Isocephaeline
AlkaPlorer ID: AK004463
Synonym: None
IUPAC Name: (1S)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
Structure
SMILES: CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@@H]1NCCC2=CC(O)=C(OC)C=C21
InChI: InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23-,24-/m0/s1
InChIKey: DTGZHCFJNDAHEN-IAUHIMIASA-N
Reference
Two <i>Alangium</i> Alkaloids from <i>Alangium </i><i>l</i><i>amarckii</i>
PubChem CID: 12302705
LOTUS: LTS0092377
SuperNatural Ⅲ: SN0074865-06
NPASS: NPC4138
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Alangium salviifolium | Alangium | Cornaceae | Cornales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 466.6220000000003
TPSA？: 63.19000000000001
MolLogP？: 4.640400000000005
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | Activity | nan | None | 10.1021/np030086k |
| Homo sapiens | A549 | IC50 | 2700.0 | nM | 10.1021/acs.jnatprod.9b00670 |
| Homo sapiens | Aryl hydrocarbon receptor nuclear translocator | Activity | nan | None | 10.1021/np050029m |
| Homo sapiens | BT-549 | IC50 | 10.0 | ug.mL-1 | 10.1021/np030086k |
| Homo sapiens | HeLa | IC50 | 9400.0 | nM | 10.1021/acs.jnatprod.9b00670 |
| Homo sapiens | Hypoxia-inducible factor 1 alpha | Activity | nan | None | 10.1021/np050029m |
| Homo sapiens | Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha | Activity | nan | None | 10.1021/np050029m |
| Homo sapiens | Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha | IC50 | 1100.0 | nM | 10.1021/np050029m |
| Homo sapiens | KB | IC50 | 10.0 | ug.mL-1 | 10.1021/np030086k |
| Homo sapiens | SK-MEL | IC50 | 10.0 | ug.mL-1 | 10.1021/np030086k |
| Homo sapiens | SK-OV-3 | IC50 | 10.0 | ug.mL-1 | 10.1021/np030086k |
| Homo sapiens | SK-OV-3 | IC50 | 3900.0 | nM | 10.1021/acs.jnatprod.9b00670 |
| Homo sapiens | T47D | Activity | nan | None | 10.1021/np050029m |
| Homo sapiens | T47D | Inhibition | 69.0 | % | 10.1021/np050029m |
| Leishmania donovani | Leishmania donovani | IC50 | 0.45 | ug.mL-1 | 10.1021/np030086k |
| Leishmania donovani | Leishmania donovani | IC90 | 0.98 | ug.mL-1 | 10.1021/np030086k |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.1867 | ug.mL-1 | 10.1021/np030086k |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.29 | ug.mL-1 | 10.1021/np030086k |
| None | Unchecked | Activity | nan | None | 10.1021/np050029m |
| None | Unchecked | Ratio IC50 | 35.0 | None | 10.1021/np030086k |
| None | Unchecked | Ratio IC50 | 54.0 | None | 10.1021/np030086k |