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CHEBI:66592 - lucensimycin E

ChEBI IDCHEBI:66592
ChEBI Namelucensimycin E
Stars
DefinitionAn organic heterotetracyclic compound isolated from the bacterial strain Streptomyces lucensis MA7349 and has been shown to exhibit antibacterial activity.
Last Modified9 May 2014
DownloadsMolfile
FormulaC34H41NO12S
Net Charge0
Average Mass687.764
Monoisotopic Mass687.23495
SMILES[H][C@]12C[C@@H](OC(C)=O)[C@H](C)[C@@H](O)[C@]1([H])C=C[C@@]1([H])C[C@@H](/C=C/C=C/C=C/C(=O)O)[C@@]3(C(=O)O[C@H](CSC[C@@H](NC(C)=O)C(=O)O)C3=O)C(=O)[C@]21C
InChIInChI=1S/C34H41NO12S/c1-17-25(46-19(3)37)14-23-22(28(17)40)12-11-20-13-21(9-7-5-6-8-10-27(38)39)34(31(44)33(20,23)4)29(41)26(47-32(34)45)16-48-15-24(30(42)43)35-18(2)36/h5-12,17,20-26,28,40H,13-16H2,1-4H3,(H,35,36)(H,38,39)(H,42,43)/b6-5+,9-7+,10-8+/t17-,20-,21+,22+,23-,24+,25+,26+,28+,33-,34-/m0/s1
InChIKeyPTLQDKFYOYMVQN-CECFYEBASA-N
Species of MetaboliteComponentSourceComments
Streptomyces lucensis (ncbitaxon:67319) - PubMed (19115838) Strain: MA7349
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
lucensimycin E (CHEBI:66592) has role antibacterial agent (CHEBI:33282)
lucensimycin E (CHEBI:66592) has role antimicrobial agent (CHEBI:33281)
lucensimycin E (CHEBI:66592) has role bacterial metabolite (CHEBI:76969)
lucensimycin E (CHEBI:66592) is a acetamides (CHEBI:22160)
lucensimycin E (CHEBI:66592) is a acetate ester (CHEBI:47622)
lucensimycin E (CHEBI:66592) is a dicarboxylic acid (CHEBI:35692)
lucensimycin E (CHEBI:66592) is a ketolactone (CHEBI:50361)
lucensimycin E (CHEBI:66592) is a organic heterotetracyclic compound (CHEBI:38163)
lucensimycin E (CHEBI:66592) is a organic sulfide (CHEBI:16385)
lucensimycin E (CHEBI:66592) is a oxaspiro compound (CHEBI:37948)
IUPAC Name 
(2E,4E,6E)-7-[(2'S,3R,4a'S,4b'S,5S,6'R,7'R,8'S,8a'R,10a'R)-5-({[(2S)-2-(acetylamino)-2-carboxyethyl]sulfanyl}methyl)-6'-(acetyloxy)-8'-hydroxy-4a',7'-dimethyl-2,4,4'-trioxo-1',4,4',4a',4b',5,5',6',7',8',8a',10a'-dodecahydro-2'H-spiro[furan-3,3'-phenanthren]-2'-yl]hepta-2,4,6-trienoic acid
Registry NumbersSources
Reaxys:19619266Reaxys
Citations