Epipodophyllotoxin
| Internal ID | 28f6787d-8fd2-4c2d-909c-fff84096cff4 |
| Taxonomy | Lignans, neolignans and related compounds > Lignan lactones > Podophyllotoxins |
| IUPAC Name | (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one |
| SMILES (Canonical) | COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O |
| SMILES (Isomeric) | COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@@H](C4=CC5=C(C=C24)OCO5)O |
| InChI | InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20+/m0/s1 |
| InChI Key | YJGVMLPVUAXIQN-LGWHJFRWSA-N |
| Popularity | 2,430 references in papers |
| Molecular Formula | C22H22O8 |
| Molecular Weight | 414.40 g/mol |
| Exact Mass | 414.13146766 g/mol |
| Topological Polar Surface Area (TPSA) | 92.70 Ų |
| XlogP | 2.00 |
| (-)-epipodophyllotoxin |
| 4375-07-9 |
| (5S,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one |
| (5R)-5beta-(3,4,5-Trimethoxyphenyl)-7alpha-(hydroxymethyl)-8alpha-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6beta-carboxylic acid 6,7-lactone |
| BRN 0099162 |
| CHEMBL282256 |
| SCHEMBL5792464 |
| DTXSID10859440 |
| HY-N7654 |
| Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)- |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| No predicted properties yet! | |||
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
15.8 nM |
Potency |
via Super-PRED
|
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha |
486 nM |
Kd |
via Super-PRED
|
| CHEMBL1293278 | O75496 | Geminin |
35.5 nM |
Potency |
via Super-PRED
|
| CHEMBL2034 | P04150 | Glucocorticoid receptor |
14 nM |
IC50 |
via Super-PRED
|
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
2 nM 15.8 nM |
Potency Potency |
via Super-PRED
via Super-PRED |
| CHEMBL4040 | P28482 | MAP kinase ERK2 |
25.1 nM 79.4 nM |
Potency Potency |
via Super-PRED
via Super-PRED |
| CHEMBL5162 | Q6W5P4 | Neuropeptide S receptor |
125.9 nM |
Potency |
via Super-PRED
|
| CHEMBL1293277 | O15118 | Niemann-Pick C1 protein |
501.2 nM |
Potency |
via Super-PRED
|
| CHEMBL1293235 | P02545 | Prelamin-A/C |
3.2 nM 14.1 nM 89.1 nM 28.2 nM |
Potency Potency Potency Potency |
via Super-PRED
via Super-PRED via Super-PRED via Super-PRED |
| CHEMBL1293294 | P51151 | Ras-related protein Rab-9A |
112.2 nM |
Potency |
via Super-PRED
|
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR |
14.7 nM |
Potency |
via Super-PRED
|
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
446.7 nM |
Potency |
via Super-PRED
|
| CHEMBL1293256 | P40225 | Thrombopoietin |
39.8 nM |
Potency |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.19% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.73% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 94.64% | 94.45% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.92% | 95.56% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 91.61% | 96.77% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 90.60% | 92.62% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 87.48% | 86.33% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.72% | 97.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 85.28% | 98.95% |
| CHEMBL5311 | P37023 | Serine/threonine-protein kinase receptor R3 | 85.11% | 82.67% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 83.84% | 94.00% |
| CHEMBL4247 | Q9UM73 | ALK tyrosine kinase receptor | 81.80% | 96.86% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.69% | 98.75% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 81.57% | 100.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 80.67% | 99.17% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 80.41% | 97.14% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| Juniperus sabina |
| Podophyllum hexandrum |
| Podophyllum peltatum |
| PubChem | 105111 |
| LOTUS | LTS0141056 |
| wikiData | Q3589174 |