Resveratrol
Internal ID | 91b47fd8-bf5b-45d7-b82b-5b3863f04e03 |
Taxonomy | Phenylpropanoids and polyketides > Stilbenes |
IUPAC Name | 5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol |
SMILES (Canonical) | C1=CC(=CC=C1C=CC2=CC(=CC(=C2)O)O)O |
SMILES (Isomeric) | C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O |
InChI | InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+ |
InChI Key | LUKBXSAWLPMMSZ-OWOJBTEDSA-N |
Popularity | 21,415 references in papers |
Molecular Formula | C14H12O3 |
Molecular Weight | 228.24 g/mol |
Exact Mass | 228.078644241 g/mol |
Topological Polar Surface Area (TPSA) | 60.70 Ų |
XlogP | 3.10 |
Atomic LogP (AlogP) | 2.97 |
H-Bond Acceptor | 3 |
H-Bond Donor | 3 |
Rotatable Bonds | 2 |
501-36-0 |
trans-resveratrol |
3,4',5-Trihydroxystilbene |
(E)-5-(4-Hydroxystyryl)benzene-1,3-diol |
3,5,4'-Trihydroxystilbene |
(E)-resveratrol |
Resvida |
3,4',5-Stilbenetriol |
5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol |
3,4',5-Trihydroxy-trans-stilbene |
There are more than 10 synonyms. If you wish to see them all click here. |

Target | Value | Probability (raw) | Probability (%) |
---|---|---|---|
Human Intestinal Absorption | + | 0.9884 | 98.84% |
Caco-2 | + | 0.8398 | 83.98% |
Blood Brain Barrier | - | 0.6500 | 65.00% |
Human oral bioavailability | - | 0.6857 | 68.57% |
Subcellular localzation | Mitochondria | 0.6615 | 66.15% |
OATP2B1 inhibitior | - | 0.7145 | 71.45% |
OATP1B1 inhibitior | + | 0.9414 | 94.14% |
OATP1B3 inhibitior | + | 0.9479 | 94.79% |
MATE1 inhibitior | - | 0.9800 | 98.00% |
OCT2 inhibitior | - | 0.9088 | 90.88% |
BSEP inhibitior | - | 0.6594 | 65.94% |
P-glycoprotein inhibitior | - | 0.9537 | 95.37% |
P-glycoprotein substrate | - | 0.9899 | 98.99% |
CYP3A4 substrate | - | 0.7342 | 73.42% |
CYP2C9 substrate | - | 0.5955 | 59.55% |
CYP2D6 substrate | - | 0.6927 | 69.27% |
CYP3A4 inhibition | + | 0.7539 | 75.39% |
CYP2C9 inhibition | + | 0.7068 | 70.68% |
CYP2C19 inhibition | + | 0.8052 | 80.52% |
CYP2D6 inhibition | - | 0.9226 | 92.26% |
CYP1A2 inhibition | + | 0.9106 | 91.06% |
CYP2C8 inhibition | + | 0.4709 | 47.09% |
CYP inhibitory promiscuity | + | 0.8559 | 85.59% |
UGT catelyzed | + | 0.7000 | 70.00% |
Carcinogenicity (binary) | - | 0.6496 | 64.96% |
Carcinogenicity (trinary) | Non-required | 0.5753 | 57.53% |
Eye corrosion | - | 0.9581 | 95.81% |
Eye irritation | + | 0.9960 | 99.60% |
Skin irritation | + | 0.6257 | 62.57% |
Skin corrosion | - | 0.7751 | 77.51% |
Ames mutagenesis | - | 0.7600 | 76.00% |
Human Ether-a-go-go-Related Gene inhibition | - | 0.8361 | 83.61% |
Micronuclear | - | 0.5900 | 59.00% |
Hepatotoxicity | - | 0.6060 | 60.60% |
skin sensitisation | + | 0.8871 | 88.71% |
Respiratory toxicity | - | 0.8111 | 81.11% |
Reproductive toxicity | - | 0.5556 | 55.56% |
Mitochondrial toxicity | - | 0.8125 | 81.25% |
Nephrotoxicity | + | 0.5376 | 53.76% |
Acute Oral Toxicity (c) | III | 0.6825 | 68.25% |
Estrogen receptor binding | + | 0.9144 | 91.44% |
Androgen receptor binding | + | 0.7659 | 76.59% |
Thyroid receptor binding | + | 0.7160 | 71.60% |
Glucocorticoid receptor binding | + | 0.7722 | 77.22% |
Aromatase binding | + | 0.9242 | 92.42% |
PPAR gamma | + | 0.9289 | 92.89% |
Honey bee toxicity | - | 0.8722 | 87.22% |
Biodegradation | - | 0.8750 | 87.50% |
Crustacea aquatic toxicity | + | 0.5600 | 56.00% |
Fish aquatic toxicity | + | 0.9588 | 95.88% |
Proven Targets:
CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
---|---|---|---|---|---|
CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
25118.9 nM 31622.8 nM 14125.4 nM 10000 nM 25118.9 nM |
Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP |
CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
35481.3 nM 39810.7 nM 39810.7 nM 31622.8 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
CHEMBL2096618 | P11274 | Bcr/Abl fusion protein |
28000 nM |
IC50 |
PMID: 16686543
|
CHEMBL2487 | P05067 | Beta amyloid A4 protein |
15900 nM 15110 nM 4100 nM 2600 nM |
IC50 IC50 IC50 IC50 |
PMID: 23786711
PMID: 23799643 PMID: 27190601 PMID: 27190601 |
CHEMBL261 | P00915 | Carbonic anhydrase I |
2210 nM |
Ki |
PMID: 20674354
|
CHEMBL205 | P00918 | Carbonic anhydrase II |
2770 nM |
Ki |
PMID: 20674354
|
CHEMBL2885 | P07451 | Carbonic anhydrase III |
9090 nM |
Ki |
PMID: 20674354
|
CHEMBL3729 | P22748 | Carbonic anhydrase IV |
4470 nM |
Ki |
PMID: 20674354
|
CHEMBL3594 | Q16790 | Carbonic anhydrase IX |
810 nM 810 nM |
Ki Ki |
PMID: 20674354
via Super-PRED |
CHEMBL4789 | P35218 | Carbonic anhydrase VA |
4750 nM |
Ki |
PMID: 20674354
|
CHEMBL3969 | Q9Y2D0 | Carbonic anhydrase VB |
4640 nM |
Ki |
PMID: 20674354
|
CHEMBL3025 | P23280 | Carbonic anhydrase VI |
8070 nM |
Ki |
PMID: 20674354
|
CHEMBL2326 | P43166 | Carbonic anhydrase VII |
4350 nM |
Ki |
PMID: 20674354
|
CHEMBL3242 | O43570 | Carbonic anhydrase XII |
950 nM 950 nM |
Ki Ki |
PMID: 20674354
via Super-PRED |
CHEMBL3912 | Q8N1Q1 | Carbonic anhydrase XIII |
4090 nM |
Ki |
PMID: 20674354
|
CHEMBL3510 | Q9ULX7 | Carbonic anhydrase XIV |
830 nM 830 nM |
Ki Ki |
PMID: 20674354
via Super-PRED |
CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
10000 nM 10000 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL221 | P23219 | Cyclooxygenase-1 |
1100 nM 2840 nM 4120 nM 830 nM 625 nM |
IC50 IC50 IC50 IC50 IC50 |
PMID: 11858749
PMID: 16814546 PMID: 18063374 PMID: 18487053 via CMAUP |
CHEMBL230 | P35354 | Cyclooxygenase-2 |
1300 nM 996 nM 990 nM 750 nM 996 nM |
IC50 IC50 IC50 IC50 IC50 |
PMID: 11858749
PMID: 17604631 PMID: 18487053 PMID: 20527891 PMID: 26850006 |
CHEMBL1978 | P11511 | Cytochrome P450 19A1 |
25000 nM 25000 nM |
IC50 IC50 |
PMID: 22115839
PMID: 22386564 |
CHEMBL2231 | P04798 | Cytochrome P450 1A1 |
34000 nM |
IC50 |
PMID: 27265259
|
CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
3000 nM |
IC50 |
via CMAUP
|
CHEMBL3622 | P33261 | Cytochrome P450 2C19 |
3000 nM |
IC50 |
via CMAUP
|
CHEMBL3397 | P11712 | Cytochrome P450 2C9 |
7000 nM |
IC50 |
via CMAUP
|
CHEMBL340 | P08684 | Cytochrome P450 3A4 |
600 nM |
IC50 |
via CMAUP
|
CHEMBL284 | P27487 | Dipeptidyl peptidase IV |
0.6 nM |
IC50 |
via Super-PRED
|
CHEMBL2392 | P06746 | DNA polymerase beta |
44668.4 nM |
Potency |
via CMAUP
|
CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
31622.8 nM 31622.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL206 | P03372 | Estrogen receptor alpha |
785 nM 785 nM |
Ki Ki |
PMID: 15634023
via Super-PRED |
CHEMBL1741189 | P55789 | FAD-linked sulfhydryl oxidase ALR |
4021 nM |
AC50 |
via CMAUP
|
CHEMBL5514 | P42858 | Huntingtin |
2238.7 nM |
Potency |
via CMAUP
|
CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
10000 nM 10000 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
39810.7 nM 22387.2 nM 31622.8 nM 25118.9 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
CHEMBL2608 | P10253 | Lysosomal alpha-glucosidase |
39506.8 nM |
Potency |
via CMAUP
|
CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
12589.3 nM 8912.5 nM 12589.3 nM 17782.8 nM 15848.9 nM 7079.5 nM 8912.5 nM 5623.4 nM 17782.8 nM 10000 nM 7079.5 nM 22387.2 nM |
Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP |
CHEMBL1951 | P21397 | Monoamine oxidase A |
17410 nM 449 nM |
IC50 IC50 |
DOI: 10.1039/C3MD00376K
via CMAUP |
CHEMBL2039 | P27338 | Monoamine oxidase B |
29370 nM |
IC50 |
DOI: 10.1039/C3MD00376K
|
CHEMBL1293277 | O15118 | Niemann-Pick C1 protein |
5623.4 nM 18356.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL222 | P23975 | Norepinephrine transporter |
2312 nM |
IC50 |
via CMAUP
|
CHEMBL5533 | Q04206 | Nuclear factor NF-kappa-B p65 subunit |
20000 nM |
IC50 |
via CMAUP
|
CHEMBL1869 | P11926 | Ornithine decarboxylase |
19000 nM |
IC50 |
PMID: 10075742
|
CHEMBL1293298 | Q01453 | Peripheral myelin protein 22 |
42561.5 nM |
Potency |
via CMAUP
|
CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit |
250 nM 250 nM |
IC50 IC50 |
DOI: 10.1039/C2MD20044A
via Super-PRED |
CHEMBL3145 | P42338 | PI3-kinase p110-beta subunit |
500 nM 500 nM |
IC50 IC50 |
DOI: 10.1039/C2MD20044A
via Super-PRED |
CHEMBL1293235 | P02545 | Prelamin-A/C |
5 nM 35481.3 nM 12589.3 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
CHEMBL3959 | P16083 | Quinone reductase 2 |
960 nM 450 nM 450 nM 960 nM 1400 nM 913 nM 54 nM |
IC50 IC50 IC50 IC50 IC50 IC50 Kd |
PMID: 19265439
PMID: 20036559 PMID: 20356739 PMID: 21261296 PMID: 26854376 PMID: 26854376 via Super-PRED |
CHEMBL1293294 | P51151 | Ras-related protein Rab-9A |
3981.1 nM 29092.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR |
3689.8 nM 18492.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
CHEMBL1293232 | Q16637 | Survival motor neuron protein |
14125.4 nM 12589.3 nM 8912.5 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
CHEMBL3194 | P02766 | Transthyretin |
470 nM |
Kd |
via Super-PRED
|
CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
1 nM |
Potency |
via Super-PRED
|
Predicted Targets (via Super-PRED):
CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
---|---|---|---|---|
CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.52% | 91.11% |
CHEMBL242 | Q92731 | Estrogen receptor beta | 92.49% | 98.35% |
CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 88.38% | 95.56% |
CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 87.44% | 96.00% |
CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.66% | 86.33% |
CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 84.13% | 91.71% |
CHEMBL1951 | P21397 | Monoamine oxidase A | 83.75% | 91.49% |
CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 81.12% | 94.45% |
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compound!
To see more specific details click the taxa you are interested in.
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