CAS 4871-97-0|Curcumol

Introduction：Basic information about CAS 4871-97-0|Curcumol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Curcumol BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles24
6. Synonyms

Common Name	Curcumol
CAS Number	4871-97-0	Molecular Weight	236.350
Density	1.1±0.1 g/cm3	Boiling Point	334.5±42.0 °C at 760 mmHg
Molecular Formula	C₁₅H₂₄O₂	Melting Point	141-142ºC
MSDS	USA	Flash Point	134.7±22.1 °C

Names

Name	Curcumol
Synonym	More Synonyms

Curcumol BiologicalActivity

Description	Curcumol is a sesquiterpene originally isolated from curcuma rhizomes; shows anticancer activities both in vitro and in vivo.IC50 value:Target: Anticancer natural compoundin vitro: Curcumol exhibited time- and concentration-dependent anti-proliferative effects in SPC-A-1 human lung adenocarcinoma cells with cell cycle arrest in the G0/G1 phase while apoptosis-induction was also confirmed with flow cytometry and morphological analyses [1]. Curcumol-induced growth inhibition correlated with apoptosis induction as evidenced by Annexin V staining, and cleavage of caspase-3 and poly (ADP-ribose) polymerase (PARP) in HSC-T6. Suppression of the NF-κB translocation via inhibition of IκB-α phosphorylation by the curcumol led to the inhibition of expression of NF-κB-regulated gene, e.g. Bcl-xL and Bcl-2, in a PI3K-dependent manner, which is upstream of NF-κB activation [2]. Curcumol exhibits an inhibitory effect on receptor activator of nuclear factor kappaB ligand (RANKL)-induced osteoclast differentiation with both bone marrow-derived macrophages and RAW264.7 cells in a dose-dependent manner [3].in vivo: Anti-neoplastic effects of curcumol were also confirmed in tumor bearing mice. Curcumol (60 mg/kg daily) significantly reduced tumor size without causing notable toxicity [1].
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Terpenoids and Glycosides
References	[1]. Tang QL, et al. Curcumol induces apoptosis in SPC-A-1 human lung adenocarcinoma cells and displays anti-neoplastic effects in tumor bearing mice. Asian Pac J Cancer Prev. 2015;16(6):2307-12. [2]. Chen G, et al. Curcumol induces HSC-T6 cell death through suppression of Bcl-2: involvement of PI3K and NF-κB pathways. Eur J Pharm Sci. 2014 Dec 18;65:21-8. [3]. Yu M, et al. Curcumol suppresses RANKL-induced osteoclast formation by attenuating the JNK signaling pathway. Biochem Biophys Res Commun. 2014 May 2;447(2):364-70.

Description

Curcumol is a sesquiterpene originally isolated from curcuma rhizomes; shows anticancer activities both in vitro and in vivo.IC50 value:Target: Anticancer natural compoundin vitro: Curcumol exhibited time- and concentration-dependent anti-proliferative effects in SPC-A-1 human lung adenocarcinoma cells with cell cycle arrest in the G0/G1 phase while apoptosis-induction was also confirmed with flow cytometry and morphological analyses [1]. Curcumol-induced growth inhibition correlated with apoptosis induction as evidenced by Annexin V staining, and cleavage of caspase-3 and poly (ADP-ribose) polymerase (PARP) in HSC-T6. Suppression of the NF-κB translocation via inhibition of IκB-α phosphorylation by the curcumol led to the inhibition of expression of NF-κB-regulated gene, e.g. Bcl-xL and Bcl-2, in a PI3K-dependent manner, which is upstream of NF-κB activation [2]. Curcumol exhibits an inhibitory effect on receptor activator of nuclear factor kappaB ligand (RANKL)-induced osteoclast differentiation with both bone marrow-derived macrophages and RAW264.7 cells in a dose-dependent manner [3].in vivo: Anti-neoplastic effects of curcumol were also confirmed in tumor bearing mice. Curcumol (60 mg/kg daily) significantly reduced tumor size without causing notable toxicity [1].

Related Catalog

Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Terpenoids and Glycosides

References

[1]. Tang QL, et al. Curcumol induces apoptosis in SPC-A-1 human lung adenocarcinoma cells and displays anti-neoplastic effects in tumor bearing mice. Asian Pac J Cancer Prev. 2015;16(6):2307-12.

[2]. Chen G, et al. Curcumol induces HSC-T6 cell death through suppression of Bcl-2: involvement of PI3K and NF-κB pathways. Eur J Pharm Sci. 2014 Dec 18;65:21-8.

[3]. Yu M, et al. Curcumol suppresses RANKL-induced osteoclast formation by attenuating the JNK signaling pathway. Biochem Biophys Res Commun. 2014 May 2;447(2):364-70.

Chemical & Physical Properties

Density	1.1±0.1 g/cm3
Boiling Point	334.5±42.0 °C at 760 mmHg
Melting Point	141-142ºC
Molecular Formula	C₁₅H₂₄O₂
Molecular Weight	236.350
Flash Point	134.7±22.1 °C
Exact Mass	236.177628
PSA	29.46000
LogP	3.25
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.526
InChIKey	QRMPRVXWPCLVNI-YYFQZIEXSA-N
SMILES	C=C1CC2(O)OC3(CC2C(C)C)C(C)CCC13

Safety Information

Hazard Codes	Xi
RIDADR	NONH for all modes of transport
HS Code	29321900

Articles24

Isolation and identification of phase 1 metabolites of curcumol in rats.

Drug Metab. Dispos. 38(11) , 2014-22, (2010)

Curcumol is one of the major components of the essential oil of Curcuma wenyujin with the structure of a guaiane-type sesquiterpenoid hemiketal. It exhibits clear antitumor, antihepatic fibrosis, anti...

Subunit-specific inhibition of glycine receptors by curcumol.

J. Pharmacol. Exp. Ther. 343(2) , 371-9, (2012)

Emerging evidence has suggested that inhibitory glycine receptors (GlyRs) are an important molecular target in the treatment of numerous neurological disorders. Rhizoma curcumae is a medicinal plant w...

Chemical constituents from the radix of Curcuma wenyujin.

Fitoterapia 80(6) , 374-6, (2009)

Phytochemical study on the ethanol extract of the radixes of Curcuma wenyujin Y. H. Chen et C. Ling led to the isolation of three new compounds curcuminol F (1) curcuminol G (2) and wenyujinoside (3) ...

Synonyms

6H-3a,6-Epoxyazulen-6-ol, octahydro-3-methyl-8-methylene-5-(1-methylethyl)-, (3S,3aS,5S,8aS)-

(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

(1S,2S,5S,9S)-9-Isopropyl-2-methyl-6-methylene-11-oxatricyclo[6.2.1.0]undecan-8-ol

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