5,7-Dihydroxy-3-p-methoxyphenyl-4H-chromen-4-on

Biochanin A

HCID 5280373CAS 491-80-5

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Grundinformationen

Standard-SMILES
COc1ccc(-c2coc3cc(O)cc(O)c3c2=O)cc1
InChIKey
WUADCCWRTIWANL-UHFFFAOYSA-N
Summenformel
C16H12O5
Durchschnittliche Molmasse
284,267 g/mol
Monoisotopische Masse
284,06847348

Namen und Bezeichner

Bevorzugter Name
Biochanin A
IUPAC
5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Lokaler Name
5,7-Dihydroxy-3-p-methoxyphenyl-4H-chromen-4-on
Englischer Name
5,7-Dihydrox -4'-methoxyisoflavone
Summenformel
C16H12O5
Molmasse
284.26

Namen und Synonyme

BIOCHANIN ABIOCHANINOlMelinBIOCHANIN A (AHP)5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-onePratensolBilchanin ABiochani,Olmelin5,7-DIHYDROXY-4'-METHOXYISOFLAVONE5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one

Datenbank-Bezeichner

CAS
491-80-5
PubChem CID
5280373
DTXSID
DTXSID1022394
ChEMBL
CHEMBL131921
ChEBI
CHEBI:17574
UNII
U13J6U390T
EC Number
207-744-7
Nikkaji
J11.761G

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
210 · 210-213 °C(lit.)
Siedepunkt
340 · 340-355 °C(Press: 0.5 Torr)
Dichte
1.42 · 1.420±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
Löslichkeit
10 mg/mL, · acetone: 10 mg/mL, clear, brown
Aggregatzustand
Powder

Sicherheit und Regulatorisches

Sicherheitsdaten

F
10
wgk
3
tsca
TSCA listed
hs_code
29329990
RTECS-Nr.
DJ3002500
safety_code
22-24/25

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungBiochanin A is a natural isoflavone with diverse biological actions, most notably as a phytoestrogen. It can affect hormone levels by inhibiting 5α-reductase and 17β-hydroxysteroid dehydrogenase or altering aromatase (CYP19A1) activity. Also known as 4’-methyl genistein, biochanin A can be metabolized in vivo to genistein , another phytoestrogen with diverse effects. Biochanin A also intersects with signaling through peroxisome proliferator-activated receptors (PPARs), as it activates PPARγ (EC50 = 19 μM) and has also been shown to activate a PPARα promoter. Moreover, it increases the expression of the PPARγ coactivator PGC-1α, promoting mitochondrial biogenesis. Biochanin A also inhibits fatty acid amide hydrolase (IC50 = 2.4 μM) and acts as an agonist of the aryl hydrocarbon receptor (EC50 = 0.25 μM).

VerwendenAn isoflavone with anticancer proliferation, differentiation and chemopreventitive properties. Inhibits metabolic activation of benzo[a]pyrene

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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山西玉宁生物科技有限公司13623677056

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