(2R,3R)-3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,4-dihydroxybutanoic acid

Details

• Internal ID: 4ee43b76-e0fb-4215-8f67-bf1753b402cd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R)-3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,4-dihydroxybutanoic acid
• SMILES (Canonical): C(C1C(C(C(O1)OC(CO)C(C(=O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@H]([C@@H](O1)O[C@H](CO)[C@H](C(=O)O)O)O)O)O
• InChI: InChI=1S/C9H16O9/c10-1-3-5(12)7(14)9(17-3)18-4(2-11)6(13)8(15)16/h3-7,9-14H,1-2H2,(H,15,16)/t3-,4-,5-,6-,7-,9+/m1/s1
• InChI Key: RKFYTTOYCOWKNS-GLPGPYIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₉
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.07943208 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.75
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7778	77.78%
Caco-2	-	0.9683	96.83%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9847	98.47%
P-glycoprotein inhibitior	-	0.9609	96.09%
P-glycoprotein substrate	-	0.9831	98.31%
CYP3A4 substrate	-	0.5559	55.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.9664	96.64%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	-	0.9502	95.02%
CYP inhibitory promiscuity	-	0.9094	90.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.8318	83.18%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7738	77.38%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6767	67.67%
Acute Oral Toxicity (c)	IV	0.6871	68.71%
Estrogen receptor binding	-	0.6006	60.06%
Androgen receptor binding	-	0.6715	67.15%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	+	0.5493	54.93%
Aromatase binding	-	0.5640	56.40%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.8485	84.85%

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	93.99%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.07%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.71%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.43%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.40%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.83%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.27%	98.95%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 162969000
• LOTUS: LTS0157039
• wikiData: Q105024941