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CHEBI:136828 - 4'-O-methylxanthohumol

ChEBI IDCHEBI:136828
ChEBI Name4'-O-methylxanthohumol
Stars
ASCII Name4'-O-methylxanthohumol
DefinitionA member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4, methoxy group at positions 4' and 6' and a prenyl group at position 3'.
Last Modified6 February 2018
SubmitterSteve
DownloadsMolfile
FormulaC22H24O5
Net Charge0
Average Mass368.429
Monoisotopic Mass368.16237
SMILESCOc1cc(OC)c(C(=O)/C=C/c2ccc(O)cc2)c(O)c1CC=C(C)C
InChIInChI=1S/C22H24O5/c1-14(2)5-11-17-19(26-3)13-20(27-4)21(22(17)25)18(24)12-8-15-6-9-16(23)10-7-15/h5-10,12-13,23,25H,11H2,1-4H3/b12-8+
InChIKeyUVBDKJHYMQEAQV-XYOKQWHBSA-N
Species of MetaboliteComponentSourceComments
Humulus lupulus var. cordifolius (ncbitaxon:278022) - PubMed (10783982)
Roles Classification
Biological Role:
EC 1.14.18.1 (tyrosinase) inhibitor  Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
ChEBI Ontology
Outgoing Relation(s)
4'-O-methylxanthohumol (CHEBI:136828) has functional parent trans-chalcone (CHEBI:48965)
4'-O-methylxanthohumol (CHEBI:136828) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
4'-O-methylxanthohumol (CHEBI:136828) is a aromatic ether (CHEBI:35618)
4'-O-methylxanthohumol (CHEBI:136828) is a chalcones (CHEBI:23086)
4'-O-methylxanthohumol (CHEBI:136828) is a polyphenol (CHEBI:26195)
4'-O-methylxanthohumol (CHEBI:136828) is conjugate acid of 4'-O-methylxanthohumol(1−) (CHEBI:134309)
Incoming Relation(s)
4'-O-methylxanthohumol(1−) (CHEBI:134309) is conjugate base of 4'-O-methylxanthohumol (CHEBI:136828)
IUPAC Name 
(2E)-1-[2-hydroxy-4,6-dimethoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms  Source
4'-methylxanthohumolChEBI
3'-(isoprenyl)-2',4-dihydroxy-4',6'-dimethoxychalconeChEBI
Manual XrefsDatabases
LMPK12120318LIPID MAPS
C00007100KNApSAcK
CPD-7122MetaCyc
Registry NumbersSources
Reaxys:6983932Reaxys
CAS:123316-63-2KNApSAcK
Citations