(2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-2,3-dimethoxy-3H-furo[2,3-e][1]benzofuran

Details

• Internal ID: 0eb18948-9dd6-477b-9170-16d7d6954132
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-2,3-dimethoxy-3H-furo[2,3-e][1]benzofuran
• InChI: InChI=1S/C20H18O6/c1-21-19-14-4-6-15-13(7-8-23-15)18(14)26-20(19,22-2)10-12-3-5-16-17(9-12)25-11-24-16/h3-9,19H,10-11H2,1-2H3/t19-,20-/m1/s1
• InChI Key: UJWUVLDBYXPHQN-WOJBJXKFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 59.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	+	0.7413	74.13%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6110	61.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7532	75.32%
P-glycoprotein inhibitior	+	0.7169	71.69%
P-glycoprotein substrate	-	0.5186	51.86%
CYP3A4 substrate	+	0.6221	62.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6780	67.80%
CYP3A4 inhibition	+	0.8213	82.13%
CYP2C9 inhibition	+	0.5338	53.38%
CYP2C19 inhibition	+	0.7575	75.75%
CYP2D6 inhibition	-	0.5396	53.96%
CYP1A2 inhibition	-	0.5079	50.79%
CYP2C8 inhibition	+	0.5901	59.01%
CYP inhibitory promiscuity	+	0.8741	87.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.4420	44.20%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7914	79.14%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.6085	60.85%
skin sensitisation	-	0.6465	64.65%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8915	89.15%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.9477	94.77%
Androgen receptor binding	+	0.8181	81.81%
Thyroid receptor binding	+	0.6178	61.78%
Glucocorticoid receptor binding	+	0.8434	84.34%
Aromatase binding	+	0.7890	78.90%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.6521	65.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9492	94.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.40%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.70%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.14%	92.62%
CHEMBL240	Q12809	HERG	93.89%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.48%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.09%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.58%	94.03%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	89.38%	85.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.94%	89.44%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.61%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.24%	97.25%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.15%	96.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.02%	96.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.58%	80.96%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.81%	90.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.61%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.60%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.08%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.98%	95.93%

Plants that contains it

• Lonchocarpus castilloi

Cross-Links

• PubChem: 163045749
• LOTUS: LTS0033958
• wikiData: Q105274273