Octopamine; (ξ)-form, N-(4-Hydroxy-3-methoxy-Z-cinnamoyl)
AlkaPlorer ID: AK308493
Synonym: N-cis-Feruloyloctopamine
IUPAC Name: (E)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
Structure
SMILES: COC1=CC(/C=C/C(O)=NCC(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+
InChIKey: VJSCHQMOTSXAKB-YCRREMRBSA-N
Reference
Phenolic amides and isoquinoline alkaloids from Corydalis sempervirens
PubChem CID: 24096391
CAS: 180050-83-3
LOTUS: LTS0145453
NPASS: NPC160607
Source
Properties Information
Molecule Weight: 329.35200000000003
TPSA？: 102.51
MolLogP？: 2.8097000000000016
Number of H-Donors: 4
Number of H-Acceptors: 5
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Beta-glucosidase | Inhibition | nan | % | 10.1016/j.ejmech.2016.02.044 |
| Homo sapiens | Huh-7 | Activity | 11.7 | None | 10.1016/j.bmcl.2016.12.073 |
| Homo sapiens | Huh-7 | Activity | nan | None | 10.1016/j.bmcl.2016.12.073 |
| Homo sapiens | Huh-7 | IC50 | 1990000.0 | nM | 10.1016/j.bmcl.2016.12.073 |
| Homo sapiens | MAP kinase p38 | Activity | nan | None | 10.1016/j.bmcl.2016.12.073 |
| Homo sapiens | Mitogen-activated protein kinase; ERK1/ERK2 | Activity | nan | None | 10.1016/j.bmcl.2016.12.073 |
| Homo sapiens | Nuclear factor NF-kappa-B p65 subunit | Activity | nan | None | 10.1016/j.bmcl.2016.12.073 |
| None | Unchecked | Activity | 23.3 | None | 10.1016/j.bmcl.2016.12.073 |
| None | Unchecked | Activity | nan | None | 10.1016/j.bmcl.2016.12.073 |
| None | Unchecked | IC50 | 187840.0 | nM | 10.1016/j.ejmech.2016.02.044 |
| None | Unchecked | IC50 | 2270000.0 | nM | 10.1016/j.bmcl.2016.12.073 |
| None | Unchecked | Inhibition | nan | % | 10.1016/j.ejmech.2016.02.044 |
| None | Unchecked | Ki | nan | None | 10.1016/j.ejmech.2016.02.044 |