Lenampicillin

Lenampicillin is a penicillanic acid ester that is the (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester of ampicillin. It is a prodrug of ampicillin

General

Type : Azabicyclo, Sulfur Compound, Pro-Drug, Drug, Not AlphaBeta Hydrolase target, Antibiotic

Chemical_Nomenclature : (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Canonical SMILES : CC1=C(OC(=O)O1)COC(=O)[C@H]2C(S[C@H]3N2C(=O)[C@H]3NC(=O)[C@@H](C4=CC=CC=C4)N)(C)C

InChI : InChI=1S\/C21H23N3O7S\/c1-10-12(31-20(28)30-10)9-29-19(27)15-21(2,3)32-18-14(17(26)24(15)18)23-16(25)13(22)11-7-5-4-6-8-11\/h4-8,13-15,18H,9,22H2,1-3H3,(H,23,25)\/t13-,14-,15+,18-\/m1\/s1

InChIKey : ZKUKMWMSYCIYRD-ZXFNITATSA-N

Other name(s) : Lenampicilina  ||  Lenampicilline  ||  Lenampicillinum  ||  CHEBI:135748  ||  RefChem:152741  ||  SCHEMBL34298  ||  CHEMBL3580454


MW : 461.5

Formula : C21H23N3O7S

CAS_number : 86273-18-9

PubChem : 65646

UniChem : ZKUKMWMSYCIYRD-ZXFNITATSA-N

Target

Structures : No structure

Families : CMBL

References (1)

Title : Human carboxymethylenebutenolidase as a bioactivating hydrolase of olmesartan medoxomil in liver and intestine - Ishizuka_2010_J.Biol.Chem_285_11892
Author(s) : Ishizuka T , Fujimori I , Kato M , Noji-Sakikawa C , Saito M , Yoshigae Y , Kubota K , Kurihara A , Izumi T , Ikeda T , Okazaki O
Ref : Journal of Biological Chemistry , 285 :11892 , 2010
Abstract :
PubMedSearch : Ishizuka_2010_J.Biol.Chem_285_11892
PubMedID: 20177059
Gene_locus related to this paper: human-CMBL