[(3R,3aR,6R,6aS)-3-(1,3-benzodioxol-5-yloxy)-6-(6-methoxy-1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate

Details

• Internal ID: bd68d820-f40a-439f-95f0-c5cea168de8d
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(3R,3aR,6R,6aS)-3-(1,3-benzodioxol-5-yloxy)-6-(6-methoxy-1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate
• SMILES (Canonical): CC(=O)OC12COC(C1COC2OC3=CC4=C(C=C3)OCO4)C5=CC6=C(C=C5OC)OCO6
• SMILES (Isomeric): CC(=O)O[C@@]12CO[C@H]([C@@H]1CO[C@@H]2OC3=CC4=C(C=C3)OCO4)C5=CC6=C(C=C5OC)OCO6
• InChI: InChI=1S/C23H22O10/c1-12(24)33-23-9-27-21(14-6-19-20(31-11-30-19)7-17(14)25-2)15(23)8-26-22(23)32-13-3-4-16-18(5-13)29-10-28-16/h3-7,15,21-22H,8-11H2,1-2H3/t15-,21-,22+,23-/m0/s1
• InChI Key: CXBGSWYZVZJURE-FDMHNHSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₀
• Molecular Weight: 458.40 g/mol
• Exact Mass: 458.12129689 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.5707	57.07%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8035	80.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.8204	82.04%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	+	0.9389	93.89%
CYP2C9 inhibition	+	0.6250	62.50%
CYP2C19 inhibition	+	0.8261	82.61%
CYP2D6 inhibition	-	0.7643	76.43%
CYP1A2 inhibition	-	0.8185	81.85%
CYP2C8 inhibition	+	0.5673	56.73%
CYP inhibitory promiscuity	+	0.7880	78.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4435	44.35%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8490	84.90%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8169	81.69%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6832	68.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5316	53.16%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.9329	93.29%
Androgen receptor binding	+	0.7108	71.08%
Thyroid receptor binding	+	0.6055	60.55%
Glucocorticoid receptor binding	+	0.8429	84.29%
Aromatase binding	-	0.5297	52.97%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.6329	63.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5013	50.13%
Fish aquatic toxicity	+	0.9849	98.49%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.28%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.43%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.46%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.81%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.90%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.33%	89.44%
CHEMBL2581	P07339	Cathepsin D	87.13%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL2535	P11166	Glucose transporter	84.64%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.24%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.08%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.93%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.68%	85.14%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.49%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.47%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Phryma leptostachya

Cross-Links

• PubChem: 101821099
• LOTUS: LTS0031472
• wikiData: Q104971736