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861987

Sigma-Aldrich

Vancomycin hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · HCl · xH2O
CAS Number:
123409-00-7
Molecular Weight:
1485.71 (anhydrous basis)
MDL number:
MFCD00151026
UNSPSC Code:
12352005
PubChem Substance ID:
329769449

optical activity

[α]21/D −28.5°, c = 1 in H2O

storage temp.

2-8°C

SMILES string

O.Cl.CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]6NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c7ccc(O)c(c7)-c8c(O)cc(O)cc8[C@H](NC6=O)C(O)=O)c3O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O[C@H]%10CC(C)(N)[C@H](O)[C@H](C)O%10)c(Cl)c2

InChI

1S/C66H75Cl2N9O24.ClH.H2O/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;1H2/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;;/m0../s1

InChI key

ZMJRZOPYYSQOFX-MHDRKALASA-N

Application

Used as selective membrane mergers to study the functional determinants of synthetic vesicle fusion

Used as an antibiotic for a variety of different studies including:
  • Impact to intestinal flora with prolonged exposure to antibiotics
  • Usefulness against antibiotic resistant bacterial strains
  • Transport of nanoparticles across phospholipid membranes

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBC7235V
WXBC1728V
WXBC4992V
WXBC3045V
WXBC3046V

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David J Tennent et al.
Journal of orthopaedic trauma, 30(10), 531-537 (2016-04-29)
To evaluate the effectiveness of locally applied vancomycin powder at different times postinfection in a contaminated traumatic animal model. This study used an established segmental defect rat femur model contaminated with Staphylococcus aureus UAMS-1 followed by treatment at 6 or
Jan Gessmann et al.
Tissue engineering. Part A, 24(9-10), 809-818 (2017-11-04)
Platelet-free blood plasma clots were loaded either with antibiotics (vancomycin, gentamicin, or linezolid) at concentrations of 5-300 μg/mL or with silver ions (silver acetate) at concentrations of 3.3-129 μg/mL. The release of antibiotics or silver from the clot matrix was analyzed after
Freija Van den Driessche et al.
International journal of antimicrobial agents, 49(3), 315-320 (2017-02-06)
Staphylococcus aureus biofilms are involved in a wide range of infections that are extremely difficult to treat with conventional antibiotic therapy. We aimed to identify potentiators of antibiotics against mature biofilms of S. aureus Mu50, a methicillin-resistant and vancomycin-intermediate-resistant strain.
Mia M Kiamco et al.
Biotechnology and bioengineering, 115(6), 1594-1603 (2018-02-21)
Biofilms alter their metabolism in response to environmental stress. This study explores the effect of a hyperosmotic agent-antibiotic treatment on the metabolism of Staphylococcus aureus biofilms through the use of nuclear magnetic resonance (NMR) techniques. To determine the metabolic activity
Mu Cheng et al.
Antimicrobial agents and chemotherapy, 58(11), 6819-6827 (2014-09-04)
Ramoplanin is an actinomycetes-derived antibiotic with broad-spectrum activity against Gram-positive bacteria that has been evaluated in clinical trials for the treatment of gastrointestinal vancomycin-resistant enterococci (VRE) and Clostridium difficile infections. Recent studies have proposed that ramoplanin binds to bacterial membranes
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