Penicilindole A
AlkaPlorer ID: AK065764
Synonym: 'Penicilindole A'
IUPAC Name: (1S,4R,4aS,7R,8S,8aS)-8-(1H-indol-3-ylmethyl)-4,4a,7-trimethyl-8a-(4-methylpent-3-enyl)-2,3,4,5,6,8-hexahydro-1H-naphthalene-1,7-diol
Structure
SMILES: CC(C)=CCC[C@@]12[C@@H](O)CC[C@@H](C)[C@]1(C)CC[C@@](C)(O)[C@H]2CC1=CNC2=CC=CC=C12
InChI: InChI=1S/C28H41NO2/c1-19(2)9-8-14-28-24(17-21-18-29-23-11-7-6-10-22(21)23)27(5,31)16-15-26(28,4)20(3)12-13-25(28)30/h6-7,9-11,18,20,24-25,29-31H,8,12-17H2,1-5H3/t20-,24-,25+,26+,27-,28-/m1/s1
InChIKey: GFSPEIJDKJGERO-FSTPOKOHSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | None | Trichocomaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 423.6410000000001
TPSA？: 56.25
MolLogP？: 6.401300000000008
Number of H-Donors: 3
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus cereus | Bacillus cereus | Activity | nan | None | 10.1021/acs.jnatprod.7b00673 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/acs.jnatprod.7b00673 |
| Homo sapiens | A549 | IC50 | 5500.0 | nM | 10.1021/acs.jnatprod.7b00673 |
| Homo sapiens | HeLa | IC50 | 23300.0 | nM | 10.1021/acs.jnatprod.7b00673 |
| Homo sapiens | HepG2 | IC50 | 1500.0 | nM | 10.1021/acs.jnatprod.7b00673 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/acs.jnatprod.7b00673 |
| Vibrio alginolyticus | Vibrio alginolyticus | Activity | nan | None | 10.1021/acs.jnatprod.7b00673 |
| Vibrio parahaemolyticus | Vibrio parahaemolyticus | Activity | nan | None | 10.1021/acs.jnatprod.7b00673 |