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Chemistry

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Also known as: 143-67-9, Velban, Velsar, Vinblastine (sulfate), Velbe, Exal
Molecular Formula
C46H60N4O13S
Molecular Weight
909.1  g/mol
InChI Key
KDQAABAKXDWYSZ-PNYVAJAMSA-N
FDA UNII
N00W22YO2B

Vinblastine Sulfate
Antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)
1 2D Structure

Vinblastine Sulfate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
2.1.2 InChI
InChI=1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1
2.1.3 InChI Key
KDQAABAKXDWYSZ-PNYVAJAMSA-N
2.1.4 Canonical SMILES
CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
2.1.5 Isomeric SMILES
CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
N00W22YO2B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cellblastin

2. Lemblastine

3. Sulfate, Vinblastine

4. Velban

5. Velbe

6. Vinblastin Hexal

7. Vinblastina Lilly

8. Vinblastine

9. Vinblastinsulfat-gry

10. Vincaleukoblastine

2.3.2 Depositor-Supplied Synonyms

1. 143-67-9

2. Velban

3. Velsar

4. Vinblastine (sulfate)

5. Velbe

6. Exal

7. Vlb Monosulfate

8. Alkaban-aq

9. 29060-le

10. Vinblastine Sulphate

11. Vincaleukoblastine,sulfate(1:1)

12. Nsc-49842

13. Mls000863275

14. Vincaleukoblastine, Sulfate (1:1) (salt)

15. N00w22yo2b

16. Belvan, Vlb

17. 29060le

18. Smr000058844

19. Vincaleucoblastine Sulfate

20. Dsstox_cid_27831

21. Dsstox_rid_82594

22. Dsstox_gsid_47853

23. Uniblastin

24. Rozevin Sulfate

25. 29060 Le

26. Cas-18556-44-0

27. Vincaleukoblastine, Sulfate

28. Unii-n00w22yo2b

29. Ccris 2584

30. Vinblastinesulfate

31. Vinblastini Sulfas

32. Chembl378544

33. Ncgc00095285-01

34. Einecs 205-606-0

35. Vinblastine Sulfate [usan:usp:jan]

36. Opera_id_960

37. Ai3-52943

38. Ncgc00181127-01

39. Schembl3549

40. Mls000069550

41. Mls002153253

42. Mls002207069

43. Vinblastine Sulfate [mi]

44. Vinblastine Sulfate [jan]

45. Dtxsid601017133

46. Hms2235e07

47. Hms3403n09

48. Vinblastine Sulfate [iarc]

49. Vinblastine Sulfate [usan]

50. Vinblastine Sulfate [vandf]

51. Vinblastine Sulfate [mart.]

52. Tox21_111498

53. Tox21_112735

54. Ac-821

55. Vinblastine Sulfate [usp-rs]

56. Vinblastine Sulfate [who-dd]

57. Vinblastine Sulfate [who-ip]

58. Akos015960580

59. Tox21_111498_1

60. Tox21_112735_1

61. Cs-1365

62. Ncgc00263548-01

63. Ncgc00344583-01

64. Vinblastine Sulfate [orange Book]

65. Hy-13780

66. Vinblastine Sulfate [ep Monograph]

67. Vinblastini Sulfas [who-ip Latin]

68. Vinblastine Sulfate [usp Monograph]

69. N2255

70. 143v679

71. Sr-01000000155

72. Vinblastine Sulfate Salt, Powder, >=96% (hplc)

73. Sr-01000000155-7

74. Q27077057

75. Vinblastine Sulfate, European Pharmacopoeia (ep) Reference Standard

76. Vinblastine Sulfate, United States Pharmacopeia (usp) Reference Standard

77. Methyl (1r,9r,10s,11r,12r,19r)-11-(acetyloxy)-12-ethyl-4-[(13s,15r,17s)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0?,??.0?,??]nonadeca-4(12),5(10),6,8-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0?,?.0?,?.0??,??]nonadeca-2(7),3,5,13-tetraene-10-carboxylate; Sulfuric Acid

78. Methyl (3ar,3a1r,4r,5s,5ar,10br)-4-acetoxy-3a-ethyl-9-((5s,7r,9s)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-1,4,5,6,7,8,9,10-octahydro-2h-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1h-indolizino[8,1-cd]carbazole-5-carboxylate Sulfate

2.3.3 Other Synonyms

1. Vincaleukoblastine Sulfate

2. Vinblastine Sulphate

3. Cellblastin

2.4 Create Date
2005-06-29
3 Chemical and Physical Properties
Molecular Weight 909.1 g/mol
Molecular Formula C46H60N4O13S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count16
Rotatable Bond Count10
Exact Mass908.38775915 g/mol
Monoisotopic Mass908.38775915 g/mol
Topological Polar Surface Area237 Ų
Heavy Atom Count64
Formal Charge0
Complexity1780
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameVinblastine sulfate
PubMed HealthVinblastine
Drug LabelVinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB...
Active IngredientVinblastine sulfate
Dosage FormInjectable
RouteInjection
Strength10mg/vial; 1mg/ml
Market StatusPrescription
CompanyFresenius Kabi Usa; Eurohlth Intl

2 of 2  
Drug NameVinblastine sulfate
PubMed HealthVinblastine
Drug LabelVinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB...
Active IngredientVinblastine sulfate
Dosage FormInjectable
RouteInjection
Strength10mg/vial; 1mg/ml
Market StatusPrescription
CompanyFresenius Kabi Usa; Eurohlth Intl

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents, Phytogenic

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)


Tubulin Modulators

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Vinca Alkaloids [CS]; Vinca Alkaloid [EPC]

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09-Jan-2021
14-Aug-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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(USD/KGS)
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