Vinblastine

Vinblastine is a natural alkaloid isolated from the plant Vinca rosea Linn. Vinblastine is an antineoplastic agent. Vinblastine binds to tubulin and inhibits microtubule formation, resulting in disruption of mitotic spindle assembly and arrest of tumor cells in the M phase of the cell cycle. This agent may also interfere with amino acid, cyclic AMP, and glutathione metabolism; calmodulin-dependent Ca++ -transport ATPase activity; cellular respiration; and nucleic acid and lipid biosynthesis. It inhibits AADAC and CES2 but not CES1

General

Type : Alkaloid

Chemical_Nomenclature : methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Canonical SMILES : CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O

InChI : InChI=1S\/C46H58N4O9\/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\/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3\/t28-,37-,38+,39+,42-,43+,44+,45-,46-\/m0\/s1

InChIKey : JXLYSJRDGCGARV-CFWMRBGOSA-N

Other name(s) : Vinblastin,Vincaleucoblastin,Vinblastinum,Vincoblastine,Vinblastina,Velban


MW : 810.98

Formula : C46H58N4O9

CAS_number : 865-21-4

PubChem : 13342

UniChem : JXLYSJRDGCGARV-CFWMRBGOSA-N

IUPHAR :

Wikipedia : Vinblastine

Target

Families : Vinblastine ligand of proteins in family: Arylacetamide_deacetylase || Carb_B_Chordata

Stucture :

Protein : human-AADAC || human-CES2

References (2)

Title : Role of human AADAC on hydrolysis of eslicarbazepine acetate and effects of AADAC genetic polymorphisms on hydrolase activity - Hirosawa_2021_Drug.Metab.Dispos__
Author(s) : Hirosawa K , Fukami T , Tashiro K , Sakai Y , Kisui F , Nakano M , Nakajima M
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , : , 2021
Abstract : Hirosawa_2021_Drug.Metab.Dispos__
ESTHER : Hirosawa_2021_Drug.Metab.Dispos__
PubMedSearch : Hirosawa_2021_Drug.Metab.Dispos__
PubMedID: 33446525
Gene_locus related to this paper: human-AADAC

Title : Screening of specific inhibitors for human carboxylesterases or arylacetamide deacetylase - Shimizu_2014_Drug.Metab.Dispos_42_1103
Author(s) : Shimizu M , Fukami T , Nakajima M , Yokoi T
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 42 :1103 , 2014
Abstract : Shimizu_2014_Drug.Metab.Dispos_42_1103
ESTHER : Shimizu_2014_Drug.Metab.Dispos_42_1103
PubMedSearch : Shimizu_2014_Drug.Metab.Dispos_42_1103
PubMedID: 24751575
Gene_locus related to this paper: human-AADAC , human-CES1 , human-CES2