Apparicine
AlkaPlorer ID: AK002286
Synonym: None
IUPAC Name: (13S,14E)-14-ethylidene-12-methylidene-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene
Structure
SMILES: C=C1C2=C(CN3CC[C@H]1/C(=C\C)C3)C1=CC=CC=C1N2
InChI: InChI=1S/C18H20N2/c1-3-13-10-20-9-8-14(13)12(2)18-16(11-20)15-6-4-5-7-17(15)19-18/h3-7,14,19H,2,8-11H2,1H3/b13-3-/t14-/m1/s1
InChIKey: LCVACABZTLIWCE-CRAFIKPXSA-N
Reference
The isolation and identification of (−)-apparicine from <i>Tabernamontana cumminsii</i>
PubChem CID: 5281349
CAS: 2122-36-3
LOTUS: LTS0123818
NPASS: NPC59084
data_source: manually
Source
Properties Information
Molecule Weight: 264.372
TPSA？: 19.03
MolLogP？: 3.962900000000003
Number of H-Donors: 1
Number of H-Acceptors: 1
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | Activity | nan | None | 10.1021/acs.jnatprod.8b00191 |
| Homo sapiens | Glucocorticoid receptor | Activity | 54.0 | % | 10.1021/np070655e |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/acs.jnatprod.8b00191 |
| Homo sapiens | Xanthine dehydrogenase | IC50 | 650.0 | nM | 10.1016/j.bmc.2021.116560 |
| Mus musculus | P388 | ED50 | 3.8 | ug ml-1 | 10.1016/j.bmc.2021.116560 |
| None | Unchecked | Ki | 2650.0 | nM | 10.1016/j.bmc.2021.116560 |