Molecule

(E)-N-[6-(acetyloxy)-1-[1-(dimethylamino)ethyl]-8-hydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl]benzenecarboximidic acid

AlkaPlorer ID: AK040001

Synonym: None

IUPAC Name: [(2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-benzamido-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

Structure

SMILES: CC(=O)O[C@H]1[C@@H](N=C(O)C2=CC=CC=C2)[C@@H](O)C[C@]2(C)[C@H]3CC[C@]4(C)[C@@H]([C@H](C)N(C)C)CC[C@H]4[C@@H]3CC[C@@H]12

InChI: InChI=1S/C32H48N2O4/c1-19(34(5)6)23-14-15-24-22-12-13-26-29(38-20(2)35)28(33-30(37)21-10-8-7-9-11-21)27(36)18-32(26,4)25(22)16-17-31(23,24)3/h7-11,19,22-29,36H,12-18H2,1-6H3,(H,33,37)/t19-,22-,23+,24-,25-,26-,27-,28-,29+,31+,32+/m0/s1

InChIKey: PUFTXDSOJLKZCI-JHSINFGJSA-N

Reference

Pregnane alkaloids from Pachysandra axillaris

PubChem CID: 15043261

LOTUS: LTS0058741

NPASS: NPC275839

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Lenormandia smithiae	Lenormandia	Rhodomelaceae	Ceramiales	Florideophyceae	Rhodophyta	None	Eukaryota
Sarcandra hainanensis	Sarcandra	Chloranthaceae	Chloranthales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sarcococca saligna	Sarcococca	Buxaceae	Buxales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mahurea palustris	Mahurea	Calophyllaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lecanora frustulosa	Lecanora	Lecanoraceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Cosmospora butyri	Cosmospora	Nectriaceae	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Streptomyces griseoviridis	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 524.7460000000005

TPSA？: 82.36

MolLogP？: 5.481200000000007

Number of H-Donors: 2

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Acetylcholinesterase	IC50	229086.77	nM	10.1016/j.bmcl.2003.09.034
Homo sapiens	Butyrylcholinesterase	IC50	17990.0	nM	10.1021/jm0309194
Homo sapiens	Butyrylcholinesterase	Ki	20300.0	nM	10.1021/jm0309194
Torpedo californica	Acetylcholinesterase	IC50	227900.0	nM	10.1021/jm0309194
Torpedo californica	Acetylcholinesterase	Ki	126000.0	nM	10.1021/jm0309194