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Lenampicillin

CAT: 0013-GTR19199022-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19199022-01Size:25 mg
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Description
Lenampicillin is a prodrug beta-lactam antibiotic used in research to study antibacterial mechanisms and efficacy. It is applied in both in vitro susceptibility assays and in vivo infection models to investigate its activity against susceptible bacterial strains.
CAS Number
86273-18-9
Field of Research
Pharmacology & Drug Discovery
Smiles
C (OCC=1OC (=O) OC1C) (=O) [C@@H]2N3[C@@] ([C@H] (NC ([C@H] (N) C4=CC=CC=C4) =O) C3=O) (SC2 (C) C) [H]
Molecular Formula
C21H23N3O7S
Molecular Weight
461.49
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

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. It has a role as a prodrug. It is a ketene acetal and a penicillanic acid ester. It is functionally related to an ampicillin.

CAS Number86273-18-9
PubChem CID65646
IUPAC Name(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
Molecular FormulaC21H23N3O7S
Molecular Weight461.5
XLogP1.7
Topological Polar Surface Area163
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count32
Formal Charge0
Complexity867
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
Chemical Structure
2D Structure
2D structure of Lenampicillin
CAS: 86273-18-9
CID: 65646
Formula: C21H23N3O7S
MW: 461.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight461.5
XLogP31.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass461.12567125
Monoisotopic Mass461.12567125
Topological Polar Surface Area163 Ų
Heavy Atom Count32
Formal Charge0
Complexity867
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A13686-50Lenampicillin hydrochloride 50mg

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