[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[(2R,3R)-4-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-(hydroxymethyl)butyl]-2,6-dimethoxyphenoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: d59e8596-f5ba-4e62-a6cd-5071b56cae37
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[(2R,3R)-4-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-(hydroxymethyl)butyl]-2,6-dimethoxyphenoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C=C3)O)OC)O)O)O)OC)CC(CO)C(CC4=CC(=C(C=C4)O)OC)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C=C3)O)OC)O)O)O)OC)C[C@@H](CO)[C@@H](CC4=CC(=C(C=C4)O)OC)CO
• InChI: InChI=1S/C35H44O15/c1-44-25-11-18(5-7-23(25)38)9-21(15-36)22(16-37)10-19-12-27(46-3)33(28(13-19)47-4)50-35-32(42)31(41)30(40)29(49-35)17-48-34(43)20-6-8-24(39)26(14-20)45-2/h5-8,11-14,21-22,29-32,35-42H,9-10,15-17H2,1-4H3/t21-,22-,29+,30+,31-,32+,35-/m0/s1
• InChI Key: SVPKUNMJXRVIMU-HRRQEPAUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₅
• Molecular Weight: 704.70 g/mol
• Exact Mass: 704.26802069 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7407	74.07%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	+	0.5652	56.52%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8204	82.04%
P-glycoprotein inhibitior	+	0.7359	73.59%
P-glycoprotein substrate	-	0.6625	66.25%
CYP3A4 substrate	+	0.6275	62.75%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.8209	82.09%
CYP2C9 inhibition	-	0.8867	88.67%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.8556	85.56%
CYP2C8 inhibition	+	0.8413	84.13%
CYP inhibitory promiscuity	-	0.7530	75.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7069	70.69%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.8743	87.43%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7775	77.75%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9498	94.98%
Acute Oral Toxicity (c)	III	0.7471	74.71%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.5805	58.05%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.5775	57.75%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.8045	80.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.8309	83.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.83%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL2535	P11166	Glucose transporter	93.76%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.69%	96.61%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.15%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.92%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.56%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.27%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.00%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.01%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.86%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.19%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	82.65%	90.20%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.33%	85.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.15%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.43%	96.95%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 10349810
• NPASS: NPC251058
• LOTUS: LTS0226686
• wikiData: Q105262317