Phaeanthine
AlkaPlorer ID: AK002055
Synonym: None
IUPAC Name: (1R,14R)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
Structure
SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@@H]1C3=C(C=C(OC)C(=C3)OC3=C4C(=CC(OC)=C3OC)CCN(C)[C@@H]4C2)CCN1C
InChI: InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m1/s1
InChIKey: WVTKBKWTSCPRNU-LOYHVIPDSA-N
Reference
The alkaloids of Gyrocarpus americanus Jacq
PubChem CID: 73664
CAS: 1263-79-2
LOTUS: LTS0151126
SuperNatural Ⅲ: SN0421318-03
NPASS: NPC198498
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Stephania tetrandra | Stephania | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Sinomenium acutum | Sinomenium | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Cissampelos pareira | Cissampelos | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 622.7620000000001
TPSA？: 61.860000000000014
MolLogP？: 7.162400000000009
Number of H-Donors: 0
Number of H-Acceptors: 8
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 10.82 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Homo sapiens | A498 | GI50 | 18535.32 | nM | None |
| Homo sapiens | A549 | GI50 | 18706.82 | nM | None |
| Homo sapiens | ACHN | GI50 | 19230.92 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 18492.69 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 14321.88 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 7961.59 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 24831.33 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 17298.16 | nM | None |
| Homo sapiens | EKVX | GI50 | 24774.22 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 15776.11 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 2831.39 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 15559.66 | nM | None |
| Homo sapiens | HL-60 | GI50 | 16672.47 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 18879.91 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 13243.42 | nM | None |
| Homo sapiens | HT-29 | GI50 | 3133.29 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 19769.7 | nM | None |
| Homo sapiens | K562 | GI50 | 2113.49 | nM | None |
| Homo sapiens | KB | ED50 | 10800.0 | nM | 10.1021/np980144f |
| Homo sapiens | KM12 | GI50 | 11350.11 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 6561.45 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 10543.87 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 18663.8 | nM | None |
| Homo sapiens | M14 | GI50 | 1976.97 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 22233.1 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 10939.56 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 17619.76 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 16672.47 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 14288.94 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 15667.51 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 15667.51 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 17988.71 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 14927.94 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 15559.66 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 1595.88 | nM | None |
| Homo sapiens | RXF 631 | GI50 | 14092.89 | nM | None |
| Homo sapiens | SF-268 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SF-295 | GI50 | 17538.81 | nM | None |
| Homo sapiens | SF-539 | GI50 | 10864.26 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 18030.18 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 18365.38 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 17179.08 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 24717.24 | nM | None |
| Homo sapiens | SN12C | GI50 | 16218.1 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 16865.53 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 9727.47 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 16595.87 | nM | None |
| Homo sapiens | SR | GI50 | 15922.09 | nM | None |
| Homo sapiens | SW-620 | GI50 | 14288.94 | nM | None |
| Homo sapiens | TK-10 | GI50 | 19186.69 | nM | None |
| Homo sapiens | U-251 | GI50 | 13243.42 | nM | None |
| Homo sapiens | U-937 | Activity | 104.0 | % | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | FC | 0.75 | None | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | IC50 | 50000.0 | nM | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | U-937 | MED | 50.0 | uM | 10.1016/j.bmc.2012.06.017 |
| Homo sapiens | UACC-257 | GI50 | 14893.61 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 18450.15 | nM | None |
| Homo sapiens | UO-31 | GI50 | 14354.89 | nM | None |
| Homo sapiens | XF498 | GI50 | 6982.32 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1.43 | ug.mL-1 | 10.1021/np50075a001 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 305.0 | nM | 10.1021/np980144f |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 498.0 | nM | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 22.0 | None | 10.1021/np980144f |
| None | Unchecked | Selectivity Index | 35.0 | None | 10.1021/np980144f |