2-(3,4-Dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate

Details

• Internal ID: fb459907-e548-4ea3-8933-3e2325921f89
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: 2-(3,4-dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate
• SMILES (Canonical): C1=CC(=C(C=C1CCC(=O)OCCC2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCC(=O)OCCC2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C17H18O6/c18-13-4-1-11(9-15(13)20)3-6-17(22)23-8-7-12-2-5-14(19)16(21)10-12/h1-2,4-5,9-10,18-21H,3,6-8H2
• InChI Key: GQGAKMDGSLWLHO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• SCHEMBL7568170
• BDBM50276909

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8764	87.64%
Caco-2	-	0.6567	65.67%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9603	96.03%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.9436	94.36%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6353	63.53%
P-glycoprotein inhibitior	-	0.8490	84.90%
P-glycoprotein substrate	-	0.9553	95.53%
CYP3A4 substrate	-	0.5924	59.24%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	+	0.5650	56.50%
CYP2C19 inhibition	+	0.7305	73.05%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.7708	77.08%
CYP2C8 inhibition	+	0.5094	50.94%
CYP inhibitory promiscuity	-	0.7704	77.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.6945	69.45%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.7607	76.07%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6780	67.80%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7558	75.58%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8279	82.79%
Acute Oral Toxicity (c)	III	0.7880	78.80%
Estrogen receptor binding	+	0.8725	87.25%
Androgen receptor binding	+	0.8117	81.17%
Thyroid receptor binding	+	0.5503	55.03%
Glucocorticoid receptor binding	-	0.4720	47.20%
Aromatase binding	-	0.5639	56.39%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9904	99.04%

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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.52%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.19%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.37%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL3194	P02766	Transthyretin	85.61%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.75%	94.62%
CHEMBL4208	P20618	Proteasome component C5	83.24%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.73%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.61%	80.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.35%	86.92%

Plants that contains it

• Sarcandra glabra

Cross-Links

• PubChem: 58446617
• NPASS: NPC472271
• ChEMBL: CHEMBL3357165