(2R,3S,4S,5R,6S)-6-[4-[(3R,3aS,6R,6aS)-6-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: 3866806d-9a1f-4e00-a9c4-647eedb76a4e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-6-[4-[(3R,3aS,6R,6aS)-6-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)C4C5COC(C5CO4)C6=CC(=C(C(=C6)OC)OC7C(C(C(C(O7)CO)O)O)OC8C(C(CO8)(CO)O)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@](CO3)(CO)O)O)OC)[C@H]4[C@@H]5CO[C@H]([C@@H]5CO4)C6=CC(=C(C(=C6)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)OC
• InChI: InChI=1S/C44H62O26/c1-57-21-5-17(6-22(58-2)33(21)67-39-35(29(51)27(49)25(9-45)65-39)69-41-37(53)43(55,13-47)15-63-41)31-19-11-62-32(20(19)12-61-31)18-7-23(59-3)34(24(8-18)60-4)68-40-36(30(52)28(50)26(10-46)66-40)70-42-38(54)44(56,14-48)16-64-42/h5-8,19-20,25-32,35-42,45-56H,9-16H2,1-4H3/t19-,20-,25-,26-,27-,28-,29+,30+,31+,32+,35-,36-,37+,38+,39+,40+,41+,42+,43-,44-/m1/s1
• InChI Key: UXZDSGXHVZBAFI-DCKSHKCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₂O₂₆
• Molecular Weight: 1006.90 g/mol
• Exact Mass: 1006.35293208 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -4.92
• H-Bond Acceptor: 26
• H-Bond Donor: 12
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6337	63.37%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6442	64.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8656	86.56%
P-glycoprotein inhibitior	+	0.7364	73.64%
P-glycoprotein substrate	-	0.6707	67.07%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8004	80.04%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	+	0.5160	51.60%
CYP inhibitory promiscuity	-	0.8079	80.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6478	64.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7904	79.04%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8275	82.75%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7259	72.59%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	+	0.6806	68.06%
Aromatase binding	+	0.5854	58.54%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.7492	74.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8704	87.04%

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	99.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.89%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.52%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.57%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.82%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.35%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.11%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.78%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.81%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.87%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.03%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	83.52%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.69%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.95%	89.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.09%	92.62%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 101604424
• LOTUS: LTS0136065
• wikiData: Q105281227