CHEBI:59211 - cefotiam hexetil ester

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ChEBI Name cefotiam hexetil ester
ChEBI ID CHEBI:59211
Definition The 1-(cyclohexyloxycarbonyloxy)ethyl ester of cefotiam. It is used as its dihydrochloride salt as a prodrug for cefotiam.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H37N9O7S3
Net Charge 0
Average Mass 695.83400
Monoisotopic Mass 695.198
InChI InChI=1S/C27H37N9O7S3/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11-17-14-45-25(28)29-17/h14-15,18,20,23H,4-13H2,1-3H3,(H2,28,29)(H,30,37)/t15?,20-,23-/m1/s1
InChIKey VVFDMWZLBPUKTD-ZKRNHDOASA-N
SMILES [H][C@@]1(NC(=O)Cc2csc(N)n2)C(=O)N2C(C(=O)OC(C)OC(=O)OC3CCCCC3)=C(CSc3nnnn3CCN(C)C)CS[C@]12[H]
Roles Classification
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing cefotiam hexetil ester (CHEBI:59211) has functional parent cefotiam (CHEBI:355510)
cefotiam hexetil ester (CHEBI:59211) has role prodrug (CHEBI:50266)
cefotiam hexetil ester (CHEBI:59211) is a carboxylic ester (CHEBI:33308)
Incoming cefotiam hexetil dihydrochloride (CHEBI:31373) has part cefotiam hexetil ester (CHEBI:59211)
IUPAC Names
1-{[(cyclohexyloxy)carbonyl]oxy}ethyl (6R,7R)-7-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}-3-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 7β-(2-amino-1,3-thiazol-4-yl)acetamido-3-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-3,4-didehydrocepham-4-carboxylate
Synonyms Sources
cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester ChEBI
cefotiam hexetil ChemIDplus
Manual Xref Database
549 DrugCentral
View more database links
Registry Number Type Source
95761-91-4 CAS Registry Number ChemIDplus
Last Modified
22 February 2017