(S)-nandinine
AlkaPlorer ID: AK056664
Synonym: '(S)-nandinine', '(+)-Tetrahydroberberrubine', 'S-Tetrahydroberberrubine', '10-Methoxy-2,3-(methylenedioxy)berbin-9-ol', 'Nandinine', '(+)-nandinine', '(+)-Nandinin', 'tetrahydroberberrubine'
IUPAC Name: (1S)-17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaen-16-ol
Structure
SMILES: COC1=CC=C2C[C@H]3C4=CC5=C(C=C4CCN3CC2=C1O)OCO5
InChI: InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1
InChIKey: PQECCKIOFCWGRJ-HNNXBMFYSA-N
Reference
PubChem CID: 12313091
CAS: 572-76-9
LOTUS: LTS0275873
SuperNatural Ⅲ: SN0292262-01
NPASS: NPC238530
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Eschscholzia californica | Eschscholzia | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Argemone mexicana | Argemone | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 325.36400000000003
TPSA？: 51.16000000000001
MolLogP？: 2.785
Number of H-Donors: 1
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Coagulation factor III | IC50 | 36.41 | nM | 10.1016/j.bmc.2012.11.002 |
| Homo sapiens | Dopamine D1 receptor | Inhibition | 98.7 | % | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Dopamine D1 receptor | Ki | 60.0 | nM | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Dopamine D2 receptor | Inhibition | 78.0 | % | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Dopamine D2 receptor | Ki | 5000.0 | nM | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Serotonin 1a (5-HT1a) receptor | Inhibition | 82.8 | % | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Serotonin 1a (5-HT1a) receptor | Ki | 5000.0 | nM | 10.1016/j.bmc.2012.12.016 |
| Homo sapiens | Serotonin 2a (5-HT2a) receptor | Inhibition | 49.1 | % | 10.1016/j.bmc.2012.12.016 |