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Alternative_name
(4"R)-22-O-(3-amino-2,3,6-trideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-N3"-[(4'-chloro[1,1'-biphenyl]-4-yl)methyl]-vancomycin, diphosphate,LY 333328,LY-333328
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Description
Oritavancin diphosphate is a second-generation, semi-synthetic lipoglycopeptide, that is derived from chloroeremomycin, an analogue of vancomycin. Similar to vancomycin, it contains a core heptapeptide; however, its unique lipophilic side chain provides oritavancin with a prolonged half-life compared to the parent drug. Oritavancin has a multifaceted mechanism of action that displays concentration-dependent effects against gram-positive organisms. Similar to vancomcyin and other glycopeptides, oritavancin inhibits cell wall biosynthesis by binding noncovalently to the D-alanyl-D-alanine terminal ends of the peptidoglycan chain and pentaglycine bridge, thereby inhibiting transglycosylation and transpeptidation.
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CAS Number
192564-14-0
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₈₆H₉₇Cl₃N₁₀O₂₆ • 2H₃PO₄
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Molecular Weight
1989.09
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Cell Permeable
1
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Purity
≥98% by HPLC
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Solubilities
~10 mg/ml Water
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Handling
Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.
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Tag Line
A semi-synthetic glycopeptide antibiotic
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Storage Condition
-20ºC
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Shipping Condition
Gel Pack
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Shelf Life
36 months
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MDL Number
MFCD29472248
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PubChem CID
53297457
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PubChem CID Link
ubchem.ncbi.nlm.nih.gov/compound/53297457
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SMILES
OP(O)(O)=O.OP(O)(O)=O.O[C@@H]1[C@@H](O[C@@](O[C@@H](C)[C@@H]2O)([H])C[C@]2(C)NCC3=CC=C(C4=CC=C(Cl)C=C4)C=C3)[C@@H](O[C@H](CO)[C@H]1O)OC5=C(OC6=CC=C([C@H]([C@H]7NC([C@H](NC)CC(C)C)=O)O)C=C6Cl)C=C([C@](NC([C@@H](NC7=O)CC(N)=O)=O)([H])C(N[C@](C8=O)([H])C9=CC%10=C(O)C=C9)=O)C=C5OC%11=CC=C([C@H]([C@](C(N[C@@](C(O)=O)([H])C%12=C%10C(O)=CC(O)=C%12)=O)([H])N8)O[C@]%13([H])O[C@@H](C)[C@H](O)[C@@](C)(N)C%13)C=C%11Cl
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InChi
InChI=1S/C86H97Cl3N10O26.2H3O4P/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;2*1-5(2,3)4/h8-21,23-29,35-37,51-52,
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InChi Key
PWTROOMOPLCZHB-BHYQHFGMSA-N
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MSDS Available
1
