Molecule

Aequaline

AlkaPlorer ID: AK013697

Synonym: 'Discretamine', '(-)-Discretamine'

IUPAC Name: (13aS)-2,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-3,10-diol

Structure

SMILES: COC1=CC2=C(C=C1O)CCN1CC3=C(OC)C(O)=CC=C3C[C@@H]21

InChI: InChI=1S/C19H21NO4/c1-23-18-9-13-12(8-17(18)22)5-6-20-10-14-11(7-15(13)20)3-4-16(21)19(14)24-2/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1

InChIKey: OPLHOPJAFJJLPX-HNNXBMFYSA-N

Reference

Alkaloids of Annonaceae. XXXV. Alkaloids of Desmos Tiebaghiensis

PubChem CID: 14378574

LOTUS: LTS0126767

NPASS: NPC172765

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Grevillea hilliana	Grevillea	Proteaceae	Proteales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Micromelum ceylanicum	Micromelum	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 327.38

TPSA？: 62.16000000000001

MolLogP？: 2.770500000000001

Number of H-Donors: 2

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Adrenergic receptor alpha-1	Ratio	24.6	None	10.1021/jm0307741
Homo sapiens	Alpha-1a adrenergic receptor	Ki	616.0	nM	10.1021/jm0307741
Homo sapiens	Alpha-1a adrenergic receptor	Ki	630.0	nM	10.1016/j.bmcl.2004.11.032
Homo sapiens	Alpha-1b adrenergic receptor	Ki	360.0	nM	10.1021/jm0307741
Homo sapiens	Alpha-1d adrenergic receptor	Ki	25.0	nM	10.1021/jm0307741
Homo sapiens	Dopamine D1 receptor	Inhibition	98.3	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D1 receptor	Ki	200.0	nM	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D2 receptor	Inhibition	94.2	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D2 receptor	Ki	113.0	nM	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Inhibition	76.7	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Ki	5000.0	nM	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Inhibition	84.0	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ki	5000.0	nM	10.1016/j.bmc.2012.12.016