Compound: Catharanthine
SMILES: O=C(OC)[C@@]12c3[nH]c4ccccc4c3CCN5[C@@H]1C(=C[C@@H](C2)C5)CC
InChIKey: CMKFQVZJOWHHDV-NQZBTDCJSA-N
Synonyms: Catharanthine, 2468-21-5, (+)-Catharanthine, (+)-3,4-Didehydrocoronaridine, WT0YJV846J, CHEBI:3469, DTXSID80947621, 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, 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, RefChem:574901, DTXCID401527514, 219-586-6, Catharanthine Base, MFCD01753356, CHEMBL2163793, Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2alpha,5beta,6alpha,18beta)-, Catharanthine, (+)-, (6R,6aR,9R,11R)-Methyl 7-ethyl-6,6a,9,10,12,13-hexahydro-5H-6,9-methanopyrido[1',2':1,2]azepino[4,5-b]indole-6-carboxylate, UNII-WT0YJV846J, EINECS 219-586-6, Catharanthine (free base), CATHARANTHINE [MI], SCHEMBL31474869, Catharanthine, >=95% (HPLC), HMS2095F15, HMS3652A13, HMS3712F15, HMS3885K13, BDBM50396009, EBC-17062, MSK168797, NSC823867, s3202, AKOS024463388, Methyl (2alpha,5beta,6alpha)-3,4-didehydroibogamine-18beta-carboxylate, CCG-220187, FC10810, NSC-823867, Methyl (2-alpha,5-beta,6-alpha,18-beta)-3,4-didehydroibogamine-18-carboxylate, AC-34053, NS00018340, SW198653-2, AB01566866_01, BRD-K92377961-001-02-9, BRD-K92377961-001-03-7, Methyl (2?,5?,6?)-3,4-didehydroibogamine-18?-carboxylate, Methyl (6R)-2alpha,5beta,18beta-3,4-didehydroibogamine-18-carboxylate, Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2|A,5|A,6|A,18|A)-, (6R,6aR,9R,11R)-Methyl7-ethyl-6,6a,9,10,12,13-hexahydro-5H-6,9-methanopyrido[1',2':1,2]azepino[4,5-b]indole-6-carboxylate, Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2-alpha,5-beta,6-alpha,18-beta)-, IBOGAMINE-18-CARBOXYLIC ACID, 3,4-DIDEHYDRO-, METHYL ESTER,(2.ALPHA.,5.BETA.,6.ALPHA.,18.BETA.)-, methyl (1R,15R,18R)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4(9),5,7,16-pentaene-1-carboxylate
Theoretical properties:
molecular_formula: C21H24N2O2
molecular_weight: 336.4 g/mol
exact_mass: 336.183778013 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 25
topological_polar_surface_area: 45.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Catharanthine is an organic heteropentacyclic compound and monoterpenoid indole alkaloid produced by the medicinal plant Catharanthus roseus via strictosidine. It is a methyl ester, a bridged compound, an organic heteropentacyclic compound, an alkaloid ester, a tertiary amino compound and a monoterpenoid indole alkaloid. It is a conjugate base of a catharanthine(1+).
chebi: An organic heteropentacyclic compound and monoterpenoid indole alkaloid produced by the medicinal plant <em>Catharanthus roseus</em> via strictosidine.
chembl: CATHARANTHINE BASE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Catharanthine is a terpene indole alkaloid produced by the medicinal plant Catharanthus roseus and Tabernaemontana divaricata.  Catharanthine is derived from strictosidine, but the exact mechanism by which this happens is currently unknown.  Catharanthine is one of the two precursors that form vinblastine, the other being vindoline.