Ethyl 3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate

Details

• Internal ID: 419db86d-5ea1-40c1-9f57-0ccec99174a0
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: (5-ethoxycarbonyl-2,3-dihydroxyphenyl) 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCOC(=O)C1=CC(=C(C(=C1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• SMILES (Isomeric): CCOC(=O)C1=CC(=C(C(=C1)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• InChI: InChI=1S/C16H14O9/c1-2-24-15(22)8-5-11(19)14(21)12(6-8)25-16(23)7-3-9(17)13(20)10(18)4-7/h3-6,17-21H,2H2,1H3
• InChI Key: HJZRURPLGOZWGD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₉
• Molecular Weight: 350.28 g/mol
• Exact Mass: 350.06378202 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• SCHEMBL17220944
• DTXSID10850992
• Ethyl 3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8910	89.10%
Caco-2	-	0.7351	73.51%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8688	86.88%
OATP2B1 inhibitior	+	0.5718	57.18%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7560	75.60%
P-glycoprotein inhibitior	-	0.8655	86.55%
P-glycoprotein substrate	-	0.9310	93.10%
CYP3A4 substrate	-	0.5870	58.70%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.9133	91.33%
CYP2C9 inhibition	+	0.5883	58.83%
CYP2C19 inhibition	-	0.7917	79.17%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.5406	54.06%
CYP2C8 inhibition	+	0.5287	52.87%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7797	77.97%
Carcinogenicity (trinary)	Non-required	0.7404	74.04%
Eye corrosion	-	0.9943	99.43%
Eye irritation	+	0.7864	78.64%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6790	67.90%
Micronuclear	+	0.6007	60.07%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6824	68.24%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8410	84.10%
Acute Oral Toxicity (c)	III	0.9014	90.14%
Estrogen receptor binding	+	0.8764	87.64%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	-	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.6349	63.49%
PPAR gamma	-	0.5424	54.24%
Honey bee toxicity	-	0.8909	89.09%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.27%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.98%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.31%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.50%	94.00%
CHEMBL3194	P02766	Transthyretin	86.92%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.66%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.33%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.13%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%

Plants that contains it

• Acer rubrum

Cross-Links

• PubChem: 71442086
• LOTUS: LTS0183649
• wikiData: Q82844403