(3S,4S,6S,6aR,10S,12R,15R,15aR,15bR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1-oxo-2H,3H,4H,6H,6aH,9H,10H,11H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate
AlkaPlorer ID: AK325209
Synonym: None
IUPAC Name: [(3E,9E)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
Structure
SMILES: C=C1C(C)C2C(CC3=CC=CC=C3)N=C(O)C23C(OC(C)=O)/C=C/C(C)(O)CC(C)C/C=C/C3C1O
InChI: InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34)/b13-9+,15-14+
InChIKey: NAEWXXDGBKTIMN-BBXOWAOSSA-N
Reference
New Botrydial Sesquiterpenoids from Hymenoscyphus epiphyllus
PubChem CID: 5351303
LOTUS: LTS0236642
NPASS: NPC64897
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Gleditsia japonica | Gleditsia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Gleditsia sinensis | Gleditsia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 493.6440000000003
TPSA？: 99.35
MolLogP？: 4.578400000000005
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | Inhibition | -9.16 | % | 10.6019/CHEMBL4296183 |
| Candida albicans | Candida albicans | Inhibition | 1.45 | % | 10.6019/CHEMBL4296183 |
| Cryptococcus neoformans | Cryptococcus neoformans | Inhibition | -3.95 | % | 10.6019/CHEMBL4296183 |
| Escherichia coli | Escherichia coli | Inhibition | -0.68 | % | 10.6019/CHEMBL4296183 |
| Homo sapiens | 786-0 | GI50 | 632.41 | nM | None |
| Homo sapiens | A498 | GI50 | 116.68 | nM | None |
| Homo sapiens | A549 | GI50 | 602.56 | nM | None |
| Homo sapiens | ACHN | GI50 | 492.04 | nM | None |
| Homo sapiens | BT-549 | GI50 | 2666.86 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 28.84 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 1025.65 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 104.47 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 79.62 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 8570.38 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 6095.37 | nM | None |
| Homo sapiens | DU-145 | GI50 | 100000.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 1721.87 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 16143.59 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 4528.98 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 2703.96 | nM | None |
| Homo sapiens | HL-60 | GI50 | 5023.43 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 32.43 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 43.55 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 153.82 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 12.94 | nM | None |
| Homo sapiens | HT-29 | GI50 | 138.04 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 1321.3 | nM | None |
| Homo sapiens | K562 | GI50 | 23280.91 | nM | None |
| Homo sapiens | KM12 | GI50 | 97274.72 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 111.94 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 59.29 | nM | None |
| Homo sapiens | M14 | GI50 | 99083.19 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 49090.79 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 28379.19 | nM | None |
| Homo sapiens | MCF7 | GI50 | 6561.45 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 221.82 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 32885.16 | nM | None |
| Homo sapiens | MDA-N | GI50 | 100000.0 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 5152.29 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 57016.43 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 727.78 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 13803.84 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 53456.44 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 290.4 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 2259.44 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 2192.8 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 903.65 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 70631.76 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 54575.79 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 9418.9 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 39.36 | nM | None |
| Homo sapiens | SF-268 | GI50 | 518.8 | nM | None |
| Homo sapiens | SF-295 | GI50 | 209.89 | nM | None |
| Homo sapiens | SF-539 | GI50 | 83.56 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 8974.29 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 3935.5 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 3054.92 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 242.1 | nM | None |
| Homo sapiens | SN12C | GI50 | 44258.84 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 29.44 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 86.3 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 13.96 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 45.39 | nM | None |
| Homo sapiens | SR | GI50 | 27542.29 | nM | None |
| Homo sapiens | SW-620 | GI50 | 90573.26 | nM | None |
| Homo sapiens | T47D | GI50 | 100000.0 | nM | None |
| Homo sapiens | TK-10 | GI50 | 60117.37 | nM | None |
| Homo sapiens | U-251 | GI50 | 67.92 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 17100.15 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 18197.01 | nM | None |
| Homo sapiens | UO-31 | GI50 | 61.8 | nM | None |
| Homo sapiens | XF498 | GI50 | 972.75 | nM | None |
| Klebsiella pneumoniae | Klebsiella pneumoniae | Inhibition | -1.52 | % | 10.6019/CHEMBL4296183 |
| Mus musculus | P388 | GI50 | 608.14 | nM | None |
| Mus musculus | P388/ADR | GI50 | 2582.26 | nM | None |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | Inhibition | 0.72 | % | 10.6019/CHEMBL4296183 |
| Staphylococcus aureus | Staphylococcus aureus | Inhibition | -5.72 | % | 10.6019/CHEMBL4296183 |