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CHEBI:65466 - batzelladine A

ChEBI IDCHEBI:65466
ChEBI Namebatzelladine A
Stars
DefinitionA carboxylic ester obtained by the formal condensation of (2aS,3S,4R,7R,8aS)-4-methyl-7-nonyl-2,2a,3,4,6,7,8,8a-octahydro-1H-5,6,8b-triazaacenaphthylene-3-carboxylic acid with the hydroxy group of 4-carbamimidamidobutyl (3R)-3-(9-hydroxynonyl)-1-imino-1,2,3,5,6,7-hexahydropyrrolo[1,2-c]pyrimidine-4-carboxylate. Isolated from a bright red Caribbean sponge, Batzella, it has potential anti-HIV activity.
Last Modified28 September 2015
DownloadsMolfile
FormulaC42H73N9O4
Net Charge0
Average Mass768.105
Monoisotopic Mass767.57855
SMILES[H][C@]12CC[C@@]3([H])[C@@H](C(=O)OCCCCCCCCC[C@H]4NC(=N)N5CCCC5=C4C(=O)OCCCCNC(=N)N)[C@@H](C)N=C(N[C@H](CCCCCCCCC)C1)N23
InChIInChI=1S/C42H73N9O4/c1-3-4-5-6-8-11-14-20-31-29-32-23-24-35-36(30(2)47-42(48-31)51(32)35)38(52)54-27-17-13-10-7-9-12-15-21-33-37(34-22-19-26-50(34)41(45)49-33)39(53)55-28-18-16-25-46-40(43)44/h30-33,35-36H,3-29H2,1-2H3,(H2,45,49)(H,47,48)(H4,43,44,46)/t30-,31-,32+,33-,35+,36+/m1/s1
InChIKeyWZGMBJKFYVONHF-LJQXCJTBSA-N
Species of MetaboliteComponentSourceComments
Batzella (ITIS:659394) - DOI (10.1021/jo00110a021)
Roles Classification
Biological Roles:
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
batzelladine A (CHEBI:65466) has role anti-HIV-1 agent (CHEBI:64947)
batzelladine A (CHEBI:65466) has role metabolite (CHEBI:25212)
batzelladine A (CHEBI:65466) is a alkaloid (CHEBI:22315)
batzelladine A (CHEBI:65466) is a carboxylic ester (CHEBI:33308)
batzelladine A (CHEBI:65466) is a guanidines (CHEBI:24436)
batzelladine A (CHEBI:65466) is a organic heterotricyclic compound (CHEBI:26979)
batzelladine A (CHEBI:65466) is a pyrrolopyrimidine (CHEBI:38670)
batzelladine A (CHEBI:65466) is a triazaacenaphthylene (CHEBI:88047)
IUPAC Name 
9-{(3R)-4-[(4-carbamimidamidobutoxy)carbonyl]-1-imino-1,2,3,5,6,7-hexahydropyrrolo[1,2-c]pyrimidin-3-yl}nonyl (2aS,3S,4R,7R,8aS)-4-methyl-7-nonyl-2,2a,3,4,6,7,8,8a-octahydro-1H-5,6,8b-triazaacenaphthylene-3-carboxylate
Registry NumbersSources
CAS:147664-18-4ChemIDplus
Citations