[4-(1,3-Benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl] acetate

Details

• Internal ID: 2eb2c148-b894-4a16-95db-e9e79dcf4523
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: [4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1(C(COC1=O)CC2=CC3=C(C=C2)OCO3)CC4=CC(=C(C=C4)OC)OC
• SMILES (Isomeric): CC(=O)OC1(C(COC1=O)CC2=CC3=C(C=C2)OCO3)CC4=CC(=C(C=C4)OC)OC
• InChI: InChI=1S/C23H24O8/c1-14(24)31-23(11-16-5-6-18(26-2)20(10-16)27-3)17(12-28-22(23)25)8-15-4-7-19-21(9-15)30-13-29-19/h4-7,9-10,17H,8,11-13H2,1-3H3
• InChI Key: AJJJAWBHPZAOKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.14711772 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.5212	52.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.8617	86.17%
P-glycoprotein substrate	-	0.6198	61.98%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	+	0.8337	83.37%
CYP2C9 inhibition	+	0.5327	53.27%
CYP2C19 inhibition	+	0.7543	75.43%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.7923	79.23%
CYP2C8 inhibition	+	0.4917	49.17%
CYP inhibitory promiscuity	+	0.6806	68.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4659	46.59%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9418	94.18%
Skin irritation	-	0.8660	86.60%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8580	85.80%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.6608	66.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4582	45.82%
Acute Oral Toxicity (c)	III	0.4847	48.47%
Estrogen receptor binding	+	0.9410	94.10%
Androgen receptor binding	+	0.6937	69.37%
Thyroid receptor binding	+	0.6692	66.92%
Glucocorticoid receptor binding	+	0.7388	73.88%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	+	0.7092	70.92%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5552	55.52%
Fish aquatic toxicity	+	0.9866	98.66%

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	99.08%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.02%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.80%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	89.68%	96.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.68%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.61%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.52%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.20%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.61%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.39%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.24%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.33%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.86%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.96%	96.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.19%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.00%	97.50%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	80.20%	97.43%

Plants that contains it

• Bupleurum salicifolium

Cross-Links

• PubChem: 14630579
• LOTUS: LTS0045167
• wikiData: Q105217285