(10S)-10-{[(2-hydroxyphenyl)methyl](methyl)amino}-3,4,5,14-tetramethoxytricyclo[9.5.0.0²,⁷]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one
AlkaPlorer ID: AK060857
Synonym: None
IUPAC Name: (7S)-7-[(2-hydroxyphenyl)methyl-methylamino]-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
Structure
SMILES: COC1=C(OC)C(OC)=C2C(=C1)CC[C@H](N(C)CC1=CC=CC=C1O)C1=CC(=O)C(OC)=CC=C12
InChI: InChI=1S/C28H31NO6/c1-29(16-18-8-6-7-9-22(18)30)21-12-10-17-14-25(33-3)27(34-4)28(35-5)26(17)19-11-13-24(32-2)23(31)15-20(19)21/h6-9,11,13-15,21,30H,10,12,16H2,1-5H3/t21-/m0/s1
InChIKey: SOFSXTKPGSIDCI-NRFANRHFSA-N
Reference
X-Ray structural investigation of the alkaloid speciosine
PubChem CID: 330188
CAS: 16892-03-8
LOTUS: LTS0270650
SuperNatural Ⅲ: SN0350925-02
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Colchicum speciosum | Colchicum | Colchicaceae | Liliales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 477.5570000000002
TPSA？: 77.46
MolLogP？: 4.573100000000005
Number of H-Donors: 1
Number of H-Acceptors: 7
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Tubulin | Tubulin binding | 62.0 | % | 10.1021/jm00135a005 |
| Mus musculus | Mus musculus | Toxicity | 83.9 | uM kg-1 | 10.1021/jm00135a005 |
| Mus musculus | Mus musculus | Toxicity | 296.4 | uM kg-1 | 10.1021/jm00135a005 |
| Mus musculus | P388 | Potency | 22.0 | uM kg-1 | 10.1021/jm00135a005 |
| None | Unchecked | Activity | 70.0 | % | 10.1021/np50070a044 |
| None | Unchecked | IC50 | 3200.0 | nM | 10.1021/np50070a044 |