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CHEBI:65483 - benzastatin C

ChEBI IDCHEBI:65483
ChEBI Namebenzastatin C
Stars
DefinitionA quinoline alkaloid that is 1,2,3,4-tetrahydroquinoline-6-carboxamide substituted by a chloro group at position 3 and a 3,4-dimethylpent-3-en-1-yl and a methoxymethyl group at position 2 (the 2R,3R stereoisomer). Isolated from the culture broth of Streptomyces nitrosporeus 30643, it exhibits inhibitory potential against lipid peroxidation and anti-HSV activity.
Last Modified20 November 2012
DownloadsMolfile
FormulaC19H27ClN2O2
Net Charge0
Average Mass350.890
Monoisotopic Mass350.17611
SMILESCOC[C@@]1(CCC(C)=C(C)C)Nc2ccc(C(N)=O)cc2C[C@H]1Cl
InChIInChI=1S/C19H27ClN2O2/c1-12(2)13(3)7-8-19(11-24-4)17(20)10-15-9-14(18(21)23)5-6-16(15)22-19/h5-6,9,17,22H,7-8,10-11H2,1-4H3,(H2,21,23)/t17-,19-/m1/s1
InChIKeyAHGKSZXKDPGMQU-IEBWSBKVSA-N
Species of MetaboliteComponentSourceComments
Streptomyces nitrosporeus (ncbitaxon:28894) - PubMed (8609080) Strain: 30643
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HSV agent  An antiviral agent that destroys or inhibits the replication of the herpes simplex virus (also known as the human herpes virus).
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)
benzastatin C (CHEBI:65483) has role anti-HSV agent (CHEBI:64952)
benzastatin C (CHEBI:65483) has role metabolite (CHEBI:25212)
benzastatin C (CHEBI:65483) has role radical scavenger (CHEBI:48578)
benzastatin C (CHEBI:65483) is a benzamides (CHEBI:22702)
benzastatin C (CHEBI:65483) is a ether (CHEBI:25698)
benzastatin C (CHEBI:65483) is a organochlorine compound (CHEBI:36683)
benzastatin C (CHEBI:65483) is a quinoline alkaloid (CHEBI:26509)
IUPAC Name 
(2R,3R)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxamide
Registry NumbersSources
Reaxys:7467320Reaxys
Citations