Vinblastine sulfate

Chemodex
Product Code: CDX-V0013
Supplier: Chemodex
CodeSizePrice
CDX-V0013-M02525 mg£139.00
Quantity:
CDX-V0013-M05050 mg£328.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C, Long Term: +4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
VLB; Vincaleukoblastine sulfate salt; NSC 49842
Appearance:
White to light yellow powder.
CAS:
143-67-9
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS05,GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302-H315-H318-H335
InChi:
InChI=1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1
InChiKey:
KDQAABAKXDWYSZ-JKDPCDLQSA-N
Long Description:
Chemical. CAS: 143-67-9. Formula: C46H58N4O9 . H2SO4. MW: 909.05. Vinblastine sulfate is a vinca alkaloid and a chemical analog of vincristine. It is an anticancer agent with anti-mitotic properties and immunosuppressive activity. Vinblastine sulfate depolymerizes microtubules by binding tubulin and inducing self-association in spiral aggregates. This reaction that appears to be regulated by the C-terminus of beta-tubulin and is enhanced by GDP and GTP. Vinblastine sulfate has been observed to arrest the cell cycle in the G2/M-phase by blocking mitotic spindle formation. Vinblastine sulfate has also been documented to trigger Raf-1 activation and phosphorylation of Bcl-2 family proteins, to induce p53 expression, and to induce apoptosis in several tumor cell lines. Shown to inhibit autophagosome maturation.
MDL:
MFCD00082457
Molecular Formula:
C46H58N4O9 . H2SO4
Molecular Weight:
909.05
Package Type:
Vial
Precautions:
P280-P301 + P312 + P330-P304 + P340 + P312-P305 + P351 + P338 + P310
Product Description:
Vinblastine sulfate is a vinca alkaloid and a chemical analog of vincristine. It is an anticancer agent with anti-mitotic properties and immunosuppressive activity. Vinblastine sulfate depolymerizes microtubules by binding tubulin and inducing self-association in spiral aggregates. This reaction that appears to be regulated by the C-terminus of beta-tubulin and is enhanced by GDP and GTP. Vinblastine sulfate has been observed to arrest the cell cycle in the G2/M-phase by blocking mitotic spindle formation. Vinblastine sulfate has also been documented to trigger Raf-1 activation and phosphorylation of Bcl-2 family proteins, to induce p53 expression, and to induce apoptosis in several tumor cell lines. Shown to inhibit autophagosome maturation.
Purity:
>97% (HPLC)
Signal word:
Warning
SMILES:
O=S(O)(O)=O.O[C@@]1(C(OC)=O)[C@]2([H])N(C)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 DMSO (10mg/ml), DMF (10mg/ml) or water (10mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) M.A. Jordan, et al.; Cancer Res. 45, 2741 (1985) | (2) R.H. Himes; Pharmacol. Ther. 51, 257 (1991) | (3) K. Tsukidate, et al.; Am. J. Pathol. 143, 918 (1993) | (4) D. Panda, et al.; J. Biol. Chem. 271, 29807 (1996) | (5) S.S. Rai & J. Wolf; J. Biol. Chem. 273, 31131 (1998) | (6) E. Tashiro, et al.; Jpn. J. Cancer Res. 89, 940 (1998) | (7) A. Jordan, et al.; Med. Res. Rev. 18, 259 (1998) | (8) M.A. Jordan & L. Wilson; Meth. Enzymol. 298, 252 (1998) | (9) S.S. Rai, et al.; PNAS 95, 4253 (1998) | (10) G.K. Chen, et al.; Br. J. Cancer. 83, 892 (2000) | (11) R.A. Veldhoen, et al.; Oncogene 32, 736 (2012) | (12) P. Keglevich, et al.; Molecules 17, 5893 (2012) (Review)