Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H24O2 |
| Molecular Weight | 236.3499 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)[C@@H]1C[C@@]23O[C@]1(O)CC(=C)[C@@H]2CC[C@@H]3C
InChI
InChIKey=QRMPRVXWPCLVNI-YYFQZIEXSA-N
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
| Molecular Formula | C15H24O2 |
| Molecular Weight | 236.3499 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22474524Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27125675
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22474524
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27125675
Curcumol is one of the major components of the essential oil of Rhizome Curcumae with the structure of sesquiterpenoid hemiketal. It exhibits characteristics such as antitumor, ant proliferation, anti-inflammatory, anti-hepatic fibrosis, antioxidant, and antimicrobial activities with low cytotoxicity. Curcumol suppresses the Breast Cancer Cells, Colorectal Cancer Cell Line, lung adenocarcinoma cell lines and others. However, its effect and mechanisms against tumor metastasis are still unclear. Recently was discovered a preliminary mechanism the suppression of breast cancer cell metastasis by curcumol. This mechanism suggested the inhibition of MMP-9 via JNK1/2 and Akt (Ser473)-dependent NF-κB signaling pathways.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5879903/
Curator's Comment: In 1965, for the first time, a Japanese scholar named Hiroshi Hikino isolated curcumol from the volatile oil of C. zedoaria Roscoe
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27125675 |
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Target ID: map04010 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27125675 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Curcumol Suppresses Breast Cancer Cell Metastasis by Inhibiting MMP-9 Via JNK1/2 and Akt-Dependent NF-κB Signaling Pathways. | 2016-06 |
|
| Curcumol Inhibits Growth and Induces Apoptosis of Colorectal Cancer LoVo Cell Line via IGF-1R and p38 MAPK Pathway. | 2015-08-20 |
|
| Curcumol induces apoptosis in SPC-A-1 human lung adenocarcinoma cells and displays anti-neoplastic effects in tumor bearing mice. | 2015 |
|
| Inhibitory Effect of Curcumol on Jak2-STAT Signal Pathway Molecules of Fibroblast-Like Synoviocytes in Patients with Rheumatoid Arthritis. | 2012 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22474524
To explore the anti-cell proliferation mechanism of curcumol the changes of Jak2-STAT1/3 signal pathway-related molecules in synoviocytes were observed in vitro. In this study, the fibroblast-like synoviocytes (FLS) in patients with RA were collected and cultured. The following parameters were measured: cell proliferation (WST-1 assay in the presence of different concentrations of curcumol: 25, 50, 100, 200, 400, and 800 g/mL), cell cycles (fluorescence-activated cell sorting, FACS in the presence of different concentration of curcumol: 25, 50, 100 g/mL), STAT1 and STAT3 activities (electrophoretic mobility shift assay, EMSA), and the protein expressions of phosphorylated Jak2, STAT1, and STAT3 (Western blot). It was shown, that certain concentration of curcumol ranging from 25 g/mL to 100 g/mL could inhibit the RA-FLS proliferation and DNA synthesis induced by PDGF-BB in a dose-dependent manner in vitro. The fibroblast-like synoviocytes (FLS)
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
9190RTN07X
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Validated (UNII)
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