CHEBI:6472 - lincomycin

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ChEBI Name lincomycin
ChEBI ID CHEBI:6472
Definition A carbohydrate-containing antibiotic produced by the actinomyces Streptomyces lincolnensis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H34N2O6S
Net Charge 0
Average Mass 406.53700
Monoisotopic Mass 406.214
InChI InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
InChIKey OJMMVQQUTAEWLP-KIDUDLJLSA-N
SMILES CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@@H](C)O)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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ChEBI Ontology
Outgoing lincomycin (CHEBI:6472) has role antimicrobial agent (CHEBI:33281)
lincomycin (CHEBI:6472) has role bacterial metabolite (CHEBI:76969)
lincomycin (CHEBI:6472) is a S-glycosyl compound (CHEBI:35275)
lincomycin (CHEBI:6472) is a L-proline derivative (CHEBI:84186)
lincomycin (CHEBI:6472) is a carbohydrate-containing antibiotic (CHEBI:23007)
lincomycin (CHEBI:6472) is a monocarboxylic acid amide (CHEBI:29347)
lincomycin (CHEBI:6472) is a pyrrolidinecarboxamide (CHEBI:46770)
Incoming clindamycin (CHEBI:3745) has functional parent lincomycin (CHEBI:6472)
IUPAC Name
methyl 6,8-dideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-erythro-α-D-galacto-octopyranoside
INNs Sources
lincomicina ChemIDplus
lincomycin WHO MedNet
lincomycine ChemIDplus
lincomycinum ChemIDplus
Synonyms Sources
Cillimycin ChemIDplus
lincomycin UniProt
Lincomycin KEGG COMPOUND
Methyl 6,8-dideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-D-erythro-α-D-galacto-octopyranoside NIST Chemistry WebBook
Manual Xrefs Databases
1582 DrugCentral
C06812 KEGG COMPOUND
C14002 KEGG COMPOUND
D00223 KEGG DRUG
D02346 KEGG DRUG
DB01627 DrugBank
HMDB0015564 HMDB
Lincomycin Wikipedia
LSM-5602 LINCS
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Registry Numbers Types Sources
154-21-2 CAS Registry Number ChemIDplus
707677 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
24324587 PubMed citation Europe PMC
Last Modified
22 February 2017