4-[[4-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: 8687c8dc-7039-489a-91f9-d900a7590dae
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 4-[[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• InChI: InChI=1S/C30H34O10/c1-36-25-12-18(4-7-22(25)32)11-21-20(16-39-30(21)35)10-17-5-9-24(27(13-17)38-3)40-28(15-31)29(34)19-6-8-23(33)26(14-19)37-2/h4-9,12-14,20-21,28-29,31-34H,10-11,15-16H2,1-3H3
• InChI Key: ASYBYLYCBSRGRZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₀
• Molecular Weight: 554.60 g/mol
• Exact Mass: 554.21519728 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8773	87.73%
Caco-2	-	0.8067	80.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7949	79.49%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7560	75.60%
P-glycoprotein inhibitior	+	0.8098	80.98%
P-glycoprotein substrate	+	0.5785	57.85%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.7524	75.24%
CYP3A4 inhibition	+	0.5535	55.35%
CYP2C9 inhibition	-	0.6322	63.22%
CYP2C19 inhibition	-	0.5437	54.37%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.6277	62.77%
CYP2C8 inhibition	-	0.6139	61.39%
CYP inhibitory promiscuity	+	0.6391	63.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.8806	88.06%
Skin corrosion	-	0.9728	97.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7663	76.63%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.6698	66.98%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	+	0.6807	68.07%
Glucocorticoid receptor binding	+	0.7344	73.44%
Aromatase binding	-	0.5863	58.63%
PPAR gamma	+	0.6315	63.15%
Honey bee toxicity	-	0.8146	81.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	99.62%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.64%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL204	P00734	Thrombin	93.30%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.21%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.70%	92.62%
CHEMBL1978	P11511	Cytochrome P450 19A1	89.57%	91.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.89%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.49%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.23%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.73%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	85.69%	90.20%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.83%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.15%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.02%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.47%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.24%	97.09%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 24758069
• LOTUS: LTS0229863
• wikiData: Q104918180