CAS 192564-14-0

Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3′′-[(4′-chloro[1,1′-biphenyl]-4-yl)methyl]-, (4′′R)-, phosphate (1:2)

Description:

Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3′′-[(4′-chloro[1,1′-biphenyl]-4-yl)methyl]-, (4′′R)-, phosphate (1:2) is a complex glycopeptide antibiotic derived from the bacterium Amycolatopsis orientalis. It exhibits potent antibacterial activity, particularly against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The structure of this compound features a glycosylated moiety that enhances its binding affinity to bacterial cell wall precursors, thereby inhibiting cell wall synthesis. The presence of the chloro-substituted biphenyl group contributes to its pharmacological properties. This compound is typically administered intravenously due to poor oral bioavailability and is used in clinical settings to treat severe infections. Its mechanism of action involves binding to the D-alanyl-D-alanine terminus of peptidoglycan precursors, which is crucial for bacterial cell wall integrity. Additionally, the phosphate group in its structure may influence its solubility and stability. Overall, this compound represents a significant advancement in antibiotic therapy, particularly for resistant bacterial strains.

Formula: C₈₆H₉₇Cl₃N₁₀O₂₆·2(H₃PO₄)

InChI: InChI=1S/C86H97Cl3N10O26.H3O4P/c1-35(2)22-51(92-7)77(110)98-67-69(105)42-15-20-55(49(88)24-42)120-57-26-44-27-58(73(57)125-84-74(71(107)70(106)59(34-100)122-84)124-62-32-86(6,76(109)37(4)119-62)93-33-38-8-10-39(11-9-38)40-12-17-45(87)18-13-40)121-56-21-16-43(25-50(56)89)72(123-61-31-85(5,91)75(108)36(3)118-61)68-82(115)97-66(83(116)117)48-28-46(101)29-54(103)63(48)47-23-41(14-19-53(47)102)64(79(112)99-68)96-80(113)65(44)95-78(111)52(30-60(90)104)94-81(67)114;1-5(2,3)4/h8-21,23-29,35-37,51-52,59,61-62,64-72,74-76,84,92-93,100-103,105-109H,22,30-34,91H2,1-7H3,(H2,90,104)(H,94,114)(H,95,111)(H,96,113)(H,97,115)(H,98,110)(H,99,112)(H,116,117);(H3,1,2,3,4)/t36-,37-,51+,52-,59+,61-,62-,64+,65+,66-,67+,68-,69+,70+,71-,72+,74+,75-,76-,84-,85-,86-;/m0./s1

InChI key: InChIKey=NIQCDURSAMXDNX-OTLIHLCASA-N

SMILES: O(C=1C2=CC3=CC1OC=4C(Cl)=CC(=CC4)[C@@H](O)[C@@H](NC([C@@H](CC(C)C)NC)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@]3(C(=O)N[C@@]5(C=6C=C(C=7C([C@@H](C(O)=O)NC(=O)[C@]([C@H](O[C@H]8C[C@](C)(N)[C@@H](O)[C@H](C)O8)C=9C=C(Cl)C(O2)=CC9)(NC5=O)[H])=CC(O)=CC7O)C(O)=CC6)[H])[H])[C@H]%10[C@H](O[C@H]%11C[C@@](NCC%12=CC=C(C=C%12)C%13=CC=C(Cl)C=C%13)(C)[C@@H](O)[C@H](C)O%11)[C@@H](O)[C@H](O)[C@@H](CO)O%10.P(=O)(O)(O)O

Synonyms:

• Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3′′-[(4′-chloro[1,1′-biphenyl]-4-yl)methyl]-, (4′′R)-, phosphate (1:2) (salt)
• Oritavancin diphosphate
• Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3′′-[(4′-chloro[1,1′-biphenyl]-4-yl)methyl]-, (4′′R)-, phosphate (1:2)
• LY 333328 diphosphate
• LY 333328
• OC/ QTH05
• oritavancin,LY333328 diphosphate salt
• Oritavancin (phosphate)
• LY 333328;ORITAVANCIN (PHOSPHATE)

Vancomycin, 22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-, (4''R)-, phosphate (1:2)

CAS: 192564-14-0

Formula: C₈₆H₁₀₃Cl₃N₁₀O₃₄P₂

Purity: 80%

Color and Shape: Solid

Molecular weight: 1989.0911

Ref: IN-DA002G3Q

Oritavancin Diphosphate

CAS: 192564-14-0

Formula: C₈₆H₉₇Cl₃N₁₀O₂₆·2H₃O₄P

Molecular weight: 1793.12 2*97.99

Ref: 4Z-PO-100002

Oritavancin diphosphate

CAS: 192564-14-0

Oritavancin diphosphate, a novel semisynthetic glycopeptide antibiotic, targets serious Gram-positive infections.

Formula: C₈₆H₁₀₃Cl₃N₁₀O₃₄P₂

Purity: 99.49% - >99.99%

Color and Shape: Solid

Molecular weight: 1989.09

Ref: TM-T2691

Oritavancin diphosphate

Controlled Product

CAS: 192564-14-0

Oritavancin diphosphate is a lipoglycopeptide antibiotic with action on bacterial cell wall synthesis and is used for treating acute bacterial skin and skin structure infections.

Formula: C₈₆H₉₇Cl₃N₁₀O₂₆·2H₃O₄P

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 1,989.09 g/mol

Ref: 3D-FO58233

Oritavancin Phosphate

Controlled Product

CAS: 192564-14-0

Applications Oritavancin phosphate can be used in biological study of synthesis, properties, and mechanism of action of new generation of polycyclic glycopeptide antibiotics.
References Olsufyeva, E., et al.: Curr Top Med Chem, 17, 2166 (2017)

Formula: C₈₆H₉₇Cl₃N₁₀O₂₆•2(H₃O₄P)

Color and Shape: Neat

Molecular weight: 1793.10298

Ref: TR-O675050

Oritavancin Diphosphate

CAS: 192564-14-0

Formula: C₈₆H₉₇Cl₃N₁₀O₂₆(H₃PO₄)

Molecular weight: 1793.1 : 2(97.99)

Ref: ST-EA-CP-O23005