(3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol
curcumol
CAS: 4871-97-0
Molecular Formula: C15H24O2
(3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol - Names and Identifiers
| Name | curcumol |
| Synonyms | curcumol Curcumae CURCUMOL 5,8-Epoxy-10(14)-guaien-8-ol (3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol (3S,3aS,5S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol (3S,3aS,5S,6R,8aS)-Octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6H-3a,6-epoxyazulen-6-ol 6H-3a,6-Epoxyazulen-6-ol, octahydro-3-methyl-8-methylene-5-(1-methylethyl)-, (3S,3aS,5S,6R,8aS)- (3s-(3a,3aa,5a,6a,8ab))-octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6h-3a,6-epoxyazulen-6-ol (3S-(3alpha,3Aalpha,5alpha,6alpha,8abeta))-octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6H-3A,6-epoxyazulen-6-ol |
| CAS | 4871-97-0 |
| InChI | InChI=1/C15H24O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h9,11-13,16H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15+/m0/s1 |
| InChIKey | QRMPRVXWPCLVNI-YYFQZIEXSA-N |
(3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol - Physico-chemical Properties
| Molecular Formula | C15H24O2 |
| Molar Mass | 236.35 |
| Density | 1.06±0.1 g/cm3(Predicted) |
| Melting Point | 141.0 to 145.0 °C |
| Boling Point | 334.5±42.0 °C(Predicted) |
| Flash Point | 134.69°C |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | neat |
| Color | White to Light yellow |
| pKa | 13.02±0.60(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
| Refractive Index | 1.526 |
| Physical and Chemical Properties | White crystalline powder, soluble in chloroform, ether, soluble in ethanol, slightly soluble in petroleum ether, almost insoluble in water, derived from Curcuma Curcuma phaeoculis Val. Curcuma Kwangsiensis S. G.Lee et C. F. Liang or Curcuma wenyujin et C. The dried rhizomes of Ling. |
| In vitro study | Curcumol ((-)-Curcumol) is the major component extracted from root of Rhizoma Curcumae . Curcumol exerts anticancer effect in cholangiocarcinoma cells via down-regulating CDKL3 . Curcumol induces cell cycle arrest in colon cancer cells via reactive oxygen species and Akt/ GSK3β/cyclin D1 pathway . Curcumol suppresses breast cancer cell metastasis by inhibiting MMP-9 via JNK1/2 and Akt-dependent NF-κB signaling pathways. |
(3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol - Risk and Safety
| WGK Germany | 3 |
| HS Code | 29321900 |
(3S,5S,6S,8aS)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol - Reference Information
| Structural features | Curcumol (curcumol), also known as turmeric cyotol, is a hydrogenated Austrian compound with hemiketal. It is composed of a five-membered ring and a six-membered ring. The seven-membered ring passes through the oxygen bridge of the hemiketal to form a five-membered ring and a six-membered ring, thus reducing the tension of the three rings, A more stable compound with a rigid structure is formed. |
| toxicity | the median lethal concentration (LD50) of curcumol injected intraperitoneally in mice is 250 mg kg-1, and the subacute LD50 injected intraperitoneally for 7 days is 163.4 mg kg-1. The target organs of curcumol to chronic toxicity in rats are liver, kidney and ovary. The maximum oral threshold dose for 6 months was 290 mg kg-1 for female and male rats, and 290 mg kg-1 for female and male rats. |
| biological activity | Curcumol ((-)-Curcumol) is a biologically active sesquiterpene with many pharmacological activities, such as anti-cancer, anti-microbial, anti-fungal, antiviral and anti-inflammatory. Curcumol effectively induce apoptosis (apoptosis) in many cancer cells by targeting key signaling pathways (such as MAPK/ERK,PI3K/Akt, and NF-κB), which are usually abnormally regulated in several cancers. |
| use | curcumol has anti-tumor effect. used for content determination/identification/pharmacological experiment, etc. Pharmacological effect: has anti-tumor effect. The clinical effect on cervical cancer is better. |
Last Update：2024-04-09 20:52:54
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QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Curcumol Visit Supplier Webpage Request for quotationCAS: 4871-97-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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