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Chemistry

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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

Vancomycin Hydrochloride
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

Vancomycin Hydrochloride

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.)


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ChemWerth Inc

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Shanghai Minbiotech

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Symbiotec Pharmalab

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