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

Details

• Internal ID: bbd103eb-d6da-417b-b50d-78ea4d1b0f65
• 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]-2-hydroxyacetic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC(C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC(C(=O)O)O)O)O
• InChI: InChI=1S/C11H10O7/c12-7-3-1-6(5-8(7)13)2-4-9(14)18-11(17)10(15)16/h1-5,11-13,17H,(H,15,16)
• InChI Key: ADAGLACISJLISN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₇
• Molecular Weight: 254.19 g/mol
• Exact Mass: 254.04265265 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9463	94.63%
Caco-2	-	0.8065	80.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.9608	96.08%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8339	83.39%
P-glycoprotein inhibitior	-	0.9813	98.13%
P-glycoprotein substrate	-	0.9712	97.12%
CYP3A4 substrate	-	0.6487	64.87%
CYP2C9 substrate	-	0.5984	59.84%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.9214	92.14%
CYP2C9 inhibition	-	0.8492	84.92%
CYP2C19 inhibition	-	0.9196	91.96%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8978	89.78%
CYP2C8 inhibition	-	0.6439	64.39%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7681	76.81%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.8912	89.12%
Eye irritation	+	0.8219	82.19%
Skin irritation	+	0.7067	70.67%
Skin corrosion	-	0.8169	81.69%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8327	83.27%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6029	60.29%
skin sensitisation	+	0.7090	70.90%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8044	80.44%
Acute Oral Toxicity (c)	III	0.6872	68.72%
Estrogen receptor binding	-	0.7046	70.46%
Androgen receptor binding	+	0.8025	80.25%
Thyroid receptor binding	-	0.7651	76.51%
Glucocorticoid receptor binding	-	0.7259	72.59%
Aromatase binding	-	0.6359	63.59%
PPAR gamma	-	0.6391	63.91%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	99.02%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.19%	91.49%
CHEMBL3194	P02766	Transthyretin	94.09%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.33%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.12%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.54%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.14%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.19%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.32%	94.62%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.24%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.64%	96.09%

Plants that contains it

• Taraxacum mongolicum

Cross-Links

• PubChem: 72751090
• LOTUS: LTS0178812
• wikiData: Q104909435