Norboldine
AlkaPlorer ID: AK001983
Synonym: None
IUPAC Name: (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Structure
SMILES: COC1=C(O)C=C2C[C@@H]3NCCC4=C3C(=C(OC)C(O)=C4)C2=C1
InChI: InChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3/t12-/m0/s1
InChIKey: KYVJVURXKAZJRK-LBPRGKRZSA-N
Reference
Phoebegrandines A and B, proaporphine-tryptamine dimers, from Phoebe grandis
PubChem CID: 22179
CAS: 568-39-8
LOTUS: LTS0093962
SuperNatural Ⅲ: SN0199106-02
NPASS: NPC26240
Source
Properties Information
Molecule Weight: 313.35299999999995
TPSA？: 70.95
MolLogP？: 2.5249000000000006
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | CC50 | 95000.0 | nM | 10.1021/np970382v |
| Chlorocebus sabaeus | Vero | MTC | 62.0 | uM | 10.1021/np970382v |
| Homo sapiens | AGS | Activity | nan | None | 10.1021/np000176e |
| Homo sapiens | DLD-1 | Activity | nan | None | 10.1021/np000176e |
| Homo sapiens | HepG2 | Activity | nan | None | 10.1021/np000176e |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1.24 | ug.mL-1 | 10.1021/np960195h |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1.68 | ug.mL-1 | 10.1021/np960195h |
| Poliovirus 2 | Poliovirus 2 | Activity | nan | None | 10.1021/np970382v |
| Poliovirus 2 | Poliovirus 2 | ED50 | 62.0 | uM | 10.1021/np970382v |
| Rattus norvegicus | Dopamine D1 receptor | IC50 | 2500.0 | nM | 10.1021/jm060959i |
| Rattus norvegicus | Dopamine D2 receptor | IC50 | 6800.0 | nM | 10.1021/jm060959i |
| Rattus norvegicus | Dopamine transporter | IC50 | 16500.0 | nM | 10.1021/jm060959i |
| Rattus norvegicus | Dopamine transporter | IC50 | 16500.0 | nM | 10.1021/np50124a001 |
| None | NON-PROTEIN TARGET | Activity | nan | None | 10.1021/np000176e |
| None | Unchecked | Ratio | 1.5 | None | 10.1021/np970382v |
| None | Unchecked | Ratio IC50 | 0.15 | None | 10.1021/np50124a001 |
| None | Unchecked | Ratio IC50 | 0.41 | None | 10.1021/np50124a001 |