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CHEBI:136826 - xanthogalenol

ChEBI IDCHEBI:136826
ChEBI Namexanthogalenol
Stars
DefinitionA 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'.
Last Modified12 April 2017
SubmitterSteve
DownloadsMolfile
FormulaC21H22O5
Net Charge0
Average Mass354.402
Monoisotopic Mass354.14672
SMILESCOc1cc(O)c(C(=O)/C=C/c2ccc(O)cc2)c(O)c1CC=C(C)C
InChIInChI=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+
InChIKeyALGFNVZQNNGHPA-YRNVUSSQSA-N
Species of MetaboliteComponentSourceComments
Humulus lupulus var. cordifolius (ncbitaxon:278022) - PubMed (10783982)
Drynaria fortunei (ncbitaxon:272675) - PubMed (21377852)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
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 Relation(s)
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 Relation(s)
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  Source
3' prenyl-4' O-methylchalconaringeninChEBI
3'-Prenyl-4,2',6'-trihydroxy-4'-methoxychalconeLIPID MAPS
Manual XrefsDatabases
LMPK12120307LIPID MAPS
C00014475KNApSAcK
HMDB0035002HMDB
CPD-7121MetaCyc
Registry NumbersSources
Reaxys:8581475Reaxys
CAS:265659-35-6KNApSAcK
Citations