Navigation

name Structure Reference Source Properties Activities Metabolism

catharanthine

AlkaPlorer ID: AK003436

Synonym: '', '(+)-3,4-Didehydrocoronaridine', 'Catharanthine', 'Catharantin; Catharanthine'

IUPAC Name: 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

Structure

SMILES: CCC1=C[C@@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@](C(=O)OC)(C2)[C@@H]13

copy

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

copy

InChIKey: CMKFQVZJOWHHDV-NQZBTDCJSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Catharanthus roseus Catharanthus Apocynaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 336.4350000000002

TPSA？: 45.33

MolLogP？: 3.175300000000002

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Electrophorus electricus Acetylcholinesterase IC50 nan None 10.1016/j.bmc.2012.09.040
Electrophorus electricus Acetylcholinesterase Inhibition 5.28 % 10.1016/j.bmc.2012.09.040
Equus caballus Cholinesterase IC50 5170.0 nM 10.1016/j.bmc.2012.09.040
Equus caballus Cholinesterase Inhibition 75.23 % 10.1016/j.bmc.2012.09.040
Homo sapiens Butyrylcholinesterase IC50 3170.0 nM 10.1016/j.bmc.2012.09.040
Homo sapiens Histone deacetylase 6 Inhibition 0.99 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 2.61 % 10.6019/CHEMBL4808148
Homo sapiens Transient receptor potential cation channel subfamily A member 1 Activity 78.0 % 10.1021/np500235b
Homo sapiens Transient receptor potential cation channel subfamily A member 1 Activity nan None 10.1021/np500235b
Homo sapiens Transient receptor potential cation channel subfamily A member 1 EC50 9000.0 nM 10.1021/np500235b
Homo sapiens Transient receptor potential cation channel subfamily A member 1 IC50 nan None 10.1021/np500235b
Homo sapiens Vanilloid receptor Activity 13.0 % 10.1021/np500235b
Homo sapiens Vanilloid receptor EC50 20000.0 nM 10.1021/np500235b
Homo sapiens Vanilloid receptor IC50 nan None 10.1021/np500235b
Mus musculus Transient receptor potential cation channel subfamily M member 8 Activity nan None 10.1021/np500235b
Mus musculus Transient receptor potential cation channel subfamily M member 8 EC50 nan None 10.1021/np500235b
Mus musculus Transient receptor potential cation channel subfamily M member 8 IC50 700.0 nM 10.1021/np500235b
Mus musculus Transient receptor potential cation channel subfamily M member 8 IC50 900.0 nM 10.1021/np500235b
Mus musculus Transient receptor potential cation channel subfamily M member 8 IC50 nan None 10.1021/np500235b
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit IC50 8400.0 nM None
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit IC50 224000.0 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.527 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -7.57 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.36 % 10.6019/CHEMBL4495565
None ADMET Activity nan None 10.1021/np500235b

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001600 C=C(C(=O)OC)c1[nH]c2ccccc2c1CCN1C=C(CC)C=CC1>>CCC1=C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@@](C(=O)OC)(C2)[C@@H]13 RXN-19975
AKRT007319 CCC1=C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@@](C(=O)OC)(C2)[C@@H]13.CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(C)=O)[C@@H]32>>CCC1=C[C@H]2C[N+](CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CC[N+]6CC[C@]43[C@@H]65)C2)C1 RXN-8201
AKRT007323 CCC1C=[N+]2CCc3c([nH]c4ccccc34)[C@@](COC(C)=O)(C(=O)OC)[C@H]1CC2>>CCC1=C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@@](C(=O)OC)(C2)[C@@H]13 58580