EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

curcumenol
5,8-epoxy-5-beta-guiaia-7(11),9-dien-8-alpha-ol

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Name:(1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0~1,5~]undec-6-en-8-ol
CAS Number: 19431-84-6Picture of molecule3D/inchi
Nikkaji Web:J15.774K
Beilstein Number:3094585
MDL:MFCD01729508
XlogP3-AA:2.20 (est)
Molecular Weight:234.33874000
Formula:C15 H22 O2
NMR Predictor:Predict (works with chrome 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:
Food Chemicals Codex Listed: No
Boiling Point: 347.00 to 349.00 °C. @ 760.00 mm Hg (est)
Flash Point: 296.00 °F. TCC ( 146.70 °C. ) (est)
logP (o/w): 3.141 (est)
Soluble in:
 water, 64.94 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: fatty
Odor Strength:medium
fresh fatty
Odor Description:at 100.00 %. fresh fatty
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Curcumenol >98%
Odor: characteristic
Use: Curcumenol, one of the major components of Zedoary turmeric oil, has been widely used to treat cancer and inflammation.
Coompo
For experimental / research use only.
Curcumenol from Plants ≥98%
 
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:
intraperitoneal-mouse LD50 250 mg/kg
"Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher,Peop. Rep. China, 1994Vol. -, Pg. 178, 1994.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for curcumenol usage levels up to:
 not for fragrance use.
 
Recommendation for curcumenol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :167812
National Institute of Allergy and Infectious Diseases:Data
(1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0∼1,5∼]undec-6-en-8-ol
Chemidplus:0019431846
 
References:
 (1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0∼1,5∼]undec-6-en-8-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):167812
Pubchem (sid):135122985
 
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
KEGG (GenomeNet):C16942
HMDB (The Human Metabolome Database):Search
FooDB:FDB012185
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
FRfresh and clean
 
Occurrence (nature, food, other):note
 turmeric rhizome
Search Trop Picture
 turmeric rhizome oil
Search Trop Picture
 zedoary
Search Trop Picture
 
Synonyms:
5,8-epoxy-5-beta-guiaia-7(11),9-dien-8-alpha-ol
6H-3a,6-epoxyazulen-6-ol, 1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methylethylidene)-, (3S,3aS,6R,8aS)-
(3S-(3-alpha,3a-alpha,6-alpha,8a-beta))-1,2,3,4,5,8a-hexahydro-3,8-dimethyl-5-(1-methyl ethylidene)-6H-3a,6-epoxyazulen-6-ol
(1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0∼1,5∼]undec-6-en-8-ol
 

Articles:

PubMed:Analysis of volatile components in Curcuma rhizome by microemulsion electrokinetic chromatography.
PubMed:Anti-androgenic effect of sesquiterpenes isolated from the rhizomes of Curcuma aeruginosa Roxb.
PubMed:Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves.
PubMed:[Effects of platycodin D in combination with different active ingredients of Chinese herbs on proliferation and invasion of 4T1 and MDA-MB-231 breast cancer cell lines].
PubMed:Fractionation of volatile constituents from curcuma rhizome by preparative gas chromatography.
PubMed:Bioactive sesquiterpenes from Curcuma ochrorhiza and Curcuma heyneana.
PubMed:Inhibitory effects of curcumenol on human liver cytochrome P450 enzymes.
PubMed:Curcumenol from Curcuma zedoaria: a second monoclinic modification.
PubMed:[Fingerprint of Curcuma phaeocaulis by LC-MS].
PubMed:Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography.
PubMed:Morphological, genetic, and chemical polymorphism of Curcuma kwangsiensis.
PubMed:Prediction of cyclooxygenase inhibitory activity of curcuma rhizome from chromatograms by multivariate analysis.
PubMed:[Study on the chemical constituents of Curcuma phaeocaulis].
PubMed:Simultaneous determination of 11 characteristic components in three species of Curcuma rhizomes using pressurized liquid extraction and high-performance liquid chromatography.
PubMed:Optimization of GC-MS conditions based on resolution and stability of analytes for simultaneous determination of nine sesquiterpenoids in three species of Curcuma rhizomes.
PubMed:Seasonal variation and analgesic properties of different parts from Curcuma zedoaria Roscoe (Zingiberaceae) grown in Brazil.
PubMed:[Research on the technology of soaking under pressure and cutting process of Radix Curcumae].
PubMed:Identification and quantitation of eleven sesquiterpenes in three species of Curcuma rhizomes by pressurized liquid extraction and gas chromatography-mass spectrometry.
PubMed:Zedoariae rhizoma and curcumin inhibits platelet-derived growth factor-induced proliferation of human hepatic myofibroblasts.
PubMed:Phytochemical analysis and analgesic properties of Curcuma zedoaria grown in Brazil.
PubMed:Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae Rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-alpha.
PubMed:Inhibitory effect and action mechanism of sesquiterpenes from Zedoariae Rhizoma on D-galactosamine/lipopolysaccharide-induced liver injury.
PubMed:Structure of curcumenol.
 
Notes:
Constit. of Curcuma zedoaria (zedoary) and Curcuma longa (turmeric)
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