(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[(1S)-1,3-dihydroxypropyl]-2-methoxyphenoxy]-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: 96135853-fd3f-4189-9fd0-6559c5bf4ae3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[4-[(1S)-1,3-dihydroxypropyl]-2-methoxyphenoxy]-2-(hydroxymethyl)oxane-3,4-diol
• InChI: InChI=1S/C21H32O13/c1-30-13-6-10(11(25)4-5-22)2-3-12(13)32-19-17(16(27)15(26)14(7-23)33-19)34-20-18(28)21(29,8-24)9-31-20/h2-3,6,11,14-20,22-29H,4-5,7-9H2,1H3/t11-,14+,15+,16-,17+,18-,19+,20-,21+/m0/s1
• InChI Key: QJLLOFIAGRCJJT-IEHBAHSTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₃
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.18429107 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.25
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7291	72.91%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6615	66.15%
P-glycoprotein inhibitior	-	0.7513	75.13%
P-glycoprotein substrate	+	0.5099	50.99%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.7850	78.50%
CYP3A4 inhibition	-	0.9152	91.52%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.8239	82.39%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.8590	85.90%
CYP2C8 inhibition	-	0.5583	55.83%
CYP inhibitory promiscuity	-	0.7808	78.08%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.8004	80.04%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7684	76.84%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8002	80.02%
Acute Oral Toxicity (c)	III	0.7194	71.94%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	-	0.6029	60.29%
Thyroid receptor binding	+	0.5740	57.40%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.5996	59.96%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.8024	80.24%

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	98.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.12%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.11%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.61%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.43%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.53%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.15%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	87.45%	93.18%
CHEMBL226	P30542	Adenosine A1 receptor	87.43%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.75%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.68%	94.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.36%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.11%	92.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.70%	99.17%

Plants that contains it

• Astragalus pycnocephalus

Cross-Links

• PubChem: 163185757
• LOTUS: LTS0167421
• wikiData: Q105185465