16R,19E-isositsirikine
AlkaPlorer ID: AK007925
Synonym: 'Epiisositsirikine', '16-epi-19E-Isositsirikine', '16-Epiisositsirikine', '16-epi-Isositsirikine', 'Isositsirikine', '16R,19E-Isositsirikine', 'Corynan-16-carboxylic acid, 19,20-didehydro-17-hydroxy-, methyl ester,(16R,19E)-'
IUPAC Name: methyl (2R)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate
Structure
SMILES: C/C=C1/CN2CCC3=C(NC4=CC=CC=C34)[C@@H]2C[C@@H]1[C@H](CO)C(=O)OC
InChI: InChI=1S/C21H26N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,16-17,19,22,24H,8-12H2,1-2H3/b13-3-/t16-,17-,19-/m0/s1
InChIKey: RGXKJLTVROJBKZ-LZNZQLKFSA-N
Reference
PubChem CID: 6436828
CAS: 6519-27-3
LOTUS: LTS0058584
NPASS: NPC99921
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hunteria zeylanica | Hunteria | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Catharanthus roseus | Catharanthus | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 354.45000000000016
TPSA？: 65.56
MolLogP？: 2.814800000000001
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Enterococcus faecalis | Enterococcus faecalis | MIC | 18000.0 | nM | 10.1021/acs.jnatprod.6b00011 |
| Escherichia coli | Escherichia coli | MIC | 150000.0 | nM | 10.1021/acs.jnatprod.6b00011 |
| Homo sapiens | A549 | Activity | nan | None | 10.1021/acs.jnatprod.5b01035 |
| Homo sapiens | HeLa | Activity | nan | None | 10.1021/acs.jnatprod.5b01035 |
| Homo sapiens | SGC-7901 | Activity | nan | None | 10.1021/acs.jnatprod.5b01035 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 150000.0 | nM | 10.1021/acs.jnatprod.6b00011 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 2000.0 | nM | 10.1021/acs.jnatprod.6b00011 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 150000.0 | nM | 10.1021/acs.jnatprod.6b00011 |