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CHEBI:138066 - nocamycin I

ChEBI IDCHEBI:138066
ChEBI Namenocamycin I
Stars
DefinitionAn organic heterotricyclic compound and tetramic acid derivative originally isolated from an unidentified oligosporic actinomycete strain (no. E864-861) and found to be active against both Gram-positive and Gram-negative anaerobic bacteria as well as some aerobic bacteria such as Streptococci. The methyl ester of nocamycin E.
Last Modified12 July 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC26H33NO9
Net Charge0
Average Mass503.548
Monoisotopic Mass503.21553
SMILES[H][C@]1([C@H](C)/C=C(C)/C=C/C(O)=C2/C(=O)CNC2=O)O[C@@]23O[C@]([H])(C(=O)C[C@]2(C)O[C@H](C)[C@@H]3C(=O)OC)[C@@H]1C
InChIInChI=1S/C26H33NO9/c1-12(7-8-16(28)19-18(30)11-27-23(19)31)9-13(2)21-14(3)22-17(29)10-25(5)26(35-21,36-22)20(15(4)34-25)24(32)33-6/h7-9,13-15,20-22,28H,10-11H2,1-6H3,(H,27,31)/b8-7+,12-9+,19-16+/t13-,14-,15-,20-,21-,22+,25+,26+/m1/s1
InChIKeyDTURANKMSHIDDI-GMYASLLUSA-N
Roles Classification
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.
ChEBI Ontology
Outgoing Relation(s)
nocamycin I (CHEBI:138066) has functional parent nocamycin E (CHEBI:141187)
nocamycin I (CHEBI:138066) has role antibacterial agent (CHEBI:33282)
nocamycin I (CHEBI:138066) has role bacterial metabolite (CHEBI:76969)
nocamycin I (CHEBI:138066) is a enol (CHEBI:33823)
nocamycin I (CHEBI:138066) is a methyl ester (CHEBI:25248)
nocamycin I (CHEBI:138066) is a olefinic compound (CHEBI:78840)
nocamycin I (CHEBI:138066) is a organic heterotricyclic compound (CHEBI:26979)
nocamycin I (CHEBI:138066) is a spiroketal (CHEBI:72600)
nocamycin I (CHEBI:138066) is a tetramic acids (CHEBI:140155)
nocamycin I (CHEBI:138066) is a γ-lactam (CHEBI:74222)
nocamycin I (CHEBI:138066) is conjugate acid of nocamycin I(1−) (CHEBI:141049)
Incoming Relation(s)
nocamycin I(1−) (CHEBI:141049) is conjugate base of nocamycin I (CHEBI:138066)
IUPAC Name 
methyl (2R,3S,3aS,5R,6R,7S,9aS)-5-[(2R,3E,5E,7E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-2,6,9a-trimethyl-8-oxooctahydro-3a,7-epoxyfuro[3,2-b]oxocine-3-carboxylate
Synonyms  Source
Bu-2313BChEBI
methyl (1S,2S,3R,5S,8S,9R,10R)-10-[(2R,3E,5E,7E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-3,5,9-trimethyl-7-oxo-4,11,12-trioxatricyclo[6.3.1.01,5]dodecane-2-carboxylateIUPAC
(−)-nocamycin IChEBI
BU 2313BChEBI
Antibiotic BU 2313BChEBI
Manual XrefsDatabases
US4181574Patent
CPD-18224MetaCyc
Citations