Molecule

(R)-N-trans-feruloyloctopamine

AlkaPlorer ID: AK004369

Synonym: '', '(2S,E)-N-2-hydroxy-2-(4-hydroxyphenyl)ethylferulamide', 'N-2-(R)-hydroxy-2-(4-hydroxy-phenyl)ethyl-3-(4-hydroxy-3-methoxy-phenyl)acrylamide', 'N-trans-feruloyloctopamine', 'N-cis-Feruloyloctopamine', 'N-cis-feruloyloctopamine'

IUPAC Name: (E)-N-[(2S)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Structure

SMILES: COC1=CC(/C=C/C(=O)NC[C@@H](O)C2=CC=C(O)C=C2)=CC=C1O

InChI: InChI=1S/C18H19NO5/c1-24-17-10-12(2-8-15(17)21)3-9-18(23)19-11-16(22)13-4-6-14(20)7-5-13/h2-10,16,20-22H,11H2,1H3,(H,19,23)/b9-3+/t16-/m1/s1

InChIKey: VJSCHQMOTSXAKB-UOWSJYKBSA-N

Reference

Cinnamic acid amides and lignanamides from Aptenia cordifolia

PubChem CID: 10042201

LOTUS: LTS0161076

SuperNatural Ⅲ: SN0392133-08

NPASS: NPC41473

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Solanum tuberosum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lycium barbarum	Lycium	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Salsola	Chenopodiaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lycium chinense	Lycium	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Acorus gramineus	Acorus	Acoraceae	Acorales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 329.35200000000003

TPSA？: 99.02

MolLogP？: 1.9694

Number of H-Donors: 4

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Escherichia coli	Escherichia coli	MBC	700.0	ug ml-1	10.1021/np060222w
Escherichia coli	Escherichia coli	MIC	400.0	ug.mL-1	10.1021/np060222w
Homo sapiens	A549	IC50	30000.0	nM	10.1016/j.bmcl.2012.08.016
Homo sapiens	HCT-15	IC50	30000.0	nM	10.1016/j.bmcl.2012.08.016
Homo sapiens	SK-MEL-2	IC50	30000.0	nM	10.1016/j.bmcl.2012.08.016
Homo sapiens	SK-OV-3	IC50	30000.0	nM	10.1016/j.bmcl.2012.08.016
Homo sapiens	U-937	IC50	44.0	ug.mL-1	10.1007/s00044-009-9258-9
Micrococcus luteus	Micrococcus luteus	MBC	700.0	ug ml-1	10.1021/np060222w
Micrococcus luteus	Micrococcus luteus	MIC	400.0	ug.mL-1	10.1021/np060222w
Mus musculus	B16-F10	Inhibition	nan	%	10.1016/j.bmcl.2015.02.028
Mus musculus	BV-2	Activity	98.3	%	10.1016/j.bmcl.2012.08.016
Mus musculus	BV-2	IC50	54790.0	nM	10.1016/j.bmcl.2012.08.016
Mus musculus	Tyrosinase	IC50	96000.0	nM	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	106.3	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	121.9	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	165.0	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	182.4	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	190.8	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	203.5	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	225.3	%	10.1016/j.bmcl.2015.02.028
Mus musculus	Tyrosinase	Inhibition	nan	%	10.1016/j.bmcl.2015.02.028
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MBC	nan	None	10.1021/np060222w
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	700.0	ug.mL-1	10.1021/np060222w
Staphylococcus aureus	Staphylococcus aureus	MBC	600.0	ug ml-1	10.1021/np060222w
Staphylococcus aureus	Staphylococcus aureus	MIC	200.0	ug.mL-1	10.1021/np060222w
Staphylococcus epidermidis	Staphylococcus epidermidis	MBC	700.0	ug ml-1	10.1021/np060222w
Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	600.0	ug.mL-1	10.1021/np060222w
None	ADMET	Activity	96.0	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	97.2	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	97.8	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	98.3	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	99.4	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	102.2	%	10.1016/j.bmcl.2015.02.028
None	ADMET	Activity	104.8	%	10.1016/j.bmcl.2015.02.028
None	Molecular identity unknown	Inhibition	nan	%	10.1016/j.bmcl.2015.02.028