Isoharringtonine
AlkaPlorer ID: AK043086
Synonym: ''
IUPAC Name: 1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-2-(3-methylbutyl)butanedioate
Structure
SMILES: COC(=O)[C@@H](O)[C@](O)(CCC(C)C)C(=O)O[C@@H]1C(OC)=C[C@]23CCCN2CCC2=CC4=C(C=C2[C@H]13)OCO4
InChI: InChI=1S/C28H37NO9/c1-16(2)6-9-28(33,24(30)25(31)35-4)26(32)38-23-21(34-3)14-27-8-5-10-29(27)11-7-17-12-19-20(37-15-36-19)13-18(17)22(23)27/h12-14,16,22-24,30,33H,5-11,15H2,1-4H3/t22-,23-,24-,27+,28-/m1/s1
InChIKey: CAOHZEUEVKYHPF-XWHOPEMDSA-N
Reference
Alkaloids from Cephalotaxus harringtonia
PubChem CID: 73492
CAS: 26833-86-3
LOTUS: LTS0248341
SuperNatural Ⅲ: SN0040528-07
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Cephalotaxus harringtonia | Cephalotaxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 531.6020000000004
TPSA？: 123.99000000000002
MolLogP？: 2.046499999999999
Number of H-Donors: 2
Number of H-Acceptors: 10
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A498 | GI50 | 1475.71 | nM | None |
| Homo sapiens | A549 | GI50 | 950.6 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 1770.11 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 1513.56 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 1285.29 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 1002.31 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 265.46 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 584.79 | nM | None |
| Homo sapiens | EKVX | GI50 | 1706.08 | nM | None |
| Homo sapiens | HCC1806 | IC50 | 100.0 | nM | 10.1021/acs.jmedchem.0c01180 |
| Homo sapiens | HCC1937 | IC50 | 500.0 | nM | 10.1021/acs.jmedchem.0c01180 |
| Homo sapiens | HCC 2998 | GI50 | 232.81 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 407.38 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 1678.8 | nM | None |
| Homo sapiens | HL-60 | GI50 | 349.14 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 2460.37 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 575.44 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 1047.13 | nM | None |
| Homo sapiens | HT-29 | GI50 | 891.25 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 1069.05 | nM | None |
| Homo sapiens | K562 | GI50 | 659.17 | nM | None |
| Homo sapiens | KM12 | GI50 | 1258.93 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 1496.24 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 562.34 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 1183.04 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 459.2 | nM | None |
| Homo sapiens | MCF7 | GI50 | 350.75 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 319.89 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 11830.42 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 1640.59 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 1548.82 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 2958.01 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 325.09 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 598.41 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 1244.51 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 1056.82 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 3243.4 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 1879.32 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 1339.68 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 688.65 | nM | None |
| Homo sapiens | SF-268 | GI50 | 984.01 | nM | None |
| Homo sapiens | SF-295 | GI50 | 1527.57 | nM | None |
| Homo sapiens | SF-539 | GI50 | 672.98 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 2192.8 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 517.61 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 1475.71 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 1166.81 | nM | None |
| Homo sapiens | SN12C | GI50 | 2355.05 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 682.34 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 373.25 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 1621.81 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 2594.18 | nM | None |
| Homo sapiens | SW-620 | GI50 | 2208.0 | nM | None |
| Homo sapiens | U-251 | GI50 | 868.96 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 1819.7 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 3899.42 | nM | None |
| Homo sapiens | UO-31 | GI50 | 1503.14 | nM | None |
| Homo sapiens | XF498 | GI50 | 10.0 | nM | None |
| Mus musculus | P388 | GI50 | 246.6 | nM | None |
| Mus musculus | P388/ADR | GI50 | 2285.6 | nM | None |