pimaradiene
sandaracopimara-8(14),15-diene
 
Notes:
None found
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CAS Number: 1686-61-9Picture of molecule3D/inchi
Nikkaji Web: J440.693A
XlogP3-AA: 7.00 (est)
Molecular Weight: 272.47504000
Formula: C20 H32
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 337.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.000211 mmHg @ 25.00 °C. (est)
Flash Point: 303.00 °F. TCC ( 150.50 °C. ) (est)
logP (o/w): 8.709 (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: natural substances and extractives
Recommendation for pimaradiene usage levels up to:
 not for fragrance use.
 
Recommendation for pimaradiene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 440909
National Institute of Allergy and Infectious Diseases: Data
 (4aS,4bS,7S,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,7S,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): 440909
Pubchem (sid): 8352
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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): C06086
HMDB (The Human Metabolome Database): HMDB36751
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
 acanthopanax koreanum
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 calceolaria latifolia
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 calceolaria polifolia
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 mikania triangularis
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 persea americana fruit oil cuba @ 2.40%
Data  GC  Search Trop  Picture
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Synonyms:
(4aS,4bS,7S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene
 pimara-8(14),15-diene
 sandaracopimara-8(14),15-diene
8(14),15-sandaracopimaradiene
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Articles:
PubMed: Optimization of recombinant expression enables discovery of novel cytochrome P450 activity in rice diterpenoid biosynthesis.
PubMed: Acanthoic acid ameliorates lipopolysaccharide-induced acute lung injury.
PubMed: Chenopodolin: a phytotoxic unrearranged ent-pimaradiene diterpene produced by Phoma chenopodicola, a fungal pathogen for Chenopodium album biocontrol.
PubMed: Tyrosinase inhibitors from Calceolaria integrifolia s.l.: Calceolaria talcana aerial parts.
PubMed: Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases.
PubMed: Identification and characterization of a novel diterpene gene cluster in Aspergillus nidulans.
PubMed: Limonoids and Diterpenoids from Toona ciliata Roem. var. yunnanensis.
PubMed: CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice.
PubMed: Attenuation of experimental murine colitis by acanthoic acid from Acanthopanax koreanum.
PubMed: Terpenoids from Toona ciliata.
PubMed: Trypanocidal activity of pimarane diterpenes from Viguiera arenaria (Asteraceae).
PubMed: Increasing complexity of a diterpene synthase reaction with a single residue switch.
PubMed: A single residue switch converts abietadiene synthase into a pimaradiene specific cyclase.
PubMed: Following evolution's lead to a single residue switch for diterpene synthase product outcome.
PubMed: Inhibition of trypsin-induced mast cell activation by acanthoic acid.
PubMed: Metabolic flux analysis of diterpene biosynthesis pathway in rice.
PubMed: Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates.
PubMed: Diterpenes from Sideritis trojana.
PubMed: Effects of acanthoic acid on TNF-alpha gene expression and haptoglobin synthesis.
PubMed: Suppression of interleukin-1 and tumor necrosis factor-alpha production by acanthoic acid, (-)-pimara-9(11),15-dien-19-oic acid, and it antifibrotic effects in vivo.
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: Diterpenoid resin acid biosynthesis in conifers: enzymatic cyclization of geranylgeranyl pyrophosphate to abietadiene, the precursor of abietic acid.
PubMed: Biosynthesis of rice phytoalexins: identification of putative diterpene hydrocarbon precursors.
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