6-(6-Hydroxy-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl)-1,3-benzodioxol-5-ol

Details

• Internal ID: 3c113694-3a4b-40e3-80b9-21ea139396a0
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-(6-hydroxy-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl)-1,3-benzodioxol-5-ol
• SMILES (Canonical): C1C2C(COC2O)C(O1)C3=CC4=C(C=C3O)OCO4
• SMILES (Isomeric): C1C2C(COC2O)C(O1)C3=CC4=C(C=C3O)OCO4
• InChI: InChI=1S/C13H14O6/c14-9-2-11-10(18-5-19-11)1-6(9)12-7-3-17-13(15)8(7)4-16-12/h1-2,7-8,12-15H,3-5H2
• InChI Key: WQXKWXBSRXGYLX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	-	0.5415	54.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7882	78.82%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.5197	51.97%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.7589	75.89%
CYP3A4 inhibition	-	0.6559	65.59%
CYP2C9 inhibition	-	0.5229	52.29%
CYP2C19 inhibition	+	0.5162	51.62%
CYP2D6 inhibition	-	0.8127	81.27%
CYP1A2 inhibition	-	0.5263	52.63%
CYP2C8 inhibition	-	0.8380	83.80%
CYP inhibitory promiscuity	-	0.5775	57.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4862	48.62%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.7661	76.61%
Skin irritation	-	0.7038	70.38%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5982	59.82%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7790	77.90%
Acute Oral Toxicity (c)	III	0.5579	55.79%
Estrogen receptor binding	+	0.6034	60.34%
Androgen receptor binding	+	0.5535	55.35%
Thyroid receptor binding	+	0.6670	66.70%
Glucocorticoid receptor binding	-	0.4906	49.06%
Aromatase binding	-	0.6026	60.26%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.8372	83.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9556	95.56%

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	97.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.89%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.95%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.14%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.12%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.83%	96.09%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	81.29%	93.24%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.94%	80.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.42%	99.15%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 162896167
• LOTUS: LTS0129864
• wikiData: Q105311046