1,3-Benzenediol, 5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	800a025e-60c8-4cca-8ef2-2e2edb64b90f
Taxonomy	Phenylpropanoids and polyketides > Stilbenes
IUPAC Name	5-[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=C1C=CC2=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
InChI Key	LUKBXSAWLPMMSZ-UHFFFAOYSA-N
Popularity	5,414 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₄H₁₂O₃
Molecular Weight	228.24 g/mol
Exact Mass	228.078644241 g/mol
Topological Polar Surface Area (TPSA)	60.70 Å²
XlogP	3.10
Atomic LogP (AlogP)	2.97
H-Bond Acceptor	3
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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(resveratrol)

MFCD00133799

Resveravine(R)

1,3-Benzenediol, 5-[2-(4-hydroxyphenyl)ethenyl]-

Spectrum_001148

SpecPlus_000391

(Cis-Trans)-Resveratrol

Prestwick0_000508

Prestwick1_000508

Spectrum2_001497

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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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%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL261	P00915	Carbonic anhydrase I	2180 nM	Ki	PMID: 22487176
CHEMBL205	P00918	Carbonic anhydrase II	1750 nM	Ki	PMID: 22487176
CHEMBL2885	P07451	Carbonic anhydrase III	6750 nM	Ki	PMID: 22487176
CHEMBL3729	P22748	Carbonic anhydrase IV	4010 nM	Ki	PMID: 22487176
CHEMBL3594	Q16790	Carbonic anhydrase IX	810 nM 9530 nM	Ki Ki	via Super-PRED PMID: 22487176
CHEMBL4789	P35218	Carbonic anhydrase VA	2860 nM	Ki	PMID: 22487176
CHEMBL3969	Q9Y2D0	Carbonic anhydrase VB	3240 nM	Ki	PMID: 22487176
CHEMBL3025	P23280	Carbonic anhydrase VI	8630 nM	Ki	PMID: 22487176
CHEMBL2326	P43166	Carbonic anhydrase VII	8980 nM	Ki	PMID: 22487176
CHEMBL3242	O43570	Carbonic anhydrase XII	8130 nM 950 nM	Ki Ki	PMID: 22487176 via Super-PRED
CHEMBL3912	Q8N1Q1	Carbonic anhydrase XIII	8250 nM	Ki	PMID: 22487176
CHEMBL3510	Q9ULX7	Carbonic anhydrase XIV	1950 nM 830 nM	Ki Ki	PMID: 22487176 via Super-PRED
CHEMBL284	P27487	Dipeptidyl peptidase IV	0.6 nM	IC50	via Super-PRED
CHEMBL206	P03372	Estrogen receptor alpha	785 nM	Ki	via Super-PRED
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	250 nM	IC50	via Super-PRED
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	500 nM	IC50	via Super-PRED
CHEMBL3959	P16083	Quinone reductase 2	54 nM	Kd	via Super-PRED
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%

Plants that contains it

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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.

Ammopiptanthus mongolicus

Ampelopsis japonica

Arachis hypogaea

Aristeguietia glutinosa

Artocarpus gomezianus

Artocarpus lacucha

Bagassa guianensis

Bauhinia racemosa

Bolboschoenus maritimus subsp. maritimus

Broussonetia papyrifera

Caragana tibetica

Chamaecrista dentata