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

Details

• Internal ID: 55771b6c-fab4-4c8d-9ef2-7312d280e88b
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: (4R)-3,6-bis(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-4-ol
• SMILES (Canonical): C1C2C(C(O1)C3=CC4=C(C=C3)OCO4)C(OC2C5=CC6=C(C=C5)OCO6)O
• SMILES (Isomeric): C1C2C([C@@H](OC2C3=CC4=C(C=C3)OCO4)O)C(O1)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C20H18O7/c21-20-17-12(18(27-20)10-1-3-13-15(5-10)25-8-23-13)7-22-19(17)11-2-4-14-16(6-11)26-9-24-14/h1-6,12,17-21H,7-9H2/t12?,17?,18?,19?,20-/m1/s1
• InChI Key: AWLJZFUREZNLGG-OHQMOIPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.5492	54.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8332	83.32%
P-glycoprotein inhibitior	-	0.4395	43.95%
P-glycoprotein substrate	-	0.9628	96.28%
CYP3A4 substrate	-	0.5463	54.63%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7595	75.95%
CYP3A4 inhibition	-	0.5220	52.20%
CYP2C9 inhibition	+	0.7925	79.25%
CYP2C19 inhibition	+	0.6503	65.03%
CYP2D6 inhibition	+	0.5764	57.64%
CYP1A2 inhibition	+	0.7012	70.12%
CYP2C8 inhibition	-	0.8515	85.15%
CYP inhibitory promiscuity	+	0.7524	75.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Warning	0.4301	43.01%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.6794	67.94%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3749	37.49%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.7175	71.75%
skin sensitisation	-	0.8038	80.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7569	75.69%
Acute Oral Toxicity (c)	III	0.5397	53.97%
Estrogen receptor binding	+	0.6459	64.59%
Androgen receptor binding	+	0.7000	70.00%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	-	0.6052	60.52%
Aromatase binding	-	0.5869	58.69%
PPAR gamma	+	0.7050	70.50%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9254	92.54%

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	97.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.13%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.38%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.08%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.00%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.50%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.21%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 5320111
• NPASS: NPC165473