Molecule

hippeastrine

AlkaPlorer ID: AK002065

Synonym: '', 'Hippeastrine'

IUPAC Name: (2S,3S,9S,10S)-9-hydroxy-4-methyl-11,16,18-trioxa-4-azapentacyclo[11.7.0.02,10.03,7.015,19]icosa-1(20),7,13,15(19)-tetraen-12-one

Structure

SMILES: CN1CCC2=C[C@H](O)[C@H]3OC(=O)C4=CC5=C(C=C4[C@H]3[C@@H]21)OCO5

InChI: InChI=1S/C17H17NO5/c1-18-3-2-8-4-11(19)16-14(15(8)18)9-5-12-13(22-7-21-12)6-10(9)17(20)23-16/h4-6,11,14-16,19H,2-3,7H2,1H3/t11-,14-,15+,16+/m0/s1

InChIKey: DGQPIOQRPAGNGB-DANNLKNASA-N

Reference

O-Methyloduline and N-demethylmasonine, alkaloids from Narcissus pseudonarcissus

PubChem CID: 441594

CAS: 477-17-8

LOTUS: LTS0267602

SuperNatural Ⅲ: SN0065240-02

NPASS: NPC33256

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Pittosporum eugenioides	Pittosporum	Pittosporaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pteroxygonum giraldii	Pteroxygonum	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Halocarpus bidwillii	Halocarpus	Podocarpaceae	Araucariales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Salvia keerlii	Salvia	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Neorautanenia mitis	Neorautanenia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stereocaulon dactylophyllum	Stereocaulon	Stereocaulaceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Erythropodium caribaeorum	Erythropodium	Alcyoniidae	Malacalcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Jasminum laurifolium	Jasminum	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 315.32500000000005

TPSA？: 68.23

MolLogP？: 1.0428999999999995

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	A-431	ED50	6.3	ug ml-1	10.1021/np50098a030
Homo sapiens	Col2	ED50	7.8	ug ml-1	10.1021/np50098a030
Homo sapiens	HT	ED50	4.7	ug ml-1	10.1021/np50098a030
Homo sapiens	KB	ED50	20.0	ug ml-1	10.1021/np50098a030
Homo sapiens	LNCaP	ED50	1.8	ug ml-1	10.1021/np50098a030
Homo sapiens	Lu1	ED50	5.2	ug ml-1	10.1021/np50098a030
Homo sapiens	SK-MEL-2	ED50	20.0	ug ml-1	10.1021/np50098a030
Homo sapiens	ZR-75-1	ED50	7.3	ug ml-1	10.1021/np50098a030
Mus musculus	P388	ED50	4.0	ug ml-1	10.1021/np50098a030
Plasmodium falciparum	Plasmodium falciparum	IC50	12700.0	nM	10.1016/j.ejmech.2013.03.018
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Trichomonas vaginalis	Trichomonas vaginalis	Activity	13.0	%	10.1016/j.bmcl.2019.126642
None	NON-PROTEIN TARGET	ED50	20.0	ug ml-1	10.1021/np50098a030