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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 360.32 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 324.00 °F. TCC ( 162.00 °C. ) (est)
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| logP (o/w): | 8.509 (est) |
| Soluble in: |
| | water, 0.001371 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for (-)-abietadiene usage levels up to: | | | not for fragrance use.
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| Recommendation for (-)-abietadiene flavor usage levels up to: |
| | not for flavor use.
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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. |
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