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Catalog Number | ACM57227 |
CAS Number | 57-22-7 |
Structure | ![]() |
Description | Vincristine (Leurocristine) is a microtubule-destabilizing agent (MDA). Vincristine binds to tubulin and inhibits the formation of microtubules, thereby inhibiting mitosis of the cancer cell. Vincristine is used to research hematologic cancers, such as leukemia and lymphoma, and childhood sarcomas. |
Synonyms | 22-Oxovincaleukoblastine |
Molecular Weight | 825 |
Molecular Formula | C46H56N4O10 |
Canonical SMILES | CC[C@@]1(C=CCN2CC3)[C@@]2([H])[C@@]3(C4=CC([C@](C5=C6C7=CC=CC=C7N5)(C[C@](C[C@](CC)(O)C8)([H])C[N@@]8CC6)C(OC)=O)=C(OC)C=C4N9C=O)[C@]9([H])[C@](C(OC)=O)(O)[C@@H]1OC(C)=O |
InChI | InChI=1S/C46H56N4O10/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/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1 |
InChI Key | OGWKCGZFUXNPDA-XQKSVPLYSA-N |
Purity | 95%+ |
Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Complexity | 1750 |
Covalently-Bonded Unit Count | 1 |
Defined Atom Stereocenter Count | 9 |
Exact Mass | 824.399644 |
Heavy Atom Count | 60 |
Hydrogen Bond Acceptor Count | 12 |
Hydrogen Bond Donor Count | 3 |
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 |
Monoisotopic Mass | 824.399644 |
PhysicalState | Powder |
Rotatable Bond Count | 10 |
Topological Polar Surface Area | 171 Ų |
What is the chemical formula for Vincristine?
The chemical formula for Vincristine is C46H56N4O10.
What is the melting point of Vincristine?
The melting point of Vincristine is 211-216 ºC.
How is Vincristine stored?
Vincristine is stored at -20°C and protected from light.
What is the solubility of Vincristine?
Vincristine is soluble in Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
What is the use of Vincristine?
Vincristine is used as an antineoplastic for the treatment of leukemia, lymphoma, non-small cell lung cancer, nephroblastoma, and neuroblastoma.
What are the side effects of Vincristine?
Vincristine can induce necrosis, cellulitis, thrombophlebitis, and is a Category D teratogen.
How was Vincristine first discovered?
Vincristine was initially extracted from the vinca plant and found to have antitumor activity.
What is the therapeutic function of Vincristine?
The therapeutic function of Vincristine is cancer chemotherapy.
What is the mechanism of action of Vincristine in inhibiting cancer cell proliferation?
Vincristine inhibits tubulin polymerization, interferes with spindle microtubule formation, and blocks the cell cycle in M phase.
What is the main difference between Vinblastine and Vincristine in terms of pharmacological effects?
Although structurally similar, Vincristine has a better therapeutic effect, lower dosage requirement, and lower probability and intensity of side effects compared to Vinblastine.
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