5-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2,6-dimethoxyphenoxy]-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: dc41952b-24f6-4280-b36e-ec6db1bc766e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2,6-dimethoxyphenoxy]-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)CC4COC(C4CO)C5=CC(=C(C(=C5)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)CC4COC(C4CO)C5=CC(=C(C(=C5)OC)O)OC
• InChI: InChI=1S/C33H46O17/c1-42-19-8-16(9-20(43-2)24(19)37)27-18(10-34)17(12-46-27)5-15-6-21(44-3)28(22(7-15)45-4)49-31-29(26(39)25(38)23(11-35)48-31)50-32-30(40)33(41,13-36)14-47-32/h6-9,17-18,23,25-27,29-32,34-41H,5,10-14H2,1-4H3
• InChI Key: GRXRDEUMYKYYAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₆O₁₇
• Molecular Weight: 714.70 g/mol
• Exact Mass: 714.27349999 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6170	61.70%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8263	82.63%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6569	65.69%
P-glycoprotein inhibitior	+	0.6733	67.33%
P-glycoprotein substrate	+	0.5241	52.41%
CYP3A4 substrate	+	0.7033	70.33%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8024	80.24%
CYP3A4 inhibition	-	0.8711	87.11%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.8867	88.67%
CYP2C8 inhibition	+	0.7265	72.65%
CYP inhibitory promiscuity	-	0.7594	75.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.8362	83.62%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8403	84.03%
Acute Oral Toxicity (c)	III	0.5858	58.58%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.6309	63.09%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.6435	64.35%
Aromatase binding	+	0.6136	61.36%
PPAR gamma	+	0.7222	72.22%
Honey bee toxicity	-	0.7028	70.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8497	84.97%

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	99.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.66%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.15%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.15%	97.09%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	90.94%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.50%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.92%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.18%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.15%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.08%	86.92%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.39%	89.44%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.02%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.87%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.07%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.07%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	85.56%	93.18%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.51%	92.88%
CHEMBL4302	P08183	P-glycoprotein 1	84.92%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.74%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.93%	96.61%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.21%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.14%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 163025449
• LOTUS: LTS0046290
• wikiData: Q105016825