[3,4,5-Trihydroxy-6-[[3-hydroxy-1,4-bis(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]oxan-2-yl]methyl 2-(4-methoxyphenyl)acetate

Details

• Internal ID: e5b6f5d5-b136-40d5-b3b8-f1711afe8a6e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[[3-hydroxy-1,4-bis(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]oxan-2-yl]methyl 2-(4-methoxyphenyl)acetate
• SMILES (Canonical): COC1=CC=C(C=C1)CC(=O)OCC2C(C(C(C(O2)OC3C4C(C(O3)C5=CC(=C(C=C5)O)OC)C(OC4C6=CC(=C(C=C6)O)OC)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)CC(=O)OCC2C(C(C(C(O2)OC3C4C(C(O3)C5=CC(=C(C=C5)O)OC)C(OC4C6=CC(=C(C=C6)O)OC)O)O)O)O
• InChI: InChI=1S/C35H40O15/c1-43-19-8-4-16(5-9-19)12-25(38)46-15-24-28(39)29(40)30(41)35(47-24)50-34-27-26(31(49-34)17-6-10-20(36)22(13-17)44-2)33(42)48-32(27)18-7-11-21(37)23(14-18)45-3/h4-11,13-14,24,26-37,39-42H,12,15H2,1-3H3
• InChI Key: LXOQMNJQUQXIJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₅
• Molecular Weight: 700.70 g/mol
• Exact Mass: 700.23672056 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6904	69.04%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7224	72.24%
P-glycoprotein inhibitior	+	0.6858	68.58%
P-glycoprotein substrate	-	0.7433	74.33%
CYP3A4 substrate	+	0.6592	65.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	-	0.8249	82.49%
CYP2C19 inhibition	-	0.7799	77.99%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.8561	85.61%
CYP2C8 inhibition	+	0.6774	67.74%
CYP inhibitory promiscuity	+	0.5062	50.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8369	83.69%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8384	83.84%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9095	90.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.7860	78.60%
Androgen receptor binding	+	0.6136	61.36%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	+	0.6826	68.26%
Aromatase binding	-	0.5477	54.77%
PPAR gamma	+	0.6406	64.06%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9483	94.83%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.18%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.42%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.79%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.67%	99.15%
CHEMBL2535	P11166	Glucose transporter	90.31%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.32%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.10%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.70%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.59%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.84%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.74%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.68%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.63%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%

Plants that contains it

• Lactuca sibirica

Cross-Links

• PubChem: 163027590
• LOTUS: LTS0229050
• wikiData: Q105158977