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CHEBI:9915 - uvaretin

ChEBI IDCHEBI:9915
ChEBI Nameuvaretin
Stars
DefinitionA member of the class of dihydrochalcones that is 1,3-diphenylpropan-1-one in which the phenyl group that is bonded to the carbonyl group is substituted by hydroxy groups at positions 2 and 4, an o-hydroxybenzyl group at position 3, and a methoxy group at position 6. A cytotoxic natural product found particularly in Uvaria acuminata and Uvaria chamae.
Secondary ChEBI IDCHEBI:66345
Last Modified16 April 2018
DownloadsMolfile
FormulaC23H22O5
Net Charge0
Average Mass378.424
Monoisotopic Mass378.14672
SMILESCOc1cc(O)c(Cc2ccccc2O)c(O)c1C(=O)CCc1ccccc1
InChIInChI=1S/C23H22O5/c1-28-21-14-20(26)17(13-16-9-5-6-10-18(16)24)23(27)22(21)19(25)12-11-15-7-3-2-4-8-15/h2-10,14,24,26-27H,11-13H2,1H3
InChIKeyLQHGGFQNRNEFIG-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Uvaria chamae (ncbitaxon:174970) root (BTO:0001188) PubMed (845713)
Uvaria acuminata (ncbitaxon:672960) root (BTO:0001188) PubMed (14709883)
Uvaria leptocladon (ncbitaxon:673191) root (BTO:0001188) DOI (10.1016/S0031-9422(00)95109-4) Previous component: root bark;
Roles Classification
Chemical Roles:
electron donor  A molecular entity that can transfer an electron to another molecular entity.
electron donor  A molecular entity that can transfer an electron to another molecular entity.
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
sensitiser  A chemical compound that causes a substantial proportion of exposed people or animals to develop an allergic reaction in normal tissue after repeated exposure to the compound.
erythropoietin inhibitor  Any inhibitor of erythropoietin, a glycoprotein hormone that controls erythropoiesis (red blood cell production).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
uvaretin (CHEBI:9915) has role antineoplastic agent (CHEBI:35610)
uvaretin (CHEBI:9915) has role plant metabolite (CHEBI:76924)
uvaretin (CHEBI:9915) is a aromatic ether (CHEBI:35618)
uvaretin (CHEBI:9915) is a dihydrochalcones (CHEBI:71230)
uvaretin (CHEBI:9915) is a polyketide (CHEBI:26188)
uvaretin (CHEBI:9915) is a resorcinol (CHEBI:27810)
IUPAC Name 
1-[2,4-dihydroxy-3-(2-hydroxybenzyl)-6-methoxyphenyl]-3-phenylpropan-1-one
Synonyms  Source
1-(2,4-dihydroxy-3-((2-hydroxyphenyl)methyl)-6-methoxyphenyl)-3-phenyl-1-propanoneChemIDplus
2',4'-dihydroxy-3'-[(2-hydroxyphenyl)methyl]6'-methoxy-7,8-dihydrochalconeChEBI
Manual XrefsDatabases
C09978KEGG COMPOUND
C00001012KNApSAcK
Registry NumbersSources
CAS:58449-06-2KEGG COMPOUND
CAS:58449-06-2ChemIDplus
Citations