3,3'-Dihydroxy-5-methoxystilbene

Details

• Internal ID: 60cfff75-7a6e-43de-93f0-98e9be8df9a7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-[2-(3-hydroxyphenyl)ethenyl]-5-methoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C=CC2=CC(=CC=C2)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)C=CC2=CC(=CC=C2)O
• InChI: InChI=1S/C15H14O3/c1-18-15-9-12(8-14(17)10-15)6-5-11-3-2-4-13(16)7-11/h2-10,16-17H,1H3
• InChI Key: VANIIUGEHGLNHB-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8623	86.23%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9760	97.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5904	59.04%
P-glycoprotein inhibitior	-	0.8820	88.20%
P-glycoprotein substrate	-	0.9454	94.54%
CYP3A4 substrate	-	0.6140	61.40%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.7030	70.30%
CYP2C9 inhibition	-	0.5257	52.57%
CYP2C19 inhibition	+	0.8529	85.29%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	+	0.9184	91.84%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7828	78.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5779	57.79%
Carcinogenicity (trinary)	Non-required	0.4908	49.08%
Eye corrosion	-	0.9693	96.93%
Eye irritation	+	0.9916	99.16%
Skin irritation	-	0.6476	64.76%
Skin corrosion	-	0.9065	90.65%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4778	47.78%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.6397	63.97%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.8966	89.66%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	+	0.6365	63.65%
Glucocorticoid receptor binding	+	0.6009	60.09%
Aromatase binding	+	0.8014	80.14%
PPAR gamma	+	0.7992	79.92%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9395	93.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL240	Q12809	HERG	94.72%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.81%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.30%	96.12%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.80%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.64%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL3194	P02766	Transthyretin	84.25%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.23%	91.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.63%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.16%	99.15%

Plants that contains it

• Dioscorea bulbifera
• Pholidota chinensis
• Phragmipedium longifolium
• Thunia alba

Cross-Links

• PubChem: 73032981
• LOTUS: LTS0090592
• wikiData: Q105282860