Estradiol
| Internal ID | 84b6cdb0-991c-49c6-9ed3-54368088dbde |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids > Estrogens and derivatives |
| IUPAC Name | (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol |
| SMILES (Canonical) | CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)O |
| SMILES (Isomeric) | C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O |
| InChI | InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1 |
| InChI Key | VOXZDWNPVJITMN-ZBRFXRBCSA-N |
| Popularity | 140,940 references in papers |
| Molecular Formula | C18H24O2 |
| Molecular Weight | 272.40 g/mol |
| Exact Mass | 272.177630004 g/mol |
| Topological Polar Surface Area (TPSA) | 40.50 Ų |
| XlogP | 4.00 |
| Atomic LogP (AlogP) | 3.61 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 0 |
| beta-Estradiol |
| 17beta-Estradiol |
| 50-28-2 |
| Oestradiol |
| Dihydrofolliculin |
| Estrace |
| Vivelle |
| Ovocyclin |
| progynon |
| Dihydrotheelin |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 1.0000 | 100.00% |
| Caco-2 | + | 0.9313 | 93.13% |
| Blood Brain Barrier | - | 0.8000 | 80.00% |
| Human oral bioavailability | - | 0.9429 | 94.29% |
| Subcellular localzation | Mitochondria | 0.7239 | 72.39% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9414 | 94.14% |
| OATP1B3 inhibitior | + | 0.9494 | 94.94% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.9000 | 90.00% |
| BSEP inhibitior | - | 0.8514 | 85.14% |
| P-glycoprotein inhibitior | - | 0.9447 | 94.47% |
| P-glycoprotein substrate | - | 0.5465 | 54.65% |
| CYP3A4 substrate | + | 0.7980 | 79.80% |
| CYP2C9 substrate | + | 1.0000 | 100.00% |
| CYP2D6 substrate | + | 0.4216 | 42.16% |
| CYP3A4 inhibition | - | 0.8309 | 83.09% |
| CYP2C9 inhibition | - | 0.9390 | 93.90% |
| CYP2C19 inhibition | - | 0.9025 | 90.25% |
| CYP2D6 inhibition | - | 0.9574 | 95.74% |
| CYP1A2 inhibition | + | 0.9106 | 91.06% |
| CYP2C8 inhibition | + | 0.9818 | 98.18% |
| CYP inhibitory promiscuity | - | 0.7887 | 78.87% |
| UGT catelyzed | - | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.5100 | 51.00% |
| Carcinogenicity (trinary) | Danger | 0.5801 | 58.01% |
| Eye corrosion | - | 0.9891 | 98.91% |
| Eye irritation | - | 0.9755 | 97.55% |
| Skin irritation | + | 0.5835 | 58.35% |
| Skin corrosion | - | 0.8767 | 87.67% |
| Ames mutagenesis | - | 1.0000 | 100.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7396 | 73.96% |
| Micronuclear | - | 0.9600 | 96.00% |
| Hepatotoxicity | + | 0.9625 | 96.25% |
| skin sensitisation | - | 0.8469 | 84.69% |
| Respiratory toxicity | + | 0.9222 | 92.22% |
| Reproductive toxicity | + | 1.0000 | 100.00% |
| Mitochondrial toxicity | + | 0.9500 | 95.00% |
| Nephrotoxicity | - | 0.9396 | 93.96% |
| Acute Oral Toxicity (c) | III | 0.8307 | 83.07% |
| Estrogen receptor binding | + | 0.9183 | 91.83% |
| Androgen receptor binding | + | 0.9034 | 90.34% |
| Thyroid receptor binding | + | 0.8036 | 80.36% |
| Glucocorticoid receptor binding | + | 0.8833 | 88.33% |
| Aromatase binding | + | 0.7759 | 77.59% |
| PPAR gamma | - | 0.5925 | 59.25% |
| Honey bee toxicity | - | 0.8944 | 89.44% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | + | 0.8400 | 84.00% |
| Fish aquatic toxicity | + | 0.9849 | 98.49% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
37650.5 nM |
Potency |
via CMAUP
|
| CHEMBL3257 | Q06278 | Aldehyde oxidase |
80 nM |
IC50 |
PMID: 20853847
|
| CHEMBL1871 | P10275 | Androgen Receptor |
19.1 nM 19.1 nM 19.1 nM |
IC50 IC50 IC50 |
PMID: 16309907
PMID: 17448656 via Super-PRED |
| CHEMBL1293236 | P46063 | ATP-dependent DNA helicase Q1 |
31622.8 nM |
Potency |
via CMAUP
|
| CHEMBL1293237 | P54132 | Bloom syndrome protein |
22.4 nM 22.4 nM 22.4 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via Super-PRED |
| CHEMBL2421 | P08185 | Corticosteroid binding globulin |
10000 nM |
Ki |
PMID: 15139751
|
| CHEMBL4729 | P20813 | Cytochrome P450 2B6 |
4100 nM |
EC50 |
PMID: 22815312
|
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
1000 nM 1000 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL238 | Q01959 | Dopamine transporter |
14911 nM |
IC50 |
via CMAUP
|
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
19952.6 nM 25118.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL206 | P03372 | Estrogen receptor alpha |
3 nM 3.4 nM 2 nM 3.2 nM 1.3 nM 1.3 nM 1.3 nM 1.3 nM 1.3 nM 1.3 nM 3.2 nM 3.2 nM 1.3 nM 1.3 nM 1.3 nM 3.2 nM 3.2 nM 3.2 nM 0.75 nM 1.4 nM 1.35 nM 1.3 nM 1.3 nM 1.3 nM 1.6 nM 3.6 nM 1.2 nM 3.2 nM 1 nM 1.4 nM 4.7 nM 1.4 nM 4 nM 3.2 nM 0.57 nM 1.3 nM 0.9 nM 1.7 nM 1.607 nM 0.004 nM |
IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 EC50 |
PMID: 10673099
PMID: 11965371 PMID: 12749898 PMID: 12824043 PMID: 15006374 PMID: 15084115 PMID: 15203155 PMID: 15203156 PMID: 15225685 PMID: 15225686 PMID: 15341953 PMID: 15456246 PMID: 15582421 PMID: 15664843 PMID: 15745820 PMID: 15876535 PMID: 15943471 PMID: 16098741 PMID: 16219463 PMID: 16309907 PMID: 16412638 PMID: 16632357 PMID: 16730987 PMID: 16777408 PMID: 16942012 PMID: 17049855 PMID: 17149865 PMID: 17188490 PMID: 17289385 PMID: 17448656 PMID: 17696335 PMID: 17890084 PMID: 18760603 PMID: 19705860 PMID: 21839641 PMID: 24315190 PMID: 26183544 PMID: 27407030 via CMAUP via Super-PRED |
| CHEMBL242 | Q92731 | Estrogen receptor beta |
2 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.1 nM 1.18 nM 1.2 nM 1.2 nM 1.2 nM 1.2 nM 1.1 nM 1.4 nM 3.2 nM 1.4 nM 1 nM 1.2 nM 1.2 nM 2.9 nM 0.046 nM 3 nM 0.01 nM |
IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 IC50 EC50 |
PMID: 12749898
PMID: 15006374 PMID: 15084115 PMID: 15203155 PMID: 15203156 PMID: 15225685 PMID: 15225686 PMID: 15582421 PMID: 15664843 PMID: 15745820 PMID: 15993065 PMID: 16219463 PMID: 16309907 PMID: 16412638 PMID: 16632357 PMID: 16730987 PMID: 16777408 PMID: 16942012 PMID: 17049855 PMID: 17149865 PMID: 17289385 PMID: 17448656 PMID: 17890084 PMID: 19705860 PMID: 24315190 PMID: 27407030 via Super-PRED |
| CHEMBL3429 | P11474 | Estrogen-related receptor alpha |
3.6 nM 6 nM 3.6 nM |
IC50 IC50 IC50 |
PMID: 17482813
PMID: 23448346 via Super-PRED |
| CHEMBL3751 | O95718 | Estrogen-related receptor beta |
3.2 nM 8.7 nM 3.2 nM |
IC50 IC50 IC50 |
PMID: 17482813
PMID: 23448346 via Super-PRED |
| CHEMBL5409 | Q8TDU6 | G-protein coupled bile acid receptor 1 |
38400 nM |
EC50 |
PMID: 18307294
|
| CHEMBL5872 | Q99527 | G-protein coupled estrogen receptor 1 |
0.3 nM 0.3 nM 0.3 nM |
EC50 EC50 EC50 |
PMID: 16520733
PMID: 23672690 via Super-PRED |
| CHEMBL2034 | P04150 | Glucocorticoid receptor |
41422 nM |
IC50 |
via CMAUP
|
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
19952.6 nM 1995.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293235 | P02545 | Prelamin-A/C |
6309.6 nM 4466.8 nM 3548.1 nM 223.9 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via Super-PRED |
| CHEMBL228 | P31645 | Serotonin transporter |
10755 nM |
IC50 |
via CMAUP
|
| CHEMBL5685 | O15245 | Solute carrier family 22 member 1 |
5730 nM |
IC50 |
PMID: 12110607
|
| CHEMBL2073673 | O75751 | Solute carrier family 22 member 3 |
2880 nM |
IC50 |
PMID: 12110607
|
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
1.4 nM 794.3 nM 1.4 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via Super-PRED |
| CHEMBL3305 | P04278 | Testis-specific androgen-binding protein |
50 nM 1.479 nM |
IC50 Kd |
PMID: 17149875
via Super-PRED |
| CHEMBL1963 | P16473 | Thyroid stimulating hormone receptor |
39810.7 nM 39810.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1940 | Q13936 | Voltage-gated L-type calcium channel alpha-1C subunit |
50000 nM |
IC50 |
PMID: 22761000
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.45% | 91.11% |
| CHEMBL4681 | P42330 | Aldo-keto-reductase family 1 member C3 | 98.42% | 89.05% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.36% | 96.09% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 94.57% | 95.93% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 94.37% | 94.45% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 93.15% | 100.00% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 92.67% | 95.89% |
| CHEMBL2041 | P07949 | Tyrosine-protein kinase receptor RET | 92.00% | 91.79% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.88% | 98.95% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.23% | 97.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 90.07% | 86.33% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 89.38% | 95.56% |
| CHEMBL5852 | Q96P65 | Pyroglutamylated RFamide peptide receptor | 87.04% | 85.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 87.00% | 95.89% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 85.94% | 90.71% |
| CHEMBL3713062 | P10646 | Tissue factor pathway inhibitor | 85.72% | 97.33% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 84.69% | 93.40% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 84.52% | 92.94% |
| CHEMBL5203 | P33316 | dUTP pyrophosphatase | 83.66% | 99.18% |
| CHEMBL238 | Q01959 | Dopamine transporter | 83.64% | 95.88% |
| CHEMBL217 | P14416 | Dopamine D2 receptor | 82.88% | 95.62% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 82.68% | 89.62% |
| CHEMBL2781 | P19634 | Sodium/hydrogen exchanger 1 | 81.54% | 90.24% |
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.
| Dalbergia sissoo |
| Iryanthera lancifolia |
| Onobrychis ebenoides |
| Panax notoginseng |
| Phaseolus vulgaris |
| Solanum glaucophyllum |