4-[(3,4-Dimethoxyphenyl)methyl]-3-[[3-[5-[[4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]methyl]oxolan-2-one

Details

• Internal ID: ca0e87b8-b916-43be-a6bf-adc84965d9f1
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-[5-[[4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]methyl]oxolan-2-one
• InChI: InChI=1S/C42H46O12/c1-47-33-9-7-23(17-35(33)49-3)11-27-21-53-41(45)29(27)13-25-15-31(39(43)37(19-25)51-5)32-16-26(20-38(52-6)40(32)44)14-30-28(22-54-42(30)46)12-24-8-10-34(48-2)36(18-24)50-4/h7-10,15-20,27-30,43-44H,11-14,21-22H2,1-6H3
• InChI Key: XYMRYKOVQDOJFH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₁₂
• Molecular Weight: 742.80 g/mol
• Exact Mass: 742.29892690 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9282	92.82%
Caco-2	-	0.8343	83.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9292	92.92%
OATP2B1 inhibitior	+	0.7121	71.21%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9909	99.09%
P-glycoprotein inhibitior	+	0.8451	84.51%
P-glycoprotein substrate	-	0.5165	51.65%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.7380	73.80%
CYP3A4 inhibition	+	0.6358	63.58%
CYP2C9 inhibition	+	0.8293	82.93%
CYP2C19 inhibition	+	0.7558	75.58%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.5985	59.85%
CYP2C8 inhibition	+	0.6367	63.67%
CYP inhibitory promiscuity	+	0.7658	76.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8750	87.50%
Carcinogenicity (trinary)	Non-required	0.5399	53.99%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.8987	89.87%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8469	84.69%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5026	50.26%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.8428	84.28%
Androgen receptor binding	+	0.8074	80.74%
Thyroid receptor binding	+	0.5927	59.27%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	+	0.6592	65.92%
PPAR gamma	+	0.7000	70.00%
Honey bee toxicity	-	0.8425	84.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9930	99.30%

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	98.95%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.85%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.23%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.04%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.21%	92.94%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	81.63%	90.20%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.37%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.29%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.08%	95.50%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 162714917
• LOTUS: LTS0230050
• wikiData: Q105344562