Ergotamine; 8-Epimer
AlkaPlorer ID: AK297689
Synonym: Ergotaminine
IUPAC Name: None
Structure
SMILES: CN1CC(C(O)=NC2(C)OC3(O)C4CCCN4C(=O)C(CC4=CC=CC=C4)N3C2=O)C=C2C3=C4C(=C[NH2+]C4=CC=C3)CC21
InChI: InChI=1S/C33H35N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39)/p+1
InChIKey: XCGSFFUVFURLIX-UHFFFAOYSA-O
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Claviceps purpurea | Claviceps | Clavicipitaceae | Hypocreales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 582.6810000000002
TPSA？: 122.52
MolLogP？: 1.746800000000002
Number of H-Donors: 3
Number of H-Acceptors: 6
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 19998.62 | nM | None |
| Homo sapiens | A498 | GI50 | 14996.85 | nM | None |
| Homo sapiens | A549 | GI50 | 37757.22 | nM | None |
| Homo sapiens | ACHN | GI50 | 21827.3 | nM | None |
| Homo sapiens | BT-549 | GI50 | 20941.12 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 26363.31 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 19998.62 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 16481.62 | nM | None |
| Homo sapiens | DU-145 | GI50 | 22233.1 | nM | None |
| Homo sapiens | EKVX | GI50 | 30760.97 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 20989.4 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 18923.44 | nM | None |
| Homo sapiens | HL-60 | GI50 | 19230.92 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 23878.11 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 16865.53 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 10232.93 | nM | None |
| Homo sapiens | HT-29 | GI50 | 23878.11 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 19952.62 | nM | None |
| Homo sapiens | K562 | GI50 | 25351.29 | nM | None |
| Homo sapiens | KM12 | GI50 | 28840.32 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 15452.54 | nM | None |
| Homo sapiens | M14 | GI50 | 22284.35 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 18281.0 | nM | None |
| Homo sapiens | MCF7 | GI50 | 20653.8 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 19230.92 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 15922.09 | nM | None |
| Homo sapiens | MDA-N | GI50 | 18535.32 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 23878.11 | nM | None |
| Homo sapiens | NAD-dependent protein deacetylase sirtuin-6 | Inhibition | 25.0 | % | 10.1021/ml300139n |
| Homo sapiens | NCI/ADR-RES | GI50 | 26302.68 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 30269.13 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 21527.82 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 38904.51 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 16292.96 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 18281.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 20653.8 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 20230.19 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 19275.25 | nM | None |
| Homo sapiens | PC-3 | GI50 | 18281.0 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 22908.68 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 18030.18 | nM | None |
| Homo sapiens | SF-268 | GI50 | 13182.57 | nM | None |
| Homo sapiens | SF-295 | GI50 | 19275.25 | nM | None |
| Homo sapiens | SF-539 | GI50 | 12133.89 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 17418.07 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 17100.15 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 14190.58 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 29922.65 | nM | None |
| Homo sapiens | SN12C | GI50 | 19998.62 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 35075.19 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 35563.13 | nM | None |
| Homo sapiens | SR | GI50 | 16143.59 | nM | None |
| Homo sapiens | SW-620 | GI50 | 23388.37 | nM | None |
| Homo sapiens | T47D | GI50 | 33036.95 | nM | None |
| Homo sapiens | TK-10 | GI50 | 17378.01 | nM | None |
| Homo sapiens | U-251 | GI50 | 18620.87 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 13899.53 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 16032.45 | nM | None |
| Homo sapiens | UO-31 | GI50 | 29107.17 | nM | None |
| None | ADMET | Biotransformation | nan | None | 10.1038/s41586-019-1291-3 |