Molecule

Isovoacangine

AlkaPlorer ID: AK027163

Synonym: None

IUPAC Name: methyl (1S,15S,17S,18S)-17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

Structure

SMILES: CC[C@H]1C[C@@H]2CN3CCC4=C(NC5=CC(OC)=CC=C45)[C@](C(=O)OC)(C2)[C@H]13

InChI: InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-17(7-8-24(12-13)20(14)22)16-6-5-15(26-2)10-18(16)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1

InChIKey: FPUHKQMDWMVBRI-RUGRQLENSA-N

Reference

Antimicrobially Active Alkaloids from Tabernaemontana chippii

PubChem CID: 44393473

LOTUS: LTS0256448

NPASS: NPC473041

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Tabernaemontana calcarea	Tabernaemontana	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tabernaemontana divaricata	Tabernaemontana	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tabernaemontana corymbosa	Tabernaemontana	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 368.4770000000002

TPSA？: 54.56

MolLogP？: 3.2638000000000025

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A2780	IC50	9.4	ug.mL-1	10.1021/np020548e
Homo sapiens	HCT-116	IC50	24400.0	nM	10.1016/j.bmcl.2015.07.036
Homo sapiens	HEK293	IC50	35600.0	nM	10.1016/j.bmcl.2015.07.036
Homo sapiens	HEK-293T	IC50	40000.0	nM	10.1016/j.bmcl.2015.07.036
Homo sapiens	HEK-293T	Inhibition	nan	%	10.1016/j.bmcl.2015.07.036
Homo sapiens	HeLa	EC50	40000.0	nM	10.1021/acs.jnatprod.9b00856
Homo sapiens	KB	IC50	25.0	ug.mL-1	10.1016/j.bmcl.2004.06.074
Homo sapiens	RKO	IC50	40000.0	nM	10.1016/j.bmcl.2015.07.036
Homo sapiens	SW480	IC50	11200.0	nM	10.1016/j.bmcl.2015.07.036
None	NON-PROTEIN TARGET	IC50	40000.0	nM	10.1016/j.bmcl.2015.07.036
None	Unchecked	IC50	6000.0	nM	10.1016/j.bmcl.2015.07.036
None	Unchecked	Inhibition	nan	%	10.1016/j.bmcl.2015.07.036