4-(1,3-Benzodioxol-5-ylmethyl)-3-[(3-hydroxy-4-methoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: ac22f5c2-758a-4367-bafa-4761d6caf9e5
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 4-(1,3-benzodioxol-5-ylmethyl)-3-[(3-hydroxy-4-methoxyphenyl)methyl]oxolan-2-one
• SMILES (Canonical): COC1=C(C=C(C=C1)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4)O
• InChI: InChI=1S/C20H20O6/c1-23-17-4-2-13(8-16(17)21)7-15-14(10-24-20(15)22)6-12-3-5-18-19(9-12)26-11-25-18/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3
• InChI Key: JSRLRXYURNHHDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	+	0.6586	65.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8496	84.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8728	87.28%
P-glycoprotein inhibitior	+	0.7277	72.77%
P-glycoprotein substrate	-	0.8041	80.41%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.7535	75.35%
CYP3A4 inhibition	+	0.9301	93.01%
CYP2C9 inhibition	+	0.8816	88.16%
CYP2C19 inhibition	+	0.9105	91.05%
CYP2D6 inhibition	+	0.5130	51.30%
CYP1A2 inhibition	+	0.6222	62.22%
CYP2C8 inhibition	-	0.7125	71.25%
CYP inhibitory promiscuity	+	0.8513	85.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4202	42.02%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6985	69.85%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7180	71.80%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4701	47.01%
Acute Oral Toxicity (c)	III	0.5831	58.31%
Estrogen receptor binding	+	0.8797	87.97%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	-	0.4947	49.47%
Glucocorticoid receptor binding	+	0.5933	59.33%
Aromatase binding	-	0.5617	56.17%
PPAR gamma	+	0.6499	64.99%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.40%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.87%	98.95%
CHEMBL261	P00915	Carbonic anhydrase I	94.55%	96.76%
CHEMBL4040	P28482	MAP kinase ERK2	94.37%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.03%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.18%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.63%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.96%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.84%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.32%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	82.33%	90.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.15%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.07%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.98%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.46%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.33%	96.00%

Plants that contains it

• Bupleurum salicifolium

Cross-Links

• PubChem: 66550156
• LOTUS: LTS0019979
• wikiData: Q105134539