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3,13,14-trihydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one
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ChemBase ID:
130184
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Molecular Formular:
C16H10O7
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Molecular Mass:
314.2464
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Monoisotopic Mass:
314.04265266
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SMILES and InChIs
SMILES:
O=c1oc2cc(OC)cc(O)c2c2oc3c(cc(O)c(O)c3)c12
Canonical SMILES:
COc1cc(O)c2c(c1)oc(=O)c1c2oc2c1cc(c(c2)O)O
InChI:
InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
InChIKey:
XQDCKJKKMFWXGB-UHFFFAOYSA-N
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Cite this record
CBID:130184 http://www.chembase.cn/molecule-130184.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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3,13,14-trihydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one
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IUPAC Traditional name
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Synonyms
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1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c][1]benzopyran-6-one
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7-Methoxy-5,11,12-trihydroxycoumestan
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Wedelolactone
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5,11,12-Trihydroxy-7-methoxycoumestan
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Wedelolactone
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CAS Number
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MDL Number
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PubChem SID
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PubChem CID
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CHEMBL
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Chemspider ID
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KEGG ID
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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6.6253104
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H Acceptors
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5
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H Donor
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3
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LogD (pH = 5.5)
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1.9049144
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LogD (pH = 7.4)
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1.0707927
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Log P
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1.9360847
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Molar Refractivity
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78.0636 cm3
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Polarizability
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31.853857 Å3
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Polar Surface Area
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109.36 Å2
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Rotatable Bonds
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1
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Wikipedia
Sigma Aldrich
Sigma Aldrich -
W4016
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Biochem/physiol Actions Wedelolactone inhibits NF-κB-mediated gene transcription in cells by blocking the phosphorylation and degradation of IκBα. Irreversible inhibitor of IKKα and β kinase activity (IC50 < 10 μM). Wedelolactone has no effects on p38 MAP kinase or Akt. |
PATENTS
PATENTS
PubChem Patent
Google Patent