uvaretin (CHEBI:9915)

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ChEBI Name	uvaretin

ChEBI ID	CHEBI:9915

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:66345

Supplier Information

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Formula

C23H22O5

Net Charge

Average Mass

378.419

Monoisotopic Mass

378.14672

InChI

InChI=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

InChIKey

LQHGGFQNRNEFIG-UHFFFAOYSA-N

SMILES

C=1(O)C=C(OC)C(=C(C1CC2=CC=CC=C2O)O)C(=O)CCC3=CC=CC=C3

Metabolite of Species	Details
Uvaria chamae (NCBI:txid174970)	Found in root (BTO:0001188). See: PubMed
Uvaria acuminata (NCBI:txid672960)	Found in root (BTO:0001188). See: PubMed
Uvaria leptocladon (NCBI:txid673191)	Found in root (BTO:0001188). Previous component: root bark; See: DOI

Roles Classification
Chemical Role(s):	electron donor A molecular entity that can transfer an electron to another molecular entity. (via phenolic donor )

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. 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. (via resorcinol ) erythropoietin inhibitor Any inhibitor of erythropoietin, a glycoprotein hormone that controls erythropoiesis (red blood cell production). (via resorcinol )

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	Sources
1-(2,4-dihydroxy-3-((2-hydroxyphenyl)methyl)-6-methoxyphenyl)-3-phenyl-1-propanone	ChemIDplus
2',4'-dihydroxy-3'-[(2-hydroxyphenyl)methyl]6'-methoxy-7,8-dihydrochalcone	ChEBI

Registry Number	Type	Source
58449-06-2	CAS Registry Number	ChemIDplus

Last Modified

16 April 2018