JAZL/ChemGist-CHON huggingface dataset:
Compound: Cryptopine
SMILES: O=C1c2c(cc(OC)c(c2)OC)CCN(C)Cc3c(C1)ccc4c3OCO4
InChIKey: XPOJSWHIKCNLEQ-UHFFFAOYSA-N
Synonyms: Cryptopine, Cryptopin, 482-74-6, Cryptocavine, Kryptocavin, Kryptopine, MW13X5YK4A, NSC-32984, DTXSID40197463, 12,13,14,15,-Tetrahydro-9,10-dimethoxy-14-methylbenzo(e)-1,3-dioxolo(4,5-1)(2)benzazecin-7(6H)-one, 6,7-dimethoxy-12-methyl-16,18-dioxa-12-azatetracyclo[12.7.0.04,9.015,19]henicosa-1(14),4,6,8,15(19),20-hexaen-3-one, 6,7-dimethoxy-12-methyl-16,18-dioxa-12-azatetracyclo(12.7.0.04,9.015,19)henicosa-1(14),4,6,8,15(19),20-hexaen-3-one, RefChem:919235, DTXCID50119954, 207-584-8, NSC32984, MLS000737655, SMR000386998, EINECS 207-584-8, NSC 32984, UNII-MW13X5YK4A, BRN 0354948, coryptopine, Thalisopyrine, alpha-cryptopin, Cryptocavine;, 482-74-6 (free base), CRYPTOPINE [MI], Oprea1_763951, 2,3-dimethoxy-13-methyl-12,13,14,15-tetrahydro[1,3]benzodioxolo[4,5-c]benzo[g]azecin-5(6h)-one, 4-27-00-06652 (Beilstein Handbook Reference), MLS001048981, SCHEMBL178039, orb1697656, CHEMBL1339015, SCHEMBL29419477, XPOJSWHIKCNLEQ-UHFFFAOYSA-N, HMS2268G15, TNP00336, STL561433, AKOS002141588, Cryptopine (Cryptocavine, Thalisopyrine), NCGC00017386-01, NCGC00017386-02, NCGC00017386-03, NCGC00142563-01, NCGC00142563-02, 11,12-dimethoxy-7-methyl-6,8,9,15-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c]benzo[g]azecin-14(7H)-one, Benzo(e)-1,3-dioxolo(4,5-l)(2)benzazecin-12(5H)-one, 4,6,7,13-tetrahydro-9,10-dimethoxy-5-methyl-, ST057707, NS00031783, AJ-738/21166025, Q1142307, Benzo[e]-1,5-l][2]benzazecin-12(5H)-one, 4,6,7,13-tetrahydro-9,10-dimethoxy-5-methyl-, 11,12-dimethoxy-7-methyl-4H,6H,8H,9H,15H-benzo[1'',2''-4',5']azecino[9',8'-3,4 ]benzo[d]1,3-dioxolen-14-one, 11,12-dimethoxy-7-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c]benzo[g]azecin-14(15H)-one, 11,12-dimethoxy-7-methyl-6,8,9,15-tetrahydro[1,3]benzodioxolo[4,5-c]benzo[g]azecin-14(7H)-one, 2,3-Dimethoxy-13-methyl-12,13,14,15-tetrahydro-10H-[1,3]benzodioxolo[4,5-c]benzo[g]azecin-5(6H)-one, 2,3-dimethoxy-13-methyl-12,13,14,15-tetrahydrobenzo[g][1,3]benzodioxolo[4,5-c]azecin-5(6H)-one, 4,6,7,13-TETRAHYDRO-9,10-DIMETHOXY-5-METHYLBENZO(G)-1,3-BENZODIOXOLO(4,5-C)AZECIN-12(5H)-ONE, Kryptopine; 11,12-dimethoxy-7-methyl-6,8,9,15-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c]benzo[g]azecin-14(7H)-one
Theoretical properties:
molecular_formula: C21H23NO5
molecular_weight: 369.4 g/mol
exact_mass: 369.15762283 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 27
topological_polar_surface_area: 57.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Cryptopine is an opium alkaloid. It is found in plants in the family Papaveraceae, including Argemone mexicana.
Compound: Acetylcorynoline
SMILES: O=C(O[C@@H]1[C@@]2(c3c(c4OCOc4cc3)CN([C@@H]2c5cc6OCOc6cc5C1)C)C)C
InChIKey: PUHCFWFODBLSAP-WWNPGLIZSA-N
Synonyms: Acetylcorynoline, 18797-80-3, Corynoline, acetate (ester), (+)-Corynoline acetate, 6ZFQ6Y9RZD, [(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] acetate, DTXSID70172127, ((1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo(11.11.0.02,10.04,8.014,22.017,21)tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl) acetate, RefChem:552492, DTXCID9094618, Corynoline acetate, O-Acetylcorynoline, MFCD28385837, (5bR,6S,12bR)-5b,13-Dimethyl-5b,6,7,12b,13,14-hexahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-6-yl acetate, UNII-6ZFQ6Y9RZD, orb1301240, CHEMBL4129674, SCHEMBL23246123, SCHEMBL29875092, CHEBI:188060, HY-N0759, O~11~-Acetyl-13-methylchelidonine, s3269, AKOS030632865, EBC-616475, FA73888, AC-34942, DA-50142, MS-27044, CS-0009786, CHELIDONINE, 13-METHYL-, ACETATE (ESTER), Q15410236, (1,3)BENZODIOXOLO(5,6-C)-1,3-DIOXOLO(4,5-I)PHENANTHRIDIN-6-OL, 5B,6,7,12B,13,14-HEXAHYDRO-5B,13-DIMETHYL-, ACETATE (ESTER), (5BR,6S,12BR)-, (1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2(10),3,8,14(22),15,17(21)-hexaen-12-yl acetate
Theoretical properties:
molecular_formula: C23H23NO6
molecular_weight: 409.4 g/mol
exact_mass: 409.15253745 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 2
heavy_atom_count: 30
topological_polar_surface_area: 66.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Acetylcorynoline is a benzophenanthridine alkaloid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Acetylcorynoline is a bio-active isolate of Corydalis ambigua. It inhibits the maturing of bone marrow-derived dendritic cells in mice. However, it is only cytotoxic in amounts of greater than 20 μM.
Compound: Cyclanoline
SMILES: O(c1c(O)cc2[C@H]3[N@@+](Cc4c(O)c(OC)ccc4C3)(C)CCc2c1)C
InChIKey: LKLWVKCEYSPQHL-KKSFZXQISA-O
Synonyms: Cyclanoline, Cissamine, 18556-27-9, 77QC59KBD2, (7S,13aS)-3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol, CHEBI:76923, DTXSID00171789, 6H-Dibenzo(a,g)quinolizinium, 5,8,13,13a-tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-, (7S-cis)-, (7S,13aS)-3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino(2,1-b)isoquinolin-7-ium-2,9-diol, 6H-Dibenzo[a,g]quinolizinium, 5,8,13,13a-tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-, (7S-cis)-, RefChem:129178, DTXCID5094280, UNII-77QC59KBD2, cyclanolin, alpha-Cyclanoline, (-)-Cyclanoline, (-)-Cissamine, (S,S)-N-methylscoulerine, (S)-cis-N-methylscoulerine, orb1739363, SCHEMBL29556643, Q15410909, (7S,13aS)-2,9-Dihydroxy-3,10-dimethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-7-ium, (7S,13aS)-2,9-dihydroxy-3,10-dimethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolinium, (7S,13aS)-5,8,13,13a-Tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-6H-dibenzo[a,g]quinolizinium, 6H-Dibenzo[a,g]quinolizinium, 5,8,13,13a-tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-, (7S,13aS)-, 6H-Dibenzo[a,g]quinolizinium,5,8,13,13a-tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-,(7s,13as)-
Theoretical properties:
molecular_formula: C20H24NO4+
molecular_weight: 342.4 g/mol
exact_mass: 342.17053325 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 25
topological_polar_surface_area: 58.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cyclanoline is a charged berberine alkaloid obtained by N-methylation of (S)-scoulerine. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a plant metabolite. It is a berberine alkaloid and a quaternary ammonium ion. It is functionally related to a (S)-scoulerine.
chebi: A charged berberine alkaloid obtained by <em>N</em>-methylation of (<i>S</i>)-scoulerine.
wikipedia: Cyclanoline is an acetylcholinesterase inhibitor isolated from Stephania venosa tuber.
Compound: 3,5-Dimethylpiperidine
SMILES: N1CC(CC(C1)C)C
InChIKey: IDWRJRPUIXRFRX-UHFFFAOYSA-N
Synonyms: 3,5-Dimethylpiperidine, Piperidine, 3,5-dimethyl-, EINECS 252-730-6, DTXSID80865790, RefChem:91614, DTXCID30814157, 252-730-6, IDWRJRPUIXRFRX-UHFFFAOYSA-N, 35794-11-7, 3,5-Lupetidine, MFCD00005996, trans-3,5-dimethylpiperidine, 3alpha,5beta-Dimethylpiperidine, 3,5-Dimethylpiperidine, cis and trans, 32452-46-3, piperidine, 3,5-dimethyl-, (3R,5R)-, 3,5-Dimethylpiperidine, cis + trans, 3,5-dimethylpiperdine, 3,5 dimethylpiperidine, 3,5-dimethylpiperadine, 3.5-Dimethylpiperidine, Hexahydro-3,5-lutidine, 3,5-dimethyl-piperidine, SCHEMBL25874, SCHEMBL40876, orb3023385, SCHEMBL6590193, SCHEMBL15155065, 1400912-79-9, (3R,5S)-3,5-dimethyl piperidine, SBB027312, AKOS000118824, AKOS016039390, CS-W011255, SB33653, SB41077, CS-17341, DA-34969, Piperidine, 3,5-dimethyl-, (3S,5S)-, DB-003058, D1411, NS00058878, ST45255398, EN300-19582, D77718, SR-01000944739, SR-01000944739-1, F2190-0337, Z104474332
Theoretical properties:
molecular_formula: C7H15N
molecular_weight: 113.20 g/mol
exact_mass: 113.120449483 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Dimethylpiperidine may refer to:

2,6-Dimethylpiperidine
3,5-Dimethylpiperidine
Compound: Yuanhunine
SMILES: O(c1c(O)ccc2c1CN3CCc4c([C@H]3[C@H]2C)cc(OC)c(c4)OC)C
InChIKey: PVYYNJAXBCIMNG-FKIZINRSSA-N
Synonyms: Yuanhunine, 104387-15-7, E2JUV4TX4M, (13S,13aR)-2,3,9-trimethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol, DTXSID10146443, 6H-Dibenzo(a,g)quinolizin-10-ol, 5,8,13,13a-tetrahydro-2,3,9-trimethoxy-13-methyl-, (13S-trans)-, (13S,13aR)-2,3,9-trimethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino(2,1-b)isoquinolin-10-ol, RefChem:195775, DTXCID1068934, Yuanhunine., UNII-E2JUV4TX4M, orb1680352, SCHEMBL28001114, SCHEMBL29617778, GLXC-19125, (+)-10-O-DEMETHYLCORYDALINE, AKOS040763434, FS-8284, CS-0063373, Q15427928, (13S,13aR)-2,3,9-Trimethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-10-ol, (13S,13AR)-5,8,13,13A-TETRAHYDRO-2,3,9-TRIMETHOXY-13-METHYL-6H-DIBENZO(A,G)QUINOLIZIN-10-OL
Theoretical properties:
molecular_formula: C21H25NO4
molecular_weight: 355.4 g/mol
exact_mass: 355.17835828 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 26
topological_polar_surface_area: 51.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Yuanhunine is an anti-allergic alkaloid isolated from Corydalis.
Compound: 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidyl]-1-phenylethanol
SMILES: OC(c1ccccc1)CC2N(C(CCC2)CC(O)c3ccccc3)C
InChIKey: OWGJQNXIWMMDTH-UHFFFAOYSA-N
Synonyms: 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidyl]-1-phenylethanol, 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanol, 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidyl)-1-phenylethanol, 2-(6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanol, RefChem:935368, NSC665339, (+/-)-lobelanidine, Lobelidiol,10-diphenyl-, Prestwick0_000582, Prestwick1_000582, Prestwick2_000582, Prestwick3_000582, BSPBio_000424, SPBio_002643, BPBio1_000468, 2-[6-(2-hydroxy-2-phenyl-ethyl)-1-methyl-2-piperidyl]-1-phenyl-ethanol, CHEMBL1906848, Lobelanidine (6CI,7CI,8CI), SCHEMBL27592436, CHEBI:91776, AAA55272, NSC95097, NSC-665339, NCGC00179562-01, 2, 1-methyl-.alpha.,.alpha.'-diphenyl-, HY-114791, AB00514651, CS-0064336, BRD-A59215453-003-03-3, Q15426227, 2,2'-(1-Methylpiperidine-2,6-diyl)bis(1-phenylethan-1-ol), 2,6-Piperidinediethanol, 1-methyl-.alpha.,.alpha.'-diphenyl-, Benzyl alcohol,.alpha.'-[(1-methyl-2,6-piperidinediyl)dimethylene]di-
Theoretical properties:
molecular_formula: C22H29NO2
molecular_weight: 339.5 g/mol
exact_mass: 339.219829168 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 43.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenylethanol is an aralkylamine.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Lobelanine
SMILES: O=C(c1ccccc1)C[C@@H]2N([C@@H](CCC2)CC(=O)c3ccccc3)C
InChIKey: IDEMKXUAULKYJV-BGYRXZFFSA-N
Synonyms: Lobelanine, 579-21-5, 4XWB84090T, DTXSID10206617, Ethanone, 2,2'-(1-methyl-2,6-piperidinediyl)bis(1-phenyl-, cis-, 2-[(2S,6R)-1-methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone, 2-((2R,6S)-1-methyl-6-phenacyl-2-piperidyl)-1-phenyl-ethanone, 2-((2S,6R)-1-methyl-6-phenacylpiperidin-2-yl)-1-phenylethanone, 2-[(2R,6S)-1-methyl-6-phenacyl-2-piperidyl]-1-phenyl-ethanone, Ethanone, 2,2'-(1-methyl-2,6-piperidinediyl)bis[1-phenyl-, cis-, RefChem:1048383, DTXCID40129108, Lobeline EP Impurity B, 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon, UNII-4XWB84090T, CHEMBL331161, 2-[(2R,6S)-1-methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone, AC1L9D5E, Lobelanin, cis-Lobelanin, MESO-LOBELANINE, LOBELANINE [MI], Compound TCFN00444, SureCN3448367, CHEBI:6508, orb1989722, SCHEMBL3448367, 8,10-DIPHENYLLOBELIDIONE, IDEMKXUAULKYJV-BGYRXZFFSA-N, 1-Methyl-2,6-bisphenacylpiperidine, HY-N8505, AKOS040740429, DA-65040, MS-25080, CS-0145235, F82796, F622142, Q15426225, 2,2'-((2R,6S)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone), 2,2'-[(2R,6S)-1-Methylpiperidine-2,6-diyl]bis(1-phenylethan-1-one), ETHANONE, 2,2'-(1-METHYL-2,6-PIPERIDINEDIYL)BIS(1-PHENYL-, (2R,6S)-REL-
Theoretical properties:
molecular_formula: C22H25NO2
molecular_weight: 335.4 g/mol
exact_mass: 335.188529040 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 37.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lobelanine is a member of acetophenones.
wikipedia: Lobelanine is a chemical precursor in the biosynthesis of lobeline.
SMILES: O=[N+](O[C@]12C[C@]3(N)C[C@](C1)(C[C@@](C2)(CC)C3)CC)[O-]
InChIKey: SENUTBBWBZZNRT-LVEBTZEWSA-N
Theoretical properties:
molecular_formula: C14H24N2O3
molecular_weight: 268.35 g/mol
exact_mass: 268.17869263 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 19
topological_polar_surface_area: 81.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: Methylanhalonidine
SMILES: O(c1c(O)c2c(CCN(C2C)C)cc1OC)C
InChIKey: NKHMWHLJHODBEP-UHFFFAOYSA-N
Synonyms: Methylanhalonidine, (+/-)-Pellotine (hydrochloride), 6,7-dimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinolin-8-ol, (?)-Pellotine (hydrochloride), 19622-05-0, 26126-01-2, orb2942892, CHEMBL5195212, SCHEMBL25374841, DTXSID50871560, NKHMWHLJHODBEP-UHFFFAOYSA-N, HY-170908, Q15425290, 6,7-Dimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol
Theoretical properties:
molecular_formula: C13H19NO3
molecular_weight: 237.29 g/mol
exact_mass: 237.13649347 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 41.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a unknown type listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: O-Methylanhalonidine is a tetrahydroisoquinoline alkaloid found in peyote (Lophophora williamsii) and various other cactus species. It has been found to act as an inverse agonist of the serotonin 5-HT7 receptor.
Compound: UNII-23XP4B16AN
SMILES: O(c1c(O)c2c(CCN[C@H]2C)cc1OC)C
InChIKey: PRNZAMQMBOFSJY-ZETCQYMHSA-N
Synonyms: UNII-23XP4B16AN, 17627-77-9, (1S)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol, 23XP4B16AN, ANHALONIDINE [MI], (+)-ANHALONIDINE, ANHALONIDINE, (+)-, SCHEMBL9852535, DTXSID60876920, 6,7-dimethoxy-8-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline, AKOS000277780, 8-Isoquinolinol, 1,2,3,4-tetrahydro-6,8-dimethoxy-1-methyl-, (S)-, 8-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-METHYL-, (1S)-
Theoretical properties:
molecular_formula: C12H17NO3
molecular_weight: 223.27 g/mol
exact_mass: 223.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 16
topological_polar_surface_area: 50.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Anhalonidine, also known as N-desmethylpellotine, a naturally occurring tetrahydroisoquinoline alkaloid which can be isolated from certain members of the cactus family, such as Lophophora. It is structurally related to mescaline. Anhalonidine produced no hallucinogenic effects in humans at doses of up to 250 mg. However, it has been reported to have a calming or sedative effect instead, with about one-fourth the potency of pellotine and with marked sedation occurring at doses of 100 to 250 mg. Anhalonidine has been found to act as a potent inverse agonist of the serotonin 5-HT7 receptor.
Compound: Anhalamine
SMILES: O(c1c(O)c2c(CCNC2)cc1OC)C
InChIKey: DVQVXTPSJBCBJI-UHFFFAOYSA-N
Synonyms: Anhalamine, N-Demethylanhalidine, 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-8-ol, UNII-J4WH1Y00ON, J4WH1Y00ON, ANHALAMINE [MI], 8-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-, DTXSID80214527, 1,2,3,4-tetrahydro-6,7-dimethoxy-8-isoquinolinol, 6,7-dimethoxy-8-hydroxy-1,2,3,4-tetrahydroisoquinoline, RefChem:112756, DTXCID10137018, DVQVXTPSJBCBJI-UHFFFAOYSA-N, 643-60-7, AC1L2C1E, SureCN675760, SCHEMBL675760, SCHEMBL29396030, CHEBI:31543, AKOS004902004, Q15410282
Theoretical properties:
molecular_formula: C11H15NO3
molecular_weight: 209.24 g/mol
exact_mass: 209.10519334 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 15
topological_polar_surface_area: 50.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Epinorgalanthamine is a member of isoquinolines.
wikipedia: Anhalamine is a naturally occurring tetrahydroisoquinoline alkaloid which can be isolated from Lophophora williamsii. It is structurally related to mescaline. It has been found to act as a potent inverse agonist of the serotonin 5-HT7 receptor.
Compound: Anhalidine
SMILES: O(c1c(O)c2c(CCN(C2)C)cc1OC)C
InChIKey: DTXOXOHMRGAFDX-UHFFFAOYSA-N
Synonyms: Anhalidine, 6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-8-ol, 4E6N7C369C, 8-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, DTXSID60176992, 1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-8-ISOQUINOLINOL, RefChem:112758, DTXCID6099483, DTXOXOHMRGAFDX-UHFFFAOYSA-N, 2245-94-5, UNII-4E6N7C369C, orb2813860, SCHEMBL30101701, 6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol, AKOS004902131, Q15410281
Theoretical properties:
molecular_formula: C12H17NO3
molecular_weight: 223.27 g/mol
exact_mass: 223.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 16
topological_polar_surface_area: 41.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Anhalidine  is a naturally occurring tetrahydroisoquinoline based alkaloid which can be isolated from Lophophora williamsii; it has also been detected in other cactii and several species of Acacia. It is part of a family of compounds that are structurally related to mescaline. Anhalidine has been found to act as a potent inverse agonist of the serotonin 5-HT7 receptor.
Compound: Anhalinine
SMILES: O(c1c(OC)c2c(CCNC2)cc1OC)C
InChIKey: GOBKARNYNSWQFZ-UHFFFAOYSA-N
Synonyms: Anhalinine, 642-30-8, Isoquinoline, 1,2,3,4-tetrahydro-6,7,8-trimethoxy-, 1,2,3,4-tetrahydro-6,7,8-trimethoxyisoquinoline, JZ4K38GMN6, RefChem:906622, 6,7,8-Trimethoxy-1,2,3,4-tetrahydroisoquinoline, UNII-JZ4K38GMN6, SCHEMBL5016277, CHEMBL1186194, DTXSID10982742, AAA64230, AKOS000277743, DB-073469, G53622, EN300-7538415, 1,2,3,4-Tetrahydroquinoline, 6,7,8-trimethoxy-, 6,7,8-Trimethoxy-1,2,3,4-tetrahydroisoquinoline #, Q15410280
Theoretical properties:
molecular_formula: C12H17NO3
molecular_weight: 223.27 g/mol
exact_mass: 223.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 16
topological_polar_surface_area: 39.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Anhalinine, also known as O-methylanhalamine or mescaline-CR, is a tetrahydroisoquinoline alkaloid found in Lophophora williamsii (peyote) and other cacti. It is structurally related to mescaline and is a cyclized phenethylamine analogue of mescaline. Anhalinine is also pharmacologically active, but is only a minor constituent of peyote and is unlikely to contribute to its effects.
Simple isoquinoline alkaloids of mescaline-containing cacti like anhalinine have received relatively little investigation. Arthur Heffter found many of them to produce no effects similar to those of mescaline. However, some of them have been found to produce convulsions in animals at high doses. Anhalinine specifically has been described as having "stimulant" properties due to inhibiting cholinergic neurotransmission. Alexander Shulgin tried anhalinine at small doses of 0.5 to 4.3 mg but experienced no effects.
Anhalinine has been found to act as a low-potency inverse agonist of the serotonin 5-HT7 receptor, with an EC50Tooltip half-maximal effective concentration of 2,722 nM and an EmaxTooltip half-maximal effective concentration of –85%. This was much less potent in terms of this action than certain other tetrahydroisoquinolines like pellotine and anhalidine. Serotonin 5-HT7 receptor inverse agonism might be involved in the sedative and hypnotic effects of certain peyote alkaloids like pellotine and anhalonidine.
Anhalinine was first isolated from peyote by Ernst Späth in 1935. Shulgin bioassayed it in 1963.
Compound: N-Methylmescaline
SMILES: O(c1c(OC)cc(CCNC)cc1OC)C
InChIKey: OTXANOLOOUNVSR-UHFFFAOYSA-N
Synonyms: N-Methylmescaline, RefChem:830737, 4838-97-4, 4838-96-4, N-Methyl-2-(3,4,5-trimethoxyphenyl)ethanamine, Benzenethanamine, 3,4,5-trimethoxy-N-methyl-, Benzenethanamine,3,4,5-trimethoxy-N-methyl-, methyl[2-(3,4,5-trimethoxyphenyl)ethyl]amine, LNN57P8WGG, N-methyl-3,4,5-trimethoxyphenethylamine, Benzeneethanamine,3,4,5-trimethoxy-N-methyl-, n-Methyl-2-(3,4,5-trimethoxyphenyl)ethan-1-amine, AC1L3CNA, Benzeneethanamine, 3,4,5-trimethoxy-N-methyl-, Mescaline, N-methyl-, UNII-LNN57P8WGG, Phenethylamine, 3,4,5-trimethoxy-N-methyl-, C08310, CHEBI:7319, CHEMBL100531, SCHEMBL4320087, SCHEMBL8309943, DTXSID00197505, AKOS000277427, N-Methyl-3,4,5-trimethoxybenzeneethanamine, CS-0302462, EN300-1853035, 3,4,5-TRIMETHOXY-N-METHYLBENZENEETHANAMINE, N-Methyl-2-(3,4,5-trimethoxyphenyl)ethanamine #, Q15425805, (METHYL)(2-(3,4,5-TRIMETHOXYPHENYL)ETHYL)AMINE, N-methyl-N-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-amine
Theoretical properties:
molecular_formula: C12H19NO3
molecular_weight: 225.28 g/mol
exact_mass: 225.13649347 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 16
topological_polar_surface_area: 39.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: N-methylmescaline is a member of the class of methoxybenzenes that is benzene substituted by a 2-(methylamino)ethyl at position 1 and by methoxy groups at positions 3, 4 , and 5. It has a role as a plant metabolite. It is a phenethylamine alkaloid, a secondary amino compound and a member of methoxybenzenes. It is functionally related to a mescaline. It is a conjugate base of a N-methylmescalinium.
chebi: A member of the class of methoxybenzenes that is benzene substituted by a 2-(methylamino)ethyl at position 1 and by methoxy groups at positions 3, 4 , and 5.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: N-Methylmescaline (NMM), also known as methylmescaline (M-M), is an alkaloid and serotonin receptor modulator of the phenethylamine family related to mescaline that occurs naturally in cacti including Lophophora williamsii (peyote), Pelecyphora aselliformis, and Pachycereus pringlei, among others.