4,7-bis(4-hydroxyphenyl)spiro[1,3-benzodioxole-2,5'-2H-furan]-5,6-dione

Details

• Internal ID: b7c2cd54-e50c-48ea-a374-68f1b19bee7d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ortho esters
• IUPAC Name: 4,7-bis(4-hydroxyphenyl)spiro[1,3-benzodioxole-2,5'-2H-furan]-5,6-dione
• InChI: InChI=1S/C22H14O7/c23-14-6-2-12(3-7-14)16-18(25)19(26)17(13-4-8-15(24)9-5-13)21-20(16)28-22(29-21)10-1-11-27-22/h1-10,23-24H,11H2
• InChI Key: FRBRPTPYTMPAAS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₄O₇
• Molecular Weight: 390.30 g/mol
• Exact Mass: 390.07395278 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.7833	78.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7107	71.07%
P-glycoprotein inhibitior	-	0.5150	51.50%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	+	0.5270	52.70%
CYP2C9 substrate	+	0.6017	60.17%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	+	0.5920	59.20%
CYP2C19 inhibition	-	0.6782	67.82%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	-	0.6815	68.15%
CYP2C8 inhibition	-	0.6042	60.42%
CYP inhibitory promiscuity	+	0.5279	52.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4019	40.19%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.7257	72.57%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6594	65.94%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7927	79.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6915	69.15%
Acute Oral Toxicity (c)	III	0.4709	47.09%
Estrogen receptor binding	+	0.8251	82.51%
Androgen receptor binding	+	0.8644	86.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	-	0.5223	52.23%
PPAR gamma	+	0.7773	77.73%
Honey bee toxicity	-	0.8920	89.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.96%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.08%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.08%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.19%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	80.61%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.09%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14426702
• LOTUS: LTS0163209
• wikiData: Q105000082