Molecule

Nantenine; (±)-form

AlkaPlorer ID: AK307352

Synonym: None

IUPAC Name: 18,19-dimethoxy-13-methyl-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaene

Structure

SMILES: COC1=CC2=C3C(=C1OC)C1=CC4=C(C=C1CC3N(C)CC2)OCO4

InChI: InChI=1S/C20H21NO4/c1-21-5-4-11-7-17(22-2)20(23-3)19-13-9-16-15(24-10-25-16)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3

InChIKey: WSVWKHTVFGTTKJ-UHFFFAOYSA-N

Reference

<I>Chemische u. pharmakologische Studien &uuml;ber ein in den Fruchten der Nandina domestica enthaltene sneues Alkaloid &ldquo;Nantenin.&rdquo; </I>

PubChem CID: 181743

CAS: 2565-01-7

LOTUS: LTS0119545

COCONUT: CNP0165224.2

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Nandina domestica	Nandina	Berberidaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cassytha pubescens	Cassytha	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 339.3910000000002

TPSA？: 40.16

MolLogP？: 3.184600000000001

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Alpha-1a adrenergic receptor	Ke	36.0	nM	10.1016/j.bmc.2011.08.019
Homo sapiens	Alpha-1a adrenergic receptor	Ke(app)	36.0	nM	10.1016/j.bmcl.2015.10.012
Homo sapiens	Alpha-1a adrenergic receptor	Ki	2.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Alpha-1b adrenergic receptor	Ki	1191.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Alpha-1d adrenergic receptor	Ki	340.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Alpha-2a adrenergic receptor	Ki	1288.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Alpha-2b adrenergic receptor	Ki	252.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Alpha-2c adrenergic receptor	Ki	181.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Beta-1 adrenergic receptor	Ki	8565.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Beta-2 adrenergic receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Beta-3 adrenergic receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Caco-2	IC50	36200.0	nM	10.1016/j.bmcl.2011.06.005
Homo sapiens	Delta opioid receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine D1 receptor	Ki	895.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine D2 receptor	Ki	858.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine D3 receptor	Ki	309.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine D4 receptor	Ki	262.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine D5 receptor	Ki	2397.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Dopamine transporter	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	HCT-116	IC50	38300.0	nM	10.1016/j.bmcl.2011.06.005
Homo sapiens	Histamine H1 receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Histamine H2 receptor	Ki	672.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Histamine H3 receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Histamine H4 receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Kappa opioid receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Mu opioid receptor	Ki	7265.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Muscarinic acetylcholine receptor M3	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Norepinephrine transporter	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 1b (5-HT1b) receptor	Ki	100.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 1b (5-HT1b) receptor	Ki	100.0	nM	10.1016/j.bmcl.2015.07.012
Homo sapiens	Serotonin 1d (5-HT1d) receptor	Ki	49.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 1e (5-HT1e) receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ke	850.0	nM	10.1016/j.bmc.2010.06.043
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ke	850.0	nM	10.1016/j.bmcl.2009.03.048
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ke(app)	850.0	nM	10.1016/j.bmcl.2015.10.012
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ki	832.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Ki	543.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Ki	543.0	nM	10.1016/j.bmcl.2015.07.012
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Ki	1069.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 3a (5-HT3a) receptor	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 5a (5-HT5a) receptor	Ki	2224.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 6 (5-HT6) receptor	Ki	257.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin 7 (5-HT7) receptor	Ki	67.0	nM	10.1016/j.bmcl.2009.11.053
Homo sapiens	Serotonin transporter	Ki	244.0	nM	10.1016/j.bmcl.2009.11.053
None	ADMET	IC50	56500.0	nM	10.1016/j.bmcl.2011.06.005
None	Unchecked	Ki	10000.0	nM	10.1016/j.bmcl.2009.11.053
None	Unchecked	Ratio Ke	0.04	None	10.1016/j.bmcl.2015.10.012