Molecule

5-(1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)-2,4-pentadienamide; (2E,4E)-form, 4,5-Dihydro

AlkaPlorer ID: AK290396

Synonym: 5-(1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)-2-pentenamide, N-Isobutyl-5-(3,4-methylenedioxyphenyl)-2-pentenamide, 4,5-Dihydropiperlonguminine, Δα,β-Dihydropiperlonguminine

IUPAC Name: (E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide

Structure

SMILES: CC(C)CN=C(O)/C=C/CCC1=CC=C2OCOC2=C1

InChI: InChI=1S/C16H21NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h4,6-9,12H,3,5,10-11H2,1-2H3,(H,17,18)/b6-4+

InChIKey: CSGDXLXTJVRNEA-GQCTYLIASA-N

Reference

Cytotoxic Amides from Fruits of Kawakawa, Macropiper excelsum

PubChem CID: 12682184

CAS: 23512-53-0

LOTUS: LTS0161439

SuperNatural Ⅲ: SN0054208-01

NPASS: NPC157740

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Crocus corsicus	Crocus	Iridaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brickellia longifolia	Brickellia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Silene banksia	Silene	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cochlearia officinalis	Cochlearia	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Frullania brasiliensis	Frullania	Frullaniaceae	Porellales	Jungermanniopsida	Streptophyta	Viridiplantae	Eukaryota
Didymosphaeria enalia	Didymosphaeria	Didymosphaeriaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Matsumurella chinensis	Matsumurella	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper guineense	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dichotomanthes tristaniicarpa	Dichotomanthes	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Agaricus xanthodermus	Agaricus	Agaricaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Piper longum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper retrofractum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Verbesina virginica	Verbesina	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper nigrum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mycoplasma mycoides	Mycoplasma	Mycoplasmataceae	Mycoplasmatales	Mollicutes	Mycoplasmatota	None	Bacteria
Penicillium tardum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Bupleurum rigidum	Bupleurum	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Palisota barteri	Palisota	Commelinaceae	Commelinales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Carpesium longifolium	Carpesium	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Photorhabdus luminescens	Photorhabdus	Morganellaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Leifsonia aquatica	Leifsonia	Microbacteriaceae	Micrococcales	Actinomycetes	Actinomycetota	None	Bacteria
Coelogyne nitida	Coelogyne	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 275.348

TPSA？: 51.05000000000001

MolLogP？: 3.516600000000002

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Diatraea saccharalis	Diatraea saccharalis	LD50	92.83	ug	10.1002/ps.1643
Diatraea saccharalis	Diatraea saccharalis	LD90	176.5	ug	10.1002/ps.1643
Mus musculus	Hepatocyte	IC50	8200.0	nM	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	-4.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	5.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	7.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	15.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	34.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	34.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	43.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	43.0	%	10.1016/j.bmcl.2008.01.101
Mus musculus	Hepatocyte	Inhibition	66.0	%	10.1016/j.bmc.2009.08.050
Mus musculus	Hepatocyte	Inhibition	66.0	%	10.1016/j.bmcl.2008.01.101
Trypanosoma cruzi	Trypanosoma cruzi	IC50	nan	None	10.1007/s00044-008-9161-9
None	Peritoneal macrophage cell	Inhibition	-13.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	-4.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	-1.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	25.0	%	10.1016/j.bmc.2009.08.050