CHEBI:66000 - hamacanthin A

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ChEBI Name hamacanthin A
ChEBI ID CHEBI:66000
Definition A member of the class of pyrazines that is 5,6-dihydropyrazin-2(1H)-one substituted at positions 3 and 6 by 6-bromo-1H-indol-3-yl groups. It is an antifungal drug isolated from deep water marine sponge Hamacantha sp.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H14Br2N4O
Net Charge 0
Average Mass 486.15900
Monoisotopic Mass 483.953
InChI InChI=1S/C20H14Br2N4O/c21-10-1-3-12-14(7-23-16(12)5-10)18-9-25-20(27)19(26-18)15-8-24-17-6-11(22)2-4-13(15)17/h1-8,18,23-24H,9H2,(H,25,27)
InChIKey MYXLDFYXMNSXDR-UHFFFAOYSA-N
SMILES Brc1ccc2c(c[nH]c2c1)C1CNC(=O)C(=N1)c1c[nH]c2cc(Br)ccc12
Metabolite of Species Details
Hamacantha (WORMS:131902) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hamacanthin A (CHEBI:66000) has role antifungal agent (CHEBI:35718)
hamacanthin A (CHEBI:66000) has role metabolite (CHEBI:25212)
hamacanthin A (CHEBI:66000) is a indole alkaloid (CHEBI:38958)
hamacanthin A (CHEBI:66000) is a lactam (CHEBI:24995)
hamacanthin A (CHEBI:66000) is a organobromine compound (CHEBI:37141)
hamacanthin A (CHEBI:66000) is a pyrazines (CHEBI:38314)
Incoming hamacanthin B (CHEBI:66001) is a hamacanthin A (CHEBI:66000)
IUPAC Name
3,6-bis(6-bromo-1H-indol-3-yl)-5,6-dihydropyrazin-2(1H)-one
Registry Number Type Source
160098-92-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17253840 PubMed citation Europe PMC
7807127 PubMed citation Europe PMC
Last Modified
25 September 2012