Vancomycin HCL - PharmPure™, USP, potency: ≥900 ug per mg , CAS No.1404-93-9

CAS: 1404-93-9 Cat. No.: V105495 Formula: C₆₆H₇₆Cl₃N₉O₂₄ Molecular Weight: 1485.71 Beilstein Registry Number: 3704657 EC Number: 604-193-8 PubChem CID: 6420023

GRADE & PURITY PharmPure™, USP, potency: ≥900 ug per mg

Synonyms

VANCOMYCIN HYDROCHLORIDE (EP MONOGRAPH) | EN300-26256009 | Vancocin hydrochloride in plastic container | CCG-222571 | VANCOMYCIN MONOHYDROCHLORIDE [MI] | VANCOMYCINHYDROCHLORIDE | VANCOMYCIN HYDROCHLORIDE [ORANGE BOOK] | UNII-71WO621TJD | DTXSID90891868 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Vancomycin, from Streptomyces orientalis, is used for the treatment of serious or severe infections caused by susceptible strains of methicillin-resistant (β-lactam-resistant) staphylococci. It is used to block bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis. It is widely studied in cancer patients.Vancomycin′s overuse has been studied, which has resulted in recommended guidelines.

Specifications

Synonyms

VANCOMYCIN HYDROCHLORIDE (EP MONOGRAPH) | EN300-26256009 | Vancocin hydrochloride in plastic container | CCG-222571 | VANCOMYCIN MONOHYDROCHLORIDE [MI] | VANCOMYCINHYDROCHLORIDE | VANCOMYCIN HYDROCHLORIDE [ORANGE BOOK] | UNII-71WO621TJD | DTXSID90891868 |

Specifications & Purity

PharmPure™, USP, potency: ≥900 ug per mg

Biochemical and Physiological Mechanisms

Vancomycin is a glycopeptide antibiotic that blocks bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis. It inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides. It is effective against Gram-positi

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

PharmPure™, USP

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

Pubchem Sid

508815032

Canonical Smiles

CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O.Cl

IUPAC Name

(1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride

InChIKey

LCTORFDMHNKUSG-XTTLPDOESA-N

INCHI

1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1

Isomeric SMILES

C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O.Cl

WGK Germany

2

RTECS

YW4380000

PubChem CID

6420023

Molecular Weight

1485.71

Beilstein

3704657

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Cyclic peptides Aminoglycosides Phenolic glycosides Leucine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Disaccharides Diarylethers O-glycosyl compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Aryl chlorides N-acyl amines Oxanes Secondary carboxylic acid amides 1,2-aminoalcohols Primary carboxylic acid amides Secondary alcohols Lactams Amino acids Polyols Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Azacyclic compounds Carboxylic acids Dialkylamines Primary alcohols Organopnictogen compounds Carbonyl compounds Organochlorides Monoalkylamines Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-oligopeptide - Cyclic alpha peptide - Aminoglycoside core - Phenolic glycoside - Leucine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - O-glycosyl compound - Diaryl ether - Disaccharide - Glycosyl compound - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Amino saccharide - 1-hydroxy-4-unsubstituted benzenoid - Aryl halide - Fatty acyl - Benzenoid - Oxane - Fatty amide - Aryl chloride - N-acyl-amine - Primary carboxylic acid amide - Secondary alcohol - Secondary carboxylic acid amide - Carboxamide group - Lactam - Amino acid or derivatives - Amino acid - 1,2-aminoalcohol - Acetal - Oxacycle - Azacycle - Organoheterocyclic compound - Carboxylic acid - Secondary amine - Secondary aliphatic amine - Ether - Polyol - Monocarboxylic acid or derivatives - Organohalogen compound - Amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Hydrochloride - Alcohol - Primary amine - Primary alcohol - Hydrocarbon derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organochloride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water. Slightly soluble in methanol, ethanol and dimethylsulfoxide.
• Sensitivity: Hygroscopic
• Molecular Weight: 1485.700 g/mol
• Hydrogen Bond Donor Count: 20
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 13
• Exact Mass: 1483.41 Da
• Monoisotopic Mass: 1483.41 Da
• Topological Polar Surface Area: 530.000 Ų
• Heavy Atom Count: 102
• Formal Charge: 0
• Complexity: 2960.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 18
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3