sandaracopimaradiene
(-)-8(14),15-isopimaradiene
 
Notes:
None found
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CAS Number: 21738-16-9Picture of molecule3D/inchi
FDA UNII: YAV5JM7M39
Nikkaji Web: J112.498F
XlogP3-AA: 7.00 (est)
Molecular Weight: 272.47504000
Formula: C20 H32
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Category: flavor and fragrance agents
 
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Physical Properties:
Appearance: white crystalline solid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 37.00 to  40.00 °C. @ 760.00 mm Hg
Boiling Point: 336.00 to  337.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.000211 mmHg @ 25.00 °C. (est)
Flash Point: 303.00 °F. TCC ( 150.56 °C. )
logP (o/w): 8.630 (est)
Soluble in:
 alcohol
 water, 0.001413 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: flavor and fragrance agents
 
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Safety References:
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EPA ACToR: Toxicology Data
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Laboratory Chemical Safety Summary : 443469
National Institute of Allergy and Infectious Diseases: Data
 (4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene
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References:
 (4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 443469
Pubchem (sid): 14039
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C11877
HMDB (The Human Metabolome Database): Search
FooDB: FDB001468
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 cypress oil @ 0.26-0.95%
Data  GC  Search Trop  Picture
 diplolophium africanum
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 guarea rhophalocarpa
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 rice
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 savin oil @ 0.47%
Data  GC  Search Trop  Picture
 tetradenia riparia
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Synonyms:
(4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene
(-)-isopimara-8(14),15-diene
(13a)-pimara-8(14),15-diene
isopimara-8(14),15-diene
(-)-8(14),15-isopimaradiene
(+)-sandaracopimaradiene
 sandracopimaradiene
(4aS,4bS,7R,10aS)-1,1,4a,7-tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene
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Articles:
PubMed: Picking sides: distinct roles for CYP76M6 and CYP76M8 in rice oryzalexin biosynthesis.
PubMed: Asymmetric total synthesis of ent-sandaracopimaradiene, a biosynthetic intermediate of oryzalexins.
PubMed: Active principles of Tetradenia riparia. I. Antimicrobial activity of 8(14),15-sandaracopimaradiene-7 alpha,18-diol.
PubMed: Identification of (+)-phyllocladene, (--)-sandaracopimaradiene, and (+)-kaurene as new fungal metabolites from fusicoccin-producing Phomopsis amygdali F6.
PubMed: Active principles of Tetradenia riparia; II. Antispasmodic activity of 8(14),15-sandaracopimaradiene-7 alpha,18-diol.
PubMed: The synthesis of (-)-sandaracopimaradiene from androstane derivatives.
PubMed: Molecular evolution of the substrate specificity of ent-kaurene synthases to adapt to gibberellin biosynthesis in land plants.
PubMed: Diterpenes drive Th1 polarization depending on IL-12.
PubMed: CYP701A8: a rice ent-kaurene oxidase paralog diverted to more specialized diterpenoid metabolism.
PubMed: Xanthine oxidase inhibitory terpenoids of Amentotaxus formosana protect cisplatin-induced cell death by reducing reactive oxygen species (ROS) in normal human urothelial and bladder cancer cells.
PubMed: Evident and latent plasticity across the rice diterpene synthase family with potential implications for the evolution of diterpenoid metabolism in the cereals.
PubMed: Terpenoids from Guarea rhophalocarpa.
PubMed: New phenylpropane and anti-inflammatory diterpene derivatives from Amentotaxus formosana.
PubMed: Biosynthesis of cyclic diterpene hydrocarbons in rice cell suspensions: conversion of 9,10-syn-labda-8(17),13-dienyl diphosphate to 9beta-pimara-7,15-diene and stemar-13-ene.
PubMed: Functional plasticity of paralogous diterpene synthases involved in conifer defense.
PubMed: Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates.
PubMed: Diterpene cyclases responsible for the biosynthesis of phytoalexins, momilactones A, B, and oryzalexins A-F in rice.
PubMed: Abietadiene synthase catalysis: mutational analysis of a prenyl diphosphate ionization-initiated cyclization and rearrangement.
PubMed: Wheat rootlet growth inhibition test of Rwandese medicinal plants: active principles of Tetradenia riparia and Diplolophium africanum.
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