Ethyl 2,4-dihydroxy-3-((3,4,5-trihydroxybenzoyl)oxy)-benzoate

Details

• Internal ID: e7b934ef-f41c-4542-9960-1fbcbdd5252a
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: ethyl 2,4-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxybenzoate
• SMILES (Canonical): CCOC(=O)C1=C(C(=C(C=C1)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O
• SMILES (Isomeric): CCOC(=O)C1=C(C(=C(C=C1)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O
• InChI: InChI=1S/C16H14O9/c1-2-24-16(23)8-3-4-9(17)14(12(8)20)25-15(22)7-5-10(18)13(21)11(19)6-7/h3-6,17-21H,2H2,1H3
• InChI Key: NWBKRKSLGGHRGD-UHFFFAOYSA-N
• Popularity: 1 reference 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: 2.30
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• ethyl 2,4-dihydroxy-3-((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	-	0.7745	77.45%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8688	86.88%
OATP2B1 inhibitior	+	0.5732	57.32%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7752	77.52%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.9222	92.22%
CYP3A4 substrate	-	0.5463	54.63%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8726	87.26%
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	+	0.6322	63.22%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7797	77.97%
Carcinogenicity (trinary)	Non-required	0.7404	74.04%
Eye corrosion	-	0.9943	99.43%
Eye irritation	+	0.8078	80.78%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8145	81.45%
Micronuclear	+	0.6007	60.07%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6824	68.24%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8075	80.75%
Acute Oral Toxicity (c)	III	0.9014	90.14%
Estrogen receptor binding	+	0.8983	89.83%
Androgen receptor binding	+	0.8461	84.61%
Thyroid receptor binding	-	0.6056	60.56%
Glucocorticoid receptor binding	+	0.7870	78.70%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.5244	52.44%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.7250	72.50%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.60%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.80%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.93%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.38%	97.21%
CHEMBL2535	P11166	Glucose transporter	83.11%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.23%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.03%	94.42%
CHEMBL3194	P02766	Transthyretin	80.72%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%

Plants that contains it

• Ekebergia capensis
• Koelreuteria paniculata

Cross-Links

• PubChem: 5317255
• NPASS: NPC89839