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

Details

• Internal ID: 41caea90-65e8-4974-8d7d-9c9fb966a0c3
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: dibutyl 2,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,3-dicarboxylate
• SMILES (Canonical): CCCCOC(=O)C1C(C(C1C2=CC(=C(C=C2)O)O)C(=O)OCCCC)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): CCCCOC(=O)C1C(C(C1C2=CC(=C(C=C2)O)O)C(=O)OCCCC)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C26H32O8/c1-3-5-11-33-25(31)23-21(15-7-9-17(27)19(29)13-15)24(26(32)34-12-6-4-2)22(23)16-8-10-18(28)20(30)14-16/h7-10,13-14,21-24,27-30H,3-6,11-12H2,1-2H3
• InChI Key: DMTGQBVTAJAQDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₈
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.20971797 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.6933	69.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9384	93.84%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9034	90.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8141	81.41%
P-glycoprotein inhibitior	+	0.6231	62.31%
P-glycoprotein substrate	-	0.8871	88.71%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	+	0.6390	63.90%
CYP2C19 inhibition	-	0.5406	54.06%
CYP2D6 inhibition	-	0.8532	85.32%
CYP1A2 inhibition	+	0.7326	73.26%
CYP2C8 inhibition	+	0.5066	50.66%
CYP inhibitory promiscuity	-	0.8196	81.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7833	78.33%
Carcinogenicity (trinary)	Non-required	0.5930	59.30%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7928	79.28%
Skin irritation	-	0.8679	86.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5934	59.34%
Micronuclear	-	0.7526	75.26%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.7785	77.85%
Estrogen receptor binding	+	0.7234	72.34%
Androgen receptor binding	+	0.8084	80.84%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	-	0.5469	54.69%
PPAR gamma	-	0.5223	52.23%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.13%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.03%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.04%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.74%	80.78%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.49%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.01%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.67%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.59%	90.71%

Plants that contains it

• Traversia baccharoides

Cross-Links

• PubChem: 163028625
• LOTUS: LTS0092853
• wikiData: Q104985315