3,4-Dihydroxy-5-(3-hydroxy-5-methylphenoxy)benzoic acid

Details

• Internal ID: 36ae002e-35a1-43dc-87cb-59b22c9b8c52
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 3,4-dihydroxy-5-(3-hydroxy-5-methylphenoxy)benzoic acid
• SMILES (Canonical): CC1=CC(=CC(=C1)OC2=CC(=CC(=C2O)O)C(=O)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1)OC2=CC(=CC(=C2O)O)C(=O)O)O
• InChI: InChI=1S/C14H12O6/c1-7-2-9(15)6-10(3-7)20-12-5-8(14(18)19)4-11(16)13(12)17/h2-6,15-17H,1H3,(H,18,19)
• InChI Key: GTTVRGKJJWIAKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.6600	66.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8974	89.74%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7018	70.18%
P-glycoprotein inhibitior	-	0.9314	93.14%
P-glycoprotein substrate	-	0.9776	97.76%
CYP3A4 substrate	-	0.5732	57.32%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9355	93.55%
CYP2C9 inhibition	-	0.7896	78.96%
CYP2C19 inhibition	-	0.8964	89.64%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	+	0.5127	51.27%
CYP2C8 inhibition	+	0.5789	57.89%
CYP inhibitory promiscuity	-	0.7589	75.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7434	74.34%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.9296	92.96%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.8983	89.83%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6922	69.22%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7266	72.66%
skin sensitisation	-	0.7140	71.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7740	77.40%
Estrogen receptor binding	+	0.6428	64.28%
Androgen receptor binding	+	0.5809	58.09%
Thyroid receptor binding	+	0.5261	52.61%
Glucocorticoid receptor binding	+	0.8155	81.55%
Aromatase binding	+	0.6499	64.99%
PPAR gamma	-	0.4853	48.53%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	96.80%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.63%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.15%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.07%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.58%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.64%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.64%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.34%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.43%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.01%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.28%	87.67%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139267054
• LOTUS: LTS0167005
• wikiData: Q77479426