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Bacampicillin

CAT: 0013-GTR19206511-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19206511-02Size:5 mg
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Description
Bacampicillin is a prodrug of ampicillin designed to enhance oral absorption. It is used in research to study antibiotic efficacy and pharmacokinetics in both in vitro bacterial assays and in vivo infection models.
CAS Number
50972-17-3
Field of Research
Infectious Disease & Virology, Pharmacology & Drug Discovery
Purity
98.21% (May vary between batches)
Smiles
C (OC (OC (OCC) =O) C) (=O) [C@@H]1N2[C@@] ([C@H] (NC ([C@H] (N) C3=CC=CC=C3) =O) C2=O) (SC1 (C) C) [H]
Molecular Formula
C21H27N3O7S
Molecular Weight
465.52
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Bacampicillin

Bacampicillin is a penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin. It has a role as a prodrug. It is functionally related to an ampicillin.

CAS Number50972-17-3
PubChem CID441397
IUPAC Name1-ethoxycarbonyloxyethyl (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 FormulaC21H27N3O7S
Molecular Weight465.5
XLogP2.7
Topological Polar Surface Area163
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Heavy Atom Count32
Formal Charge0
Complexity756
SMILES
CCOC(=O)OC(C)OC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)[C@@H](C3=CC=CC=C3)N)(C)C
InChI
InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1
InChIKey
PFOLLRNADZZWEX-FFGRCDKISA-N
Chemical Structure
2D Structure
2D structure of Bacampicillin
CAS: 50972-17-3
CID: 441397
Formula: C21H27N3O7S
MW: 465.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight465.5
XLogP32.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Exact Mass465.15697138
Monoisotopic Mass465.15697138
Topological Polar Surface Area163 Ų
Heavy Atom Count32
Formal Charge0
Complexity756
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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HY-B1149Bacampicillin
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HY-B1149ARBacampicillin (hydrochloride) (Standard)
AR-P30628-01Bacampicillin EP Impurity F
51R-U047300Bacampicillin HCL (USP grade powder)
RM-B010306-01Bacampicillin hydrochloride EP Impurity F
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