cephalotaxine
AlkaPlorer ID: AK001902
Synonym: '(-)-Cephalotaxine', '', 'SMR001797598', 'Cephalotaxine', 'MLSMR', 'CEPHALOTAXINE\nAlkaloid A from Cephalotaxus\n4H-Cyclopentaa1,3dioxolo4,5-hpyrrolo2,1-b3benzazepin-1-ol, 1,5,6,8,9,14b-hexahydro-2-methoxy-\n4H-Cyclopentaa1,3dioxolo4,5-hpyrrolo2,1-b3benzazepin-1-ol, 1,5,6,8,9,14b-hexahydro-2-methoxy-, 1S-(1.alpha.,3aS*,14b.beta.)-\nCephalotaxine\nCephalotaxine', 'CEPHALOTAXINE', '(1S,3aR,14bS)-2-methoxy-1,5,6,8,9,14b-hexahydro-4H-cyclopentaa1,3dioxolo4,5-hpyrrolo2,1-b3benzazepin-1-ol', 'MLS002919999', 'Epicephalotaxine'
IUPAC Name: (2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-ol
Structure
SMILES: COC1=C[C@]23CCCN2CCC2=CC4=C(C=C2[C@@H]3[C@@H]1O)OCO4
InChI: InChI=1S/C18H21NO4/c1-21-15-9-18-4-2-5-19(18)6-3-11-7-13-14(23-10-22-13)8-12(11)16(18)17(15)20/h7-9,16-17,20H,2-6,10H2,1H3/t16-,17-,18+/m1/s1
InChIKey: YMNCVRSYJBNGLD-KURKYZTESA-N
Reference
Alkaloids of Cephalotaxus wilsoniana
PubChem CID: 65305
CAS: 24316-19-6
LOTUS: LTS0090767
SuperNatural Ⅲ: SN0454451-04
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Cephalotaxus harringtonia | Cephalotaxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 315.3690000000001
TPSA？: 51.16000000000001
MolLogP？: 1.7944
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 | HL-60 | IC50 | 30000.0 | nM | 10.1016/j.ejmech.2022.114731 |
| Homo sapiens | HL-60 | IC50 | 61200.0 | nM | 10.1021/acs.jnatprod.7b00541 |
| Homo sapiens | Janus Kinase (JAK) | Inhibition | 25.0 | % | 10.1038/nchembio.2007.59 |
| Homo sapiens | Janus Kinase (JAK) | Inhibition | 65.0 | % | 10.1038/nchembio.2007.59 |
| Homo sapiens | K562 | IC50 | 30000.0 | nM | 10.1016/j.ejmech.2022.114731 |
| Homo sapiens | MAP kinase p38 | IC50 | 200.0 | nM | 10.1038/nchembio.2007.59 |
| Homo sapiens | MAP kinase p38 | Inhibition | 25.0 | % | 10.1038/nchembio.2007.59 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 77.26 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 77.89 | % | 10.1124/mol.112.084152 |
| Homo sapiens | U-937 | IC50 | 30000.0 | nM | 10.1016/j.ejmech.2022.114731 |
| None | Unchecked | IC50 | 440000000.0 | nM | 10.1021/jm00007a003 |
| None | Unchecked | Potency | 6309.6 | nM | None |