U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C43H49N7O10
Molecular Weight 823.8901
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VIRGINIAMYCIN S1

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=CC=C4)N(C)C(=O)[C@@H]5CCCN5C1=O)C6=CC=CC=C6

InChI

InChIKey=FEPMHVLSLDOMQC-IYPFLVAKSA-N
InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25-,29-,30+,31+,32+,34+,35+/m1/s1

HIDE SMILES / InChI

Molecular Formula C43H49N7O10
Molecular Weight 823.8901
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
A genetic time-delay circuitry in mammalian cells.
2007-11-01
Risk factors for acute generalized exanthematous pustulosis (AGEP)-results of a multinational case-control study (EuroSCAR).
2007-11
[Epidemiology of Haemophilus influenzae strains collected in 2004 in France and in vitro assessment of their susceptibility to antibiotics].
2007-06
Patch testing for evaluating drug reactions due to systemic antibiotics.
2007-06
German evidence-based guidelines for the treatment of Psoriasis vulgaris (short version).
2007-06
In vitro activities of 18 antimicrobial agents against Staphylococcus aureus isolates from the Institut Pasteur of Madagascar.
2007-05-23
Phylogenetic analysis of condensation domains in NRPS sheds light on their functional evolution.
2007-05-16
Emergence of a Streptococcus pneumoniae isolate resistant to streptogramins by mutation in ribosomal protein L22 during pristinamycin therapy of pneumococcal pneumonia.
2007-05
Global distribution of Panton-Valentine leukocidin--positive methicillin-resistant Staphylococcus aureus, 2006.
2007-04
[Streptococcal impetigo at topical tacrolimus application sites in a woman with atopic dermatitis].
2007-03
The potential role of concentrated animal feeding operations in infectious disease epidemics and antibiotic resistance.
2007-02
Characterisation of in vitro-selected mutants of Ureaplasma parvum resistant to macrolides and related antibiotics.
2007-02
Targeted Gene Disruption of the Cyclo (L-Phe, L-Pro) Biosynthetic Pathway in Streptomyces sp. US24 Strain.
2007
Improved production of pristinamycin coupled with an adsorbent resin in fermentation by Streptomyces pristinaespiralis.
2006-11
Adenoviral vector platform for transduction of constitutive and regulated tricistronic or triple-transcript transgene expression in mammalian cells and microtissues.
2006-10
Extensive cutaneous larva migrans with folliculitis mimicking multimetameric herpes zoster presentation in an adult traveler returning from Thailand.
2006-08-04
Pseudomonas aeruginosa otochondritis complicating localized cutaneous leishmaniasis: prevention of mutilation by early antibiotic therapy.
2006-08
Breakthrough pneumococcal meningitis in a patient treated with pristinamycin.
2006-07
[Antibiotherapy for acute CAP in adults].
2006-06-02
[Tricuspid valve endocarditis after umbilical piercing].
2006-06
Trends in the rates of resistance of Ureaplasma urealyticum to antibiotics and identification of the mutation site in the quinolone resistance-determining region in Chinese patients.
2006-06
[Acute community-acquired pneumonia. A review of clinical trials].
2006-05-19
Emergence of a 23S rRNA mutation in Mycoplasma hominis associated with a loss of the intrinsic resistance to erythromycin and azithromycin.
2006-04
[Streptococcus agalactiae in nonpregnant adults].
2006-03
Antibiotic resistance and mechanisms implicated in clinical enterococci in a Tunisian hospital.
2006-02
[Impetigo].
2006-02
[Antibiotics resistance of meticilline-resistant Staphylococcus aureus: detection of the first glycopeptides low sensibility strains in Tunisia].
2006-02
Occupational airborne contact dermatitis from pristinamycin.
2006-01
Resistance to macrolides, lincosamides, streptogramins, and linezolid among members of the Staphylococcus sciuri group.
2006
Prevalence and antibiotic susceptibility of genital Mycoplasma hominis and Ureaplasma urealyticum in a university hospital in Turkey.
2006
African tick-bite fever in French travelers.
2005-11
Granulomatous mastitis and corynebacteria: clinical and pathologic correlations.
2005-09-22
Correlation of agar dilution and VITEK2 system for detection of resistance to macrolides, lincosamides and pristinamycin among Staphylococcus aureus and Staphylococcus epidermidis: association with genotypes.
2005-08
[Efficacy and safety of pristinamycin vs amoxicillin in community acquired pneumonia in adults].
2005-07-08
Chemoenzymatic approach to enantiopure streptogramin B variants: characterization of stereoselective pristinamycin I cyclase from Streptomyces pristinaespiralis.
2005-07-06
[Enterococcal bacteremia at Nîmes university hospital].
2005-06-15
Successful oral pristinamycin therapy for osteoarticular infections due to methicillin-resistant Staphylococcus aureus (MRSA) and other Staphylococcus spp.
2005-06
Efficacy and safety of telithromycin 800 mg once daily for 7 days in community-acquired pneumonia: an open-label, multicenter study.
2005-05-31
The TyrA family of aromatic-pathway dehydrogenases in phylogenetic context.
2005-05-12
Clonal comparison of Staphylococcus aureus isolates from healthy pig farmers, human controls, and pigs.
2005-05
Fatal pristinamycin-induced toxic epidermal necrolysis (Lyell's syndrome): difficulties in attributing causal association in the polymedicated intensive care unit patient.
2005-05
Susceptibility of methicillin-resistant Staphylococcus aureus to vancomycin, teicoplanin, linezolid, pristinamycin and other antibiotics.
2005-03
Antimicrobial susceptibility of bifidobacteria.
2005-01
Cloxacillin versus pristinamycin for superficial pyodermas: a randomized, open-label, non-inferiority study.
2005
Beta-haemolytic streptococci in acute pharyngitis.
2004-11-26
Solvent affects the conformation of virginiamycin M1 (pristinamycin IIA, streptogramin A).
2004-10-21
[Efficiency of a four-day course of pristinamycin compared to a five-day course of cefuroxime axetil for acute bacterial maxillary sinusitis in adult outpatients].
2004-07
Impact of susceptibility to antibiotics of streptococci & enterococci isolated from patients with infective endocarditis on antibiotic treatment.
2004-05
Antimicrobial resistance in commensal flora of pig farmers.
2004-05
[Treatment of exacerbations of chronic obstructive pulmonary disease with pristinamycin].
2004-04
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:58:27 GMT 2025
Edited
by admin
on Mon Mar 31 17:58:27 GMT 2025
Record UNII
J91D5GN5AT
Record Status Validated (UNII)
Record Version
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Name Type Language
VIRGINIAMYCIN S1
MI  
Common Name English
ANTIBIOTIC 1754Z3B
Preferred Name English
STAPHYLOMYCIN S1
Common Name English
NSC-177858
Code English
N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYLGLYCINE .RHO.-LACTONE
Common Name English
VIRGINIAMYCIN S1 [MI]
Common Name English
STAPHYLOMYCIN S
Common Name English
GLYCINE, N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYL-, .RHO.-LACTONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C937
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
Code System Code Type Description
WIKIPEDIA
VIRGINIAMYCIN S1
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID0046856
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
CAS
23152-29-6
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
NCI_THESAURUS
C1296
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
MERCK INDEX
m11470
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY Merck Index
FDA UNII
J91D5GN5AT
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
DRUG BANK
DB04805
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
PUBCHEM
5388936
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
NSC
177858
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
CHEBI
46416
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
245-462-6
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY
ChEMBL
CHEMBL1236684
Created by admin on Mon Mar 31 17:58:27 GMT 2025 , Edited by admin on Mon Mar 31 17:58:27 GMT 2025
PRIMARY