CHEBI:167566 - maremycin G

ChEBI IDCHEBI:167566
ChEBI Namemaremycin G
Stars
DefinitionAn indole alkaloid with formula C22H21N3O3S. It is a natural product synthesized by an NRPS/PKS system in Streptomyces sp. B917 and exhibits antifungal properties.
Last Modified26 February 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC22H21N3O3S
Net Charge0
Average Mass407.495
Monoisotopic Mass407.13036
SMILESCSCc1nc2c(nc1=O)[C@@H](C)C1(C(=O)N(C)c3ccccc31)C1=C2C(=O)CC1
InChIInChI=1S/C22H21N3O3S/c1-11-18-19(23-14(10-29-3)20(27)24-18)17-13(8-9-16(17)26)22(11)12-6-4-5-7-15(12)25(2)21(22)28/h4-7,11H,8-10H2,1-3H3,(H,24,27)/t11-,22?/m1/s1
InChIKeyNRFFIDZDMKFXMS-FAYKFVSFSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. B9173 (ncbitaxon:1462558) - PubMed (28572321) GenBank: KC836748.1
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
ChEBI Ontology
Outgoing Relation(s)
maremycin G (CHEBI:167566) has role bacterial metabolite (CHEBI:76969)
maremycin G (CHEBI:167566) is a antibiotic antifungal agent (CHEBI:86478)
maremycin G (CHEBI:167566) is a cyclic ketone (CHEBI:3992)
maremycin G (CHEBI:167566) is a enone (CHEBI:51689)
maremycin G (CHEBI:167566) is a indole alkaloid (CHEBI:38958)
maremycin G (CHEBI:167566) is a indolones (CHEBI:24829)
maremycin G (CHEBI:167566) is a methyl sulfide (CHEBI:86315)
maremycin G (CHEBI:167566) is a organic heteropentacyclic compound (CHEBI:38164)
maremycin G (CHEBI:167566) is a piperazinone (CHEBI:46846)
maremycin G (CHEBI:167566) is a spiro compound (CHEBI:33599)
IUPAC Name 
(5S)-1',5-dimethyl-2-[(methylsulfanyl)methyl]-7,8-dihydrospiro[cyclopenta[f]quinoxaline-6,3'-indole]-2',3,9(1'H,4H,5H)-trione
Synonyms  Source
(5S)-1',5-dimethyl-2-[(methylsulfanyl)methyl]-4,5,7,8-tetrahydrospiro[cyclopenta[f]quinoxaline-6,3'-indole]-2',3,9-trioneChEBI
(5S)-1',5-dimethyl-2-[(methylsulfanyl)methyl]-1',2',3,4,5,7,8,9-octahydrospiro[cyclopenta[f]quinoxaline-6,3'- indole]-2',3,9-trioneIUPAC
Citations