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Details

Stereochemistry ABSOLUTE
Molecular Formula C73H111N17O21.2ClH
Molecular Weight 1635.686
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOTILIBCIN HYDROCHLORIDE

SMILES

Cl.Cl.[H][C@@]1(NC(=O)[C@H](CO)NC(=O)C[C@@H](CCCC(C)C)OC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](CCCN)NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@@H](CC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](CCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC4=CC=CC=C4)N(C)C(=O)CNC(=O)[C@H](CO)NC1=O)[C@@H](O)C(N)=O

InChI

InChIKey=VBXUDTFBJRKXBU-JCBBIFMDSA-N
InChI=1S/C73H111N17O21.2ClH/c1-38(2)17-14-20-43-32-56(94)80-53(37-92)69(106)88-59(61(98)62(77)99)71(108)87-52(36-91)63(100)79-35-57(95)89(7)54(30-41-18-10-9-11-19-41)70(107)86-49(29-39(3)4)66(103)81-46(23-15-27-74)64(101)82-47(25-26-58(96)97)65(102)85-51(33-55(76)93)68(105)84-50(31-42-34-78-45-22-13-12-21-44(42)45)67(104)83-48(24-16-28-75)72(109)90(8)60(40(5)6)73(110)111-43;;/h9-13,18-19,21-22,34,38-40,43,46-54,59-61,78,91-92,98H,14-17,20,23-33,35-37,74-75H2,1-8H3,(H2,76,93)(H2,77,99)(H,79,100)(H,80,94)(H,81,103)(H,82,101)(H,83,104)(H,84,105)(H,85,102)(H,86,107)(H,87,108)(H,88,106)(H,96,97);2*1H/t43-,46-,47+,48-,49+,50-,51-,52+,53+,54-,59-,60+,61-;;/m1../s1

HIDE SMILES / InChI
Lotilibcin (WAP-8294A2) is an antibiotic originally isolated from Lysobacter sp. It is active against methicillin-resistant gram-positive bacteria. Lotilibcin antimicrobial activity is due to lysis of the bacterial membrane, and its membrane-disrupting effect depends on the presence of menaquinone, an essential factor for the bacterial respiratory chain. It was developing for the treatment of susceptible bacterial infections

Approval Year

PubMed

PubMed

TitleDatePubMed
A new anti-MRSA antibiotic complex, WAP-8294A. I. Taxonomy, isolation and biological activities.
1998 Oct
Name Type Language
LOTILIBCIN HYDROCHLORIDE
Common Name English
LOTILIBCIN DIHYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
J28HWY0T41
Created by admin on Fri Dec 15 16:34:29 GMT 2023 , Edited by admin on Fri Dec 15 16:34:29 GMT 2023
PRIMARY
PUBCHEM
76971929
Created by admin on Fri Dec 15 16:34:29 GMT 2023 , Edited by admin on Fri Dec 15 16:34:29 GMT 2023
PRIMARY