Kaempferol
| Internal ID | acd8f58c-e3d8-4004-a261-52e16243e097 |
| Taxonomy | Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols |
| IUPAC Name | 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one |
| SMILES (Canonical) | C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O |
| SMILES (Isomeric) | C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O |
| InChI | InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H |
| InChI Key | IYRMWMYZSQPJKC-UHFFFAOYSA-N |
| Popularity | 11,535 references in papers |
| Molecular Formula | C15H10O6 |
| Molecular Weight | 286.24 g/mol |
| Exact Mass | 286.04773803 g/mol |
| Topological Polar Surface Area (TPSA) | 107.00 Ų |
| XlogP | 1.90 |
| Atomic LogP (AlogP) | 2.28 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 1 |
| 520-18-3 |
| Robigenin |
| Kaempherol |
| Kempferol |
| Populnetin |
| Rhamnolutein |
| Trifolitin |
| Swartziol |
| Pelargidenolon |
| Rhamnolutin |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9499 | 94.99% |
| Caco-2 | - | 0.8637 | 86.37% |
| Blood Brain Barrier | - | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.6122 | 61.22% |
| OATP2B1 inhibitior | + | 0.5370 | 53.70% |
| OATP1B1 inhibitior | + | 0.7318 | 73.18% |
| OATP1B3 inhibitior | - | 0.5697 | 56.97% |
| MATE1 inhibitior | + | 0.6600 | 66.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | - | 0.5434 | 54.34% |
| P-glycoprotein inhibitior | - | 0.8576 | 85.76% |
| P-glycoprotein substrate | - | 0.7327 | 73.27% |
| CYP3A4 substrate | + | 0.5231 | 52.31% |
| CYP2C9 substrate | - | 0.6443 | 64.43% |
| CYP2D6 substrate | - | 0.8503 | 85.03% |
| CYP3A4 inhibition | + | 0.7241 | 72.41% |
| CYP2C9 inhibition | + | 0.8948 | 89.48% |
| CYP2C19 inhibition | + | 0.6434 | 64.34% |
| CYP2D6 inhibition | - | 0.9083 | 90.83% |
| CYP1A2 inhibition | + | 0.9108 | 91.08% |
| CYP2C8 inhibition | + | 0.9555 | 95.55% |
| CYP inhibitory promiscuity | + | 0.7652 | 76.52% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.6985 | 69.85% |
| Eye corrosion | - | 0.9903 | 99.03% |
| Eye irritation | + | 0.9669 | 96.69% |
| Skin irritation | + | 0.6294 | 62.94% |
| Skin corrosion | - | 0.9563 | 95.63% |
| Ames mutagenesis | + | 0.7700 | 77.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.9143 | 91.43% |
| Micronuclear | + | 0.9400 | 94.00% |
| Hepatotoxicity | + | 0.6125 | 61.25% |
| skin sensitisation | - | 0.7817 | 78.17% |
| Respiratory toxicity | + | 0.5333 | 53.33% |
| Reproductive toxicity | + | 0.7667 | 76.67% |
| Mitochondrial toxicity | + | 0.5375 | 53.75% |
| Nephrotoxicity | - | 0.7474 | 74.74% |
| Acute Oral Toxicity (c) | II | 0.6238 | 62.38% |
| Estrogen receptor binding | + | 0.8946 | 89.46% |
| Androgen receptor binding | + | 0.9001 | 90.01% |
| Thyroid receptor binding | + | 0.6393 | 63.93% |
| Glucocorticoid receptor binding | + | 0.9172 | 91.72% |
| Aromatase binding | + | 0.9089 | 90.89% |
| PPAR gamma | + | 0.9131 | 91.31% |
| Honey bee toxicity | - | 0.9046 | 90.46% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.5400 | 54.00% |
| Fish aquatic toxicity | + | 0.8967 | 89.67% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
28183.8 nM |
Potency |
via CMAUP
|
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
39810.7 nM 31622.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1900 | P15121 | Aldose reductase |
10000 nM |
IC50 |
PMID: 22261024
|
| CHEMBL1871 | P10275 | Androgen Receptor |
9700 nM |
IC50 |
PMID: 19592245
|
| CHEMBL2903 | P16050 | Arachidonate 15-lipoxygenase |
7943.3 nM 10000 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL215 | P09917 | Arachidonate 5-lipoxygenase |
2700 nM |
IC50 |
PMID: 17378609
|
| CHEMBL3201 | P35869 | Aryl hydrocarbon receptor |
28 nM |
IC50 |
PMID: 17544277
|
| CHEMBL5393 | Q9UNQ0 | ATP-binding cassette sub-family G member 2 |
4700 nM 6200 nM |
IC50 IC50 |
PMID: 21354800
PMID: 21354800 |
| CHEMBL4822 | P56817 | Beta-secretase 1 |
14700 nM |
IC50 |
DOI: 10.1007/s00044-012-0353-y
|
| CHEMBL1914 | P06276 | Butyrylcholinesterase |
43100 nM |
Ki |
PMID: 19879672
|
| CHEMBL205 | P00918 | Carbonic anhydrase II |
9525.7 nM |
Ki |
PMID: 26498393
|
| CHEMBL2326 | P43166 | Carbonic anhydrase VII |
25 nM 25 nM |
Ki Ki |
via Super-PRED
PMID: 26498393 |
| CHEMBL3242 | O43570 | Carbonic anhydrase XII |
145.9 nM 145.9 nM |
Ki Ki |
via Super-PRED
PMID: 26498393 |
| CHEMBL1795098 | Q9GZU7 | Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 |
9933 nM |
IC50 |
via CMAUP
|
| CHEMBL1795168 | Q9NZ45 | CDGSH iron-sulfur domain-containing protein 1 |
132 nM |
Ki |
via Super-PRED
|
| CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
7943.3 nM 10000 nM 3981.1 nM 5011.9 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
| CHEMBL2508 | Q00534 | Cyclin-dependent kinase 6 |
22000 nM 22000 nM |
IC50 IC50 |
DOI: 10.1007/s00044-009-9233-5
PMID: 15689157 |
| CHEMBL2231 | P04798 | Cytochrome P450 1A1 |
632 nM |
IC50 |
PMID: 20696580
|
| CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
716 nM |
IC50 |
PMID: 20696580
|
| CHEMBL4878 | Q16678 | Cytochrome P450 1B1 |
47 nM 47 nM |
IC50 IC50 |
PMID: 20696580
via Super-PRED |
| CHEMBL3622 | P33261 | Cytochrome P450 2C19 |
10000 nM 6309.6 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3397 | P11712 | Cytochrome P450 2C9 |
15848.9 nM 1.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL289 | P10635 | Cytochrome P450 2D6 |
10000 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
15848.9 nM 7943.3 nM 15848.9 nM 7943.3 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
| CHEMBL2558 | P53355 | Death-associated protein kinase 1 |
10000 nM |
IC50 |
PMID: 26322379
|
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV |
490 nM |
IC50 |
via Super-PRED
|
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
15848.9 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3181 | P14061 | Estradiol 17-beta-dehydrogenase 1 |
1050 nM |
IC50 |
PMID: 18533708
|
| CHEMBL2789 | P37059 | Estradiol 17-beta-dehydrogenase 2 |
360 nM 360 nM |
IC50 IC50 |
PMID: 18533708
via Super-PRED |
| CHEMBL3429 | P11474 | Estrogen-related receptor alpha |
9640 nM |
IC50 |
PMID: 23656512
|
| CHEMBL2424 | Q04760 | Glyoxalase I |
20600 nM |
IC50 |
PMID: 18258440
|
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
1584.9 nM 1584.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
39810.7 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
12589.3 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3004 | P33527 | Multidrug resistance-associated protein 1 |
2400 nM 2400 nM |
Ki Ki |
PMID: 11306701
PMID: 19725578 |
| CHEMBL1250375 | Q9NPH5 | NADPH oxidase 4 |
1200 nM |
IC50 |
PMID: 20731357
|
| CHEMBL1293235 | P02545 | Prelamin-A/C |
3548.1 nM |
Potency |
via CMAUP
|
| CHEMBL1973 | P14679 | Tyrosinase |
1000 nM |
IC50 |
PMID: 26841168
|
| CHEMBL1974 | P36888 | Tyrosine-protein kinase receptor FLT3 |
2320 nM |
IC50 |
PMID: 23411073
|
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
1995.3 nM |
Potency |
via CMAUP
|
| CHEMBL1929 | P47989 | Xanthine dehydrogenase |
1060 nM |
IC50 |
PMID: 9461655
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.48% | 91.11% |
| CHEMBL2345 | P51812 | Ribosomal protein S6 kinase alpha 3 | 95.87% | 95.64% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 95.39% | 89.00% |
| CHEMBL1929 | P47989 | Xanthine dehydrogenase | 95.04% | 96.12% |
| CHEMBL2581 | P07339 | Cathepsin D | 93.38% | 98.95% |
| CHEMBL3194 | P02766 | Transthyretin | 93.32% | 90.71% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 92.04% | 91.49% |
| CHEMBL242 | Q92731 | Estrogen receptor beta | 90.98% | 98.35% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 90.79% | 94.00% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 88.43% | 99.15% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 87.70% | 94.73% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 87.59% | 86.33% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.55% | 95.56% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 85.93% | 94.45% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 84.37% | 90.71% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 82.44% | 99.23% |
| CHEMBL2553 | Q15418 | Ribosomal protein S6 kinase alpha 1 | 81.91% | 85.11% |
| CHEMBL3830 | Q2M2I8 | Adaptor-associated kinase | 81.43% | 83.10% |
| CHEMBL2073 | P07947 | Tyrosine-protein kinase YES | 80.55% | 83.14% |
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compound!
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