Molecular Details

DICL_CP_0324466 - (1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0324466

PubChem CID

9651

Molecular Formula

C₁₇H₂₁NO₃

Molecular Weight

287.359 g/mol

Synonyms/Alias

[galanthamine; Galantamine; 357-70-0; (-)-Galanthamine; Lycoremin; Lycoremine; Jilkon; Galantamina; Galanthaminum; Galantamin; (-)-Galantamine; Galantaminum; Razadyne; NSC 100058; Galantaminum [INN-La...[galanthamine; Galantamine; 357-70-0; (-)-Galanthamine; Lycoremin; Lycoremine; Jilkon; Galantamina; Galanthaminum; Galantamin; (-)-Galantamine; Galantaminum; Razadyne; NSC 100058; Galantaminum [INN-Latin]; Galantamina [INN-Spanish]; (+/-)-Galantamine; Razadyne ER; Bodamine; BRN 0093736; HSDB 7361; UNII-0D3Q044KCA; 0D3Q044KCA; CHEBI:42944; (+/-)-Galanthamine; Reminyl (TN); Galantamine; (+/-)-; Galanthamine; (+/-)-; CHEMBL659; NSC-100058; (4aS;6R;8aS)-4a;5;9;10;11;12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 23173-12-8; DTXSID2045606; 4-27-00-02184 (Beilstein Handbook Reference); 1T835Z585R; Galantaminum (INN-Latin); Galantamina (INN-Spanish); (1S;12S;14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01;12.06;17]heptadeca-6(17);7;9;15-tetraen-14-ol; 6H-Benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 4a;5;9;10;11;12-hexahydro-3-methoxy-11-methyl-; (4aS;6R;8aS)-; GNT; (1S;12S;14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1;12}.0^{6;17}]heptadeca-6;8;10(17);15-tetraen-14-ol; (4aS;6R;8aS)-3-Methoxy-11-methyl-5;6;9;10;11;12-hexahydro-4aH-benzo[2;3]benzofuro[4;3-cd]azepin-6-ol; (4aS;6R;8aS)-4a;5;9;10;11;12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a;3;2-ef][2]benzazepin-6-ol; 6H-Benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 4a;5;9;10;11;12-hexahydro-3-methoxy-11-methyl-; (4aR;6S;8aR)-rel-; 6H-BENZOFURO(3A;3;2-EF)(2)BENZAZEPIN-6-OL; 4A;5;9;10;11;12-HEXAHYDRO-3-METHOXY-11-METHYL-; (4AS;6R;8AS); 6H-Benzofuro[3a;3;2-ef][2]benzazepin-6-ol; 4a;5;9;10;11;12-hexahydro-3-methoxy-11-methyl-; (4aS;6R;8aS)-; Galantamine (USAN/INN); Galantamine [USAN:INN:BAN]; SR-05000001783; 1qti; Galanthamine; 12; Spectrum_001271; 1dx6; GALANTAMINE [MI]; Prestwick0_000588; Prestwick1_000588; Prestwick2_000588; Prestwick3_000588; Spectrum3_001738; Spectrum4_000839; Spectrum5_001673; GALANTAMINE [INN]; GALANTAMINE [HSDB]; GALANTAMINE [USAN]; Probes1_000055; Probes2_000395; GALANTAMINE [VANDF]; SCHEMBL2577; BSPBio_000436; BSPBio_003416; GALANTAMINE [WHO-DD]; KBioGR_001417; KBioSS_001751; BIDD:GT0517; DivK1c_000590; SPBio_002655; BPBio1_000480; GTPL6693; SCHEMBL3293474; UNII-1T835Z585R; ASUTZQLVASHGKV-JDFRZJQESA-; BDBM10404; KBio1_000590; KBio2_001751; KBio2_004319; KBio2_006887; KBio3_002636; N06DA04; ASUTZQLVASHGKV-JDFRZJQESA-N; NINDS_000590; GLXC-03030; HMS2089H03; HMS3885C10; Pharmakon1600-01501202; MFCD00867189; NSC759861; s3866; AKOS015965330; AM62710; CCG-212961; CS-1217; DB00674; NSC-759861; SDCCGMLS-0066737.P001; IDI1_000590; SMP1_000131; NCGC00017256-05; NCGC00017256-11; NCGC00017256-17; NCGC00024731-02; (4aS;6R;8aS)-4a;5;9;10;11;12-Hexahydro-3-methoxy-11-methyl-6H-benzofurol[3a;3;2;-ef][2]benzazepin-6-ol; 6H-Benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 4a;5;9;10;11;12-hexahydro-3-methoxy-11-methyl-; AC-20240; AC-34328; AS-56354; HY-76299; SBI-0051689.P002; NS00003061; C08526; D04292; EN300-708805; AB00053614-09; AB00053614_10; Q412690; SR-05000001783-4; BRD-K49481516-004-03-5; BRD-K49481516-004-04-3; BRD-K49481516-004-09-2; (1S;12S;14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1;12}.0^{6;17}]heptadeca-6(17);7;9;15-tetraen-14-ol; (4aS;6R;8aS)-3-methoxy-11-methyl-4a;5;9;10;11;12-hexahydro-6H-benzo[2;3]benzofuro[4;3-cd]azepin-6-ol; (4aS;6R;8aS)-3-methoxy-11-methyl-5;6;9;10;11;12-hexahydro-4aH-(1)benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 1008759-59-8; 6H-BENZOFURO(3A;3;2-EF)(2)BENZAZEPIN-6-OL; 4A;5;9;10;11;12-HEXAHYDRO-3-METHOXY-11-METHYL-; (4A.ALPHA.;6.BETA.;8AR*)-; 6H-Benzofuro(3a;3;2-ef)(2)benzazepin-6-ol; 4a;5;9;10;11;12-hexahydro-3-methoxy-11-methyl-; (4aalpha;6beta;8ar*)-; InChI=1/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6;12;14;19H;7-10H2;1-2H3/t12-;14-;17-/m0/s1]

InChI Key

ASUTZQLVASHGKV-JDFRZJQESA-N

InChI

InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H...

IUPAC Name

(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol

CAS Number

357-70-0

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

21 24 0 0 0 0 0 0 0 0999 V2000
-2.3196 1.9343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.3221 -1.6422 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.7366 -1...

Download SDF File (1910 bytes)

Experimental Data

Activity Data

Target Ion Channel

Inward rectifier potassium channel 4

Uniprot Accession Number

P48050

Function

Inhibitor

Species

Homo sapiens (Human)

IC₅₀

IC₅₀: 2330 nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.2

Holding Potential

−150 to 40 mV mV

Temperature

Room Temperature

Test Method

Patch-clamping

Test Species

CHO cell (Chinese hamster ovary cell)

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1016/s0304-3940(02)01235-1

URL

N/A (Not available)

PMID

12493597

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

1.8503

Complexity

79.8028

TPSA (Å²)

41.93

H-Bond Donors

H-Bond Acceptors

Ring Count

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