CHEBI:136826 - xanthogalenol

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ChEBI Name xanthogalenol
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
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Formula C21H22O5
Net Charge 0
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+
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.
View more via ChEBI Ontology
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)
Synonyms Sources
3' prenyl-4' O-methylchalconaringenin ChEBI
3'-Prenyl-4,2',6'-trihydroxy-4'-methoxychalcone LIPID MAPS
Manual Xrefs Databases
C00014475 KNApSAcK
CPD-7121 MetaCyc
HMDB0035002 HMDB
View more database links
Registry Numbers Types Sources
265659-35-6 CAS Registry Number KNApSAcK
8581475 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10783982 PubMed citation Europe PMC
18343123 PubMed citation Europe PMC
21377852 PubMed citation Europe PMC
27238957 PubMed citation Europe PMC
Last Modified
12 April 2017