Compound: vincamine
SMILES: O=C(OC)[C@]1(O)n2c3c(cccc3)c4c2[C@H]5N(CCC[C@]5(C1)CC)CC4
InChIKey: RXPRRQLKFXBCSJ-GIVPXCGWSA-N
Synonyms: vincamine, 1617-90-9, Pervincamine, Arteriovinca, Angiopac, Vincafor, Vincamidol, Novicet, Methyl vincaminate, Oxygeron, Vincagil, Equipur, Vincafolina, Tripervan, Vincadar, Ocu-vinc, Vincamina, Vincimax, Perval, Pervone, Vincaminum, Vraap, Vinodrel retard, DTXSID9040134, Cetal retard, 996XVD0JHT, Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16alpha)-, NSC-91998, CHEBI:9985, DTXCID7020134, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, methyl 14beta-hydroxy-14,15-dihydro-3alpha,16alpha-eburnamenine-14alpha-carboxylate, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo(9.6.2.0^(2,7).0^(8,18).0^(15,19))nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo(9.6.2.02,7.08,18.015,19)nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, RefChem:194264, C04AX07, 216-576-3, Devincan, Minorine, (+)-Vincamine, Vincamin, Anasclerol, Monorin, Devinkan, Vincasaunier, Decincan, Vincapront, Vinkametrin, Minorin, MFCD00078054, Vincachron, Vincapan, Vinca-Ecobi, Vinca-Minor, Alkaloid obtained from Vinca minor, Anasclerol (base), 14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester, Vincamine (INN), Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methylester, (3a,14b,16a)-, VINCAMINE [INN], Methyl (41S,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, Vincamina [DCIT], Vincamine base, Vincaminum [INN-Latin], Vincamine [INN:BAN:DCF], HSDB 7150, EINECS 216-576-3, NSC 91998, UNII-996XVD0JHT, Pervincamine;, Vincamarine;, Minorine;, Vincamine CRS, NCGC00094824-01, Prestwick_495, CAS-1617-90-9, Vincamine for system suitability CRS, Cetal retard (TN), Vincamine, 98%, Vincamine (Standard), VINCAMINE [MI], VINCAMINE [HSDB], Prestwick0_000271, Prestwick1_000271, Prestwick2_000271, Prestwick3_000271, VINCAMINE [MART.], VINCAMINE [WHO-DD], Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16.), BSPBio_000142, GTPL349, MLS002154249, SCHEMBL147179, SPBio_002361, BPBio1_000158, CHEMBL1165342, SCHEMBL29710919, VINCAMINE [EP MONOGRAPH], BCBcMAP01_000080, HY-B1021R, HMS1568H04, HMS2095H04, HMS2268C20, HMS3712H04, HY-B1021, Tox21_111342, Tox21_301968, s3891, AKOS015896471, Tox21_111342_1, CCG-208544, CS-4536, DB13374, EBC-618387, FV65205, KS-5179, SMP1_000314, Vincamine, analytical reference material, NCGC00184983-01, NCGC00184983-03, NCGC00255542-01, AC-22625, SMR000112509, SY057985, NS00006858, C09251, D08677, F463487, Q416225, BRD-K40902647-001-03-7, Vincamine Working Standard (Secondary Reference Standard), Methyl 14beta-hydroxy-3alpha,16alpha-14,15-dihydroeburnamenine-14alpha-carboxylate, (3alpha,14beta,16alpha)-14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester, (4(1)S,12S,13aS)-methyl 13a-ethyl-12-hydroxy-2,3,4(1),5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, (41S,12S,13aS)-methyl 13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate, Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-,methyl ester, (3alpha,14beta,16alpha)-, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0?,?.0?,??.0??,??]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate, methyl(15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate, Methyl(41S,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate
Theoretical properties:
molecular_formula: C21H26N2O3
molecular_weight: 354.4 g/mol
exact_mass: 354.19434270 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 54.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow crystals from acetone or methanol
color: Yellow crystals from acetone or methanol
melting_point: 232-233 °C
solubility: In water, 62 mg/L @ 25 °C /Estimated/
vapor_pressure: 1.1X10-12 mm Hg @ 25 °C /Estimated/
Descriptions:
pubchem: Vincamine is a methyl ester, a vinca alkaloid, an organic heteropentacyclic compound, an alkaloid ester and a hemiaminal. It has a role as a metabolite, a vasodilator agent and an antihypertensive agent. It is functionally related to an eburnamenine.
chembl: VINCAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Vincamine is a monoterpenoid indole alkaloid found in the leaves of Vinca minor (lesser periwinkle), comprising about 25–65% of its indole alkaloids by weight.  It can also be synthesized from related alkaloids.