Insulicolide A
AlkaPlorer ID: AK325393
Synonym: None
IUPAC Name: [(5R,5aS,6S,9aS,9bS)-9b-hydroxy-6-(hydroxymethyl)-6,9a-dimethyl-3-oxo-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] 4-nitrobenzoate
Structure
SMILES: C[C@]1(CO)CCC[C@@]2(C)[C@H]1[C@H](OC(=O)C1=CC=C([N+](=O)[O-])C=C1)C=C1C(=O)OC[C@@]12O
InChI: InChI=1S/C22H25NO8/c1-20(11-24)8-3-9-21(2)17(20)16(10-15-19(26)30-12-22(15,21)27)31-18(25)13-4-6-14(7-5-13)23(28)29/h4-7,10,16-17,24,27H,3,8-9,11-12H2,1-2H3/t16-,17+,20-,21+,22-/m1/s1
InChIKey: ISKLVGANHNNXLD-PNBTUHDLSA-N
Reference
PubChem CID: 10410482
LOTUS: LTS0186713
SuperNatural Ⅲ: SN0154107-02
NPASS: NPC87876
{NPAtlas: NPA004156
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus insulicola | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 431.44100000000026
TPSA？: 136.20000000000002
MolLogP？: 2.1531000000000007
Number of H-Donors: 2
Number of H-Acceptors: 8
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Enterovirus | Enterovirus | IC50 | 50000.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | 786-0 | IC50 | 890.0 | nM | 10.1021/acs.jnatprod.7b00698 |
| Homo sapiens | A549 | IC50 | 2860.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | ACHN | IC50 | 1500.0 | nM | 10.1021/acs.jnatprod.7b00698 |
| Homo sapiens | HeLa | IC50 | 6350.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | HL-60 | IC50 | 2340.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | K562 | IC50 | 4760.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | MCF7 | IC50 | 6080.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | MOLT-4 | IC50 | 2110.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | NCI-H1975 | IC50 | 4630.0 | nM | 10.1039/C3MD00371J |
| Homo sapiens | OS-RC-2 | IC50 | 1500.0 | nM | 10.1021/acs.jnatprod.7b00698 |
| Homo sapiens | U-937 | IC50 | 3970.0 | nM | 10.1039/C3MD00371J |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | IC50 | nan | None | 10.1039/C3MD00371J |
| None | NON-PROTEIN TARGET | IC50 | 2350.0 | nM | 10.1039/C3MD00371J |
| None | NON-PROTEIN TARGET | IC50 | 2780.0 | nM | 10.1039/C3MD00371J |
| None | NON-PROTEIN TARGET | IC50 | 50000.0 | nM | 10.1039/C3MD00371J |