3,6-Bis(3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan

Details

• Internal ID: e028ee79-30ca-4c7f-8e24-c2dabba7dfce
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 3,6-bis(3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
• SMILES (Canonical): COC1=CC(=CC(=C1)C2C3COC(C3CO2)C4=CC(=CC(=C4)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)C2C3COC(C3CO2)C4=CC(=CC(=C4)OC)OC)OC
• InChI: InChI=1S/C22H26O6/c1-23-15-5-13(6-16(9-15)24-2)21-19-11-28-22(20(19)12-27-21)14-7-17(25-3)10-18(8-14)26-4/h5-10,19-22H,11-12H2,1-4H3
• InChI Key: SGPJPUBLNFSWLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6394	63.94%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9492	94.92%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8784	87.84%
P-glycoprotein inhibitior	+	0.6041	60.41%
P-glycoprotein substrate	-	0.9546	95.46%
CYP3A4 substrate	-	0.6123	61.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4686	46.86%
CYP3A4 inhibition	+	0.6859	68.59%
CYP2C9 inhibition	+	0.6513	65.13%
CYP2C19 inhibition	+	0.8110	81.10%
CYP2D6 inhibition	-	0.6247	62.47%
CYP1A2 inhibition	+	0.7001	70.01%
CYP2C8 inhibition	-	0.8295	82.95%
CYP inhibitory promiscuity	+	0.8678	86.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4581	45.81%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.7896	78.96%
Skin irritation	-	0.8419	84.19%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8222	82.22%
Micronuclear	+	0.6474	64.74%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8069	80.69%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7775	77.75%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	+	0.7824	78.24%
Androgen receptor binding	+	0.6507	65.07%
Thyroid receptor binding	+	0.6898	68.98%
Glucocorticoid receptor binding	+	0.5620	56.20%
Aromatase binding	-	0.6851	68.51%
PPAR gamma	+	0.6118	61.18%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	95.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.14%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.77%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.63%	92.62%

Plants that contains it

• Haplophyllum villosum

Cross-Links

• PubChem: 162962682
• LOTUS: LTS0250160
• wikiData: Q105252488