Molecule

Dioncophylline A

AlkaPlorer ID: AK000219

Synonym: None

IUPAC Name: (1R,3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol

Structure

SMILES: COC1=CC=CC2=C(C3=CC=C4C[C@@H](C)N[C@H](C)C4=C3O)C(C)=CC(OC)=C12

InChI: InChI=1S/C24H27NO3/c1-13-11-20(28-5)23-17(7-6-8-19(23)27-4)21(13)18-10-9-16-12-14(2)25-15(3)22(16)24(18)26/h6-11,14-15,25-26H,12H2,1-5H3/t14-,15-/m1/s1

InChIKey: MXIZZLBQRBAZEX-HUUCEWRRSA-N

Reference

HPLC−CD On-Line Coupling in Combination with HPLC−NMR and HPLC−MS/MS for the Determination of the Full Absolute Stereostructure of New Metabolites in Plant Extracts

PubChem CID: 443773

CAS: 60142-17-8

LOTUS: LTS0074741

SuperNatural Ⅲ: SN0237926-03

NPASS: NPC79328

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ancistrocladus ileboensis	Ancistrocladus	Ancistrocladaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Triphyophyllum peltatum	Triphyophyllum	Dioncophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ancistrocladus abbreviatus	Ancistrocladus	Ancistrocladaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 377.48400000000015

TPSA？: 50.72

MolLogP？: 5.133220000000005

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	ADR5000 cell line	IC50	520.0	nM	10.1021/acs.jnatprod.6b00967
Homo sapiens	CCRF-CEM	GI	50.0	%	10.1021/acs.jnatprod.6b00967
Homo sapiens	CCRF-CEM	IC50	243.0	nM	10.1021/acs.jnatprod.6b00967
Leishmania major	Leishmania major	IC50	46990.0	nM	10.1128/aac.00936-06
Mus musculus	Mus musculus	IC50	nan	None	10.1128/aac.00936-06
Plasmodium berghei	Plasmodium berghei	GI	67.5	%	10.1021/jm201095h
Plasmodium falciparum	Falcipain 2	Activity	nan	None	10.1021/jm061464w
Plasmodium falciparum	Plasmodium falciparum	IC50	381.0	nM	10.1021/jm061464w
Plasmodium falciparum	Plasmodium falciparum	IC50	3800.0	nM	10.1021/acs.jnatprod.9b00589
Rattus norvegicus	L6	IC50	29100.0	nM	10.1021/jm061464w
Spodoptera littoralis	Spodoptera littoralis	EC50	277.0	ug	10.1021/np960707s
Trypanosoma brucei brucei	Trypanosoma brucei brucei	EC50	3400.0	nM	10.1016/j.bmcl.2016.07.014
None	ADMET	Ratio IC50	nan	None	10.1128/aac.00936-06
None	Unchecked	EC50	220.0	nM	10.1021/acs.jnatprod.6b00967
None	Unchecked	Ratio IC50	2.1	None	10.1021/acs.jnatprod.6b00967