ethyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Details

• Internal ID: 02c12874-2480-4275-8b1e-1e6a0c80260a
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: ethyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• SMILES (Canonical): CCOC(=O)C(CC1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): CCOC(=O)[C@@H](CC1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C11H14O5/c1-2-16-11(15)10(14)6-7-3-4-8(12)9(13)5-7/h3-5,10,12-14H,2,6H2,1H3/t10-/m1/s1
• InChI Key: PFNTZFUZCHVMEE-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.56
• 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	+	0.9600	96.00%
Caco-2	-	0.6518	65.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9362	93.62%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.9926	99.26%
P-glycoprotein substrate	-	0.9776	97.76%
CYP3A4 substrate	-	0.5805	58.05%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7947	79.47%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.8610	86.10%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.7264	72.64%
CYP2C8 inhibition	-	0.8104	81.04%
CYP inhibitory promiscuity	-	0.9253	92.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7707	77.07%
Carcinogenicity (trinary)	Non-required	0.7262	72.62%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.9248	92.48%
Skin irritation	-	0.5949	59.49%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5759	57.59%
Hepatotoxicity	-	0.5762	57.62%
skin sensitisation	-	0.5824	58.24%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5137	51.37%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7570	75.70%
Acute Oral Toxicity (c)	III	0.8025	80.25%
Estrogen receptor binding	-	0.5661	56.61%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	-	0.7556	75.56%
Glucocorticoid receptor binding	-	0.7626	76.26%
Aromatase binding	-	0.6866	68.66%
PPAR gamma	-	0.7039	70.39%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9417	94.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.28%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.49%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.44%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.72%	96.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.34%	93.65%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.97%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.92%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.27%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.96%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.49%	90.24%

Plants that contains it

• Nepeta prattii

Cross-Links

• PubChem: 162882690
• LOTUS: LTS0230323
• wikiData: Q105207867