curcumenol

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

CAS: 19431-84-6 C15 H22 O2 MW: 234.33874000 fatty

Identification

Namecurcumenol
IUPAC(1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0~1,5~]undec-6-en-8-ol
CAS Number19431-84-6
FDA UNIISearch
Molecular FormulaC15 H22 O2
Molecular Weight234.33874000
MDL NumberMFCD01729508
Nikkaji NumberJ15.774K
Beilstein3094585

Regulatory

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 Description at 100.00 %.

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 250 mg/kg
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 curcumenol usage levels up tonot for fragrance use.
Recommendation for curcumenol flavor usage levels up tonot for flavor use.

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Potential Uses

FR fresh and clean

Natural Occurrence

turmeric rhizome turmeric rhizome oil zedoary

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-iso propylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0∼1,5∼]undec-6-en-8-ol 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.