Structure

Vincristine

CAS
57-22-7
Catalog Number
ACM57227
Category
Inhibitors
Molecular Weight
825
Molecular Formula
C46H56N4O10

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Specification

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
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
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
Physical State
Powder
Rotatable Bond Count
10
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
PlantsApocynaceaeCatharanthus roseus (L.) G. Don
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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