xanthogalenol (CHEBI:136826)

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ChEBI Name	xanthogalenol

ChEBI ID	CHEBI:136826

Definition	A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 6', a methoxy group at position 4' and a prenyl group at position 3'.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C21H22O5

Net Charge

Average Mass

354.397

Monoisotopic Mass

354.14672

InChI

InChI=1S/C21H22O5/c1-13(2)4-10-16-19(26-3)12-18(24)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+

InChIKey

ALGFNVZQNNGHPA-YRNVUSSQSA-N

SMILES

C1(=C(CC=C(C)C)C(=C(C(=O)/C=C/C2=CC=C(C=C2)O)C(=C1)O)O)OC

Metabolite of Species	Details
Drynaria fortunei (NCBI:txid272675)	See: PubMed
Humulus lupulus var. cordifolius (NCBI:txid278022)	See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.

ChEBI Ontology
Outgoing	xanthogalenol (CHEBI:136826) has functional parent trans-chalcone (CHEBI:48965) xanthogalenol (CHEBI:136826) has role bone density conservation agent (CHEBI:50646) xanthogalenol (CHEBI:136826) has role plant metabolite (CHEBI:76924) xanthogalenol (CHEBI:136826) is a aromatic ether (CHEBI:35618) xanthogalenol (CHEBI:136826) is a chalcones (CHEBI:23086) xanthogalenol (CHEBI:136826) is a polyphenol (CHEBI:26195) xanthogalenol (CHEBI:136826) is conjugate acid of xanthogalenol(1−) (CHEBI:134308)

Incoming	xanthogalenol(1−) (CHEBI:134308) is conjugate base of xanthogalenol (CHEBI:136826)

IUPAC Name

(2E)-1-[2,6-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Synonyms	Sources
3' prenyl-4' O-methylchalconaringenin	ChEBI
3'-Prenyl-4,2',6'-trihydroxy-4'-methoxychalcone	LIPID MAPS

Last Modified

12 April 2017