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V2002

Sigma-Aldrich

Vancomycin hydrochloride from Streptomyces orientalis

≥900 μg per mg (as vancomycin base)

Synonym(s):
Vancomycin HCL
Empirical Formula (Hill Notation):
C66H75Cl2N9O24 · HCl
CAS Number:
Molecular Weight:
1485.71
Beilstein:
3704657
PubChem Substance ID:
NACRES:
NA.85

biological source

Streptomyces orientalis

Quality Level

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

concentration

≥900 μg/mg (as vancomycin base)

color

, off-white to brown or White to orange-brown

antibiotic activity spectrum

Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

Cl[H].CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]2C[C@](C)(N)[C@@H](O)[C@@H](C)O2.CN[C@H](CC(C)C)C(=O)NC3[C@H](O)c4ccc(Oc5cc6Oc7ccc(cc7Cl)[C@@H](O)[C@H]8NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CC(N)=O)NC3=O)c(c5)c6)c9ccc(O)c(c9)-c%10c(O)cc(O)cc%10[C@@H](NC8=O)C(O)=O)c(Cl)c4

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

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1 of 4

This Item
V1130V8138SBR00001
biological source

Streptomyces orientalis

biological source

Streptomyces orientalis

biological source

Streptomyces orientalis

biological source

Streptomyces orientalis

form

powder

form

powder

form

-

form

liquid

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

storage condition

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

concentration

≥900 μg/mg (as vancomycin base)

concentration

≥900 μg/mg (as vancomycin base)

concentration

≥900 μg/mg (as vancomycin base)

concentration

100 mg/mL in DMSO

color

, off-white to brown or White to orange-brown

color

, off-white to brown or White to orange-brown

color

-

color

colorless to faint tan

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

General description

Chemical structure: glycopeptide

Application

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.

Biochem/physiol Actions

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-positive bacteria. Vancomycin also alters bacterial-cell-membrane permeability and RNA synthesis.
Glycopeptide antibiotic
Mode of action: Used to block bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis by inhibiting incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides.
Antimicrobial spectrum: Gram-positive bacteria

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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