[(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-methoxyphenoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: d0cf86da-d94b-443a-a38c-8044f3b1fad0
• 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-methoxyphenoxy]oxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CC(CO)C(CC2=CC(=C(C=C2)OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)OC)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C[C@@H](CO)[C@@H](CC2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)OC)CO)O
• InChI: InChI=1S/C34H42O14/c1-43-26-12-18(4-7-23(26)37)10-21(15-35)22(16-36)11-19-5-9-25(28(13-19)45-3)47-34-32(41)31(40)30(39)29(48-34)17-46-33(42)20-6-8-24(38)27(14-20)44-2/h4-9,12-14,21-22,29-32,34-41H,10-11,15-17H2,1-3H3/t21-,22-,29+,30+,31-,32+,34+/m0/s1
• InChI Key: NKHSFGPHYNZXLV-ADOHMDNQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₄
• Molecular Weight: 674.70 g/mol
• Exact Mass: 674.25745601 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7407	74.07%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8134	81.34%
P-glycoprotein inhibitior	+	0.7276	72.76%
P-glycoprotein substrate	-	0.6544	65.44%
CYP3A4 substrate	+	0.6166	61.66%
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	+	0.8357	83.57%
CYP inhibitory promiscuity	-	0.7530	75.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7069	70.69%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.8743	87.43%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7730	77.30%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9551	95.51%
Acute Oral Toxicity (c)	III	0.7471	74.71%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	+	0.5296	52.96%
PPAR gamma	+	0.6665	66.65%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.89%	99.17%
CHEMBL2535	P11166	Glucose transporter	93.39%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.20%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	89.19%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.51%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.97%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.52%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.50%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.27%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.95%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.59%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.57%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.53%	90.00%
CHEMBL3194	P02766	Transthyretin	83.20%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.10%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.36%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.91%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.26%	85.31%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 10009701
• LOTUS: LTS0032386
• wikiData: Q105180597