Methyl 2-hydroxy-3,6-dimethyl-4-[(2,3,4-trihydroxy-6-methylbenzoyl)oxy]benzoate

Details

• Internal ID: 91bf1aea-a7c6-4731-bca3-b6c7b7bf95f6
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: (3-hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl) 2,3,4-trihydroxy-6-methylbenzoate
• SMILES (Canonical): CC1=CC(=C(C(=C1C(=O)OC2=C(C(=C(C(=C2)C)C(=O)OC)O)C)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1C(=O)OC2=C(C(=C(C(=C2)C)C(=O)OC)O)C)O)O)O
• InChI: InChI=1S/C18H18O8/c1-7-5-10(19)15(21)16(22)13(7)18(24)26-11-6-8(2)12(17(23)25-4)14(20)9(11)3/h5-6,19-22H,1-4H3
• InChI Key: HZQVUZGLPICGQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₈
• Molecular Weight: 362.30 g/mol
• Exact Mass: 362.10016753 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• Methyl 2-hydroxy-3,6-dimethyl-4-[(2,3,4-trihydroxy-6-methylbenzoyl)oxy]benzoate
• 4707-48-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8592	85.92%
Caco-2	+	0.6432	64.32%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	0.7054	70.54%
OATP1B1 inhibitior	+	0.9348	93.48%
OATP1B3 inhibitior	-	0.4393	43.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8461	84.61%
P-glycoprotein inhibitior	-	0.8520	85.20%
P-glycoprotein substrate	-	0.8346	83.46%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.9056	90.56%
CYP2C19 inhibition	-	0.9547	95.47%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.7135	71.35%
CYP2C8 inhibition	+	0.5966	59.66%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7908	79.08%
Carcinogenicity (trinary)	Non-required	0.6945	69.45%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.5491	54.91%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4257	42.57%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8990	89.90%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6826	68.26%
Acute Oral Toxicity (c)	III	0.5257	52.57%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.6626	66.26%
Thyroid receptor binding	-	0.6306	63.06%
Glucocorticoid receptor binding	+	0.5977	59.77%
Aromatase binding	+	0.5791	57.91%
PPAR gamma	+	0.5874	58.74%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9853	98.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.71%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.52%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.24%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.23%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL3194	P02766	Transthyretin	82.82%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.89%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.43%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.42%	96.09%

Plants that contains it

• Rugelia nudicaulis

Cross-Links

• PubChem: 162977366
• LOTUS: LTS0260992
• wikiData: Q105035801