curcumenol
5,8-epoxy-5-beta-guiaia-7(11),9-dien-8-alpha-ol
Identification
| Name | curcumenol |
| IUPAC | (1S,2S,5S,8R)-9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.0~1,5~]undec-6-en-8-ol |
| CAS Number | 19431-84-6 |
| FDA UNII | Search |
| Molecular Formula | C15 H22 O2 |
| Molecular Weight | 234.33874000 |
| MDL Number | MFCD01729508 |
| Nikkaji Number | J15.774K |
| Beilstein | 3094585 |
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 Toxicity | intraperitoneal-mouse LD50 250 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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.