xanthohumol

Synonyms: "xanthohumol", "1-(2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one", "2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone", "1-(2,4-dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-2-propen-1-one", "(2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one", "(E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)propenone"

Source: Xanthohumol is used in traditional Chinese medicine and in cancer research.

Identifiers:

IUPAC Name: (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
CAS Number: 6754-58-1
PubChem ID: 639665
InChiKey: ORXQGKIUCDPEAJ-YRNVUSSQSA-N
Canonical SMILES: CC(=CCC1=C(C=C(C(=C1O)C(=O)C=CC2=CC=C(C=C2)O)OC)O)C

Structural Properties:

Molecular Formula: C₂₁H₂₂O₅
Molecular Weight: 354.402

Pharmacophore Features:

Number of bond donors: 3
Number of bond acceptors: 5
Number of atoms different from hydrogen: 26

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3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Coldham NG, Sauer MJ. 2001. Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement. Food & Chemical Toxicology 39(12):1211-1224. DOI: 10.1016/S0278-6915(01)00081-3. URL: http://www.sciencedirect.com/science/article/pii/S0278691501000813.