Epicillin
-
Epicillin
structure -
-
CAS No:
26774-90-3
-
Formula:
C16H21N3O4S
-
Chemical Name:
Epicillin
-
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-(1,4-cyclohexadien-1-yl)acetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[2-amino-2-(1,4-cyclohexadien-1-yl)acetamido]-3,3-dimethyl-7-oxo-,D-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(amino-1,4-cyclohexadien-1-ylacetyl)amino]-3,3-dimethyl-7-oxo-,[2S-[2α,5α,6β(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-amino-1,4-cyclohexadien-1-ylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;(2S,5R,6R)-6-[[(2R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;6-[D-2-Amino-2-(1,4-cyclohexadienyl)acetamido]penicillanic acid;Epicillin;6-[D-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;SQ 11302;D-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamidopenicillanic acid;Dihydroampicillin;Spectacillin;Dexacillin;Dexacilina;30508-59-9;65785-90-2
-
CAS No:
Description
ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a (2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido group.
Epicillin is a penicillin in which the substituent at position 6 of the penam ring is a (2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido group. It is a penicillin and a penicillin allergen. It derives from an ampicillin.|Epicillin is an extended-spectrum, semisynthetic aminopenicillin with antibacterial activity. Epicillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing cell lysis.
Epicillin Basic Attributes
351.42
351.42
248-001-7
3LU1L73C8Y
DTXSID60181288
C80590
J - Antiinfectives for systemic use
Drug Information
Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)
6-(D-2-amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
Computed Properties
Molecular Weight:351.4
XLogP3:-1.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:351.12527733
Monoisotopic Mass:351.12527733
Topological Polar Surface Area:138
Heavy Atom Count:24
Complexity:658
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes