Molecule

Pipernonaline; 4,5-Didehydro

AlkaPlorer ID: AK310578

Synonym: 9-(3,4-Methylenedioxyphenyl)-2,4,8-nonatrienoic acid piperidide, Dehydropipernonaline

IUPAC Name: (2E,4E,8E)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnona-2,4,8-trien-1-one

Structure

SMILES: O=C(/C=C/C=C/CC/C=C/C1=CC=C2OCOC2=C1)N1CCCCC1

InChI: InChI=1S/C21H25NO3/c23-21(22-14-8-5-9-15-22)11-7-4-2-1-3-6-10-18-12-13-19-20(16-18)25-17-24-19/h2,4,6-7,10-13,16H,1,3,5,8-9,14-15,17H2/b4-2+,10-6+,11-7+

InChIKey: KAYVDASZRFLFRZ-PQECNABGSA-N

Reference

Dehydropipernonaline, an Amide Possessing Coronary Vasodilating Activity, Isolated from Piper Iongum L

PubChem CID: 6439947

CAS: 107584-38-3

LOTUS: LTS0157770

SuperNatural Ⅲ: SN0180668-04

NPASS: NPC73883

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 339.4350000000002

TPSA？: 38.77

MolLogP？: 4.333600000000003

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Intercellular adhesion molecule-1	IC50	6.0	ug.mL-1	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	30.1	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	52.5	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	57.7	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	Intercellular adhesion molecule-1	Inhibition	73.4	%	10.1016/j.bmcl.2008.07.045
Homo sapiens	THP-1	Activity	nan	None	10.1016/j.bmcl.2008.07.045
Mus musculus	3T3-L1	Activity	-19.9	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	0.5	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	1.5	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	1.8	%	10.1016/j.bmcl.2008.04.052
Mus musculus	3T3-L1	Activity	6.7	%	10.1016/j.bmcl.2013.06.101
Mus musculus	3T3-L1	Activity	9.7	%	10.1016/j.bmcl.2013.06.101
Mus musculus	3T3-L1	Activity	12.7	%	10.1016/j.bmcl.2013.06.101
Mus musculus	3T3-L1	Activity	21.6	%	10.1016/j.bmcl.2013.06.101
Mus musculus	Mus musculus	Activity	nan	None	10.1016/j.bmcl.2008.07.045
None	ADMET	Inhibition	nan	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	23.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	25.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	28.0	%	10.1016/j.bmc.2009.08.050
None	Peritoneal macrophage cell	Inhibition	101.0	%	10.1016/j.bmc.2009.08.050