CHEBI:135732 - sofalcone

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ChEBI Name sofalcone
ChEBI ID CHEBI:135732
Definition A member of the class of chalcones that is benzene in which the hydrogens at positions 1,2 and 5 are replaced by carboxymethoxy, (1E)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-oxoprop-1-en-3-yl, and (3-methylbut-2-en-1-yl)oxy groups, respectively. It is a gastrointestinal drug currently used for treatment of gastritis and gastric ulcers in Japan and South Korea.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H30O6
Net Charge 0
Average Mass 450.531
Monoisotopic Mass 450.20424
InChI InChI=1S/C27H30O6/c1-19(2)13-15-31-22-8-5-21(6-9-22)7-12-25(28)24-11-10-23(32-16-14-20(3)4)17-26(24)33-18-27(29)30/h5-14,17H,15-16,18H2,1-4H3,(H,29,30)/b12-7+
InChIKey GFWRVVCDTLRWPK-KPKJPENVSA-N
SMILES CC(C)=CCOC1=CC=C(\C=C\C(=O)C2=C(OCC(O)=O)C=C(OCC=C(C)C)C=C2)C=C1
Metabolite of Species Details
Sophora subprostrata (IPNI:518946-1) Found in root (BTO:0001188). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): anti-ulcer drug
One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
gastrointestinal drug
A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
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ChEBI Ontology
Outgoing sofalcone (CHEBI:135732) has role anti-ulcer drug (CHEBI:49201)
sofalcone (CHEBI:135732) has role antibacterial agent (CHEBI:33282)
sofalcone (CHEBI:135732) has role gastrointestinal drug (CHEBI:55324)
sofalcone (CHEBI:135732) has role plant metabolite (CHEBI:76924)
sofalcone (CHEBI:135732) is a aromatic ether (CHEBI:35618)
sofalcone (CHEBI:135732) is a chalcones (CHEBI:23086)
sofalcone (CHEBI:135732) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
{5-[(3-methylbut-2-en-1-yl)oxy]-2-[(2E)-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl]phenoxy}acetic acid
INNs Sources
sofalcona WHO MedNet
sofalcone WHO MedNet
sofalcone WHO MedNet
sofalconum WHO MedNet
Synonyms Sources
2-[5-[(3-methyl-2-buten-1-yl)oxy]-2-[3-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]-1-oxo-2-propen-1-yl]phenoxy]-acetic acid ChEBI
SU-88 ChemIDplus
Brand Names Sources
Lavin ChEBI
Solon KEGG DRUG
Tofalcone ChEBI
Manual Xrefs Databases
2456 DrugCentral
CN1733682 Patent
D01956 KEGG DRUG
DB05197 DrugBank
HMDB0042013 HMDB
Sofalcone Wikipedia
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Registry Numbers Types Sources
153175-87-2 CAS Registry Number ChemIDplus
2191482 Reaxys Registry Number Reaxys
64506-49-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11979875 PubMed citation Europe PMC
15786539 PubMed citation Europe PMC
17586104 PubMed citation Europe PMC
19239904 PubMed citation Europe PMC
20586860 PubMed citation Europe PMC
20599750 PubMed citation Europe PMC
21530127 PubMed citation Europe PMC
25667213 PubMed citation Europe PMC
31386809 PubMed citation Europe PMC
31614142 PubMed citation Europe PMC
7084818 PubMed citation Europe PMC
7735929 PubMed citation Europe PMC
7835618 PubMed citation Europe PMC
8959521 PubMed citation Europe PMC
Last Modified
01 October 2020