CHEBI:66592 - lucensimycin E

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ChEBI Name lucensimycin E
ChEBI ID CHEBI:66592
Definition An organic heterotetracyclic compound isolated from the bacterial strain Streptomyces lucensis MA7349 and has been shown to exhibit antibacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H41NO12S
Net Charge 0
Average Mass 687.75400
Monoisotopic Mass 687.23495
InChI InChI=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
InChIKey PTLQDKFYOYMVQN-CECFYEBASA-N
SMILES [H][C@]12C[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@]1(C)[C@@]1([H])C[C@@H](OC(C)=O)[C@H](C)[C@@H](O)[C@]1([H])C=C2
Metabolite of Species Details
Streptomyces lucensis (NCBI:txid67319) of strain MA7349 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19619266 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19115838 PubMed citation Europe PMC
Last Modified
09 May 2014