4-(3,4-Dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carboxylic acid 1,2-dicarboxyethyl ester

Details

• Internal ID: 1f09610f-a842-4995-b3fd-fe593d48843d
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 2-[4-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carbonyl]oxybutanedioic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=C3C=C(C(=CC3=CC(=C2)C(=O)OC(CC(=O)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C3C=C(C(=CC3=CC(=C2)C(=O)OC(CC(=O)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C21H16O10/c22-14-2-1-9(5-15(14)23)12-4-11(3-10-6-16(24)17(25)7-13(10)12)21(30)31-18(20(28)29)8-19(26)27/h1-7,18,22-25H,8H2,(H,26,27)(H,28,29)
• InChI Key: JBWSHFXUSJIRBC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₁₀
• Molecular Weight: 428.30 g/mol
• Exact Mass: 428.07434670 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	-	0.9384	93.84%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7749	77.49%
OATP2B1 inhibitior	+	0.7116	71.16%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.8734	87.34%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8250	82.50%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.5168	51.68%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9383	93.83%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.7839	78.39%
CYP2C8 inhibition	+	0.7680	76.80%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9032	90.32%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.6914	69.14%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5468	54.68%
Micronuclear	+	0.8118	81.18%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8349	83.49%
Acute Oral Toxicity (c)	III	0.4446	44.46%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.8994	89.94%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	-	0.6061	60.61%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7005	70.05%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.16%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	94.67%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.55%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.58%	83.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	83.78%	90.20%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.87%	95.17%

Plants that contains it

• Chiloscyphus polyanthos

Cross-Links

• PubChem: 101006811
• LOTUS: LTS0041868
• wikiData: Q105124621