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480-44-4 molecular structure
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5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one

ChemBase ID: 105757
Molecular Formular: C16H12O5
Molecular Mass: 284.26348
Monoisotopic Mass: 284.06847348
SMILES and InChIs

SMILES:
COc1ccc(cc1)c1cc(=O)c2c(o1)cc(O)cc2O
Canonical SMILES:
COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O
InChI:
InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3
InChIKey:
DANYIYRPLHHOCZ-UHFFFAOYSA-N

Cite this record

CBID:105757 http://www.chembase.cn/molecule-105757.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
IUPAC Traditional name
acacetin
Synonyms
5,7-DIHYDROXY-4'-METHOXY FLAVONE
5,7-dihydroxy-4′-methoxyflavone
4'-methoxy-5,7-dihydroxyflavone
Linarigenin
Acacetine
Buddleoflavonol
Linarisenin
4'-Methoxyapigenin
Apigenin 4'-methyl ether
5,7-Dioxy-4'-methoxyflavone
5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
5,7-Dihydroxy-4'-methoxyflavone
ACACETIN
Acacetin
2-(4-Methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
4'-O-Methylapigenin
LY 064233
NSC 76061
CAS Number
480-44-4
EC Number
207-552-3
MDL Number
MFCD00016936
Beilstein Number
277879
PubChem SID
162092578
PubChem CID
5280442
CHEBI ID
15335
CHEMBL
243664
Chemspider ID
4444099
Wikipedia Title
Acacetin

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 6.577781  H Acceptors
H Donor LogD (pH = 5.5) 2.8179076 
LogD (pH = 7.4) 1.9315174  Log P 2.8525832 
Molar Refractivity 77.3962 cm3 Polarizability 29.011778 Å3
Polar Surface Area 75.99 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Apperance
Pale Yellow Solid expand Show data source
Yellow powder expand Show data source
Melting Point
260-265 °C(lit.) expand Show data source
262-264°C (dec.) expand Show data source
263°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
Room Temperature (15-30°C) expand Show data source
RTECS
DJ3002000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
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German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Certificate of Analysis
Download expand Show data source
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DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02193972 external link
Possesses antioxidant properties and an inhibitor of rat liver glutathione S-transferase.
MP Biomedicals - 05212415 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - A8206 external link
Biochem/physiol Actions
A flavonoid derivative possessing antioxidant properties.2 Induces cell cycle arrest and apoptosis in a time- and dose-dependent manner in several cancer cell lines in vitro.
Flavonoid with anti-peroxidative and anti-inflammatory properties. Used in traditional Chinese medicine. It has been recognized as an antiproliferative agent on cancer cell lines by inducing apoptosis and blocking cell cycle progression in the G1 phase.1
Toronto Research Chemicals - A123580 external link
VEGF expression inhibitor and tumor angiogenesis. A flavonoid with antiaggregatory activity in human blood.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Zhang, K. and Das, N.P., Biochem. Pharmacol. , 47 : 2063 (1994).
  • • Liu, L. et al.: Biochem. Bioph. Res. Co. 413, 299 (2011)
  • • Bojic, M. et al.: Nutrition J. 10, 73 (2011)
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PATENTS

PATENTS

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INTERNET

INTERNET

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