4-(2-Aminoethyl)phenol; N-(4-Hydroxy-3-methoxy-Z-cinnamoyl)
AlkaPlorer ID: AK285435
Synonym: N-cis-Feruloyltyramine
IUPAC Name: (Z)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
Structure
SMILES: COC1=CC(/C=C\C(O)=NCCC2=CC=C(O)C=C2)=CC=C1O
InChI: InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5-
InChIKey: NPNNKDMSXVRADT-UITAMQMPSA-N
Reference
Phenolic acid amides: a new type of DNA strand scission agent from Piper caninum
PubChem CID: 6440659
CAS: 80510-09-4
LOTUS: LTS0255533
SuperNatural Ⅲ: SN0251859-01
NPASS: NPC35961
Source
Properties Information
Molecule Weight: 313.353
TPSA？: 82.28
MolLogP？: 3.3188000000000017
Number of H-Donors: 3
Number of H-Acceptors: 4
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Agaricus bisporus | Tyrosinase | Inhibition | nan | % | 10.1016/j.bmc.2017.12.011 |
| 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 |
| Mus musculus | 3T3-L1 | Activity | nan | None | 10.1016/j.bmcl.2013.04.013 |
| Mus musculus | BV-2 | Activity | 100.4 | % | 10.1016/j.bmcl.2012.08.016 |
| Mus musculus | BV-2 | Activity | nan | None | 10.1021/acs.jnatprod.1c00055 |
| Mus musculus | BV-2 | IC50 | 22000.0 | nM | 10.1021/acs.jnatprod.1c00055 |
| Mus musculus | BV-2 | IC50 | 32060.0 | nM | 10.1016/j.bmcl.2012.08.016 |
| Mus musculus | Quinone oxidoreductase | CD | 5.0 | ug ml-1 | 10.1021/np030081n |
| Sus scrofa | Pancreatic triacylglycerol lipase | Inhibition | nan | % | 10.1016/j.bmcl.2013.04.013 |