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name Structure Reference Source Properties Activities Metabolism

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

AlkaPlorer ID: AK290393

Synonym: Isopiperlonguminine

IUPAC Name: (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide

Structure

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

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InChI: InChI=1S/C16H19NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h3-9,12H,10-11H2,1-2H3,(H,17,18)/b5-3+,6-4+

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InChIKey: WHAAPCGHVWVUEX-GGWOSOGESA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Crocus corsicus Crocus Iridaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Piper scutifolium Piper Piperaceae Piperales 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
Hippocrepis emerus Hippocrepis Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Didymosphaeria enalia Didymosphaeria Didymosphaeriaceae Pleosporales Dothideomycetes Ascomycota Fungi Eukaryota
Plenckia populnea Plenckia Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Matsumurella chinensis Matsumurella Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Dichotomanthes tristaniicarpa Dichotomanthes Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Agaricus xanthodermus Agaricus Agaricaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Pinus aristata Pinus Pinaceae Pinales Pinopsida Streptophyta Viridiplantae Eukaryota
Dryopteris arguta Dryopteris Dryopteridaceae Polypodiales Polypodiopsida Streptophyta Viridiplantae 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
Bellardia viscosa Bellardia Orobanchaceae Lamiales 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
Gyalolechia fulgida Gyalolechia Teloschistaceae Teloschistales Lecanoromycetes Ascomycota Fungi Eukaryota
Bupleurum rigidum Bupleurum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stolonica socialis Stolonica Styelidae Stolidobranchia Ascidiacea Chordata Metazoa Eukaryota
Palisota barteri Palisota Commelinaceae Commelinales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Carpesium longifolium Carpesium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tephrosia crassifolia Tephrosia Fabaceae Fabales 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
Magnolia officinalis Magnolia Magnoliaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coelogyne nitida Coelogyne Orchidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
None Piper Piperaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 273.332

TPSA？: 51.05000000000001

MolLogP？: 3.5972000000000017

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cladosporium cladosporioides Cladosporium cladosporioides MIC 1.0 ug 10.1021/np070347g
Cladosporium sphaerospermum Cladosporium sphaerospermum MIC 1.0 ug 10.1021/np070347g
Hepatitis B virus Hepatitis B virus IC50 4510000.0 nM 10.1016/j.bmcl.2013.01.118
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 18348.9 nM None
Homo sapiens Breast cancer type 1 susceptibility protein Potency 17782.8 nM None
Homo sapiens Geminin Potency 23109.3 nM None
Homo sapiens HCT-116 IC50 20000.0 nM 10.1016/j.bmcl.2011.06.046
Homo sapiens Histone deacetylase 1 Inhibition nan % 10.1016/j.bmcl.2011.06.046
Homo sapiens Histone deacetylase 3 Inhibition nan % 10.1016/j.bmcl.2011.06.046
Homo sapiens Histone deacetylase 6 Inhibition 50.0 % 10.1016/j.bmcl.2011.06.046
Homo sapiens TAR DNA-binding protein 43 Potency 8912.5 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 25929.0 nM None
Homo sapiens Vanilloid receptor EC50 6.31 nM 10.1016/j.bmc.2010.03.013
Homo sapiens Vanilloid receptor Emax 94.0 % 10.1016/j.bmc.2010.03.013
Mus musculus 3T3-L1 Activity 19.5 % 10.1016/j.bmcl.2008.04.052
Mus musculus 3T3-L1 Activity 20.4 % 10.1016/j.bmcl.2008.04.052
Mus musculus 3T3-L1 Activity 28.1 % 10.1016/j.bmcl.2008.04.052
Mus musculus 3T3-L1 Activity 31.8 % 10.1016/j.bmcl.2008.04.052
Mus musculus Hepatocyte Inhibition -14.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 7.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 10.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 13.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 27.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 27.0 % 10.1016/j.bmcl.2008.01.101
Mus musculus Hepatocyte Inhibition 50.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 50.0 % 10.1016/j.bmcl.2008.01.101
Mus musculus Hepatocyte Inhibition 54.0 % 10.1016/j.bmc.2009.08.050
Mus musculus Hepatocyte Inhibition 54.0 % 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
Mus musculus L929 Inhibition 16.0 % 10.1016/j.bmc.2009.08.050
Mus musculus L929 Inhibition 23.0 % 10.1016/j.bmc.2009.08.050
Mus musculus L929 Inhibition 25.0 % 10.1016/j.bmc.2009.08.050
Staphylococcus aureus Quinolone resistance protein norA FC 0.0 None 10.1016/j.bmc.2008.09.042
Staphylococcus aureus Quinolone resistance protein norA FC 2.0 None 10.1016/j.bmc.2008.09.042
Staphylococcus aureus Quinolone resistance protein norA FC 2.0 None 10.1016/j.ejmech.2009.05.004
Staphylococcus aureus Quinolone resistance protein norA logPF 1.78 None 10.1016/j.ejmech.2009.05.004
Staphylococcus aureus Quinolone resistance protein norA MEC 25.0 ug ml-1 10.1016/j.ejmech.2009.05.004
Staphylococcus aureus Quinolone resistance protein norA MIC 100.0 ug.mL-1 10.1016/j.ejmech.2009.05.004
Staphylococcus aureus Quinolone resistance protein norA PF 60.0 None 10.1016/j.ejmech.2009.05.004
None ADMET CC50 320000.0 nM 10.1016/j.bmcl.2013.01.118
None Unchecked Activity -10.0 % 10.1021/np900656g
None Unchecked Activity nan None 10.1021/np900656g
None Unchecked Potency 14125.4 nM None
None Unchecked Potency 20596.2 nM None

Metabolism Information