(E)-2-benzyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

Details

• Internal ID: b884c8b2-952b-4ff5-ba19-04e824a271d5
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: (E)-2-benzyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
• InChI: InChI=1S/C17H16O4/c1-21-16-11-13(7-8-15(16)18)10-14(17(19)20)9-12-5-3-2-4-6-12/h2-8,10-11,18H,9H2,1H3,(H,19,20)/b14-10+
• InChI Key: NTQANOZAGZUDQE-GXDHUFHOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.5482	54.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9025	90.25%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5641	56.41%
P-glycoprotein inhibitior	-	0.8577	85.77%
P-glycoprotein substrate	-	0.9356	93.56%
CYP3A4 substrate	-	0.5574	55.74%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8342	83.42%
CYP3A4 inhibition	-	0.9033	90.33%
CYP2C9 inhibition	+	0.7910	79.10%
CYP2C19 inhibition	+	0.6842	68.42%
CYP2D6 inhibition	-	0.8754	87.54%
CYP1A2 inhibition	+	0.6900	69.00%
CYP2C8 inhibition	+	0.7605	76.05%
CYP inhibitory promiscuity	+	0.7333	73.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7131	71.31%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.7467	74.67%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6133	61.33%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6235	62.35%
skin sensitisation	-	0.6914	69.14%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	+	0.8752	87.52%
Androgen receptor binding	+	0.8041	80.41%
Thyroid receptor binding	+	0.6047	60.47%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.5518	55.18%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.9572	95.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9941	99.41%

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	97.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.53%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.20%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	85.62%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.34%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.76%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.14%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.14%	99.15%

Plants that contains it

• Populus tremuloides

Cross-Links

• PubChem: 141741575
• LOTUS: LTS0118984
• wikiData: Q105185572