sandaracopimaradiene

(-)-8(14),15-isopimaradiene

CAS: 21738-16-9 C20 H32 MW: 272.47504000

Identification

Namesandaracopimaradiene
IUPAC(4aS,4bS,7R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene
CAS Number21738-16-9
FDA UNIISearch
Molecular FormulaC20 H32
Molecular Weight272.47504000
Nikkaji NumberJ112.498F

Regulatory

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
Insoluble in water

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents

No supplier data available

Potential Uses

None Found

Natural Occurrence

cypress oil @ 0.26-0.95% Data diplolophium africanum guarea rhophalocarpa rice savin oil @ 0.47% Data tetradenia riparia

Synonyms

(4aS,4bS,7R,10aS)-7- ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene (-)-iso pimara-8(14),15-diene (13a)- pimara-8(14),15-diene iso pimara-8(14),15-diene (-)-8(14),15-iso pimaradiene (+)- 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 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.