Molecule

Stepholidine

AlkaPlorer ID: AK006739

Synonym: None

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

Structure

SMILES: COC1=CC2=C(C=C1O)[C@@H]1CC3=C(CN1CC2)C(OC)=C(O)C=C3

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

InChIKey: JKPISQIIWUONPB-HNNXBMFYSA-N

Reference

Alkaloids from Dactylicapnos torulosa

PubChem CID: 6917970

CAS: 16562-13-3

LOTUS: LTS0267492

SuperNatural Ⅲ: SN0167978-01

NPASS: NPC189266

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Fibraurea recisa	Fibraurea	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Passiflora coccinea	Passiflora	Passifloraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Achyrocline satureioides	Achyrocline	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Maytenus octogona	Maytenus	Celastraceae	Celastrales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Heliothis maritima	Heliothis	Noctuidae	Lepidoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Agathosma bisulca	Agathosma	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brickellia dentata	Brickellia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Menispermum dauricum	Menispermum	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Russula paludosa	Russula	Russulaceae	Russulales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Stephania delavayi	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Karwinskia subcordata	Karwinskia	Rhamnaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sinomenium acutum	Sinomenium	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Funneliformis mosseae	Funneliformis	Glomeraceae	Glomerales	Glomeromycetes	Mucoromycota	Fungi	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	AGS	Activity	nan	None	10.1021/np000176e
Homo sapiens	Coagulation factor III	IC50	104.58	nM	10.1016/j.bmc.2012.11.002
Homo sapiens	DLD-1	Activity	nan	None	10.1021/np000176e
Homo sapiens	Dopamine D1 receptor	Activity	nan	None	10.1016/j.bmc.2009.08.028
Homo sapiens	Dopamine D1 receptor	EC50	23.0	nM	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D1 receptor	Emax	nan	None	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D1 receptor	IC50	12.29	nM	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D1 receptor	IC50	nan	None	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D1 receptor	Imax	nan	None	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D1 receptor	Inhibition	50.0	%	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D1 receptor	Inhibition	99.8	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D1 receptor	Inhibition	99.8	%	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D1 receptor	Ki	3.4	nM	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D1 receptor	Ki	5.9	nM	10.1016/j.bmc.2009.08.028
Homo sapiens	Dopamine D1 receptor	Ki	5.9	nM	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D1 receptor	Ki	6.23	nM	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D1 receptor	Ki	12.29	nM	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D2 receptor	Activity	nan	None	10.1016/j.bmc.2009.08.028
Homo sapiens	Dopamine D2 receptor	IC50	105.41	nM	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D2 receptor	IC50	4380.0	nM	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D2 receptor	Inhibition	50.0	%	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D2 receptor	Inhibition	97.5	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D2 receptor	Inhibition	97.5	%	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D2 receptor	Ki	11.0	nM	10.1016/j.bmc.2012.12.016
Homo sapiens	Dopamine D2 receptor	Ki	56.17	nM	10.1016/j.bmc.2012.05.057
Homo sapiens	Dopamine D2 receptor	Ki	105.41	nM	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D2 receptor	Ki	974.0	nM	10.1016/j.bmc.2009.08.028
Homo sapiens	Dopamine D2 receptor	Ki	974.0	nM	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D3 receptor	Inhibition	50.0	%	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D3 receptor	Inhibition	98.07	%	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D3 receptor	Ki	30.0	nM	10.1016/j.bmc.2016.03.037
Homo sapiens	Dopamine D3 receptor	Ki	30.0	nM	10.1016/j.ejmech.2016.09.036
Homo sapiens	Dopamine D3 receptor	Ki	90.02	nM	10.1016/j.bmc.2014.09.024
Homo sapiens	Dopamine D4 receptor	Ki	3748.0	nM	10.1016/j.bmc.2009.08.028
Homo sapiens	Dopamine D5 receptor	Ki	4.4	nM	10.1016/j.bmc.2009.08.028
Homo sapiens	HepG2	Activity	nan	None	10.1021/np000176e
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Inhibition	89.3	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Inhibition	89.3	%	10.1016/j.bmc.2014.09.024
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Inhibition	89.31	%	10.1016/j.bmc.2012.05.057
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	45.6	%	10.1016/j.bmc.2012.05.057
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Inhibition	45.6	%	10.1016/j.bmc.2012.12.016
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Inhibition	45.6	%	10.1016/j.bmc.2014.09.024
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ki	nan	None	10.1016/j.bmc.2012.12.016
Rattus norvegicus	Alpha-1a adrenergic receptor	Ki	2238.72	nM	10.1021/acs.jmedchem.6b01217
Rattus norvegicus	Dopamine D1 receptor	EC50	41100.0	nM	10.1016/j.bmc.2012.05.057
Rattus norvegicus	Dopamine D3 receptor	Ki	30.0	nM	10.1016/j.bmc.2009.08.028
None	NON-PROTEIN TARGET	Activity	nan	None	10.1021/np000176e
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.1c00429
None	Unchecked	Ki	54.0	nM	10.1016/j.bmc.2016.03.037
None	Unchecked	Ratio Ki	9.0	None	10.1016/j.bmc.2012.05.057