Molecule

Ambelline

AlkaPlorer ID: AK000928

Synonym: None

IUPAC Name: (1R,13R,15R,18R)-9,15-dimethoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

Structure

SMILES: COC1=C2CN3C[C@H](O)[C@]4(C=C[C@H](OC)C[C@@H]34)C2=CC2=C1OCO2

InChI: InChI=1S/C18H21NO5/c1-21-10-3-4-18-12-6-13-17(24-9-23-13)16(22-2)11(12)7-19(8-15(18)20)14(18)5-10/h3-4,6,10,14-15,20H,5,7-9H2,1-2H3/t10-,14+,15-,18+/m0/s1

InChIKey: QAHZAHIPKNLGAS-KZRPXEQKSA-N

Reference

Further alkaloids from Brunsvigia josephinae

PubChem CID: 25092366

CAS: 3660-62-6

LOTUS: LTS0112480

NPASS: NPC244554

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Coryphantha cornifera	Coryphantha	Cactaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dorstenia turbinata	Dorstenia	Moraceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alternanthera philoxeroides	Alternanthera	Amaranthaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Halocarpus bidwillii	Halocarpus	Podocarpaceae	Araucariales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Cynoglossum zeylanicum	Cynoglossum	Boraginaceae	Boraginales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dermocybe sanguinea	Dermocybe	Cortinariaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Tanacetum cinerariifolium	Tanacetum	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Amaryllis belladonna	Amaryllis	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phacelocarpus peperocarpos	Phacelocarpus	Phacelocarpaceae	Gigartinales	Florideophyceae	Rhodophyta	None	Eukaryota
Neorautanenia mitis	Neorautanenia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Psorothamnus arborescens	Psorothamnus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Artemisia pygmaea	Artemisia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Jasminum laurifolium	Jasminum	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 331.3680000000001

TPSA？: 60.390000000000015

MolLogP？: 1.1952999999999996

Number of H-Donors: 1

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	SK-MEL	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	91.95	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	88.47	%	10.1124/mol.112.084152
Mus musculus	B16-F10	IC50	10000.0	nM	10.1021/np9008255
Mus musculus	P388	Activity	nan	None	10.1021/np50035a007
Mus musculus	P388	ED50	1.6	ug ml-1	10.1021/np50035a007
None	NON-PROTEIN TARGET	IC50	10000.0	nM	10.1021/np9008255
None	NON-PROTEIN TARGET	IC50	86000.0	nM	10.1021/np9008255