94747

Vancomycin hydrochloride from Streptomyces orientalis

≥85% (Vancomycin B)

• Synonym(s): Vancomycin HCL
• Empirical Formula (Hill Notation): C₆₆H₇₅Cl₂N₉O₂₄ · HCl
• CAS Number: 1404-93-9
• Molecular Weight: 1485.71
• NACRES: NA.85
• UNSPSC Code: 51282703
• MDL number: MFCD00064593
• Beilstein/REAXYS Number: 3704657

Properties

• biological source: Streptomyces orientalis
• Quality Segment: 100
• assay: ≥85% (Vancomycin B)
• form: powder
• 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

Description

General description

Chemical structure: glycopeptide

Application

Vancomycin has been used to study transcriptional induction of the penicillin-binding protein 2 gene in Staphylococcus aureus[1], the correlation of vancomycin and daptomycin susceptibility in Staphylococcus aureus[2], and the evaluation of telavancin activity in Staphylococcus aureus[3].

Biochem/physiol Actions

Mode of action: Inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides.

Antimicrobial Spectrum: Active against Gram-positive bacteria

Packaging

250mg, 1g, 5g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Handle and store under inert gas.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313