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    Vancomycin Hydrochloride

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    2D Structure
    Also known as: Vancomycin hydrochloride, Vancocin hcl, 1404-93-9, Vancomycin hydrochloride (extracted from streptomyces orientalis)
    Molecular Formula
    C66H76Cl3N9O24
    Molecular Weight
    1485.7  g/mol
    InChI Key
    LCTORFDMHNKUSG-GXOKSPCMSA-N
    Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S,2R,18R,22S,25R,28R,40R)-48-[(2R,3S,4R,5R,6S)-3-[(2R,4R,5R,6R)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride
    2.1.2 InChI
    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-;/m1./s1
    2.1.3 InChI Key
    LCTORFDMHNKUSG-GXOKSPCMSA-N
    2.1.4 Canonical SMILES
    CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O.Cl
    2.1.5 Isomeric SMILES
    C[C@@H]1[C@@H]([C@](C[C@H](O1)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H](C(C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)[C@@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O.Cl
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Ab-vancomycin

    2. Diatracin

    3. Hydrochloride, Vancomycin

    4. Sulfate, Vancomycin

    5. Vanco Azupharma

    6. Vanco-cell

    7. Vanco-saar

    8. Vancocin

    9. Vancocin Hcl

    10. Vancocine

    11. Vancomicina Abbott

    12. Vancomicina Chiesi

    13. Vancomicina Combino Phar

    14. Vancomicina Norman

    15. Vancomycin

    16. Vancomycin Hexal

    17. Vancomycin Hydrochloride

    18. Vancomycin Lilly

    19. Vancomycin Phosphate (1:2)

    20. Vancomycin Phosphate (1:2), Decahydrate

    21. Vancomycin Sulfate

    22. Vancomycin-ratiopharm

    23. Vancomycine Dakota

    2.2.2 Depositor-Supplied Synonyms

    1. Vancomycin Hydrochloride

    2. Vancocin Hcl

    3. 1404-93-9

    4. Vancomycin Hydrochloride (extracted From Streptomyces Orientalis)

    2.3 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 1485.7 g/mol
    Molecular Formula C66H76Cl3N9O24
    Hydrogen Bond Donor Count20
    Hydrogen Bond Acceptor Count26
    Rotatable Bond Count13
    Exact Mass1483.406877 g/mol
    Monoisotopic Mass1483.406877 g/mol
    Topological Polar Surface Area531 Ų
    Heavy Atom Count102
    Formal Charge0
    Complexity2960
    Isotope Atom Count0
    Defined Atom Stereocenter Count17
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameVancocin hydrochloride
    Active IngredientVancomycin hydrochloride
    Dosage FormCapsule
    RouteOral
    Strengtheq 125mg base; eq 250mg base
    Market StatusPrescription
    CompanyAni Pharms

    2 of 4  
    Drug NameVancomycin hydrochloride
    Active IngredientVancomycin hydrochloride
    Dosage FormCapsule; Injectable
    RouteInjection; Oral
    Strengtheq 750mg base/vial; eq 125mg base; eq 250mg base; eq 5gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyHospira; Sandoz; Watson Labs; Strides Pharma; Emcure Pharms; Mustafa Nevzat Ilac; Fresenius Kabi Usa; Sagent Pharms; Agila Speclts; Akorn

    3 of 4  
    Drug NameVancocin hydrochloride
    Active IngredientVancomycin hydrochloride
    Dosage FormCapsule
    RouteOral
    Strengtheq 125mg base; eq 250mg base
    Market StatusPrescription
    CompanyAni Pharms

    4 of 4  
    Drug NameVancomycin hydrochloride
    Active IngredientVancomycin hydrochloride
    Dosage FormCapsule; Injectable
    RouteInjection; Oral
    Strengtheq 750mg base/vial; eq 125mg base; eq 250mg base; eq 5gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyHospira; Sandoz; Watson Labs; Strides Pharma; Emcure Pharms; Mustafa Nevzat Ilac; Fresenius Kabi Usa; Sagent Pharms; Agila Speclts; Akorn

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)