Vincristine . sulfate

AdipoGen Life Sciences
Product Code: AG-CN2-0446
CodeSizePrice
AG-CN2-0446-M0055 mg£50.00
Quantity:
AG-CN2-0446-M02525 mg£130.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
VCR; 22-Oxovincaleukoblastine; NSC 67574; Oncovin; Lilly 37231; Leucristine; Leurocristine; LS-228
Appearance:
White to light-yellow powder.
CAS:
2068-78-2
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07,GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H302, H315, H319, H332, H335, H350
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
InChiKey:
AQTQHPDCURKLKT-JKDPCDLQSA-N
Long Description:
Chemical. CAS: 2068-78-2. Formula: C46H56N4O10 . H2SO4. MW: 825.0 . 98.1. Synthetic. Originally isolated from Vinca rosea. Immunosuppressant. Anticancer compound. Chemotherapeutic agent. Depolymerizes microtubules and irreversibly blocks binding of tubulin to microtubule proteins. Apoptosis inducer and cell cycle inhibitor in G2/M phase. Autophagy inhibitor. Inhibits microtubule-mediated fusion of autophagosome with lysosme. Inducer of IL-1beta production. Activates alone and synergistically together with doxorubicin the NLRP3-inflammasome mediated processing of IL-1beta. Monoamine oxidase (MAO) inhibitor.
MDL:
MFCD00084729
Molecular Formula:
C46H56N4O10 . H2SO4
Molecular Weight:
825.0 . 98.1
Package Type:
Vial
PG:
III
Precautions:
P261, P280, P301, P312, P302, P352, P304, P340, P305, P351, P338
Product Description:
Immunosuppressant. Anticancer compound. Chemotherapeutic agent. Depolymerizes microtubules and irreversibly blocks binding of tubulin to microtubule proteins. Apoptosis inducer and cell cycle inhibitor in G2/M phase. Autophagy inhibitor. Inhibits microtubule-mediated fusion of autophagosome with lysosme. Inducer of IL-1beta production. Activates alone and synergistically together with doxorubicin the NLRP3-inflammasome mediated processing of IL-1beta. Monoamine oxidase (MAO) inhibitor.
Purity:
>98% (HPLC)
Signal word:
Danger
SMILES:
OS(O)(=O)=O.[H]C(=O)N1C2=C(C=C(C(OC)=C2)[C@]2(C[C@@H]3C[N@@](C[C@](O)(CC)C3)CCC3=C2NC2=C3C=CC=C2)C(=O)OC)[C@@]23CCN4CC=C[C@@](CC)([C@@H](OC(C)=O)[C@](O)(C(=O)OC)[C@]12[H])[C@@]34[H]
Solubility Chemicals:
Soluble in water, DMSO or methanol.
Source / Host:
Synthetic. Originally isolated from Vinca rosea.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

Suppression of immune response by Vincristine and Vinblastine: A.C. Aisenberg; Nature 200, 484 (1963) | Vinblastine and vincristine are inhibitors of monoamine oxidase B: J.K. Son, et al.; J. Med. Chem. 33, 1845 (1990) | Cell death induced by vincristine in the intestinal crypts of mice and in a human Burkitt's lymphoma cell line: B.V. Harmon, et al.; Cell Prolif. 25, 523 (1992) | Interaction of vinca alkaloids with tubulin: a comparison of vinblastine, vincristine, and vinorelbine: S. Lobert, et al.; Biochemistry 35, 6806 (1996) | Antimitotic natural products and their interactions with tubulin: E. Hamel; Med. Res. Rev. 16, 207 (1996) | Raf-1/bcl-2 phosphorylation: a step from microtubule damage to cell death: M.V. Blagosklonny, et al.; Cancer Res. 57, 130 (1997) | Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle: A. Jordan, et al.; Med. Res. Rev. 18, 259 (1998) (Review) | The effect of antimicrotubule agents on signal transduction pathways of apoptosis: a review: L.G. Wang; Cancer Chemother. Pharmacol. 44, 355 (1999) (Review) | Vincristine-induced apoptosis in vivo in peripheral blood mononuclear cells of children with acute lymphoblastic leukaemia (ALL): E. Groninger, et al.; Br. J. Haematol. 111, 875 (2000) | Autophagy-mediated HMGB1 release antagonizes apoptosis of gastric cancer cells induced by vincristine via transcriptional regulation of Mcl-1: Z. Zhan, et al.; Autophagy 8, 109 (2012) | Autophagy and microtubules - new story, old players: R. Mackeh, et al.; J. Cell Sci. 126, 1071 (2013) (Review) | Production of IL-1beta by bone marrow-derived macrophages in response to chemotherapeutic drugs: synergistic effects of doxorubicin and vincristine: J. Wong, et al.; Cancer Biol. Ther. 15, 1395 (2014)

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