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SBR00001

Vancomycin hydrochloride

Ready Made Solution, 100 mg/mL in DMSO

Synonym(s):

Vancomycin HCL

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About This Item

Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · xHCl
CAS Number:
1404-93-9
Molecular Weight:
1449.25 (free base basis)
UNSPSC Code:
51282703
NACRES:
NA.85
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biological source

Streptomyces orientalis

Quality Segment

form

liquid

concentration

100 mg/mL in DMSO

color

colorless to faint tan

antibiotic activity spectrum

Gram-positive bacteria

application(s)

advanced drug delivery

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

SMILES string

[Cl-].Clc1c2ccc(c1)[C@H]([C@@H]3NC(=O)[C@H](NC(=O)[C@@H]6NC(=O)[C@@H](NC(=O)[C@@H]([C@@H](c7cc(c(cc7)Oc8c(c(cc6c8)O2)O[C@@H]9O[C@@H]([C@H]([C@@H]([C@H]9O[C@@H]%10O[C@H]([C@H]([C@](C%10)(N)C)O)C)O)O)CO)Cl)O)NC(=O)[C@H]([N+H2]C)CC(C)C)CC(=O)N)c4cc(c(cc4)O)c

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

InChI key

LCTORFDMHNKUSG-XTTLPDOESA-N

General description

Vancomycin is a glycopeptide antibiotic, which was initially isolated from Streptomyces orientalis. It is effective against multidrug-resistant MRSA strain (methicillin-resistant Staphylococcus aureus). However, it is nephrotoxic as it is mainly excreted by the kidneys. It has a core heptapeptide having aliphatic amino acids at positions 1 and 3. It is mainly effective against gram-positive bacteria.

Application

Vancomycin hydrochloride may be used-
  • for the assessment of the antimicrobial activity of vancomycin hydrochloride against Mycobacterium tuberculosis in nonreplicating persistence (NRP) using low-oxygen-recovery assay (LORA) and against a luciferase reporter strain of M. tuberculosis in a fermentor-grown culture adapted to low oxygen conditions
  • for the estimation of biomass in a culture of various strains of bacteria
  • as a positive control for E. coli and Staphylococcus aureus in antibacterial activity assay.

Biochem/physiol Actions

Vancomycin is bactericidal in nature, where it inhibits the synthesis of peptidoglycan. It forms hydrogen bond with the peptidoglycan precursor UDP-N-acetylmuramylpentapeptide, and forms a stoichiometric 1:1 complex. Thus, it prevents the growth of the glycan polymer of peptidoglycan by transglycosylase enzyme.

Packaging

10ML

Preparation Note

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Combustible liquids.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids

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Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Codes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

188.6 °F - closed cup

Flash Point (°C)

87 °C - closed cup

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