Catharanthine

Catharanthine is an organic heteropentacyclic compound and monoterpenoid indole alkaloid produced by the medicinal plant Catharanthus roseus via strictosidine. It is the product of CS (catharanthine synthase; carboxylesterase-like [4+2] cyclase)

General

Type : Indole,Alkaloid,Natural

Chemical_Nomenclature : methyl (1R,15R,18R)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate

Canonical SMILES : CCC1=CC2CC3(C1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC

InChI : InChI=1S\/C21H24N2O2\/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18\/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3\/t13-,19+,21-\/m0\/s1

InChIKey : CMKFQVZJOWHHDV-NQZBTDCJSA-N

Other name(s) : (+)-3,4-Didehydrocoronaridine,Catharanthin,Catharanthine Base,CHEMBL2163793,CHEBI:3469

MW : 336.4

Formula : C21H24N2O2

CAS_number : 2468-21-5

PubChem : 5458190

UniChem : CMKFQVZJOWHHDV-NQZBTDCJSA-N

IUPHAR :

Wikipedia :

Target

Families : Catharanthine ligand of proteins in family: Plant_carboxylesterase

Stucture :

Protein : catro-CS

References (2)

Title : Evolution and diversification of carboxylesterase-like [4+2] cyclases in aspidosperma and iboga alkaloid biosynthesis - DeMars_2024_Proc.Natl.Acad.Sci.U.S.A_121_e2318586121

Author(s) : DeMars MD, 2nd , O'Connor SE

Ref : Proc Natl Acad Sci U S A , 121 :e2318586121 , 2024

Abstract : DeMars_2024_Proc.Natl.Acad.Sci.U.S.A_121_e2318586121

ESTHER : DeMars_2024_Proc.Natl.Acad.Sci.U.S.A_121_e2318586121

PubMedSearch : DeMars_2024_Proc.Natl.Acad.Sci.U.S.A_121_e2318586121

PubMedID: 38319969

Gene_locus related to this paper: catro-CS , catro-TS , tabib-a0a5b8x6s2 , tabib-CorS

Title : Emerging functions within the enzyme families of plant alkaloid biosynthesis - Muro-Villanueva_2023_Phytochem.Rev__

Author(s) : Muro-Villanueva F , Nett RS

Ref : Phytochemistry Review , : , 2023

Abstract : Muro-Villanueva_2023_Phytochem.Rev__

ESTHER : Muro-Villanueva_2023_Phytochem.Rev__