Compound: methylergonovine
SMILES: O=C(N[C@H](CO)CC)[C@@H]1C=C2c3c4c([nH]cc4C[C@H]2N(C1)C)ccc3
InChIKey: UNBRKDKAWYKMIV-QWQRMKEZSA-N
Synonyms: methylergonovine, Methylergometrine, Methylergobasin, Methylergobasine, Methylergobrevin, Methylergometrin, Methylergonovin, Partergin, 113-42-8, Basofortina, Ergotyl, Metilergometrina, Methergin, Methylergometrinum, Ergometrine, methyl-, D-Lysergic acid-(+)-butanolamide-(2), N-(alpha-(Hydroxymethyl)propyl)-D-lysergamide, W53L6FE61V, (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide, D-lysergic acid 1-butanolamide, DTXCID303283, DTXSID00904978, Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-1-(hydroxymethyl)propyl)-6-methyl-, (4R,7R)-N-((2S)-1-hydroxybutan-2-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.0^(2,7).0^(12,16))hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide, (4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide, (6aR,9R)-N-((2S)-1-hydroxybutan-2-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide, RefChem:55613, 9,10-Didehydro-N-(1-(hydroxymethyl)-propyl)-D-lysergamide, 9,10-Didehydro-N-[1-(hydroxymethyl)-propyl]-D-lysergamide, G02AB01, (4R,7R)-N-((2S)-1-hydroxybutan-2-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide, 204-027-0, Metrol, Methergen, Methylergometrine maleate, Methylergometrine (INN), CHEMBL1201356, ME 277, NCGC00017258-04, Metilergometrinio, Metilergometrina [DCIT], (8beta)-N-[(2S)-1-hydroxybutan-2-yl]-6-methyl-9,10-didehydroergoline-8-carboxamide, Lysergic acid butanolamide, METHYLERGOMETRINE [INN], Methylergometrine [INN:BAN], Lysergamide, N-((S)-1-(hydroxymethyl)propyl)-, Methylergometrinum [INN-Latin], Metilergometrinio [INN-Spanish], Ergotyl (TN), D-Lysergic acid-dl-hydroxybutylamide-2, HSDB 3364, EINECS 204-027-0, UNII-W53L6FE61V, CAS-113-42-8, H8D, 9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-6-methylergoline-8-carboxamide, 9,10-Didehydro-N-(alpha-(hydroxymethyl)propyl)-6-methyl-ergoline-8-beta-carboxamide, Spectrum_000263, Prestwick3_000374, Spectrum2_000613, Spectrum3_000502, Spectrum5_001879, Biomol-NT_000154, Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-6-methyl-, (8beta(S))-, Lopac0_000794, SCHEMBL78176, BSPBio_000527, BSPBio_002023, GTPL150, KBioSS_000743, METHYLERGONOVINE [MI], DivK1c_000357, SPBio_000546, BPBio1_000442, BPBio1_000581, METHYLERGOMETRINE [HSDB], METHYLERGONOVINE [VANDF], SCHEMBL29368336, CHEBI:92607, KBio1_000357, KBio2_000743, KBio2_003311, KBio2_005879, KBio3_001523, NINDS_000357, UNBRKDKAWYKMIV-QWQRMKEZSA-N, METHYLERGOMETRINE [WHO-DD], Tox21_110809, BDBM50330860, EBC-26652, Tox21_110809_1, CCG-204878, DB00353, SDCCGSBI-0050771.P005, (8beta)-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-9,10-didehydroergoline-8-carboxamide, IDI1_000357, NCGC00017258-03, NCGC00017258-05, NCGC00017258-06, NCGC00017258-08, NCGC00017258-12, NCGC00024646-02, NCGC00024646-03, DA-75495, SBI-0050771.P004, AB00514664, CS-0647098, NS00023683, D08207, AB00053497_03, EN300-6481358, Q424477, ERGOMETRINE MALEATE IMPURITY D [EP IMPURITY], BRD-K34685430-001-01-1, BRD-K34685430-050-04-2, BRD-K34685430-050-06-7, BRD-K34685430-050-11-7, BRD-K34685430-050-12-5, (8|A)-9,10-Didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamide, N-[(2S)-1-Hydroxybutan-2-yl]-6-methyl-9,10-didehydroergoline-8beta-carboxamide, (4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide, (6aR,9R)-N-((S)-1-hydroxybutan-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide, (8.BETA.)-N-((1S)-1-(HYDROXYMETHYL)PROPYL)-6-METHYL-9,10-DIDEHYDROERGOLINE-8-CARBOXAMIDE
Theoretical properties:
molecular_formula: C20H25N3O2
molecular_weight: 339.4 g/mol
exact_mass: 339.19467705 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 25
topological_polar_surface_area: 68.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Prisms from methanol, acetone
color: Prisms from methanol, acetone
Descriptions:
pubchem: (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide is an ergoline alkaloid.
chembl: METHYLERGONOVINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Methylergometrine, also known as methylergonovine and sold under the brand name Methergine, is a medication of the ergoline and lysergamide groups which is used as an oxytocic in obstetrics and as an antimigraine agent in the treatment of migraine headaches. It reportedly produces psychedelic effects similar to those of lysergic acid diethylamide (LSD) at high doses.