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2D Structure
Also known as: 2068-78-2, Kyocristine, Vincristine sulphate, Vincrisul, Leurocristine sulfate, Oncovin
Molecular Formula
C46H58N4O14S
Molecular Weight
923.0  g/mol
InChI Key
AQTQHPDCURKLKT-JKDPCDLQSA-N

An antitumor alkaloid isolated from VINCA ROSEA. (Merck, 11th ed.)
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,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]-8-formyl-10-hydroxy-5-methoxy-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/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1
2.1.3 InChI Key
AQTQHPDCURKLKT-JKDPCDLQSA-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=O)(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=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Cellcristin

2. Citomid

3. Farmistin

4. Leurocristine

5. Oncovin

6. Oncovine

7. Onkocristin

8. Pfs, Vincasar

9. Sulfate, Vincristine

10. Vincasar

11. Vincasar Pfs

12. Vincristin Bristol

13. Vincristin Medac

14. Vincristine

15. Vincrisul

16. Vintec

2.2.2 Depositor-Supplied Synonyms

1. 2068-78-2

2. Kyocristine

3. Vincristine Sulphate

4. Vincrisul

5. Leurocristine Sulfate

6. Oncovin

7. Onkovin

8. Marqibo

9. 22-oxovincaleukoblastine Sulfate

10. Vcr Sulfate

11. Rel-vincristine Sulfate

12. Nsc 67574

13. Lilly 37231

14. Nsc67574

15. Nsc-67574

16. Leurocristine, Sulfate (1:1) (salt)

17. Alkaloid Extracted From Vinca Rosea Linn

18. Novopharm

19. Chebi:79401

20. 1217704-93-2

21. Mls002702994

22. Lilly-37231

23. Vincristini Sulfas

24. Oncovin (lilly)

25. Vincasar (tn)

26. Marqibo (tn)

27. Oncovin (tn)

28. Vincrex (tn)

29. Vincristine, Sulfate

30. Leurocristine, Sulfate

31. Vincristine Sulphate Salt

32. Vincristine Sulfate Liposome

33. Schembl3710

34. Leurocristine Sulfate (1:1)

35. Chembl501867

36. Dtxsid8044331

37. Vincristine Sulfate (jp17/usp)

38. Hms3414l13

39. Hms3678l11

40. Mfcd08706469

41. Akos015895862

42. V0129

43. Lcr

44. Vcr

45. D02197

46. 068v782

47. A936684

48. Methyl (3ar,3a1r,4r,5s,5ar,10br)-4-acetoxy-3a-ethyl-9-((3s,5s,7s,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)-6-formyl-5-hydroxy-8-methoxy-3a,3a1,4,5,5a,6,11,12-octahydro-1h-indolizino[8,1-cd]carbazole-5-carboxylate Sulfate

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 923.0 g/mol
Molecular Formula C46H58N4O14S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count16
Rotatable Bond Count10
Exact Mass922.36702371 g/mol
Monoisotopic Mass922.36702371 g/mol
Topological Polar Surface Area254 Ų
Heavy Atom Count65
Formal Charge0
Complexity1830
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 4  
Drug NameMarqibo kit
Active IngredientVincristine sulfate
Dosage FormInjectable, liposomal
RouteIntravenous
Strength5mg/5ml (1mg/ml)
Market StatusPrescription
CompanyTalon Therap

2 of 4  
Drug NameVincristine sulfate pfs
Active IngredientVincristine sulfate
Dosage FormInjectable
RouteInjection
Strength1mg/ml
Market StatusPrescription
CompanyHospira; Teva Pharms Usa

3 of 4  
Drug NameMarqibo kit
Active IngredientVincristine sulfate
Dosage FormInjectable, liposomal
RouteIntravenous
Strength5mg/5ml (1mg/ml)
Market StatusPrescription
CompanyTalon Therap

4 of 4  
Drug NameVincristine sulfate pfs
Active IngredientVincristine sulfate
Dosage FormInjectable
RouteInjection
Strength1mg/ml
Market StatusPrescription
CompanyHospira; Teva Pharms Usa

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]