Molecule

fangchinoline

AlkaPlorer ID: AK005851

Synonym: 'dl-Fangchinoline', '', 'Limacine', 'Frangchinoline', "(1beta)-2,2'-dimethyl-6,6',12-trimethoxyberbaman-7-ol", 'Cycleadrine', '7-O-Demethyltetrandrine', '7-O-Demethyltetrandine', '(+)-fangchinoline', '(-)-Limacine', '(+)-limacine', 'Fangchinoline', '7-O-demethyltetrandrine'

IUPAC Name: (1S,14R)-9,20,25-trimethoxy-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-dodecaen-21-ol

Structure

SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@H]1C3=C(C=C(OC)C(=C3)OC3=C4C(=CC(OC)=C3O)CCN(C)[C@@H]4C2)CCN1C

InChI: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m0/s1

InChIKey: IIQSJHUEZBTSAT-URLMMPGGSA-N

Reference

Isoquinoline alkaloid constituents of Spirospermum penduliflorum and Strychnopsis thouarsii (Menispermaceae)

PubChem CID: 100257

LOTUS: LTS0019177

SuperNatural Ⅲ: SN0146669-02

NPASS: NPC290582

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Lathyrus aphaca	Lathyrus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sargassum fulvellum	Sargassum	Sargassaceae	Fucales	Phaeophyceae	None	None	Eukaryota
Koenigia coriaria	Koenigia	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Penicillium implicatum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Asparagus umbellatus	Asparagus	Asparagaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Doronicum grandiflorum	Doronicum	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Carapichea ipecacuanha	Carapichea	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dictyodendrilla cavernosa	Dictyodendrilla	Dictyodendrillidae	Dendroceratida	Demospongiae	Porifera	Metazoa	Eukaryota
Erythrina chiriquensis	Erythrina	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania erecta	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cryptostegia madagascariensis	Cryptostegia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Physeter catodon	Physeter	Physeteridae	Artiodactyla	Mammalia	Chordata	Metazoa	Eukaryota
Conus gladiator	Conus	Conidae	Neogastropoda	Gastropoda	Mollusca	Metazoa	Eukaryota
Dictyota bartayresiana	Dictyota	Dictyotaceae	Dictyotales	Phaeophyceae	None	None	Eukaryota
Lithocarpus haipinii	Lithocarpus	Fagaceae	Fagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phelipanche arenaria	Phelipanche	Orobanchaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aristolochia heterophylla	Aristolochia	Aristolochiaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Chondrodendron microphyllum	Chondrodendron	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Elettaria cardamomum	Elettaria	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tapinoma erraticum	Tapinoma	Formicidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Copris tripartitus	Copris	Scarabaeidae	Coleoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Bupleurum scorzonerifolium	Bupleurum	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Melianthus major	Melianthus	Francoaceae	Geraniales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania tetrandra	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cyclea barbata	Cyclea	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Coleonema pulchellum	Coleonema	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tamarix chinensis	Tamarix	Tamaricaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sphaerophysa salsula	Sphaerophysa	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Anaxagorea luzonensis	Anaxagorea	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Oxytropis lanata	Oxytropis	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Clitocybe fasciculata	Clitocybe	Clitocybaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Populus balsamifera	Populus	Salicaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cyclea peltata	Cyclea	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Euphorbia characias	Euphorbia	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Vulpicida juniperinus	Vulpicida	Parmeliaceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Leibnitzia anandria	Leibnitzia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phoradendron reichenbachianum	Phoradendron	Viscaceae	Santalales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Moesziomyces antarcticus	Moesziomyces	Ustilaginaceae	Ustilaginales	Ustilaginomycetes	Basidiomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 608.7350000000001

TPSA？: 72.86

MolLogP？: 6.859400000000009

Number of H-Donors: 1

Number of H-Acceptors: 8

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A-431	ED50	4.9	ug ml-1	10.1021/np50091a005
Homo sapiens	HT-1080	ED50	10.0	ug ml-1	10.1021/np50091a005
Homo sapiens	KB	ED50	6.5	ug ml-1	10.1021/np50091a005
Homo sapiens	KB	ED50	10700.0	nM	10.1021/np980144f
Homo sapiens	LNCaP	ED50	5.9	ug ml-1	10.1021/np50091a005
Homo sapiens	SK-MEL-2	ED50	14.9	ug ml-1	10.1021/np50091a005
Homo sapiens	ZR-75-1	ED50	1.2	ug ml-1	10.1021/np50091a005
Mus musculus	P388	ED50	0.36	ug ml-1	10.1021/np50091a004
Mus musculus	P388	ED50	7.4	ug ml-1	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	ED50	65.1	ng/ml	10.1021/np50091a004
Plasmodium falciparum	Plasmodium falciparum	ED50	78.0	ng/ml	10.1021/np50091a004
Plasmodium falciparum	Plasmodium falciparum	ED50	120.6	ng/ml	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	ED50	229.7	ng/ml	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	IC50	199.0	nM	10.1021/np980144f
Plasmodium falciparum	Plasmodium falciparum	IC50	378.0	nM	10.1021/np980144f
None	ADMET	ED50	3.7	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	5.0	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	9.7	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	11.1	ug ml-1	10.1021/np50091a005
None	NON-PROTEIN TARGET	ED50	3.4	ug ml-1	10.1021/np50091a004
None	NON-PROTEIN TARGET	ED50	11.0	ug ml-1	10.1021/np50091a004
None	Unchecked	Ratio ED50	11.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	16.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	21.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	22.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	26.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	28.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	31.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	32.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	41.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	42.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	44.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	48.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	49.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	54.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	61.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	65.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	80.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	83.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	92.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	124.0	None	10.1021/np50091a005
None	Unchecked	Selectivity Index	28.0	None	10.1021/np980144f
None	Unchecked	Selectivity Index	54.0	None	10.1021/np980144f