Molecule

Akuammiline

AlkaPlorer ID: AK035432

Synonym: ''

IUPAC Name: methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

Structure

SMILES: C/C=C1/CN2CC[C@]34C(=NC5=CC=CC=C53)[C@@H]2C[C@@H]1[C@@]4(COC(C)=O)C(=O)OC

InChI: InChI=1S/C23H26N2O4/c1-4-15-12-25-10-9-22-16-7-5-6-8-18(16)24-20(22)19(25)11-17(15)23(22,21(27)28-3)13-29-14(2)26/h4-8,17,19H,9-13H2,1-3H3/b15-4-/t17-,19-,22+,23-/m0/s1

InChIKey: QBHALCZZZWCCLV-XIPRXZKPSA-N

Reference

Alkaloids of Alstonia lenormandii, a structural revision of 10-methoxycompactinervine

PubChem CID: 131850432

LOTUS: LTS0251021

NPASS: NPC17447

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Artemisia cana	Artemisia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Callitris rhomboidea	Callitris	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Psilocybe baeocystis	Psilocybe	Strophariaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Alexandrium ostenfeldii	Alexandrium	Pyrocystaceae	Gonyaulacales	Dinophyceae	None	None	Eukaryota

Properties Information

Molecule Weight: 394.4710000000002

TPSA？: 68.2

MolLogP？: 2.787100000000001

Number of H-Donors: 0

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Delta opioid receptor	Inhibition	nan	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Delta opioid receptor	Ki	60300.0	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Delta opioid receptor	Ki	63095.73	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Dopamine D5 receptor	Inhibition	nan	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Dopamine D5 receptor	Ki	10000.0	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Histamine H3 receptor	Inhibition	60.0	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Kappa opioid receptor	Activity	30.0	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Kappa opioid receptor	Inhibition	nan	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Kappa opioid receptor	Ki	1000.0	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Kappa opioid receptor	Ki	1110.0	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Mu opioid receptor	Inhibition	nan	%	10.1021/acs.jnatprod.0c01036
Homo sapiens	Mu opioid receptor	Ki	30700.0	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Mu opioid receptor	Ki	31622.78	nM	10.1021/acs.jnatprod.0c01036
Homo sapiens	Serotonin transporter	Inhibition	60.0	%	10.1021/acs.jnatprod.0c01036
Mus musculus	Delta opioid receptor	Activity	90.0	%	10.1021/acs.jnatprod.0c01036
Mus musculus	Delta opioid receptor	IC50	24400.0	nM	10.1021/acs.jnatprod.0c01036
Mus musculus	Delta opioid receptor	IC50	25118.86	nM	10.1021/acs.jnatprod.0c01036
Mus musculus	Kappa opioid receptor	Activity	92.0	%	10.1021/acs.jnatprod.0c01036
Mus musculus	Kappa opioid receptor	IC50	2511.89	nM	10.1021/acs.jnatprod.0c01036
Mus musculus	Kappa opioid receptor	IC50	2710.0	nM	10.1021/acs.jnatprod.0c01036
Mus musculus	Mu opioid receptor	Activity	50.0	%	10.1021/acs.jnatprod.0c01036
Mus musculus	Mu opioid receptor	IC50	18700.0	nM	10.1021/acs.jnatprod.0c01036
Mus musculus	Mu opioid receptor	IC50	19952.62	nM	10.1021/acs.jnatprod.0c01036