4-(5-Carboxy-2,3-dimethoxyphenoxy)benzene-1,3-dicarboxylic acid

Details

• Internal ID: 84a032d6-f48b-4655-951e-cd6c45a9cb3d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-(5-carboxy-2,3-dimethoxyphenoxy)benzene-1,3-dicarboxylic acid
• SMILES (Canonical): COC1=C(C(=CC(=C1)C(=O)O)OC2=C(C=C(C=C2)C(=O)O)C(=O)O)OC
• SMILES (Isomeric): COC1=C(C(=CC(=C1)C(=O)O)OC2=C(C=C(C=C2)C(=O)O)C(=O)O)OC
• InChI: InChI=1S/C17H14O9/c1-24-12-6-9(16(20)21)7-13(14(12)25-2)26-11-4-3-8(15(18)19)5-10(11)17(22)23/h3-7H,1-2H3,(H,18,19)(H,20,21)(H,22,23)
• InChI Key: HJQBCSOBRMYNCD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₉
• Molecular Weight: 362.30 g/mol
• Exact Mass: 362.06378202 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9612	96.12%
Caco-2	+	0.5705	57.05%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8861	88.61%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.9703	97.03%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5773	57.73%
P-glycoprotein inhibitior	-	0.7560	75.60%
P-glycoprotein substrate	-	0.9298	92.98%
CYP3A4 substrate	-	0.6617	66.17%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9470	94.70%
CYP2C9 inhibition	-	0.7162	71.62%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.8713	87.13%
CYP1A2 inhibition	-	0.5924	59.24%
CYP2C8 inhibition	+	0.7929	79.29%
CYP inhibitory promiscuity	-	0.8161	81.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7228	72.28%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9718	97.18%
Eye irritation	+	0.5374	53.74%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6847	68.47%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9400	94.00%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.4350	43.50%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	-	0.5457	54.57%
Thyroid receptor binding	-	0.5538	55.38%
Glucocorticoid receptor binding	+	0.7737	77.37%
Aromatase binding	-	0.5350	53.50%
PPAR gamma	-	0.5119	51.19%
Honey bee toxicity	-	0.9578	95.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7852	78.52%
Fish aquatic toxicity	+	0.9856	98.56%

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	94.36%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	93.61%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.47%	99.17%
CHEMBL3194	P02766	Transthyretin	93.19%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.12%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.98%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.85%	81.11%
CHEMBL4208	P20618	Proteasome component C5	85.86%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.16%	94.42%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.16%	93.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.16%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.61%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.01%	91.19%

Plants that contains it

• Pinus mugo

Cross-Links

• PubChem: 162889138
• LOTUS: LTS0068814
• wikiData: Q105029387