5-[2-(3-Hydroxyphenyl)ethenyl]-2-methoxyphenol

Details

• Internal ID: d56bbb85-bc29-4d23-b051-6bcf1faea990
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3-hydroxyphenyl)ethenyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC2=CC(=CC=C2)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C=CC2=CC(=CC=C2)O)O
• InChI: InChI=1S/C15H14O3/c1-18-15-8-7-12(10-14(15)17)6-5-11-3-2-4-13(16)9-11/h2-10,16-17H,1H3
• InChI Key: OCUDAXNCCBJRIU-UHFFFAOYSA-N
• Popularity: 21 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	+	0.9945	99.45%
Caco-2	+	0.9022	90.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7908	79.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5835	58.35%
P-glycoprotein inhibitior	-	0.8855	88.55%
P-glycoprotein substrate	-	0.9056	90.56%
CYP3A4 substrate	-	0.6003	60.03%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	+	0.7479	74.79%
CYP2C19 inhibition	+	0.8626	86.26%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	+	0.8551	85.51%
CYP2C8 inhibition	+	0.6973	69.73%
CYP inhibitory promiscuity	+	0.8444	84.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7431	74.31%
Carcinogenicity (trinary)	Non-required	0.4734	47.34%
Eye corrosion	-	0.9310	93.10%
Eye irritation	+	0.9794	97.94%
Skin irritation	-	0.5206	52.06%
Skin corrosion	-	0.8664	86.64%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5868	58.68%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	+	0.5156	51.56%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7675	76.75%
Acute Oral Toxicity (c)	III	0.6227	62.27%
Estrogen receptor binding	+	0.9186	91.86%
Androgen receptor binding	+	0.8224	82.24%
Thyroid receptor binding	+	0.6561	65.61%
Glucocorticoid receptor binding	+	0.6032	60.32%
Aromatase binding	+	0.8950	89.50%
PPAR gamma	+	0.8190	81.90%
Honey bee toxicity	-	0.9349	93.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.67%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL3194	P02766	Transthyretin	93.80%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	92.93%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.63%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.76%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	87.39%	90.20%
CHEMBL2581	P07339	Cathepsin D	86.36%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.27%	95.50%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.56%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.26%	89.62%

Plants that contains it

• Rheum rhabarbarum

Cross-Links

• PubChem: 90972619
• LOTUS: LTS0201672
• wikiData: Q105189581