4aS,4bR,10aS)-1,1,4a- | trimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene |
Articles:
| PubMed:Essential oil composition of Ficus benjamina (Moraceae) and Irvingia barteri (Irvingiaceae). |
| PubMed:Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases. |
| PubMed:A single residue change leads to a hydroxylated product from the class II diterpene cyclization catalyzed by abietadiene synthase. |
| PubMed:Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production. |
| PubMed:Insights into diterpene cyclization from structure of bifunctional abietadiene synthase from Abies grandis. |
| PubMed:[Research advances of diterpene synthase]. |
| PubMed:Chemical composition of the essential oils of the berries of Juniperus oxycedrus L. ssp. rufescens (L. K.) and Juniperus oxycedrus L. ssp. macrocarpa (S. & m.) Ball. and their antioxidant activities. |
| PubMed:The need for enzymatic steering in abietic acid biosynthesis: gas-phase chemical dynamics simulations of carbocation rearrangements on a bifurcating potential energy surface. |
| PubMed:The primary diterpene synthase products of Picea abies levopimaradiene/abietadiene synthase (PaLAS) are epimers of a thermally unstable diterpenol. |
| PubMed:Seasonal variation, chemical composition, and analgesic and antimicrobial activities of the essential oil from leaves of Tetradenia riparia (Hochst.) Codd in southern Brazil. |
| PubMed:Immunofluorescence localization of levopimaradiene/abietadiene synthase in methyl jasmonate treated stems of Sitka spruce (Picea sitchensis) shows activation of diterpenoid biosynthesis in cortical and developing traumatic resin ducts. |
| PubMed:Antimicrobial and antiparasitic abietane diterpenoids from the roots of Clerodendrum eriophyllum. |
| PubMed:Diterpene cyclases and the nature of the isoprene fold. |
| PubMed:Laser microdissection of conifer stem tissues: isolation and analysis of high quality RNA, terpene synthase enzyme activity and terpenoid metabolites from resin ducts and cambial zone tissue of white spruce (Picea glauca). |
| PubMed:Redetermination and absolute configuration of 7α-hy-droxy-royleanone. |
| PubMed:Regulation of resin acid synthesis in Pinus densiflora by differential transcription of genes encoding multiple 1-deoxy-D-xylulose 5-phosphate synthase and 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase genes. |
| PubMed:Investigating the conservation pattern of a putative second terpene synthase divalent metal binding motif in plants. |
| PubMed:Antiparasitic, nematicidal and antifouling constituents from Juniperus berries. |
| PubMed:In vitro anti-inflammatory activity of larch (Larix decidua L.) sawdust. |
| PubMed:Functional plasticity of paralogous diterpene synthases involved in conifer defense. |
| PubMed:A single residue switch converts abietadiene synthase into a pimaradiene specific cyclase. |
| PubMed:Synergistic substrate inhibition of ent-copalyl diphosphate synthase: a potential feed-forward inhibition mechanism limiting gibberellin metabolism. |
| PubMed:Identification and functional analysis of bifunctional ent-kaurene synthase from the moss Physcomitrella patens. |
| PubMed:Diterpene resin acid biosynthesis in loblolly pine (Pinus taeda): functional characterization of abietadiene/levopimaradiene synthase (PtTPS-LAS) cDNA and subcellular targeting of PtTPS-LAS and abietadienol/abietadienal oxidase (PtAO, CYP720B1). |
| PubMed:Wound-induced terpene synthase gene expression in Sitka spruce that exhibit resistance or susceptibility to attack by the white pine weevil. |
| PubMed:Metabolic flux analysis of diterpene biosynthesis pathway in rice. |
| PubMed:Loblolly pine abietadienol/abietadienal oxidase PtAO (CYP720B1) is a multifunctional, multisubstrate cytochrome P450 monooxygenase. |
| PubMed:Functional characterization of nine Norway Spruce TPS genes and evolution of gymnosperm terpene synthases of the TPS-d subfamily. |
| PubMed:Bifunctional abietadiene synthase: mutual structural dependence of the active sites for protonation-initiated and ionization-initiated cyclizations. |
| PubMed:Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates. |
| PubMed:Abietadiene synthase catalysis: conserved residues involved in protonation-initiated cyclization of geranylgeranyl diphosphate to (+)-copalyl diphosphate. |
| PubMed:Abietadiene synthase catalysis: mutational analysis of a prenyl diphosphate ionization-initiated cyclization and rearrangement. |
| PubMed:Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites. |
| PubMed:Genomic organization of plant terpene synthases and molecular evolutionary implications. |
| PubMed:Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the "pseudomature" recombinant enzyme. |
| PubMed:Stereochemistry of the cyclization-rearrangement of (+)-copalyl diphosphate to (-)-abietadiene catalyzed by recombinant abietadiene synthase from Abies grandis. |
| PubMed:Abietadiene synthase from grand fir (Abies grandis). cDNA isolation, characterization, and bacterial expression of a bifunctional diterpene cyclase involved in resin acid biosynthesis. |
| PubMed:[Royleanones in the roots of Salvia officinalis L. of domestic provenance and their antimicrobial activity]. |
| PubMed:A cDNA clone for taxadiene synthase, the diterpene cyclase that catalyzes the committed step of taxol biosynthesis. |
| PubMed:Purification and characterization of taxa-4(5),11(12)-diene synthase from Pacific yew (Taxus brevifolia) that catalyzes the first committed step of taxol biosynthesis. |
| PubMed:An antimicrobial abietane from the root of Plectranthus hereroensis. |
| PubMed:Diterpenoid resin acid biosynthesis in conifers: enzymatic cyclization of geranylgeranyl pyrophosphate to abietadiene, the precursor of abietic acid. |
| PubMed:Diterpenoid resin acid biosynthesis in conifers: characterization of two cytochrome P450-dependent monooxygenases and an aldehyde dehydrogenase involved in abietic acid biosynthesis. |
|