Molecule

Isotrilobine

AlkaPlorer ID: AK018335

Synonym: None

IUPAC Name: (8S,21S)-13,27-dimethoxy-7,22-dimethyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),10(37),11,13,16,18,25,27,32,35-dodecaene

Structure

SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@H]1C3=C4OC5=C(C=C6CCN(C)[C@@H](C2)C6=C5)OC4=C(OC)C=C3CCN1C

InChI: InChI=1S/C36H36N2O5/c1-37-13-11-23-18-31-32-20-26(23)27(37)16-22-7-10-29(39-3)30(17-22)41-25-8-5-21(6-9-25)15-28-34-24(12-14-38(28)2)19-33(40-4)35(42-31)36(34)43-32/h5-10,17-20,27-28H,11-16H2,1-4H3/t27-,28-/m0/s1

InChIKey: SVMNNRZZJAFEJM-NSOVKSMOSA-N

Reference

New Bisbenzylisoquinolines, Fatty Acid Amidic Aporphines, and a Protoberberine from Formosan <i>Cocculus orbiculatus</i>

PubChem CID: 12310578

LOTUS: LTS0263299

SuperNatural Ⅲ: SN0356446-02

NPASS: NPC251580

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rhododendron capitatum	Rhododendron	Ericaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Glycyrrhiza inflata	Glycyrrhiza	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pyrus x nivalis	Pyrus	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Crossopteryx febrifuga	Crossopteryx	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pachygone dasycarpa	Pachygone	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rhodiola atuntsuensis	Rhodiola	Crassulaceae	Saxifragales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania japonica	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Passiflora suberosa	Passiflora	Passifloraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Chionographis japonica	Chionographis	Melanthiaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 576.6930000000002

TPSA？: 52.63

MolLogP？: 7.250900000000007

Number of H-Donors: 0

Number of H-Acceptors: 7

RingCount: 9

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Entamoeba histolytica	Entamoeba histolytica	IC50	6.22	ug.mL-1	10.1007/s00044-011-9767-1
Homo sapiens	HepG2	IC50	0.6	ug.mL-1	10.1021/np050082a
Homo sapiens	KB	ED50	24000.0	nM	10.1021/np980144f
Homo sapiens	MCF7	IC50	3.9	ug.mL-1	10.1021/np050082a
Homo sapiens	MDA-MB-231	IC50	1.6	ug.mL-1	10.1021/np050082a
Homo sapiens	NUGC-3	Inhibition	0.0	%	10.1021/np050082a
Homo sapiens	NUGC-3	Inhibition	100.0	%	10.1021/np050082a
Plasmodium falciparum	Plasmodium falciparum	IC50	388.0	nM	10.1021/np980144f
Plasmodium falciparum	Plasmodium falciparum	IC50	788.0	nM	10.1021/np980144f
None	NON-PROTEIN TARGET	Activity	0.03	None	10.1021/np9702042
None	NON-PROTEIN TARGET	Activity	0.06	None	10.1021/np9702042
None	NON-PROTEIN TARGET	Activity	0.12	None	10.1021/np9702042
None	NON-PROTEIN TARGET	Activity	0.16	None	10.1021/np9702042
None	NON-PROTEIN TARGET	Activity	0.2	None	10.1021/np9702042
None	NON-PROTEIN TARGET	ED50	2.0	ug ml-1	10.1021/np9702042
None	NON-PROTEIN TARGET	IC50	0.75	ug.mL-1	10.1021/np050082a
None	NON-PROTEIN TARGET	Inhibition	79.0	%	10.1021/np050082a
None	NON-PROTEIN TARGET	Inhibition	100.0	%	10.1021/np050082a
None	Unchecked	Ratio ED50	5.0	None	10.1021/np9702042
None	Unchecked	Ratio ED50	10.0	None	10.1021/np9702042
None	Unchecked	Ratio ED50	32.0	None	10.1021/np9702042
None	Unchecked	Ratio ED50	57.0	None	10.1021/np9702042
None	Unchecked	Ratio ED50	70.0	None	10.1021/np9702042
None	Unchecked	Selectivity Index	30.0	None	10.1021/np980144f
None	Unchecked	Selectivity Index	62.0	None	10.1021/np980144f