Catechol
| Internal ID | ce6dc8ac-0637-40b7-8c4c-81f815c934bb |
| Taxonomy | Benzenoids > Phenols > Benzenediols > Catechols |
| IUPAC Name | benzene-1,2-diol |
| SMILES (Canonical) | C1=CC=C(C(=C1)O)O |
| SMILES (Isomeric) | C1=CC=C(C(=C1)O)O |
| InChI | InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H |
| InChI Key | YCIMNLLNPGFGHC-UHFFFAOYSA-N |
| Popularity | 22,249 references in papers |
| Molecular Formula | C6H6O2 |
| Molecular Weight | 110.11 g/mol |
| Exact Mass | 110.036779430 g/mol |
| Topological Polar Surface Area (TPSA) | 40.50 Ų |
| XlogP | 0.90 |
| Atomic LogP (AlogP) | 1.10 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 0 |
| catechol |
| 120-80-9 |
| 1,2-dihydroxybenzene |
| 1,2-benzenediol |
| benzene-1,2-diol |
| pyrocatechin |
| 2-hydroxyphenol |
| o-Benzenediol |
| o-Dihydroxybenzene |
| o-Dioxybenzene |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9901 | 99.01% |
| Caco-2 | + | 0.8835 | 88.35% |
| Blood Brain Barrier | - | 0.6000 | 60.00% |
| Human oral bioavailability | + | 0.7714 | 77.14% |
| Subcellular localzation | Mitochondria | 0.8082 | 80.82% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9726 | 97.26% |
| OATP1B3 inhibitior | + | 0.9681 | 96.81% |
| MATE1 inhibitior | - | 0.9400 | 94.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | - | 0.9704 | 97.04% |
| P-glycoprotein inhibitior | - | 0.9887 | 98.87% |
| P-glycoprotein substrate | - | 0.9970 | 99.70% |
| CYP3A4 substrate | - | 0.8462 | 84.62% |
| CYP2C9 substrate | - | 0.6786 | 67.86% |
| CYP2D6 substrate | - | 0.7035 | 70.35% |
| CYP3A4 inhibition | - | 0.9570 | 95.70% |
| CYP2C9 inhibition | - | 0.9070 | 90.70% |
| CYP2C19 inhibition | - | 0.9348 | 93.48% |
| CYP2D6 inhibition | - | 0.9579 | 95.79% |
| CYP1A2 inhibition | - | 0.8949 | 89.49% |
| CYP2C8 inhibition | - | 0.9363 | 93.63% |
| CYP inhibitory promiscuity | - | 0.7461 | 74.61% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.6808 | 68.08% |
| Carcinogenicity (trinary) | Warning | 0.5621 | 56.21% |
| Eye corrosion | + | 0.9718 | 97.18% |
| Eye irritation | + | 0.9973 | 99.73% |
| Skin irritation | + | 0.9526 | 95.26% |
| Skin corrosion | + | 0.9149 | 91.49% |
| Ames mutagenesis | - | 0.9500 | 95.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.8597 | 85.97% |
| Micronuclear | + | 0.6200 | 62.00% |
| Hepatotoxicity | + | 0.9250 | 92.50% |
| skin sensitisation | + | 0.9921 | 99.21% |
| Respiratory toxicity | - | 0.9556 | 95.56% |
| Reproductive toxicity | + | 0.7222 | 72.22% |
| Mitochondrial toxicity | - | 0.9250 | 92.50% |
| Nephrotoxicity | + | 0.4522 | 45.22% |
| Acute Oral Toxicity (c) | II | 0.7741 | 77.41% |
| Estrogen receptor binding | - | 0.7104 | 71.04% |
| Androgen receptor binding | - | 0.7377 | 73.77% |
| Thyroid receptor binding | - | 0.7939 | 79.39% |
| Glucocorticoid receptor binding | - | 0.8037 | 80.37% |
| Aromatase binding | - | 0.8554 | 85.54% |
| PPAR gamma | - | 0.8234 | 82.34% |
| Honey bee toxicity | - | 0.9803 | 98.03% |
| Biodegradation | + | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | + | 0.6200 | 62.00% |
| Fish aquatic toxicity | + | 0.7831 | 78.31% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
11220.2 nM 17782.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
17782.8 nM 14125.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2903 | P16050 | Arachidonate 15-lipoxygenase |
15848.9 nM |
Potency |
via CMAUP
|
| CHEMBL1293236 | P46063 | ATP-dependent DNA helicase Q1 |
15848.9 nM |
Potency |
via CMAUP
|
| CHEMBL1293237 | P54132 | Bloom syndrome protein |
44668.4 nM 44668.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL205 | P00918 | Carbonic anhydrase II |
9900 nM 9900 nM 9900 nM 9900 nM 9900 nM |
Ki Ki Ki Ki Ki |
PMID: 18579385
PMID: 26520662 PMID: 20185318 PMID: 22245047 PMID: 26073005 |
| CHEMBL2885 | P07451 | Carbonic anhydrase III |
13000 nM 13000 nM |
Ki Ki |
PMID: 18579385
PMID: 20185318 |
| CHEMBL3729 | P22748 | Carbonic anhydrase IV |
10900 nM 10900 nM 10900 nM |
Ki Ki Ki |
PMID: 22245047
PMID: 18579385 PMID: 20185318 |
| CHEMBL3969 | Q9Y2D0 | Carbonic anhydrase VB |
4200 nM 4200 nM |
Ki Ki |
PMID: 18579385
PMID: 20185318 |
| CHEMBL3242 | O43570 | Carbonic anhydrase XII |
8900 nM 8900 nM |
Ki Ki |
PMID: 18579385
PMID: 20185318 |
| CHEMBL3510 | Q9ULX7 | Carbonic anhydrase XIV |
48900 nM 48900 nM |
Ki Ki |
PMID: 18579385
PMID: 20185318 |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
10000 nM 10000 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2392 | P06746 | DNA polymerase beta |
39810.7 nM |
Potency |
via CMAUP
|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase |
35481.3 nM |
Potency |
via CMAUP
|
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
2511.9 nM 1584.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL203 | P00533 | Epidermal growth factor receptor erbB1 |
26043 nM |
IC50 |
via CMAUP
|
| CHEMBL1293278 | O75496 | Geminin |
11220.2 nM |
Potency |
via CMAUP
|
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
12589.3 nM 12589.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1287622 | Q9Y468 | Lethal(3)malignant brain tumor-like protein 1 |
17782.8 nM |
Potency |
via CMAUP
|
| CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
14125.4 nM |
Potency |
via CMAUP
|
| CHEMBL321 | P14780 | Matrix metalloproteinase 9 |
23367 nM |
IC50 |
via CMAUP
|
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
25118.9 nM 1412.5 nM 14125.4 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit |
2238.7 nM 2238.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293235 | P02545 | Prelamin-A/C |
35481.3 nM 11220.2 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR |
23280.9 nM 10399.2 nM 926.8 nM 926.8 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via Super-PRED |
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
12589.3 nM |
Potency |
via CMAUP
|
| CHEMBL1293256 | P40225 | Thrombopoietin |
5011.9 nM 5011.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1841 | P06241 | Tyrosine-protein kinase FYN |
17431 nM |
IC50 |
via CMAUP
|
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
19952.6 nM |
Potency |
via CMAUP
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.23% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.51% | 95.56% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 84.79% | 94.62% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 82.49% | 91.49% |
| CHEMBL2581 | P07339 | Cathepsin D | 80.05% | 98.95% |
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.
| PubChem | 289 |
| NPASS | NPC204932 |
| ChEMBL | CHEMBL280998 |
| LOTUS | LTS0178554 |
| wikiData | Q282440 |