EFEPRISTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H52N8O10
Molecular Weight	852.9313
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1NC(=O)[C@@H](NC(=O)C2=C(O)C=CC=N2)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]3CC(=O)CCN3C(=O)[C@H](CC4=CC=C(NC)C=C4)N(C)C(=O)[C@@H]5CCCN5C1=O)C6=CC=CC=C6

InChI

InChIKey=PCOXSOQWQVRJCH-RIECGXCRSA-N

InChI=1S/C44H52N8O10/c1-5-30-41(58)51-21-10-13-31(51)42(59)50(4)33(23-26-15-17-28(45-3)18-16-26)43(60)52-22-19-29(53)24-32(52)38(55)49-36(27-11-7-6-8-12-27)44(61)62-25(2)35(39(56)47-30)48-40(57)37-34(54)14-9-20-46-37/h6-9,11-12,14-18,20,25,30-33,35-36,45,54H,5,10,13,19,21-24H2,1-4H3,(H,47,56)(H,48,57)(H,49,55)/t25-,30-,31+,32+,33+,35+,36+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C44H52N8O10
Molecular Weight	852.9313
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800006281 | https://www.ncbi.nlm.nih.gov/pubmed/11178336 | https://www.ncbi.nlm.nih.gov/pubmed/10197038

Efepristin (RPR 106972) is an oral streptogramin consisting of two synergistic components RPR 112808 (pristinamycin IB) and RPR 106950 (pristinamycin IIB). It demonstrated activity against Gram-positive microorganisms in vitro and in vivo, including those with multi-drug resistance. The streptogramins inhibit bacterial growth by disrupting the translation of mRNA into protein.

Originator

Approval Year

PubMed

Title	Date	PubMed
Novel streptogramin antibiotics.	2001-02	11178336
Comparative activity of quinupristin/dalfopristin and RPR 106972 and the effect of medium on in-vitro test results.	1998-12	10052893
In vitro activity of RPR 106972 alone and in combination with vancomycin, ampicillin, and gentamicin against multidrug-resistant enterococci.	1998-10	9823531
In vitro antimicrobial activity and MIC quality control guidelines of RPR 106972 (RPR 112808/RPR106950): a novel orally administered streptogramin combination. The Quality Control Study Group.	1997-07	9294704

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:17:59 GMT 2025` Edited by `admin` on `Mon Mar 31 19:17:59 GMT 2025`
Record UNII	69RU1K50ZP
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

VERNAMYCIN B.BETA.

Preferred Name

English

EFEPRISTIN

Official Name

English

VIRGINIAMYCIN S1, 4-(N-METHYL-4-(METHYLAMINO)-L-PHENYLALANINE)-

Systematic Name

English

N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-.ALPHA.-AMINOBUTYRYL-L-PROLYL-N-METHYL-4-(METHYLAMINO)-L-PHENYLALANYL-4-OXO-L-PIPECOLOYL-L-2-PHENYLGLYCINE .RHO.-LACTONE

Systematic Name

English

efepristin [INN]

Common Name

English

PRISTINAMYCIN IB

Common Name

English

VERNAMYCIN B.BETA. [MI]

Common Name

English

OSTREOGRYCIN B2

Common Name

English

Code System Code Type Description

FDA UNII

69RU1K50ZP