Chelidonine; (±)-form
AlkaPlorer ID: AK292200
Synonym: None
IUPAC Name: 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
Structure
SMILES: CN1CC2=C3OCOC3=CC=C2C2C(O)CC3=CC4=C(C=C3C21)OCO4
InChI: InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3
InChIKey: GHKISGDRQRSCII-UHFFFAOYSA-N
Reference
PubChem CID: 10147
CAS: 136173-03-0
LOTUS: LTS0166721
SuperNatural Ⅲ: SN0105828-04
NPASS: NPC118633
COCONUT: CNP0286123.6
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Glaucium corniculatum | Glaucium | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Glaucium elegans | Glaucium | Papaveraceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 353.37400000000014
TPSA？: 60.390000000000015
MolLogP？: 2.3313
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | 4'-phosphopantetheinyl transferase ffp | Potency | 89125.1 | nM | None |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 39810.7 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 5011.9 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 12589.3 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 39810.7 | nM | None |
| Homo sapiens | Panel NCI-60 (60 carcinoma cell lines) | GI50 | 433.0 | nM | 10.1021/jm049838d |
| Homo sapiens | Prelamin-A/C | Potency | 15848.9 | nM | None |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 59.5 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 82.29 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 1883.7 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 2660.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 4109.5 | nM | None |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 19952.62 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 20000.0 | nM | 10.6019/CHEMBL4651402 |
| None | Unchecked | FC | 3.0 | None | 10.1016/j.ejmech.2017.06.047 |
| None | Unchecked | FC | 6.0 | None | 10.1016/j.ejmech.2017.06.047 |
| None | Unchecked | IC50 | 9000.0 | nM | 10.1016/j.ejmech.2017.06.047 |
| None | Unchecked | IC50 | 11000.0 | nM | 10.1016/j.ejmech.2017.06.047 |
| None | Unchecked | Potency | 1995.3 | nM | None |
| None | Unchecked | Potency | 3548.1 | nM | None |
| None | Unchecked | Potency | 4466.8 | nM | None |
| None | Unchecked | Potency | 5623.4 | nM | None |
| None | Unchecked | Potency | 7079.5 | nM | None |