(3R,4R)-4-[[4-hydroxy-3-[(2S)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: ee7be11b-5c52-4458-8aca-0e968bfa04be
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: (3R,4R)-4-[[4-hydroxy-3-[(2S)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-oxopropan-2-yl]-5-methoxyphenyl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• InChI: InChI=1S/C30H32O10/c1-37-25-11-16(4-6-23(25)32)9-20-19(15-40-30(20)36)8-17-10-21(29(35)27(12-17)39-3)22(14-31)28(34)18-5-7-24(33)26(13-18)38-2/h4-7,10-13,19-20,22,31-33,35H,8-9,14-15H2,1-3H3/t19-,20+,22+/m0/s1
• InChI Key: GOKVVQBVCONTLA-TUNNFDKTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂O₁₀
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.19954721 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8221	82.21%
Caco-2	-	0.8227	82.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8637	86.37%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.8951	89.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8358	83.58%
P-glycoprotein inhibitior	+	0.8380	83.80%
P-glycoprotein substrate	+	0.5594	55.94%
CYP3A4 substrate	+	0.6268	62.68%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.7885	78.85%
CYP3A4 inhibition	+	0.7067	70.67%
CYP2C9 inhibition	+	0.6801	68.01%
CYP2C19 inhibition	+	0.6810	68.10%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	+	0.5672	56.72%
CYP2C8 inhibition	+	0.7262	72.62%
CYP inhibitory promiscuity	+	0.7100	71.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8794	87.94%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8086	80.86%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5752	57.52%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8795	87.95%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.8115	81.15%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7724	77.24%
Aromatase binding	-	0.5428	54.28%
PPAR gamma	-	0.5252	52.52%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6115	61.15%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.71%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.94%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.55%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.28%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.29%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	87.11%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.27%	90.71%
CHEMBL204	P00734	Thrombin	85.54%	96.01%
CHEMBL2535	P11166	Glucose transporter	84.13%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.62%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.54%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.51%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.70%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.15%	92.88%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 76956562
• LOTUS: LTS0017441
• wikiData: Q105014139