2-[(E)-2-(4-hydroxyphenyl)ethenyl]-6-methoxybenzoic acid

Details

• Internal ID: ac1c0385-add5-4c37-82e1-01d1079cd5a5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[(E)-2-(4-hydroxyphenyl)ethenyl]-6-methoxybenzoic acid
• InChI: InChI=1S/C16H14O4/c1-20-14-4-2-3-12(15(14)16(18)19)8-5-11-6-9-13(17)10-7-11/h2-10,17H,1H3,(H,18,19)/b8-5+
• InChI Key: YEBSVHYNJQFIBA-VMPITWQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6288	62.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8815	88.15%
OATP2B1 inhibitior	-	0.5864	58.64%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5128	51.28%
P-glycoprotein inhibitior	-	0.7761	77.61%
P-glycoprotein substrate	-	0.9256	92.56%
CYP3A4 substrate	-	0.5457	54.57%
CYP2C9 substrate	-	0.6256	62.56%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8073	80.73%
CYP2C9 inhibition	+	0.6918	69.18%
CYP2C19 inhibition	+	0.7340	73.40%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	+	0.7634	76.34%
CYP2C8 inhibition	+	0.6620	66.20%
CYP inhibitory promiscuity	+	0.6224	62.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6686	66.86%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9772	97.72%
Eye irritation	+	0.8832	88.32%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8189	81.89%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5108	51.08%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.8012	80.12%
Acute Oral Toxicity (c)	III	0.4823	48.23%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.8385	83.85%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.8482	84.82%
PPAR gamma	+	0.8631	86.31%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.05%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.48%	86.33%
CHEMBL3194	P02766	Transthyretin	94.79%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	92.91%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.58%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.06%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.93%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.82%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.26%	94.08%

Plants that contains it

• Gelasia tomentosa

Cross-Links

• PubChem: 102273949
• LOTUS: LTS0253688
• wikiData: Q105347147