Methyl 3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxy-2-methylbenzoate

Details

• Internal ID: 023aa00a-c0df-4f6e-a7b8-c38078199d8a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: methyl 3-(2-formyl-3-hydroxy-5-methylphenoxy)-4,6-dihydroxy-2-methylbenzoate
• SMILES (Canonical): CC1=CC(=C(C(=C1)OC2=C(C=C(C(=C2C)C(=O)OC)O)O)C=O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)OC2=C(C=C(C(=C2C)C(=O)OC)O)O)C=O)O
• InChI: InChI=1S/C17H16O7/c1-8-4-11(19)10(7-18)14(5-8)24-16-9(2)15(17(22)23-3)12(20)6-13(16)21/h4-7,19-21H,1-3H3
• InChI Key: OCACYFZIMSCYJG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9159	91.59%
Caco-2	+	0.8247	82.47%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7691	76.91%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.7848	78.48%
OATP1B3 inhibitior	-	0.5745	57.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5450	54.50%
P-glycoprotein inhibitior	-	0.8098	80.98%
P-glycoprotein substrate	-	0.8758	87.58%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.4903	49.03%
CYP inhibitory promiscuity	-	0.7666	76.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7608	76.08%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.7915	79.15%
Skin irritation	-	0.8062	80.62%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4479	44.79%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6800	68.00%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5624	56.24%
Acute Oral Toxicity (c)	II	0.4286	42.86%
Estrogen receptor binding	+	0.7422	74.22%
Androgen receptor binding	+	0.5245	52.45%
Thyroid receptor binding	-	0.4940	49.40%
Glucocorticoid receptor binding	-	0.4644	46.44%
Aromatase binding	+	0.5291	52.91%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.92%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.70%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.20%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.74%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.02%	96.09%
CHEMBL3194	P02766	Transthyretin	84.69%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.56%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.98%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.81%	96.90%

Plants that contains it

• Adenocarpus foliolosus

Cross-Links

• PubChem: 102412535
• LOTUS: LTS0267636
• wikiData: Q105189241