Molecule

Buphanisine

AlkaPlorer ID: AK008175

Synonym: None

IUPAC Name: (1S,13R,15R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraene

Structure

SMILES: CO[C@H]1C=C[C@@]23CCN(CC4=CC5=C(C=C42)OCO5)[C@@H]3C1

InChI: InChI=1S/C17H19NO3/c1-19-12-2-3-17-4-5-18(16(17)7-12)9-11-6-14-15(8-13(11)17)21-10-20-14/h2-3,6,8,12,16H,4-5,7,9-10H2,1H3/t12-,16+,17+/m0/s1

InChIKey: HATSAIPBKRRCME-JCURWCKSSA-N

Reference

Two non-hydroxylated alkaloids in Crinum augustum

PubChem CID: 12302149

LOTUS: LTS0275387

SuperNatural Ⅲ: SN0120506-03

NPASS: NPC78733

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Halocarpus bidwillii	Halocarpus	Podocarpaceae	Araucariales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Neorautanenia mitis	Neorautanenia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Crinum amabile	Crinum	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Jasminum laurifolium	Jasminum	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 285.343

TPSA？: 30.930000000000003

MolLogP？: 2.2159000000000004

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Escherichia coli	Escherichia coli	MIC	1024.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Homo sapiens	A-431	ED50	20.0	ug ml-1	10.1021/np50098a017
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	HT-1080	ED50	20.0	ug ml-1	10.1021/np50098a017
Homo sapiens	KB	ED50	20.0	ug ml-1	10.1021/np50098a017
Homo sapiens	LNCaP	ED50	20.0	ug ml-1	10.1021/np50098a017
Homo sapiens	SK-MEL	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	SK-MEL-2	ED50	20.0	ug ml-1	10.1021/np50098a017
Homo sapiens	ZR-75-1	ED50	20.0	ug ml-1	10.1021/np50098a017
Leishmania donovani	Leishmania donovani	IC50	100.0	ug.mL-1	10.1016/j.bmcl.2019.126642
Mus musculus	B16-F10	IC50	10000.0	nM	10.1021/np9008255
Mus musculus	P388	ED50	5.0	ug ml-1	10.1021/np50098a017
Plasmodium falciparum	Plasmodium falciparum	ED50	3500.0	ug ml-1	10.1021/np50098a017
Plasmodium falciparum	Plasmodium falciparum	ED50	5340.0	ug ml-1	10.1021/np50098a017
Staphylococcus aureus	Staphylococcus aureus	MIC	1024.0	ug.mL-1	10.1016/j.bmcl.2017.09.052
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	16.5	ug.mL-1	10.1016/j.bmcl.2019.126642
Trypanosoma cruzi	Trypanosoma cruzi	IC50	55.55	ug.mL-1	10.1016/j.bmcl.2019.126642
None	NON-PROTEIN TARGET	ED50	19.8	ug ml-1	10.1021/np50098a017
None	NON-PROTEIN TARGET	ED50	20.0	ug ml-1	10.1021/np50098a017
None	NON-PROTEIN TARGET	IC50	10000.0	nM	10.1021/np9008255
None	NON-PROTEIN TARGET	IC50	97000.0	nM	10.1021/np9008255