(2S,4R)-4-(beta-D-Glucopyranosyloxy)-2-pentanol

Details

• Internal ID: c57c9706-b032-4da6-948a-3e3cfcbc92ee
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,4S)-4-hydroxypentan-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H](C[C@@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C11H22O7/c1-5(13)3-6(2)17-11-10(16)9(15)8(14)7(4-12)18-11/h5-16H,3-4H2,1-2H3/t5-,6+,7+,8+,9-,10+,11+/m0/s1
• InChI Key: QAHVAJIBDPNFCD-CTPKJSQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₂O₇
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.13655304 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.04
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• Compound NP-023124
• (2S,4R)-4-(beta-D-Glucopyranosyloxy)-2-pentanol
• AKOS040735511
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,4S)-4-hydroxypentan-2-yl]oxyoxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8953	89.53%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6878	68.78%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9804	98.04%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.9550	95.50%
CYP3A4 substrate	-	0.5541	55.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.9421	94.21%
CYP2C9 inhibition	-	0.9638	96.38%
CYP2C19 inhibition	-	0.9530	95.30%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9520	95.20%
CYP2C8 inhibition	-	0.9491	94.91%
CYP inhibitory promiscuity	-	0.9713	97.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7364	73.64%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9786	97.86%
Skin irritation	-	0.8813	88.13%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6304	63.04%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9192	91.92%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6578	65.78%
Acute Oral Toxicity (c)	III	0.5240	52.40%
Estrogen receptor binding	-	0.7887	78.87%
Androgen receptor binding	-	0.7896	78.96%
Thyroid receptor binding	+	0.7052	70.52%
Glucocorticoid receptor binding	-	0.6060	60.60%
Aromatase binding	-	0.4864	48.64%
PPAR gamma	-	0.6886	68.86%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.8401	84.01%

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	95.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.59%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	84.89%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.82%	86.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.54%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	83.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.17%	99.17%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 101938889
• LOTUS: LTS0098228
• wikiData: Q105217401