9(1H)-phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)- (9CI)

CAS: 511-05-7 C20 H28 O2 MW: 300.44156000

Identification

Namesugiol
IUPAC(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
CAS Number511-05-7
FDA UNIISearch
Molecular FormulaC20 H28 O2
Molecular Weight300.44156000
Nikkaji NumberJ13.998J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 437.20 °C. @ 760.00 mm Hg (est)
Flash Point 368.00 °F. TCC ( 186.40 °C. ) (est)
logP (o/w) 6.770 (est)
Soluble in water, 0.208 mg/L @ 25 °C (est)

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

Categorynatural substances and extractives
Recommendation for sugiol usage levels up tonot for fragrance use.
Recommendation for sugiol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

juniper

Synonyms

(4aS-trans)-2,3,4,4a,10,10a- hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methyl ethyl)-9(1H)-phenanthrenone (4aS,10aS)-6- hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one (4aS,10aS)-6- hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 12- hydroxyabieta-8,11,13-trien-7-one 9(1H)- phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)- 9(1H)- phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)- (9CI) 9(1H)- phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS,10aS)- podocarpa-8,11,13-trien-7-one, 12-hydroxy-13-isopropyl- podocarpa-8,11,13-trien-7-one, 12-hydroxy-13-isopropyl- (8CI) PubMed: Antioxidant, lipid peroxidation inhibition and free radical scavenging efficacy of a diterpenoid compound sugiol isolated from Metasequoia glyptostroboides. PubMed: [Chemical constituents of roots of Celastrus orbiculatus]. PubMed: Study of the hepatoprotective effect of Juniperus phoenicea constituents. PubMed: Syntheses of taiwaniaquinone F and taiwaniaquinol A via an unusual remote C-H functionalization. PubMed: Diterpenoids with anti-inflammatory activity from the wood of Cunninghamia konishii. PubMed: [Chemical constituents contained in Salvia castanea]. PubMed: Terpenoids from Juniperus procera with hepatoprotective activity. PubMed: Abietane diterpenes induce cytotoxic effects in human pancreatic cancer cell line MIA PaCa-2 through different modes of action. PubMed: Diterpenoids including a novel dimeric conjugate from Salvia leriaefolia. PubMed: [Chemical constituents from Salvia przewalskii Maxim]. PubMed: Lipoxygenase inhibitory activity of crude bark extracts and isolated compounds from Commiphora berryi. PubMed: Antifungal abietane-type diterpenes from the cones of Taxodium distichum Rich. 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: Cytomic screening of immuno-modulating activity compounds from Calocedrus formosana. PubMed: A new labdane-type diterpene from the bark of Juniperus chinensis Linn. PubMed: Isolation of antibacterial diterpenoids from Cryptomeria japonica bark. PubMed: Optimizing ultraperformance liquid chromatographic analysis of 10 diterpenoid compounds in Salvia miltiorrhiza using central composite design. PubMed: Novel abietane diterpenoids and aromatic compounds from Cladonia rangiferina and their antimicrobial activity against antibiotics resistant bacteria. PubMed: 6-Hydr-oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa-hydro-phenanthren-9(1H)-one. PubMed: Diterpenes from Cryptomeria japonica inhibit androgen receptor transcriptional activity in prostate cancer cells. PubMed: Diterpenes inhibit IL-12 production by DC and enhance Th2 cells polarization. PubMed: Biomolecules preserved in ca. 168 million year old fossil conifer wood. PubMed: Synthesis and antiproliferative activity of novel sugiol beta-amino alcohol analogs. PubMed: Abietane diterpenoids from the barks of Cryptomeria japonica. PubMed: Bioactivity assay of extracts from Calocedrus macrolepis var. formosana bark. PubMed: Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity. PubMed: Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark. PubMed: Anti-tumor abietane diterpenes from the cones of Sequoia sempervirens. PubMed: Antiproliferative effects of abietane diterpenes from Aegiphila lhotzkyana. PubMed: [Chemical constituents in the roots of Salvia przewalskii Maxim]. PubMed: Antimicrobial diterpenes from the seeds of Cephalotaxus harringtonia var. drupacea. PubMed: Potential antitumor promoting diterpenoids from the stem bark of Thuja standishii. PubMed: Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE. PubMed: Antibacterial diterpenes from the roots of Salvia viridis. PubMed: Aldose reductase inhibitory constituents of the root of Salvia miltiorhiza Bunge. PubMed: Antioxidative action of diterpenoids from Podocarpus nagi. PubMed: Comparative phytochemical investigation of Salvia miltiorrhiza and Salvia triloba. PubMed: [The structure of trijuganone C from Salvia trijuga]. PubMed: Diterpenoids from Salvia prionitis. PubMed: A new diterpene from Cupressus goveniana var. abramasiana: 5 beta-hydroxy-6-oxasugiol (cupresol).