Preferred Name

xanthohumol

Synonyms

(2E)-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

Definitions

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a prenyl group at position 3'. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells.

ID

http://purl.obolibrary.org/obo/CHEBI_66331

charge

0

database_cross_reference

Patent:WO2009126320

CAS:6754-58-1

MetaCyc:CPD-7119

Reaxys:2226282

KEGG:C16417

LIPID_MAPS_instance:LMPK12120294

Wikipedia:Xanthohumol

PMID:19634869

KNApSAcK:C00007099

Patent:EP2579862

PMID:15723722

PMID:22111577

HMDB:HMDB0037479

PMID:15550272

PMID:15679315

PMID:14670594

definition

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a prenyl group at position 3'. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells.

formula

C21H22O5

has role

http://purl.obolibrary.org/obo/CHEBI_22587

http://purl.obolibrary.org/obo/CHEBI_35610

http://purl.obolibrary.org/obo/CHEBI_25212

http://purl.obolibrary.org/obo/CHEBI_64919

http://purl.obolibrary.org/obo/CHEBI_64947

http://purl.obolibrary.org/obo/CHEBI_68495

has_exact_synonym

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

has_obo_namespace

chebi_ontology

has_related_synonym

2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone

id

CHEBI:66331

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)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

ORXQGKIUCDPEAJ-YRNVUSSQSA-N

is conjugate acid of

http://purl.obolibrary.org/obo/CHEBI_134289

label

xanthohumol

mass

354.39640

monoisotopicmass

354.14672

notation

CHEBI:66331

prefLabel

xanthohumol

smiles

COc1cc(O)c(CC=C(C)C)c(O)c1C(=O)C=C\c1ccc(O)cc1

treeView

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_23086

http://purl.obolibrary.org/obo/CHEBI_26195

subClassOf

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_23086

http://purl.obolibrary.org/obo/CHEBI_26195

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Delete Mapping To Ontology Source
http://purl.bioontology.org/ontology/MESH/C104536 MESH LOOM
http://purl.obolibrary.org/obo/CHEBI_66331 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_66331 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_66331 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_66331 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_66331 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_66331 DINTO SAME_URI
http://purl.bioontology.org/ontology/PDQ/CDR0000772021 PDQ LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C121950 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C121950 NCIT LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#C104536 RH-MESH LOOM