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

Details

• Internal ID: 93b5b18f-38df-4f09-b02d-a1f8dd859d60
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (3R,3aS,6S,6aR)-3-(1,3-benzodioxol-5-yloxy)-6-(4-methoxy-1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol
• SMILES (Canonical): COC1=C(C=CC2=C1OCO2)C3C4COC(C4(CO3)O)OC5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): COC1=C(C=CC2=C1OCO2)[C@@H]3[C@H]4CO[C@@H]([C@]4(CO3)O)OC5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C21H20O9/c1-23-18-12(3-5-15-19(18)29-10-27-15)17-13-7-24-20(21(13,22)8-25-17)30-11-2-4-14-16(6-11)28-9-26-14/h2-6,13,17,20,22H,7-10H2,1H3/t13-,17-,20-,21-/m1/s1
• InChI Key: PMYFBIKETRAFER-HYPSKJLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.11073221 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.5469	54.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7662	76.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7901	79.01%
P-glycoprotein inhibitior	+	0.6393	63.93%
P-glycoprotein substrate	-	0.7407	74.07%
CYP3A4 substrate	+	0.6346	63.46%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7506	75.06%
CYP3A4 inhibition	+	0.6480	64.80%
CYP2C9 inhibition	+	0.5184	51.84%
CYP2C19 inhibition	+	0.6297	62.97%
CYP2D6 inhibition	-	0.7661	76.61%
CYP1A2 inhibition	-	0.8199	81.99%
CYP2C8 inhibition	+	0.6338	63.38%
CYP inhibitory promiscuity	-	0.6070	60.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.3512	35.12%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9268	92.68%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7205	72.05%
Acute Oral Toxicity (c)	III	0.5275	52.75%
Estrogen receptor binding	+	0.8638	86.38%
Androgen receptor binding	+	0.6897	68.97%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.7157	71.57%
Aromatase binding	-	0.6319	63.19%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.7895	78.95%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9430	94.30%

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	98.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.37%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.30%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	95.50%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.39%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.51%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.52%	80.96%
CHEMBL240	Q12809	HERG	89.02%	89.76%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.91%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.89%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.70%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.75%	89.44%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.94%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.88%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.81%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%

Plants that contains it

• Phryma leptostachya

Cross-Links

• PubChem: 101568894
• LOTUS: LTS0229350
• wikiData: Q105211808