Cornigerine
AlkaPlorer ID: AK018444
Synonym: ''
IUPAC Name: N-[(9S)-5,19-dimethoxy-6-oxo-15,17-dioxatetracyclo[10.7.0.02,8.014,18]nonadeca-1(19),2,4,7,12,14(18)-hexaen-9-yl]acetamide
Structure
SMILES: COC1=C2C(=CC3=C1OCO3)CC[C@H](N=C(C)O)C1=CC(=O)C(OC)=CC=C12
InChI: InChI=1S/C21H21NO6/c1-11(23)22-15-6-4-12-8-18-20(28-10-27-18)21(26-3)19(12)13-5-7-17(25-2)16(24)9-14(13)15/h5,7-9,15H,4,6,10H2,1-3H3,(H,22,23)/t15-/m0/s1
InChIKey: DCYAJVOKJAFSES-HNNXBMFYSA-N
Reference
Five New Alkaloids from Colchicum ritchii
PubChem CID: 10000015
CAS: 6877-25-4
LOTUS: LTS0138157
SuperNatural Ⅲ: SN0062441-02
NPASS: NPC189782
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Alangium villosum | Alangium | Cornaceae | Cornales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Gloriosa superba | Gloriosa | Colchicaceae | Liliales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 383.4000000000001
TPSA？: 86.58
MolLogP？: 3.4234000000000018
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Artemia | Artemia | LC50 | 7.7 | ug.mL-1 | 10.1021/np0496587 |
| Aspergillus niger | Aspergillus niger | MIC | 500.0 | ug.mL-1 | 10.1021/np0496587 |
| Bos taurus | Tubulin beta chain | IC50 | 2100.0 | nM | 10.1021/jm00164a015 |
| Bos taurus | Tubulin beta chain | Tubulin binding | 59.0 | % | 10.1021/jm00387a028 |
| Homo sapiens | MCF7 | EC50 | 61.0 | nM | 10.1021/np0496587 |
| Homo sapiens | NCI-H460 | EC50 | 59.0 | nM | 10.1021/np0496587 |
| Homo sapiens | SF-268 | EC50 | 97.0 | nM | 10.1021/np0496587 |
| Homo sapiens | Tubulin | Binding | 59.0 | % | 10.1021/jm00364a006 |
| Micrococcus luteus | Micrococcus luteus | MIC | 500.0 | ug.mL-1 | 10.1021/np0496587 |
| Mus musculus | L1210 | IC50 | 20.0 | nM | 10.1021/acs.jmedchem.0c00222 |
| Mus musculus | Mus musculus | MED | 0.4 | mg kg-1 | 10.1021/jm00387a028 |
| Mus musculus | Mus musculus | T/C | 166.0 | None | 10.1021/jm00387a028 |
| Mus musculus | Mus musculus | Toxicity | 9.7 | mg kg-1 | 10.1021/jm00164a015 |
| Mus musculus | Mus musculus | Toxicity | 9.7 | uM kg-1 | 10.1021/jm00364a006 |
| Mus musculus | Mus musculus | Toxicity | 39.1 | uM kg-1 | 10.1021/jm00364a006 |
| Mus musculus | P388 | Potency | 10.0 | uM kg-1 | 10.1021/jm00364a006 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 500.0 | ug.mL-1 | 10.1021/np0496587 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 500.0 | ug.mL-1 | 10.1021/np0496587 |
| None | Unchecked | Activity | 50.0 | % | 10.1021/np0496587 |
| None | Unchecked | Activity | nan | None | 10.1021/acs.jnatprod.9b00880 |
| None | Unchecked | Inhibition | 54.0 | % | 10.1021/acs.jmedchem.0c00222 |