2-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxy]acetic acid

Details

• Internal ID: a4f4bcc5-8ba4-4f99-9463-f0d56eb4b751
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]acetic acid
• InChI: InChI=1S/C11H10O6/c12-8-3-1-7(5-9(8)13)2-4-11(16)17-6-10(14)15/h1-5,12-13H,6H2,(H,14,15)
• InChI Key: HGZGMSVCFBWKLH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₆
• Molecular Weight: 238.19 g/mol
• Exact Mass: 238.04773803 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9509	95.09%
Caco-2	-	0.7201	72.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8443	84.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7222	72.22%
P-glycoprotein inhibitior	-	0.9886	98.86%
P-glycoprotein substrate	-	0.9819	98.19%
CYP3A4 substrate	-	0.6660	66.60%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.9178	91.78%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.7983	79.83%
CYP2C8 inhibition	-	0.6184	61.84%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8032	80.32%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.8058	80.58%
Skin irritation	-	0.5632	56.32%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8156	81.56%
Micronuclear	+	0.6748	67.48%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	+	0.8026	80.26%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.7802	78.02%
Estrogen receptor binding	-	0.5163	51.63%
Androgen receptor binding	+	0.7988	79.88%
Thyroid receptor binding	-	0.7414	74.14%
Glucocorticoid receptor binding	-	0.5614	56.14%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5469	54.69%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	0.9568	95.68%

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	98.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.54%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.88%	86.33%
CHEMBL3194	P02766	Transthyretin	94.21%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.19%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.05%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.43%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.64%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.92%	91.71%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.01%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.46%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.15%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.40%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.69%	94.62%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 73313390
• LOTUS: LTS0057122
• wikiData: Q105028097