Vincristine sulfateProduct ingredient for Vincristine
- Name
- Vincristine sulfate
- Drug Entry
- Vincristine
Vincristine is an antitumor vinca alkaloid isolated from Vinca Rosea. It is marketed under several brand names, many of which have different formulations such as Marqibo (liposomal injection) and Vincasar. Vincristine is indicated for the treatment of acute leukaemia, malignant lymphoma, Hodgkin's disease, acute erythraemia, and acute panmyelosis. vincristine sulfate is often chosen as part of polychemotherapy because of lack of significant bone–marrow suppression (at recommended doses) and of unique clinical toxicity (neuropathy).
- Accession Number
- DBSALT000314
- Structure
- Synonyms
- 22-OXOVINCALEUKOBLASTINE SULFATE (1:1) (SALT) / Vincristine sulfate / VINCRISTINE SULFATE LIPOSOME / Vincristine sulfate liposome injection / vincristine sulfate liposomes / Vincristine sulphate
- External IDs
- LILLY-37231
- UNII
- T5IRO3534A
- CAS Number
- 2068-78-2
- Weight
- Average: 923.036
Monoisotopic: 922.367023274 - Chemical Formula
- C46H58N4O14S
- InChI Key
- AQTQHPDCURKLKT-PNYVAJAMSA-N
- 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-;/m0./s1
- IUPAC Name
- methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(1R,13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate; sulfuric acid
- SMILES
- OS(O)(=O)=O.[H][C@@]12N3CC[C@@]11C4=C(C=C(OC)C(=C4)[C@]4(C[C@H]5C[N@](C[C@](O)(CC)C5)CCC5=C4NC4=CC=CC=C54)C(=O)OC)N(C=O)[C@@]1([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC
- External Links
- KEGG Drug
- D02197
- KEGG Compound
- C13974
- PubChem Compound
- 45356935
- ChemSpider
- 4535014
- ChEBI
- 79401
- ChEMBL
- CHEMBL385978
- Wikipedia
- Vincristine
- Predicted Properties
Property Value Source Water Solubility 0.03 mg/mL ALOGPS logP 3.36 ALOGPS logP 3.13 Chemaxon logS -4.4 ALOGPS pKa (Strongest Acidic) 10.85 Chemaxon pKa (Strongest Basic) 8.66 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 171.17 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 221.48 m3·mol-1 Chemaxon Polarizability 87.39 Å3 Chemaxon Number of Rings 9 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon