5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole

Details

• Internal ID: 2219a4a7-08c8-4ade-b452-0e56d0130da5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxole
• InChI: InChI=1S/C16H14O4/c1(11-3-5-13-15(7-11)19-9-17-13)2-12-4-6-14-16(8-12)20-10-18-14/h3-8H,1-2,9-10H2
• InChI Key: SEWUIZYKFWMKTO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 80784-19-6
• 5,5'-(Ethane-1,2-diyl)bis(2H-1,3-benzodioxole)
• NSC174843
• SCHEMBL108087
• SCHEMBL6621426
• DTXSID30306269
• NSC-174843

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.9052	90.52%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9668	96.68%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7739	77.39%
P-glycoprotein inhibitior	-	0.5480	54.80%
P-glycoprotein substrate	-	0.9629	96.29%
CYP3A4 substrate	-	0.7467	74.67%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4167	41.67%
CYP3A4 inhibition	+	0.5909	59.09%
CYP2C9 inhibition	+	0.8026	80.26%
CYP2C19 inhibition	+	0.8713	87.13%
CYP2D6 inhibition	+	0.8252	82.52%
CYP1A2 inhibition	+	0.9341	93.41%
CYP2C8 inhibition	-	0.9381	93.81%
CYP inhibitory promiscuity	+	0.8787	87.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8118	81.18%
Carcinogenicity (trinary)	Warning	0.4831	48.31%
Eye corrosion	-	0.9636	96.36%
Eye irritation	+	0.9009	90.09%
Skin irritation	-	0.5645	56.45%
Skin corrosion	-	0.8704	87.04%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6643	66.43%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6178	61.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6605	66.05%
Acute Oral Toxicity (c)	III	0.8010	80.10%
Estrogen receptor binding	+	0.9087	90.87%
Androgen receptor binding	+	0.7961	79.61%
Thyroid receptor binding	+	0.7733	77.33%
Glucocorticoid receptor binding	+	0.5517	55.17%
Aromatase binding	+	0.5967	59.67%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8964	89.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.35%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.00%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.93%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	92.24%	92.51%
CHEMBL240	Q12809	HERG	90.18%	89.76%
CHEMBL2581	P07339	Cathepsin D	89.68%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.03%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.66%	80.96%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.42%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.30%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.64%	90.24%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.58%	96.25%

Plants that contains it

• Frullania parvistipula

Cross-Links

• PubChem: 300427
• LOTUS: LTS0212853
• wikiData: Q82053273