CHEBI:174376 - rhapontigenin

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ChEBI Name rhapontigenin
ChEBI ID CHEBI:174376
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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H14O4
Net Charge 0
Average Mass 258.273
Monoisotopic Mass 258.08921
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
SMILES COC1=C(O)C=C(\C=C\C2=CC(O)=CC(O)=C2)C=C1
Metabolite of Species Details
Rheum undulatum (NCBI:txid137227) See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
antiviral agent
A substance that destroys or inhibits replication of viruses.
quorum sensing inhibitor
Any compound that interferes with bacterial communication (quorum sensing, QS).
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
melanin synthesis inhibitor
A depigmentation agent which inhibits the synthesis of melanin.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(E)-3,3',5-trihydroxy-4'-methoxystibene KNApSAcK
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
piceatannol 4'-methyl ether ChEBI
pontigenin ChEBI
prontigenin ChEBI
protigenin ChEBI
rhapontigenin UniProt
rhapontin aglycone ChEBI
rhapontin genin ChEBI
Manual Xrefs Databases
4478875 ChemSpider
C00015562 KNApSAcK
FDB008524 FooDB
HMDB0031842 HMDB
Rhapontigenin Wikipedia
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Registry Number Type Source
500-65-2 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
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Last Modified
11 October 2024