4-[3-(3,4-Dihydroxyphenyl)-2,5-dihydroxyfuro[3,2-b]furan-6-yl]cyclohexa-3,5-diene-1,2-dione

Details

• Internal ID: d9ae564c-8f5f-4440-8804-6dc35b8bbf89
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-[3-(3,4-dihydroxyphenyl)-2,5-dihydroxyfuro[3,2-b]furan-6-yl]cyclohexa-3,5-diene-1,2-dione
• InChI: InChI=1S/C18H10O8/c19-9-3-1-7(5-11(9)21)13-15-16(26-17(13)23)14(18(24)25-15)8-2-4-10(20)12(22)6-8/h1-6,19,21,23-24H
• InChI Key: YBWFKFPRUHWKTM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₀O₈
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.03756727 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.7475	74.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7508	75.08%
OATP2B1 inhibitior	-	0.5466	54.66%
OATP1B1 inhibitior	+	0.9509	95.09%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6533	65.33%
P-glycoprotein inhibitior	-	0.8918	89.18%
P-glycoprotein substrate	-	0.9412	94.12%
CYP3A4 substrate	-	0.5111	51.11%
CYP2C9 substrate	-	0.7951	79.51%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.7370	73.70%
CYP2C9 inhibition	+	0.8900	89.00%
CYP2C19 inhibition	+	0.5916	59.16%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.5148	51.48%
CYP2C8 inhibition	+	0.6314	63.14%
CYP inhibitory promiscuity	+	0.5688	56.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4084	40.84%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.7064	70.64%
Skin irritation	-	0.5752	57.52%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6838	68.38%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	-	0.6992	69.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6377	63.77%
Acute Oral Toxicity (c)	II	0.3589	35.89%
Estrogen receptor binding	+	0.8585	85.85%
Androgen receptor binding	+	0.8406	84.06%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.8639	86.39%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.8855	88.55%
Honey bee toxicity	-	0.7317	73.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9965	99.65%

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	97.92%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.74%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	92.80%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.89%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.08%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL3194	P02766	Transthyretin	84.01%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.61%	94.73%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.73%	95.53%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.62%	94.80%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.15%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136247330
• LOTUS: LTS0222753
• wikiData: Q105346083