CEFALORAM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H18N2O6S
Molecular Weight	390.41
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC3=CC=CC=C3)C(O)=O

InChI

InChIKey=GOFCPYKUMJBHBH-RHSMWYFYSA-N

InChI=1S/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/t14-,17-/m1/s1

HIDE SMILES / InChI

Description
Sources: http://www.biochemj.org/content/79/2/408 |

Cefaloram is aminocephalosporanic acid derivative with potent antibacterial activity. Cefaloram binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis

Originator

Approval Year

PubMed

Title	Date	PubMed
Cephalosporin prodrugs of paclitaxel for immunologically specific activation by L-49-sFv-beta-lactamase fusion protein.	2003 Feb 10	12565967

Patents

Name

Type

Language

CEFALORAM

Official Name

English

cefaloram [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C357