CHEBI:32215 - thiamphenicol

ChEBI IDCHEBI:32215
ChEBI Namethiamphenicol
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Last Modified22 February 2017
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FormulaC12H15Cl2NO5S
Net Charge0
Average Mass356.227
Monoisotopic Mass355.00480
SMILESCS(=O)(=O)c1ccc([C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl)cc1
InChIInChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1
InChIKeyOTVAEFIXJLOWRX-NXEZZACHSA-N
Roles Classification
Biological Roles:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
thiamphenicol (CHEBI:32215) has role antimicrobial agent (CHEBI:33281)
thiamphenicol (CHEBI:32215) has role immunosuppressive agent (CHEBI:35705)
thiamphenicol (CHEBI:32215) is a monocarboxylic acid amide (CHEBI:29347)
thiamphenicol (CHEBI:32215) is a sulfone (CHEBI:35850)
IUPAC Name 
2,2-dichloro-N-{(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl}acetamide
Synonyms  Source
Armai (TN)KEGG DRUG
D-(+)-threo-2,2-Dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamideChemIDplus
(+)-ThiamphenicolChemIDplus
ThiamphenicolKEGG COMPOUND
Thiocymetin (TN)KEGG DRUG
Manual XrefsDatabases
1911VSDB
2624DrugCentral
C12853KEGG COMPOUND
D01407KEGG DRUG
DB08621DrugBank
LSM-5858LINCS
TH8PDBeChem
Registry NumbersSources
CAS:15318-45-3KEGG COMPOUND
CAS:15318-45-3ChemIDplus