beta-D-Glucopyranoside, 4-[[[(2R)-2-[(S)-carboxyhydroxymethyl]-2-(beta-D-glucopyranosyloxy)-4-methyl-1-oxopentyl]oxy]methyl]phenyl

Details

• Internal ID: 907eb743-a1c2-4654-b648-ff2a13b7fada
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R)-2-hydroxy-5-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]hexanoic acid
• InChI: InChI=1S/C27H40O17/c1-11(2)7-27(22(36)23(37)38,44-25-21(35)19(33)17(31)15(9-29)43-25)26(39)40-10-12-3-5-13(6-4-12)41-24-20(34)18(32)16(30)14(8-28)42-24/h3-6,11,14-22,24-25,28-36H,7-10H2,1-2H3,(H,37,38)/t14-,15-,16-,17-,18+,19+,20-,21-,22-,24-,25+,27-/m1/s1
• InChI Key: WBSSVHBTDKPYQF-KRABCRPJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₁₇
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.22654980 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.04
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

• beta-D-Glucopyranoside, 4-[[[(2R)-2-[(S)-carboxyhydroxymethyl]-2-(beta-D-glucopyranosyloxy)-4-methyl-1-oxopentyl]oxy]methyl]phenyl
• DTXSID301104276
• AKOS040751233
• 4-[[[(2R)-2-[(S)-Carboxyhydroxymethyl]-2-(beta-D-glucopyranosyloxy)-4-methyl-1-oxopentyl]oxy]methyl]phenyl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7695	76.95%
Caco-2	-	0.8914	89.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6342	63.42%
P-glycoprotein inhibitior	-	0.4520	45.20%
P-glycoprotein substrate	-	0.7850	78.50%
CYP3A4 substrate	+	0.6150	61.50%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.9086	90.86%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.6187	61.87%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.8682	86.82%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7095	70.95%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8478	84.78%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7389	73.89%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.5549	55.49%
Aromatase binding	+	0.5496	54.96%
PPAR gamma	+	0.6037	60.37%
Honey bee toxicity	-	0.7753	77.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9000	90.00%

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	98.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	95.61%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.53%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.40%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.90%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.16%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.04%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.53%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.42%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.64%	94.97%
CHEMBL221	P23219	Cyclooxygenase-1	82.21%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.03%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.98%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.90%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.51%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.09%	90.00%

Plants that contains it

• Dactylorhiza hatagirea

Cross-Links

• PubChem: 101042498
• LOTUS: LTS0068183
• wikiData: Q105301019