embelin (CHEBI:4778)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	embelin

ChEBI ID	CHEBI:4778

Definition	A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxy-1,4-benzoquinone which is substituted by an undecyl group at position 3. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antimicrobial, antineoplastic and inhibitory activity towards hepatitis C protease.

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

Secondary ChEBI IDs	CHEBI:65841

Supplier Information

Download	Molfile XML SDF

Formula

C17H26O4

Net Charge

Average Mass

294.38590

Monoisotopic Mass

294.18311

InChI

InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3

InChIKey

IRSFLDGTOHBADP-UHFFFAOYSA-N

SMILES

CCCCCCCCCCCC1=C(O)C(=O)C=C(O)C1=O

Metabolite of Species	Details
Oxalis erythrorhiza (IPNI:177985-2)	See: PubMed
Embelia schimperi (IPNI:588468-1)	See: PubMed
Lysimachia punctata (NCBI:txid213289)	Found in root (BTO:0001188). Underground part of the plant See: PubMed
Embelia ribes (NCBI:txid459629)	Found in leaf (BTO:0000713). See: PubMed
Embelia ribes (NCBI:txid459629)	Found in fruit (BTO:0000486). See: PubMed
Aegiceras corniculatum (NCBI:txid59970)	Found in twig (BTO:0001411). See: DOI
Aegiceras corniculatum (NCBI:txid59970)	Found in stem (BTO:0001300). See: DOI
Myrsine africana (NCBI:txid59982)	Found in fruit (BTO:0000486). See: ELECTRON J FOOD PLANTS CHEM, 2007, 2, 20

Roles Classification
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. hepatitis C protease inhibitor An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

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

ChEBI Ontology
Outgoing	embelin (CHEBI:4778) has role antimicrobial agent (CHEBI:33281) embelin (CHEBI:4778) has role antineoplastic agent (CHEBI:35610) embelin (CHEBI:4778) has role hepatitis C protease inhibitor (CHEBI:64924) embelin (CHEBI:4778) has role plant metabolite (CHEBI:76924) embelin (CHEBI:4778) is a dihydroxy-1,4-benzoquinones (CHEBI:132126)

Incoming	5-O-ethyl embelin (CHEBI:65843) has functional parent embelin (CHEBI:4778) 5-O-methyl embelin (CHEBI:65842) has functional parent embelin (CHEBI:4778)

IUPAC Name

2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione

Synonyms	Sources
2,5-dihydroxy-3-undecyl-1,4-benzoquinone	ChemIDplus
embelic acid	ChemIDplus
Embelin	KEGG COMPOUND
emberine	ChemIDplus

Last Modified

03 June 2016

General Comment
2012-07-27	ELECTRON J FOOD PLANTS CHEM, 2007, 2, 20