(E)-2-benzyl-3-(4-hydroxyphenyl)prop-2-enoic acid

Details

• Internal ID: b0ea4f75-2137-46ff-a72d-43cc4839399c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: (E)-2-benzyl-3-(4-hydroxyphenyl)prop-2-enoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CC(=CC2=CC=C(C=C2)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C/C(=C\C2=CC=C(C=C2)O)/C(=O)O
• InChI: InChI=1S/C16H14O3/c17-15-8-6-13(7-9-15)11-14(16(18)19)10-12-4-2-1-3-5-12/h1-9,11,17H,10H2,(H,18,19)/b14-11+
• InChI Key: AAIAXLSFJXNMRE-SDNWHVSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• 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	+	0.9961	99.61%
Caco-2	-	0.7019	70.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8742	87.42%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	-	0.4378	43.78%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5556	55.56%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9617	96.17%
CYP3A4 substrate	-	0.6366	63.66%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.6505	65.05%
CYP2C19 inhibition	-	0.6710	67.10%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8643	86.43%
CYP2C8 inhibition	+	0.6473	64.73%
CYP inhibitory promiscuity	+	0.6139	61.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6073	60.73%
Carcinogenicity (trinary)	Non-required	0.5532	55.32%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.9728	97.28%
Skin irritation	-	0.5877	58.77%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7178	71.78%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	+	0.8626	86.26%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6303	63.03%
Acute Oral Toxicity (c)	III	0.6023	60.23%
Estrogen receptor binding	+	0.7860	78.60%
Androgen receptor binding	+	0.9358	93.58%
Thyroid receptor binding	-	0.5488	54.88%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.7053	70.53%
PPAR gamma	+	0.8507	85.07%
Honey bee toxicity	-	0.9608	96.08%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.20%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.56%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.09%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.46%	90.17%

Plants that contains it

• Populus tremula

Cross-Links

• PubChem: 149607186
• LOTUS: LTS0215466
• wikiData: Q104907940