Virginiamycin M1 - ≥97% , CAS No.21411-53-0

CAS: 21411-53-0 Cat. No.: V102390 Molecular Weight: 525.59 EC Number: 244-376-6 PubChem CID: 5459319
AVAILABLE TO ORDER
GRADE & PURITY ≥97%
Synonyms
RP-12536 | MIKAMYCIN A [MI] | VERNAMYCIN A | (CH3)2NCONHCH3 | 8,9,14,15,24,25-Hexahydro-14-hydroxy-3-isopropyl-4,12-dimethyl-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone | VIRGINIAMYCIN M1 [MI] | DAI
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
Status
Price
Qty
1mg
V102390-1mg
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$264.90
5mg
V102390-5mg
3
$926.90
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Why this grade

≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Ostreogrycin A, also known as Virginiamycin M1, is a streptogramin macrolide antibiotic. Ostreogrycin A interacts with the bacterial 50S ribosome, inhibiting its function in a reversible manner. Activity of Ostreogrycin A at the ribosome blocks translation and produces a bacteriostatic effect. With addition of Virginiamycin S1 , the two antibiotics produce a synergistic bacteriocidal effect. The combination of these compounds, available as a Virginimycin complex , demonstrate efficacy against a broad range of bacteria.
A bacteriostatic inhibitor of translation at the 50S ribosome

Specifications

Synonyms
RP-12536 | MIKAMYCIN A [MI] | VERNAMYCIN A | (CH3)2NCONHCH3 | 8, 9, 14, 15, 24, 25-Hexahydro-14-hydroxy-3-isopropyl-4, 12-dimethyl-3H-21, 18-nitrilo-1H, 22H-pyrrolo(2, 1-c)(1, 8, 4, 19)dioxadiazacyclotetracosine-1, 7, 16, 22(4H, 17H)-tetrone | VIRGINIAMYCIN M1 [MI] | DAI
Specifications & Purity
≥97%
Biochemical and Physiological Mechanisms
Virginiamycin M1 inhibits bacterial protein synthesis at the level of aminoacyl-tRNA binding and peptide bond formation. It inactivates the 50S ribosome. S. virginiae inactivates VM1 by reducing its 16-carbonyl group, forming 16R-dihydroVM1. VM1 reductase
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥97%
Names and Identifiers
Canonical SmilesCC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C
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
InChIKeyDAIKHDNSXMZDCU-FQTGFAPKSA-N
INCHI1S/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
Isomeric 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
WGK Germany 3
PubChem CID 5459319
Molecular Weight 525.59

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassMacrolide lactams
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentMacrolide lactams
Alternative Parents Macrolactams  Alpha amino acids and derivatives  2-heteroaryl carboxamides  Tertiary carboxylic acid amides  Enoate esters  Heteroaromatic compounds  Oxazoles  Pyrrolines  Secondary alcohols  Lactones  Lactams  Cyclic ketones  Secondary carboxylic acid amides  Monocarboxylic acids and derivatives  Azacyclic compounds  Oxacyclic compounds  Organic oxides  Hydrocarbon derivatives  Organonitrogen compounds  Organopnictogen compounds  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Macrolide lactam - Macrolactam - Alpha-amino acid or derivatives - 2-heteroaryl carboxamide - Azole - Oxazole - Heteroaromatic compound - Pyrroline - Tertiary carboxylic acid amide - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxamide group - Carboxylic acid ester - Ketone - Lactam - Lactone - Secondary alcohol - Secondary carboxylic acid amide - Cyclic ketone - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group.
External Descriptors cyclic ketone - 1,3-oxazoles - secondary alcohol - macrolide antibiotic - enamide - lactam - pyrroline - macrolide
3D Structure
Interactive Chemical Structure Model





Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot NumberCertificate TypeDateItem
E1712150Certificate of AnalysisJan 08, 2025 V102390
Chemical and Physical Properties
SolubilitySoluble in water (partly), ethanol (4%), methanol (4%), DMF, and DMSO.
Molecular Weight525.600 g/mol
XLogP32.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count1
Exact Mass525.248 Da
Monoisotopic Mass525.248 Da
Topological Polar Surface Area139.000 Ų
Heavy Atom Count38
Formal Charge0
Complexity1030.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds3
Covalently-Bonded Unit Count1
Documents & Articles
Solution Calculators
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