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22608-11-3 molecular structure
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1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

ChemBase ID: 126911
Molecular Formular: C20H18O5
Molecular Mass: 338.35392
Monoisotopic Mass: 338.11542368
SMILES and InChIs

SMILES:
COc1cc(ccc1O)/C=C/C(=O)CC(=O)/C=C/c1ccc(cc1)O
Canonical SMILES:
COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(cc2)O)ccc1O
InChI:
InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3
InChIKey:
HJTVQHVGMGKONQ-UHFFFAOYSA-N

Cite this record

CBID:126911 http://www.chembase.cn/molecule-126911.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
IUPAC Traditional name
1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Synonyms
Curcumin II
Desmethoxycurcumin
Monodemethoxycurcumin
Desmethoxycurcumin
(E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
Demethoxycurcumin
1-(4-Hydroxy-3-methoxyphenyl)-7-(p-hydroxyphenyl)-1,6-heptadiene-3,5-dione
(1E,6E)-1-(4-Hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
Demethoxy Curcumin
CAS Number
22608-11-3
MDL Number
MFCD03427310
PubChem SID
162221237
PubChem CID
5469424
Chemspider ID
39463964
Wikipedia Title
Desmethoxycurcumin

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.837232  H Acceptors
H Donor LogD (pH = 5.5) 4.281997 
LogD (pH = 7.4) 4.2665524  Log P 4.282196 
Molar Refractivity 97.3474 cm3 Polarizability 36.34574 Å3
Polar Surface Area 83.83 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥10 mg/mL expand Show data source
Apperance
orange powder expand Show data source
Storage Condition
protect from light expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
50 expand Show data source
Safety Statements
61 expand Show data source
GHS Pictograms
GHS09 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H400 expand Show data source
GHS Precautionary statements
P273 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥95.0% (HPLC) expand Show data source
≥98% (HPLC) expand Show data source
Grade
analytical standard expand Show data source
Certificate of Analysis
Download expand Show data source
Shelf Life
(limited shelf life, expiry date on the label) expand Show data source
Empirical Formula (Hill Notation)
C20H18O5 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia TRC TRC
Toronto Research Chemicals - D230815 external link
The demethoxy derivative of Curcumin (C838500) that regulates anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism. It attenuates the Wnt/β-catenin pathway through down-regulation of the transcriptional coactivator p300.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ryu, M.J. et al.: Biochem. Biophys. Res. Comm., 377, 1304 (2008)
  • • Sandur, S.K. et al.: Carcinogenesis, 28, 1765 (2008)
  • • Huang, T. et al.: J. Agric. Food. Chem., 58, 10639 (2008)
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PATENTS

PATENTS

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INTERNET

INTERNET

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