V1130

Vancomycin hydrochloride from Streptomyces orientalis

BioReagent, suitable for plant cell culture

• Empirical Formula (Hill Notation): C₆₆H₇₅Cl₂N₉O₂₄ · HCl
• CAS Number: 1404-93-9
• Molecular Weight: 1485.71
• Beilstein/REAXYS Number: 3704657
• UNSPSC Code: 10171502
• NACRES: NA.72

Properties

• biological source: Streptomyces orientalis
• product line: BioReagent
• form: powder
• storage condition: (Keep container tightly closed in a dry and well-ventilated place.)
• concentration: ≥900 μg/mg (as vancomycin base)
• technique(s): cell culture | plant: suitable
• color: , off-white to brown or White to orange-brown
• solubility: H₂O: 50 mg/mL, clear, colorless to dark yellow (and Very Faint Orange to Faint Orange)
• antibiotic activity spectrum: Gram-positive bacteria
• application(s): agriculture
• 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

Vancomycin is a heptapeptide.

Application

Vancomycin hydrochloride from Streptomyces orientalis has been used as:

• an antibiotic in screening: minimal inhibitory concentrations (MICs) Streptomyces coelicolor
• in treating Leishmania infected sand flies
• in combined antibiotic treatment in asthma induced mice

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

Vancomycin is used for treating methicillin-resistant Staphylococcus aureus (MRSA) infections and shunt-associated Staphylococcal ventriculitis. It may lead to hypersensitivity reactions like anaphylaxis and red man syndrome. Vanomycin is also used to treat thrombocytopenia and induces drug reaction with eosinophilia and systemic symptoms (DRESS) on usage.

Other Notes

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

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P304 + P340 + P312
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves