Didesmethylrocaglamide
AlkaPlorer ID: AK011201
Synonym: None
IUPAC Name: (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
Structure
SMILES: COC1=CC=C([C@@]23OC4=CC(OC)=CC(OC)=C4[C@]2(O)[C@H](O)[C@H](C(=N)O)[C@H]3C2=CC=CC=C2)C=C1
InChI: InChI=1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1
InChIKey: RMNPQEWLGQURNX-PXIJUOARSA-N
Reference
New nitrogenous and aromatic derivatives from Aglaia argentea and A. forbesii
PubChem CID: 397614
LOTUS: LTS0227961
SuperNatural Ⅲ: SN0329463-02
NPASS: NPC51543
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aglaia perviridis | Aglaia | Meliaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 477.5130000000001
TPSA？: 121.46000000000002
MolLogP？: 3.497670000000001
Number of H-Donors: 4
Number of H-Acceptors: 7
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 10.0 | nM | None |
| Homo sapiens | A498 | GI50 | 10.0 | nM | None |
| Homo sapiens | A549 | GI50 | 10.0 | nM | None |
| Homo sapiens | ACHN | GI50 | 10.0 | nM | None |
| Homo sapiens | BT-549 | GI50 | 11.22 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 16.41 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 10.0 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 10.0 | nM | None |
| Homo sapiens | DU-145 | GI50 | 10.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 10.64 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 10.0 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 10.0 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 14.22 | nM | None |
| Homo sapiens | HL-60 | GI50 | 19.23 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 10.0 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 10.0 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 10.0 | nM | None |
| Homo sapiens | HT-29 | ED50 | 0.021 | uM | 10.1021/np3007588 |
| Homo sapiens | HT-29 | GI50 | 10.0 | nM | None |
| Homo sapiens | HT-29 | IC50 | 21.0 | nM | 10.1021/acs.jnatprod.2c00036 |
| Homo sapiens | IGROV-1 | GI50 | 10.0 | nM | None |
| Homo sapiens | K562 | GI50 | 10.0 | nM | None |
| Homo sapiens | KM12 | GI50 | 10.0 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 10.0 | nM | None |
| Homo sapiens | M14 | GI50 | 10.0 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 10.0 | nM | None |
| Homo sapiens | MCF7 | GI50 | 10.0 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 10.76 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 10.0 | nM | None |
| Homo sapiens | MDA-N | GI50 | 10.0 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 65.61 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 10.0 | nM | None |
| Homo sapiens | Nuclear factor NF-kappa-B p65 subunit | ED50 | 20.0 | uM | 10.1021/np3007588 |
| Homo sapiens | OVCAR-3 | GI50 | 10.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 12.59 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 10.21 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 10.0 | nM | None |
| Homo sapiens | PC-3 | GI50 | 10.0 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 10.0 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 10.0 | nM | None |
| Homo sapiens | SF-268 | GI50 | 10.0 | nM | None |
| Homo sapiens | SF-295 | GI50 | 10.0 | nM | None |
| Homo sapiens | SF-539 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 10.62 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 10.0 | nM | None |
| Homo sapiens | SN12C | GI50 | 10.0 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 10.0 | nM | None |
| Homo sapiens | SW-620 | GI50 | 10.0 | nM | None |
| Homo sapiens | T47D | GI50 | 10.0 | nM | None |
| Homo sapiens | TK-10 | GI50 | 10.5 | nM | None |
| Homo sapiens | U-251 | GI50 | 10.0 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 16.18 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 10.0 | nM | None |
| Homo sapiens | UO-31 | GI50 | 16.11 | nM | None |
| None | ADMET | ED50 | 50.0 | uM | 10.1021/np3007588 |
| None | Unchecked | IC50 | 44.0 | nM | 10.1016/j.bmcl.2009.08.021 |