rhapontigenin (CHEBI:174376)

CHEBI:174376 - rhapontigenin

ChEBI ID	CHEBI:174376
ChEBI Name	rhapontigenin
Stars
Definition	A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 5, while the other phenyl group is substituted by a hydroxy group at position 3 and a methoxy group at position 4.
Last Modified	11 October 2024
Submitter	MetaboLights
Downloads	Molfile

Formula	C15H14O4
Net Charge	0
Average Mass	258.273
Monoisotopic Mass	258.08921
SMILES	COc1ccc(/C=C/c2cc(O)cc(O)c2)cc1O
InChI	InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
InChIKey	PHMHDRYYFAYWEG-NSCUHMNNSA-N

Wikipedia

Species of Metabolite	Component	Source	Comments
Rheum undulatum (ncbitaxon:137227)	-	PubMed (17558811)

Roles Classification

Chemical Role:	radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:	P450 inhibitor An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. antiviral agent A substance that destroys or inhibits replication of viruses. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. quorum sensing inhibitor Any compound that interferes with bacterial communication (quorum sensing, QS). antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.
Applications:	cardioprotective agent Any protective agent that is able to prevent damage to the heart. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. angiogenesis inhibitor An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. melanin synthesis inhibitor A depigmentation agent which inhibits the synthesis of melanin. antilipemic drug A substance used to treat hyperlipidemia (an excess of lipids in the blood).

ChEBI Ontology

Outgoing Relation(s)
	rhapontigenin (CHEBI:174376) has functional parent piceatannol (CHEBI:28814)
	rhapontigenin (CHEBI:174376) has role angiogenesis inhibitor (CHEBI:48422)
	rhapontigenin (CHEBI:174376) has role antibacterial agent (CHEBI:33282)
	rhapontigenin (CHEBI:174376) has role antifungal agent (CHEBI:35718)
	rhapontigenin (CHEBI:174376) has role antilipemic drug (CHEBI:35679)
	rhapontigenin (CHEBI:174376) has role antineoplastic agent (CHEBI:35610)
	rhapontigenin (CHEBI:174376) has role antiviral agent (CHEBI:22587)
	rhapontigenin (CHEBI:174376) has role cardioprotective agent (CHEBI:77307)
	rhapontigenin (CHEBI:174376) has role melanin synthesis inhibitor (CHEBI:64933)
	rhapontigenin (CHEBI:174376) has role P450 inhibitor (CHEBI:50183)
	rhapontigenin (CHEBI:174376) has role plant metabolite (CHEBI:76924)
	rhapontigenin (CHEBI:174376) has role quorum sensing inhibitor (CHEBI:138977)
	rhapontigenin (CHEBI:174376) has role radical scavenger (CHEBI:48578)
	rhapontigenin (CHEBI:174376) is a guaiacols (CHEBI:134251)
	rhapontigenin (CHEBI:174376) is a polyphenol (CHEBI:26195)
	rhapontigenin (CHEBI:174376) is a resorcinols (CHEBI:33572)
	rhapontigenin (CHEBI:174376) is a stilbenol (CHEBI:36027)
Incoming Relation(s)
Incoming Relation(s)	trans-rhaponticin (CHEBI:8824) has functional parent rhapontigenin (CHEBI:174376)

IUPAC Name
5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

Synonyms	Source
3,3',5-trihydroxy-4'-methoxystilbene	ChEBI
4'-methoxy-3,3',5-trihydroxystilbene	KNApSAcK
5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol	ChEBI
(E)-3,3',5-trihydroxy-4'-methoxystibene	KNApSAcK
piceatannol 4'-methyl ether	ChEBI
pontigenin	ChEBI

UniProt Name	Source
rhapontigenin	UniProt

Registry Numbers	Sources
CAS:500-65-2	KNApSAcK

Citations