4-[(7-Methoxy-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: 80eaddef-b47c-428b-a937-5e299197ae98
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one
• SMILES (Canonical): COC1=CC(=CC2=C1OCO2)CC3COC(=O)C3CC4=CC(=C(C(=C4)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1OCO2)CC3COC(=O)C3CC4=CC(=C(C(=C4)OC)OC)OC
• InChI: InChI=1S/C23H26O8/c1-25-17-8-14(9-18(26-2)21(17)28-4)6-16-15(11-29-23(16)24)5-13-7-19(27-3)22-20(10-13)30-12-31-22/h7-10,15-16H,5-6,11-12H2,1-4H3
• InChI Key: AIIBKXWZZGYRAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.16276778 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6840	68.40%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7652	76.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9403	94.03%
P-glycoprotein inhibitior	+	0.8147	81.47%
P-glycoprotein substrate	-	0.8033	80.33%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.7552	75.52%
CYP3A4 inhibition	+	0.9242	92.42%
CYP2C9 inhibition	+	0.8450	84.50%
CYP2C19 inhibition	+	0.9606	96.06%
CYP2D6 inhibition	-	0.5450	54.50%
CYP1A2 inhibition	+	0.5438	54.38%
CYP2C8 inhibition	-	0.6496	64.96%
CYP inhibitory promiscuity	+	0.9161	91.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4853	48.53%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8779	87.79%
Skin irritation	-	0.8509	85.09%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8479	84.79%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5856	58.56%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5555	55.55%
Acute Oral Toxicity (c)	III	0.5818	58.18%
Estrogen receptor binding	+	0.9113	91.13%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	+	0.6667	66.67%
Glucocorticoid receptor binding	+	0.7623	76.23%
Aromatase binding	-	0.5733	57.33%
PPAR gamma	+	0.6658	66.58%
Honey bee toxicity	-	0.5485	54.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.24%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.70%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.61%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.06%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.97%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.01%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.88%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.88%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.55%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.39%	82.67%
CHEMBL261	P00915	Carbonic anhydrase I	82.59%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.25%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.98%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.08%	96.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.13%	99.18%

Plants that contains it

• Macrococculus pomiferus
• Peperomia heyneana

Cross-Links

• PubChem: 72971731
• LOTUS: LTS0241316
• wikiData: Q104912796