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

Supplier Sponsors

Name:(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
CAS Number: 511-05-7Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J13.998J
XlogP3-AA:5.60 (est)
Molecular Weight:300.44156000
Formula:C20 H28 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Sugiol 98%
BOC Sciences
For experimental / research use only.
Sugiol 98.5%
Odor: characteristic
Use: Sugiol is extracted from the herbs of Salvia yunnanensis. It inhibits the infl
Coompo
For experimental / research use only.
Sugiol from Plants ≥95%
 
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
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for sugiol usage levels up to:
 not for fragrance use.
 
Recommendation for sugiol flavor usage levels up to:
 not for flavor use.
 
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 :94162
National Institute of Allergy and Infectious Diseases:Data
(4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
Chemidplus:0000511057
 
References:
 (4aS,10aS)-6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):94162
Pubchem (sid):135051122
 
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
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB36564
FooDB:FDB015468
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 juniper
Search Trop Picture
 
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)
 

Articles:

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).
 
Notes:
Constit. of Juniperus communis (juniper)
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