4-(4-Carboxy-2-methoxyphenoxy)-5-methoxyphthalic acid

Details

• Internal ID: 2f4d7d37-bdc4-4559-903d-f36d83bb175b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-(4-carboxy-2-methoxyphenoxy)-5-methoxyphthalic 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/c1-24-12-5-8(15(18)19)3-4-11(12)26-14-7-10(17(22)23)9(16(20)21)6-13(14)25-2/h3-7H,1-2H3,(H,18,19)(H,20,21)(H,22,23)
• InChI Key: XFGBDKNBYXCIAX-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: 2.20
• 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	+	0.9631	96.31%
Caco-2	+	0.6527	65.27%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	+	0.5680	56.80%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.8058	80.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6680	66.80%
P-glycoprotein inhibitior	-	0.7860	78.60%
P-glycoprotein substrate	-	0.9311	93.11%
CYP3A4 substrate	-	0.7120	71.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.5416	54.16%
CYP2C19 inhibition	-	0.6666	66.66%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	-	0.5311	53.11%
CYP2C8 inhibition	+	0.6702	67.02%
CYP inhibitory promiscuity	-	0.7942	79.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7045	70.45%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.4780	47.80%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6403	64.03%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9423	94.23%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.8770	87.70%
Androgen receptor binding	-	0.5134	51.34%
Thyroid receptor binding	-	0.5721	57.21%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.5280	52.80%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.9609	96.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.9252	92.52%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	95.18%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.80%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.13%	87.67%
CHEMBL1255126	O15151	Protein Mdm4	93.09%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.93%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.53%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.02%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.88%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.30%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.64%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.56%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.80%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.22%	93.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.48%	95.71%

Plants that contains it

• Pinus mugo

Cross-Links

• PubChem: 163086610
• LOTUS: LTS0013150
• wikiData: Q105327008