Dimethyl 2,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,3-dicarboxylate

Details

• Internal ID: 2c2145f6-6087-4fb6-8588-55512e1e7795
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: dimethyl 2,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,3-dicarboxylate
• SMILES (Canonical): COC(=O)C1C(C(C1C2=CC(=C(C=C2)O)O)C(=O)OC)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): COC(=O)C1C(C(C1C2=CC(=C(C=C2)O)O)C(=O)OC)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C20H20O8/c1-27-19(25)17-15(9-3-5-11(21)13(23)7-9)18(20(26)28-2)16(17)10-4-6-12(22)14(24)8-10/h3-8,15-18,21-24H,1-2H3
• InChI Key: DKLFNCPAHCKZMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	-	0.5282	52.82%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9194	91.94%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.9651	96.51%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6181	61.81%
P-glycoprotein inhibitior	-	0.5890	58.90%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5730	57.30%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.5786	57.86%
CYP2C19 inhibition	-	0.7111	71.11%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.6497	64.97%
CYP2C8 inhibition	-	0.8484	84.84%
CYP inhibitory promiscuity	-	0.8468	84.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7245	72.45%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.5278	52.78%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.7632	76.32%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	-	0.5362	53.62%
PPAR gamma	+	0.6704	67.04%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.89%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.49%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.62%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.53%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.27%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.45%	91.19%

Plants that contains it

• Bidens parviflora

Cross-Links

• PubChem: 639638
• LOTUS: LTS0203535
• wikiData: Q104983439