Chemodex

Vincristine sulfate

Product Code:
 
CDX-V0014
Supplier:
 
Chemodex
Host Type:
 
Plant
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
Short Term: +4°C, Long Term: -20°C
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Chemical Structure

Chemical Structure

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CDX-V0014-M02525 mg£157.00
Quantity:
CDX-V0014-M05050 mg£248.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
VCR; 22-Oxovincaleukoblastine; NSC 67574; Oncovin; Lilly 37231; Leucristine; Leurocristine; LS-228
Appearance:
White to off-white powder.
CAS:
2068-78-2
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06,GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H300-H341-H361fd
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: 923.04. Vincristine is an antimitotic vinca alkaloid isolated from Vinca Rosea. It irreversibly blocks mitosis by binding to tubulin (Ki = 85 nM) and inhibiting tubulin polymerization. It is a anticancer agent and arrests cell cycle in G2/M-phase by blocking mitotic spindle formation. Vincristine triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression and induces apoptosis and autophagy in several tumor cell lines. It inhibits VEGF production in leukemia cell lines. Vincristine has some immunosuppressant effect. Vincristine may also interfere with amino acid, cyclic AMP, and glutathione metabolism, calmodulin-dependent Ca2+-transport, cellular respiration and nucleic acid and lipid biosynthesis. Vincristine inhibits monoamine oxidase (MAO), induces of IL-1beta production and activates the NLRP3-inflammasome mediated processing of IL-1beta.
MDL:
MFCD00084729
Molecular Formula:
C46H56N4O10 . H2SO4
Molecular Weight:
923.04
Package Type:
Vial
PG:
II
Precautions:
P264-P281-P301 + P310
Product Description:
Vincristine is an antimitotic vinca alkaloid isolated from Vinca Rosea. It irreversibly blocks mitosis by binding to tubulin (Ki = 85 nM) and inhibiting tubulin polymerization. It is a anticancer agent and arrests cell cycle in G2/M-phase by blocking mitotic spindle formation. Vincristine triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression and induces apoptosis and autophagy in several tumor cell lines. It inhibits VEGF production in leukemia cell lines. Vincristine has some immunosuppressant effect. Vincristine may also interfere with amino acid, cyclic AMP, and glutathione metabolism, calmodulin-dependent Ca2+-transport, cellular respiration and nucleic acid and lipid biosynthesis. Vincristine inhibits monoamine oxidase (MAO), induces of IL-1beta production and activates the NLRP3-inflammasome mediated processing of IL-1beta.
Purity:
>95% (HPLC)
Signal word:
Danger
SMILES:
O=S(O)(O)=O.O[C@@]1(C(OC)=O)[C@]2([H])N(C([H])=O)C3=C(C=C([C@@](C(OC)=O)(C[C@@H](C[C@]4(CC)O)C[N@@](C4)CC5)C6=C5C(C=CC=C7)=C7N6)C(OC)=C3)[C@]28[C@@]([C@](C=CC9)(CC)[C@H]1OC(C)=O)([H])N9CC8
Solubility Chemicals:
Soluble in water (50mg/ml) or DMSO (5mg/ml).
Source / Host:
Plant
Transportation:
Excepted Quantity
UN Nummer:
2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) A.C. Aisenberg; Nature 200, 484 (1963) | (2) M.A. Jordan, et al.; Cancer Res. 45, 2741 (1985) | (3) J.K. Son, et al.; J. Med. Chem. 33, 1845 (1990) | (4) B.V. Harmon, et al.; Cell Prolif. 25, 523 (1992) | (5) S. Lobert, et al.; Biochemistry 35, 6806 (1996) | (6) E. Hamel; Med. Res. Rev. 16, 207 (1996) | (7) M.V. Blagosklonny, et al.; Cancer Res. 57, 130 (1997) | (8) A. Jordan, et al.; Med. Res. Rev. 18, 259 (1998) (Review) | (9) L.G. Wang; Cancer Chemother. Pharmacol. 44, 355 (1999) (Review) | (10) E. Groninger, et al.; Br. J. Haematol. 111, 875 (2000) | (11) Z. Zhan, et al.; Autophagy 8, 109 (2012) | (12) R. Mackeh, et al.; J. Cell Sci. 126, 1071 (2013) (Review) | (13) J. Wong, et al.; Cancer Biol. Ther. 15, 1395 (2014)