V1377

Vinblastine sulfate salt

≥97% (HPLC), powder, plant alkaloid

• Sinónimos: VLB, Vincaleukoblastine sulfate salt
• Fórmula empírica (notación de Hill): C₄₆H₅₈N₄O₉ · H₂SO₄
• Número CAS: 143-67-9
• Peso molecular: 909.05
• NACRES: NA.77
• PubChem Substance ID: 24278771
• UNSPSC Code: 12352200
• EC Number: 205-606-0
• MDL number: MFCD00082457
• Beilstein/REAXYS Number: 3659812
• Assay: 96-102% (HPLC)
• Form: powder

Propiedades

• Nombre del producto: Vinblastine sulfate salt, 96-102% (HPLC)
• Quality Segment: 200
• assay: 96-102% (HPLC)
• form: powder
• color: white to light yellow
• mp: 267 °C (dec.) (lit.)
• antibiotic activity spectrum: neoplastics
• mode of action: DNA synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: OS(O)(=O)=O.[H][C@@]12CN(CCc3c([nH]c4ccccc34)[C@@](C1)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@@]7([H])[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67[C@]89[H])C(=O)OC)C[C@](O)(CC)C2
• 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-;/m0./s1
• InChI key: KDQAABAKXDWYSZ-PNYVAJAMSA-N
• Gene Information: human ... TBCC(6903), TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688) ;

Descripción

Application

Vinblastine sulfate salt has been used:

• as a microtubule depolymerizing drug for the synchronization of human cell lines in G2/M phase
• as a multidrug resistance screening substrate in human colon cancer cell line (HCT116) cell line
• as an antimicrotubule agent in sub perineural glia of Drosophila brain

Biochem/physiol Actions

Plant alkaloid that inhibits microtubule assembly by binding tubulin and inducing self-association in spiral aggregates in a reaction that appears to be regulated by the C-terminus of β-tubulin and is enhanced by GDP and GTP. Depolymerizes microtubules. Arrests the cell cycle in G2/M-phase by blocking mitotic spindle formation. Triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression, and apoptosis in several tumor cell lines. Substrate of Pgp and CYP3A4.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de advertencia: Warning
• Códigos de peligro: H302,H341,H361fd
• Indicaciones de precaución: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Muta. 2 - Repr. 2
• Clase de almacenamiento: 11 - Combustible Solids
• ¿Qué está pasando?: WGK 3