4-O-(beta-D-Glucopyranosyl)-D-ribitol

Details

• Internal ID: 175615ce-b792-4b1b-a24f-cf374fa7d5b9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3S,4R)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentane-1,2,3,5-tetrol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(CO)C(C(CO)O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H](CO)[C@H]([C@H](CO)O)O)O)O)O)O
• InChI: InChI=1S/C11H22O10/c12-1-4(15)7(16)5(2-13)20-11-10(19)9(18)8(17)6(3-14)21-11/h4-19H,1-3H2/t4-,5+,6+,7-,8+,9-,10+,11+/m0/s1
• InChI Key: LKUUMZAPLBFPMK-RHUHEKDTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₂O₁₀
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.12129689 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -5.12
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• 4-O-(beta-D-Glucopyranosyl)-D-ribitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9420	94.20%
Caco-2	-	0.9402	94.02%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9868	98.68%
P-glycoprotein inhibitior	-	0.9228	92.28%
P-glycoprotein substrate	-	0.9617	96.17%
CYP3A4 substrate	-	0.5545	55.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9809	98.09%
CYP2C9 inhibition	-	0.9669	96.69%
CYP2C19 inhibition	-	0.9397	93.97%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9641	96.41%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7255	72.55%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9691	96.91%
Skin irritation	-	0.8741	87.41%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4867	48.67%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6437	64.37%
Acute Oral Toxicity (c)	IV	0.6244	62.44%
Estrogen receptor binding	-	0.8387	83.87%
Androgen receptor binding	-	0.7284	72.84%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	-	0.8552	85.52%
Aromatase binding	+	0.6141	61.41%
PPAR gamma	-	0.5782	57.82%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9094	90.94%

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	92.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.83%	86.92%
CHEMBL3589	P55263	Adenosine kinase	86.45%	98.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.26%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.96%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.56%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.53%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	80.48%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14018116
• LOTUS: LTS0233069
• wikiData: Q77279508