Compound: vinpocetine
SMILES: O=C(OCC)C=1n2c3c(cccc3)c4c2[C@H]5N(CCC[C@]5(C1)CC)CC4
InChIKey: DDNCQMVWWZOMLN-IRLDBZIGSA-N
Synonyms: vinpocetine, 42971-09-5, Cavinton, Ceractin, Bravinton, Apovincaminic acid ethyl ester, Ethyl apovincamin-22-oate, Vinporal, Ultra-Vinca, Vinpocetinum, RGH 4405, cis-Apovincaminic acid ethyl ester, Ethyl (+)-cis-apovincaminate, TCV 3B, Vinpocetina, NSC-760093, DTXSID5023740, AY-27,255, 543512OBTC, AY-27255, DTXCID903740, ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo(9.6.2.0^(2,7).0^(8,18).0^(15,19))nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate, ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate, RefChem:901876, N06BX18, eburnamenine-14-carboxylic acid, ethyl ester, (3 alpha,16 alpha)-, 256-028-0, ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo(9.6.2.02,?.0?,1?.01?,1?)nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate, TCV-3B, Ethyl (+)-apovincaminate, (+)-Apovincaminic acid ethyl ester, Ethyl apovincaminate, (+)-cis-Apovincaminic acid ethyl ester, AY 27,255, Eburnamenine-14-carboxylic acid, ethyl ester, (3a,16a)-, 3-alpha,16-alpha-Apovincaminic acid ethyl ester, MFCD00211233, CHEMBL71752, MLS000069635, (41S,13aS)-ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, Eburnamenine-14-carboxylic acid, ethyl ester, (3alpha,16alpha)-, ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate, NCGC00018204-09, SMR000058241, RGH-4405, Vinpocetinum [INN-Latin], Apovincaminate d'ethyle, Apovincaminate d'ethyle [French], ethyl (15s,19s)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18),16-pentaene-17-carboxylate, SR-01000075633, EINECS 256-028-0, BRN 0900803, Vinpocetin, UNII-543512OBTC, Vinpocetine (JAN/USAN/INN), Vinpocetine-ethyl apovincaminate, Eburnamenine-14-carboxylic acid ethyl ester, Vinpocetine CRS, Ethyl apovincamin, NCGC00016854-03, Vinpocetine [USAN:INN:BAN:JAN], Prestwick_963, CAS-42971-09-5, Spectrum_001400, Vinpocetine (Cavinton), Vinpocetine (Standard), AY 27255, SpecPlus_000327, VINPOCETINE [MI], Opera_ID_1325, Prestwick0_000268, Prestwick1_000268, Prestwick2_000268, Prestwick3_000268, Spectrum2_001529, Spectrum3_000961, Spectrum4_001075, Spectrum5_000966, VINPOCETINE [DSC], VINPOCETINE [INN], VINPOCETINE [JAN], VINPOCETINE [USAN], V 6383, VINPOCETINE [VANDF], VINPOCETINE [MART.], Lopac0_001257, SCHEMBL50081, BSPBio_000116, BSPBio_002561, KBioGR_001430, KBioSS_001880, VINPOCETINE [USP-RS], VINPOCETINE [WHO-DD], ethyl (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, MLS001076294, DivK1c_006423, SPECTRUM1503115, Vinpocetine, >=98%, solid, ethyl (3alpha,16alpha)-eburnamenine-14-carboxylate, SPBio_001318, SPBio_002335, BPBio1_000128, cid_443955, GTPL5285, Vinpocetin - Bio-X trade mark, Vinpocetine, analytical standard, REGID_for_CID_443955, SCHEMBL29364972, CHEBI:32297, KBio1_001367, KBio2_001880, KBio2_004448, KBio2_007016, KBio3_001781, GLXC-07972, HMS1568F18, HMS1922G05, HMS2090J22, HMS2092L06, HMS2095F18, HMS3263L16, HMS3402D12, HMS3411H11, HMS3675H11, HMS3712F18, HMS3887E17, Pharmakon1600-01503115, VINPOCETINE [EP MONOGRAPH], (3alpha, 16alpha)-Eburnamenine-14-carboxylic acid ethyl ester, MSK11212, Tox21_110648, Tox21_110839, Tox21_501257, BDBM50059033, CCG-39307, Eburnamenine-14-carboxylic acid, ethyl ester, (3-alpha,16-alpha)-, HY-13295R, NSC760093, PD-185, s2110, AKOS015896480, Tox21_110648_1, CS-0545, DB12131, EBC-574228, FV11741, LP01257, NSC 760093, SDCCGSBI-0051224.P003, Vinpocetine 1.0 mg/ml in Acetonitrile, (3S,16S)-apovincaminic acid ethylester, NCGC00018204-05, NCGC00018204-06, NCGC00018204-07, NCGC00018204-08, NCGC00018204-10, NCGC00018204-11, NCGC00018204-13, NCGC00021727-04, NCGC00021727-05, NCGC00021727-06, NCGC00021727-07, NCGC00168782-01, NCGC00261942-01, NCGC00263865-01, NCGC00263865-04, AC-22612, AS-13868, BV164528, HY-13295, ST056350, Eburnamenine-14-carboxylic acid ethyl ester;, EU-0101257, NS00006850, V0115, A12521, D01371, M02659, AB00052317_02, AO-645/21219012, Ethyl 3alpha,16alpha-eburnamenine-14-carboxylate, Q420288, SR-01000000118, SR-01000000118-3, SR-01000075633-1, SR-01000075633-3, SR-01000075633-4, BRD-K53318339-001-05-8, BRD-K53318339-001-23-1, BRD-K53318339-001-24-9, Vinpocetine Working Standard (Secondary Reference Standard), Vinpocetine, European Pharmacopoeia (EP) Reference Standard, Vinpocetine, United States Pharmacopeia (USP) Reference Standard, EBURNAMENINE 14-CARBOXYLIC ACID ETHYL ESTER (3.ALPHA.,16.ALPHA.), (11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid ethyl ester, (3aS,11bS)-3a-ethyl-1,2,3,3a,10,11b-hexahydro-11H-5a,11a-diaza-benzo[cd]fluoranthene-5-carboxylic acid ethyl ester, (41S,13aS)-Ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-ij]pyrido[3,2,1-de][1,5]naphthyridine-12-carboxylate, (41S,13aS)-ethyl13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, 115986-87-3, 11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 2-nitrooxy-ethyl ester(Vinpocetine), 68780-77-8, ethyl(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
Theoretical properties:
molecular_formula: C22H26N2O2
molecular_weight: 350.5 g/mol
exact_mass: 350.199428076 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 26
topological_polar_surface_area: 34.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 35.5 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
pubchem: Vinpocetine is an alkaloid. It has a role as a geroprotector.
chembl: VINPOCETINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Vinpocetine (ethyl apovincaminate), sold under the brand name Cavinton among others, is a synthetic derivative of the vinca alkaloid vincamine, differing by the removal of a hydroxyl group and by being the ethyl rather than the methyl ester of the underlying carboxylic acid.  Vincamine is extracted from either the seeds of Voacanga africana or the leaves of Vinca minor (lesser periwinkle).