Molecule

Obamegine

AlkaPlorer ID: AK005492

Synonym: None

IUPAC Name: (1S,14R)-20,25-dimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene-9,21-diol

Structure

SMILES: COC1=C2C=C3C(=C1)CCN(C)[C@H]3CC1=CC=C(C=C1)OC1=CC(=CC=C1O)C[C@@H]1C3=C(C=C(OC)C(O)=C3O2)CCN1C

InChI: InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m0/s1

InChIKey: XGEAUXVPBXUBKN-WUFINQPMSA-N

Reference

Alkaloidal Constituents of the Tubers of Stephania cepharantha Cultivated in Japan: Structure of 3,4-Dehydrocycleanine, a New Bisbenzylisoquinoline Alkaloid.

PubChem CID: 441064

LOTUS: LTS0258099

SuperNatural Ⅲ: SN0429323-05

NPASS: NPC181796

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Koenigia coriaria	Koenigia	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alnus formosana	Alnus	Betulaceae	Fagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Choisya ternata	Choisya	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cryptostegia madagascariensis	Cryptostegia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Xanthorhiza simplicissima	Xanthorhiza	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dalbergia sissoides	Dalbergia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Thalictrum lucidum	Thalictrum	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania japonica	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pestalotiopsis disseminata	Pestalotiopsis	Sporocadaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Lampropeltis getula	Lampropeltis	Colubridae	Squamata	Lepidosauria	Chordata	Metazoa	Eukaryota
Copris tripartitus	Copris	Scarabaeidae	Coleoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Coleonema pulchellum	Coleonema	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tamarix chinensis	Tamarix	Tamaricaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Berberis vulgaris	Berberis	Berberidaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Berberis repens	Berberis	Berberidaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 594.7080000000001

TPSA？: 83.86000000000001

MolLogP？: 6.556400000000008

Number of H-Donors: 2

Number of H-Acceptors: 8

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Canis lupus familiaris	Canis familiaris	Activity	11.0	mmHg	10.1021/np50020a010
Canis lupus familiaris	Canis familiaris	Activity	20.0	bpm	10.1021/np50020a010
Canis lupus familiaris	Canis familiaris	Activity	61.0	mmHg	10.1021/np50020a010
Canis lupus familiaris	Canis familiaris	Activity	nan	None	10.1021/np50020a010
Entamoeba histolytica	Entamoeba histolytica	IC50	18.29	ug.mL-1	10.1007/s00044-011-9767-1
Homo sapiens	Acetylcholinesterase	IC50	97000.0	nM	10.1021/acs.jnatprod.8b00592
Homo sapiens	Butyrylcholinesterase	IC50	100000.0	nM	10.1021/acs.jnatprod.8b00592
Homo sapiens	Glycogen synthase kinase-3 beta	Inhibition	nan	%	10.1021/acs.jnatprod.8b00592
Homo sapiens	KB	ED50	14100.0	nM	10.1021/np980144f
Homo sapiens	Prolyl endopeptidase	IC50	200000.0	nM	10.1021/acs.jnatprod.8b00592
Homo sapiens	U-937	Activity	89.0	%	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	FC	2.6	None	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	IC50	25000.0	nM	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	MED	3.0	uM	10.1016/j.bmc.2012.06.017
Plasmodium falciparum	Plasmodium falciparum	IC50	0.51	ug.mL-1	10.1021/np50075a001
Plasmodium falciparum	Plasmodium falciparum	IC50	354.0	nM	10.1021/np980144f
Plasmodium falciparum	Plasmodium falciparum	IC50	825.0	nM	10.1021/np980144f
None	No relevant target	permeability	nan	None	10.1021/acs.jnatprod.8b00592
None	Unchecked	Activity	30.0	%	10.1021/np50020a010
None	Unchecked	Activity	nan	None	10.1021/np50020a010
None	Unchecked	pKb	5.3	None	10.1021/np50020a010
None	Unchecked	Ratio IC50	1.5	None	10.1021/acs.jnatprod.8b00592
None	Unchecked	Selectivity Index	17.0	None	10.1021/np980144f
None	Unchecked	Selectivity Index	40.0	None	10.1021/np980144f