Basic information
- CAS
4871-97-0- Standard SMILES
C=C1C[C@]2(O)OC3(C[C@H]2C(C)C)[C@@H](C)CC[C@@H]13- InChIKey
QRMPRVXWPCLVNI-XIQJJJERSA-N- Molecular formula
- C15H24O2
- Average molar mass
- 236.35 g/mol
- Monoisotopic mass
- 236.17763
Names & identifiers
- Preferred name
- (3s,5s,6s,8As)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6h-3a,6-epoxyazulen-6-ol
- IUPAC
- (2S,5S,8S,9S)-2-methyl-6-methylidene-9-propan-2-yl-11-oxatricyclo[6.2.1.01,5]undecan-8-ol
- English name
- Curcumol
- Molecular formula
- C15H24O2
- Molecular weight
- 236.35
Names & synonyms
(2S,5S,8S,9S)-2-Methyl-6-methylidene-9-propan-2-yl-11-oxatricyclo[6.2.1.01,5]undecan-8-ol(3s,5s,6s,8as)-3-methyl-8-methylidene-5-(propan-2-yl)octahydro-6h-3a,6-epoxyazulen-6-olSCHEMBL3383225AKOS0158971163-Methyl-8-methylidene-5-(propan-2-yl)octahydro-6H-3a,6-epoxyazulen-6-ol(2S,5S,8S,9S)-9-Isopropyl-2-methyl-6-methylene-11-oxatricyclo[6.2.1.01,5]undecan-8-ol(-)-CurcumolCurcumoCURCUMOLCurcumaeCurcumol-RM(?)-Curcumol
Show more names
Curcumol USP/EP/BPCurcumol (Standard)5,8-Epoxy-10(14)-guaien-8-ol(3S,3aS,5S,6R,8aS)-5-Isopropyl-3-methyl-8-methyleneoctahydro-6H-3a,6-epoxyazulen-6-ol
Database identifiers
- CAS
4871-97-0
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 362
Physicochemical properties
- Melting point
- 141 to · 141.0 to 145.0 °C
- Boiling point
- 334.5 · 334.5±42.0 °C(Predicted)
- Density
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- 55.67 · DMSO:55.67(Max Conc. mg/mL);235.54(Max Conc. mM)DMF:20.0(Max Conc. mg/mL);84.62(Max Conc. mM)Ethanol:28.5(Max Conc. mg/mL);120.58(Max Conc. mM)
- pka
- 13.02 · 13.02±0.60(Predicted)
- form
- Solid
- color
- White to Light yellow
- Major Application
- food and beverages
- InChI
- InChI=1S/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
- SMILES
- C1[C@]2([H])[C@@]3(O[C@](O)(CC2=C)[C@H](C(C)C)C3)[C@@H](C)C1
- LogP
- 3.276 · 3.276 (est)
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 29321900
- Storage Class
- 13 - Non Combustible Solids
Chemistry & industry
Applications
DescriptionCurcumol, a bioactive sesquiterpenoid, has been isolated from various plants from Zingiberaceae. In recent years, curcumol attracts much attention due to its multiple biological activities and few negative effects. Accumulated studies prove that curcumol shows beneficial effects in protecting against inflammation, oxidative stress, cancer, neurodegeneration and microbial infection. Besides, a number of signaling pathways such as MAPK, PI3K/Akt and NF-κB are influenced by curcumol[2].
UsesCurcumol is a potential treatment for advanced hepatocellular carcinoma (HCC). It can be used as a chemotherapeutic sensitiser in order to enhance the anti-tumour effect of chemotherapeutic drugs. Studies have shown that it promotes HCC cell apoptosis in vitro and inhibits HCC tumour growth in vivo. It combined with lenvatinib can induce more autolysosome formation, which can enhance the anti-tumour effect of lenvatinib on hepatocellular carcinoma cells.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
大连美仑生物技术有限公司
Related reactions
0 records
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Compound notes
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