(2R,3S,3aS,6R,12R,13R,13aR)-13,13a-bis(acetyloxy)-3-(benzoyloxy)-2,5,9,9,12-pentamethyl-8-oxo-1H,2H,3H,3aH,6H,7H,12H,13H-cyclopenta[12]annulen-6-yl pyridine-3-carboxylate
AlkaPlorer ID: AK370358
Synonym: None
IUPAC Name: [(1S,2R,3aR,4R,5R,6E,11R,12E,13aS)-3a,4-diacetyloxy-1-benzoyloxy-2,5,8,8,12-pentamethyl-9-oxo-1,2,3,4,5,10,11,13a-octahydrocyclopenta[12]annulen-11-yl] pyridine-3-carboxylate
Structure
SMILES: CC(=O)O[C@@H]1[C@H](C)/C=C/C(C)(C)C(=O)C[C@@H](OC(=O)C2=CC=CN=C2)/C(C)=C/[C@H]2[C@@H](OC(=O)C3=CC=CC=C3)[C@H](C)C[C@]12OC(C)=O
InChI: InChI=1S/C37H43NO9/c1-22-15-16-36(6,7)31(41)19-30(45-35(43)28-14-11-17-38-21-28)23(2)18-29-32(46-34(42)27-12-9-8-10-13-27)24(3)20-37(29,47-26(5)40)33(22)44-25(4)39/h8-18,21-22,24,29-30,32-33H,19-20H2,1-7H3/b16-15+,23-18+/t22-,24-,29+,30-,32+,33-,37-/m1/s1
InChIKey: DTEIMVRBDJBZAX-JAWKVFOISA-N
Reference
Three New Jatrophone-Type Diterpenoids from<i>Euphorbia helioscopia</i>
PubChem CID: 163186270
LOTUS: LTS0227561
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Euphorbia helioscopia | Euphorbia | Euphorbiaceae | Malpighiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 645.749
TPSA？: 135.16000000000005
MolLogP？: 5.859800000000007
Number of H-Donors: 0
Number of H-Acceptors: 10
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.1c01050 |
| Homo sapiens | HEK293 | Activity | nan | None | 10.1021/acs.jnatprod.1c00879 |
| Homo sapiens | Voltage-gated potassium channel subunit Kv1.3 | Inhibition | 10.47 | % | 10.1021/acs.jnatprod.1c00879 |
| Homo sapiens | Voltage-gated potassium channel subunit Kv1.3 | Inhibition | 95.28 | % | 10.1021/acs.jnatprod.1c00879 |
| None | Unchecked | IC50 | 9500.0 | nM | 10.1021/acs.jnatprod.1c01050 |