3,6-Bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-4-ol

Details

• Internal ID: 62b79fd5-4f90-4388-9efc-6ca844f5cdec
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-4-ol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C3COC(C3C(O2)O)C4=CC(=C(C=C4)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2C3COC(C3C(O2)O)C4=CC(=C(C=C4)OC)OC)OC
• InChI: InChI=1S/C22H26O7/c1-24-15-7-5-12(9-17(15)26-3)20-14-11-28-21(19(14)22(23)29-20)13-6-8-16(25-2)18(10-13)27-4/h5-10,14,19-23H,11H2,1-4H3
• InChI Key: FFDNJSIDOATTKZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.5838	58.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7443	74.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8633	86.33%
P-glycoprotein inhibitior	+	0.7606	76.06%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.5285	52.85%
CYP2C9 substrate	-	0.8083	80.83%
CYP2D6 substrate	-	0.7031	70.31%
CYP3A4 inhibition	-	0.5265	52.65%
CYP2C9 inhibition	+	0.8863	88.63%
CYP2C19 inhibition	+	0.7663	76.63%
CYP2D6 inhibition	-	0.7076	70.76%
CYP1A2 inhibition	+	0.5294	52.94%
CYP2C8 inhibition	-	0.6178	61.78%
CYP inhibitory promiscuity	+	0.8541	85.41%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.3703	37.03%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8336	83.36%
Skin irritation	-	0.8117	81.17%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6838	68.38%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8562	85.62%
Acute Oral Toxicity (c)	III	0.4227	42.27%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	+	0.6055	60.55%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.6873	68.73%
Aromatase binding	-	0.5751	57.51%
PPAR gamma	+	0.5767	57.67%
Honey bee toxicity	-	0.8782	87.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.15%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.99%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.20%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.89%	94.00%

Plants that contains it

• Echinops giganteus

Cross-Links

• PubChem: 73803956
• LOTUS: LTS0267190
• wikiData: Q104994376