4-[6-(1,3-Benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]phenol

Details

• Internal ID: 0d3933b0-159f-47b1-b141-221fe5d565f1
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 4-[6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]phenol
• InChI: InChI=1S/C19H18O5/c20-13-4-1-11(2-5-13)18-14-8-22-19(15(14)9-21-18)12-3-6-16-17(7-12)24-10-23-16/h1-7,14-15,18-20H,8-10H2
• InChI Key: ZHCSJUUATLFBQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 5
• 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	+	0.9897	98.97%
Caco-2	+	0.5377	53.77%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4581	45.81%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.5656	56.56%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.6922	69.22%
CYP3A4 inhibition	+	0.6905	69.05%
CYP2C9 inhibition	+	0.7565	75.65%
CYP2C19 inhibition	+	0.7244	72.44%
CYP2D6 inhibition	+	0.6685	66.85%
CYP1A2 inhibition	+	0.7931	79.31%
CYP2C8 inhibition	-	0.6550	65.50%
CYP inhibitory promiscuity	+	0.7043	70.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4181	41.81%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.5768	57.68%
Skin irritation	-	0.6930	69.30%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	-	0.8058	80.58%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6610	66.10%
Acute Oral Toxicity (c)	III	0.6683	66.83%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	+	0.8622	86.22%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.6117	61.17%
Aromatase binding	+	0.6078	60.78%
PPAR gamma	+	0.6498	64.98%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	98.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.01%	97.09%
CHEMBL3438	Q05513	Protein kinase C zeta	89.37%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.39%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.98%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	82.32%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.05%	98.95%

Plants that contains it

• Zanthoxylum beecheyanum

Cross-Links

• PubChem: 162895803
• LOTUS: LTS0249192
• wikiData: Q105375573