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Virginiamycin M1

CAT: 0804-HY-N6686-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6686-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Virginiamycin M1 (Pristinamycin IIA; Ostreogrycin A), produced by?Streptomyces virginiae, is an polyunsaturated macrocyclic lactone antibiotic and acts as a component of Virginiamycin. Virginiamycin M1 alone is against Staphylococcus aureus with a MIC of 0.25 μg/mL.
CAS Number
21411-53-0
Product Name Alternative
Pristinamycin IIA; Ostreogrycin A
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Antibiotic; Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/virginiamycin-m1.html
Purity
99.13
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1N2C(C(O[C@@H]([C@@H](/C=C/C(NC/C=C\C(C)=C\[C@H](CC(CC3=NC1=CO3)=O)O)=O)C)C(C)C)=O)=CCC2
Molecular Formula
C28H35N3O7
Molecular Weight
525.59
Precautions
H315, H319, H335
References & Citations
[1]N Suzuki, et al. Purification and characterization of virginiamycin M1 reductase from Streptomyces virginiae. Antimicrob Agents Chemother. 1998 Nov;42 (11) :2985-8.|[2]Xiaoxin Xu, et al. Gold nanoparticle-based lateral flow strips for rapid and sensitive detection of Virginiamycin M1. Pages 764-777 | Received 18 Mar 2020, Accepted 27 Apr 2020
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Macrolide

Chemical Information

Virginiamycin M1

Pristinamycin IIA is a macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms including methicillin-resistant Staphylococcus aureus. It has a role as a Mycoplasma genitalium metabolite and an antibacterial drug. It is a secondary carboxamide, a tertiary carboxamide, a pyrroline, a lactam, a macrolide antibiotic, a macrolide, a secondary alcohol, a cyclic ketone, a member of 1,3-oxazoles and an enamide.

CAS Number21411-53-0
PubChem CID5459319
IUPAC Name(10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
Molecular FormulaC28H35N3O7
Molecular Weight525.6
XLogP2.5
Topological Polar Surface Area139
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count1
Heavy Atom Count38
Formal Charge0
Complexity1030
SMILES
C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)O[C@@H]1C(C)C)O)/C
InChI
InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26-/m1/s1
InChIKey
DAIKHDNSXMZDCU-FQTGFAPKSA-N
Chemical Structure
2D Structure
2D structure of Virginiamycin M1
CAS: 21411-53-0
CID: 5459319
Formula: C28H35N3O7
MW: 525.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight525.6
XLogP32.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count1
Exact Mass525.24750046
Monoisotopic Mass525.24750046
Topological Polar Surface Area139 Ų
Heavy Atom Count38
Formal Charge0
Complexity1030
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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