2-[3,5-Dihydroxy-2-[4-[4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 08f3fea4-b219-4b9f-89c0-e8926272820a
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[3,5-dihydroxy-2-[4-[4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC)O
• InChI: InChI=1S/C32H44O16/c1-42-20-8-14(3-5-18(20)36)7-16-13-44-29(17(16)10-33)15-4-6-19(21(9-15)43-2)45-32-28(41)30(25(38)23(12-35)47-32)48-31-27(40)26(39)24(37)22(11-34)46-31/h3-6,8-9,16-17,22-41H,7,10-13H2,1-2H3
• InChI Key: LYEHWBPZIXGVRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₆
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.26293531 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.05
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7025	70.25%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8022	80.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5613	56.13%
P-glycoprotein inhibitior	+	0.5773	57.73%
P-glycoprotein substrate	-	0.5784	57.84%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.8578	85.78%
CYP2C8 inhibition	+	0.7785	77.85%
CYP inhibitory promiscuity	+	0.5593	55.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.8573	85.73%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8193	81.93%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9353	93.53%
Acute Oral Toxicity (c)	III	0.7137	71.37%
Estrogen receptor binding	+	0.7376	73.76%
Androgen receptor binding	+	0.5843	58.43%
Thyroid receptor binding	-	0.4930	49.30%
Glucocorticoid receptor binding	-	0.4847	48.47%
Aromatase binding	-	0.5106	51.06%
PPAR gamma	+	0.6572	65.72%
Honey bee toxicity	-	0.7372	73.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8946	89.46%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	93.07%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.72%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.16%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.48%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.90%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.77%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.75%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.99%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.91%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	86.75%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.31%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.19%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.30%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.27%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.93%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.98%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.57%	97.33%

Plants that contains it

• Syringa reticulata

Cross-Links

• PubChem: 85360430
• LOTUS: LTS0048421
• wikiData: Q105159255