N-[(10R)-14-hydroxy-3,4,5-trimethoxy-13-oxotricyclo[9.5.0.0²,?]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl]acetamide
AlkaPlorer ID: AK042545
Synonym: 'N-(10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzoaheptalen-7-yl)acetamide', 'MLS001202244', 'SMR000564997'
IUPAC Name: N-[(7S)-10-hydroxy-1,2,3-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
Structure
SMILES: COC1=CC2=C(C3=CC=C(O)C(=O)C=C3[C@@H](NC(C)=O)CC2)C(OC)=C1OC
InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m0/s1
InChIKey: PRGILOMAMBLWNG-HNNXBMFYSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Colchicum autumnale | Colchicum | Colchicaceae | Liliales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 385.4160000000002
TPSA？: 94.09
MolLogP？: 2.568600000000001
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus anthracis | Anthrax lethal factor | Potency | 12589.3 | nM | None |
| Homo sapiens | 786-0 | GI50 | 23334.58 | nM | None |
| Homo sapiens | A498 | GI50 | 18407.72 | nM | None |
| Homo sapiens | A549 | GI50 | 27669.42 | nM | None |
| Homo sapiens | ACHN | GI50 | 18113.4 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 29081.0 | nM | None |
| Homo sapiens | BT-549 | GI50 | 14621.77 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 12618.28 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 11885.02 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 100000.0 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 19364.22 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 15848.9 | nM | None |
| Homo sapiens | DNA dC->dU-editing enzyme APOBEC-3G | Potency | 6309.6 | nM | None |
| Homo sapiens | DNA dC->dU-editing enzyme APOBEC-3G | Potency | 21136.0 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 14125.4 | nM | None |
| Homo sapiens | DU-145 | GI50 | 27605.78 | nM | None |
| Homo sapiens | EKVX | GI50 | 19724.23 | nM | None |
| Homo sapiens | Geminin | Potency | 16360.1 | nM | None |
| Homo sapiens | Geminin | Potency | 18356.4 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 6309.6 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 15310.87 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 27733.2 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 10690.55 | nM | None |
| Homo sapiens | HL-60 | GI50 | 4988.84 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 24945.95 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 20230.19 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 21330.45 | nM | None |
| Homo sapiens | HT-29 | GI50 | 16106.46 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 26302.68 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 6513.1 | nM | None |
| Homo sapiens | K562 | GI50 | 15595.53 | nM | None |
| Homo sapiens | KB 3-1 | Inhibition | 0.3 | % | 10.1016/j.bmcl.2004.07.098 |
| Homo sapiens | KM12 | GI50 | 15031.42 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 12560.3 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 56234.1 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 11220.2 | nM | None |
| Homo sapiens | M14 | GI50 | 24717.24 | nM | None |
| Homo sapiens | MCF7 | GI50 | 17021.59 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 15417.0 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 18365.38 | nM | None |
| Homo sapiens | MDA-N | GI50 | 16865.53 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 39810.7 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 5420.01 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 35481.3 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 6982.32 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 19678.86 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 10592.54 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 30902.95 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 12302.69 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 12246.16 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 29580.12 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 12560.3 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 33496.54 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 13335.21 | nM | None |
| Homo sapiens | PC-3 | GI50 | 17823.79 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 11091.75 | nM | None |
| Homo sapiens | SF-268 | GI50 | 25703.96 | nM | None |
| Homo sapiens | SF-295 | GI50 | 22233.1 | nM | None |
| Homo sapiens | SF-539 | GI50 | 19142.56 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 25468.3 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 42461.96 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 7655.97 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 40457.59 | nM | None |
| Homo sapiens | SN12C | GI50 | 16788.04 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 25351.29 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 40550.85 | nM | None |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 123.96 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 109.57 | % | 10.1124/mol.112.084152 |
| Homo sapiens | SR | GI50 | 2992.26 | nM | None |
| Homo sapiens | SW-620 | GI50 | 26546.06 | nM | None |
| Homo sapiens | T47D | GI50 | 5508.08 | nM | None |
| Homo sapiens | TK-10 | GI50 | 37931.5 | nM | None |
| Homo sapiens | Tubulin beta-1 chain | IC50 | 2900.0 | nM | 10.1016/j.bmcl.2004.07.098 |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 2985.5 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 5173.5 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 5956.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 6513.1 | nM | None |
| Homo sapiens | U-251 | GI50 | 15703.63 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 21232.44 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 13152.25 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 79432.8 | nM | None |
| Homo sapiens | UO-31 | GI50 | 17579.24 | nM | None |
| Plasmodium falciparum 3D7 | HSP40, subfamily A, putative | AbsAC1000_uM | 1.869 | uM | None |
| None | ADMET | IC50 | 0.002 | ug.mL-1 | 10.1016/j.bmcl.2004.07.098 |
| None | ADMET | IC50 | 0.003 | ug.mL-1 | 10.1016/j.bmcl.2004.07.098 |
| None | Unchecked | AC50 | 40770.0 | nM | None |
| None | Unchecked | IC50 | 20000.0 | nM | 10.1016/S0960-894X(01)81108-2 |
| None | Unchecked | Potency | 5173.5 | nM | None |
| None | Unchecked | Potency | 6309.6 | nM | None |
| None | Unchecked | Potency | 7943.3 | nM | None |
| None | Unchecked | Potency | 8912.5 | nM | None |