(2R,3R,4S,5S)-4-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyoxane-2,3,5-triol

Details

• Internal ID: ef0fd4cc-651f-4db9-8beb-9b80b11c3b02
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S)-4-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyoxane-2,3,5-triol
• SMILES (Canonical): C1C(C(C(C(O1)O)O)OC2C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)O)O)O[C@@H]2[C@@H]([C@H]([C@@H](O2)CO)O)O)O
• InChI: InChI=1S/C10H18O9/c11-1-4-5(13)6(14)10(18-4)19-8-3(12)2-17-9(16)7(8)15/h3-16H,1-2H2/t3-,4-,5-,6+,7+,8-,9+,10+/m0/s1
• InChI Key: XAQWBYJKZNCZPL-UYUKGWRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₉
• Molecular Weight: 282.24 g/mol
• Exact Mass: 282.09508215 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -4.12
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9398	93.98%
Caco-2	-	0.9380	93.80%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6700	67.00%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9665	96.65%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.9633	96.33%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.9748	97.48%
CYP2C9 inhibition	-	0.9630	96.30%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.9404	94.04%
CYP2C8 inhibition	-	0.9423	94.23%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9618	96.18%
Skin irritation	-	0.8671	86.71%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4567	45.67%
Micronuclear	-	0.8941	89.41%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9449	94.49%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7651	76.51%
Acute Oral Toxicity (c)	IV	0.4727	47.27%
Estrogen receptor binding	-	0.8210	82.10%
Androgen receptor binding	-	0.7709	77.09%
Thyroid receptor binding	+	0.6023	60.23%
Glucocorticoid receptor binding	-	0.6818	68.18%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6149	61.49%
Honey bee toxicity	-	0.6939	69.39%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9406	94.06%

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	94.49%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.97%	95.93%
CHEMBL3589	P55263	Adenosine kinase	91.46%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.27%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.75%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.40%	95.83%

Plants that contains it

• Anadenanthera colubrina

Cross-Links

• PubChem: 162961605
• LOTUS: LTS0006226
• wikiData: Q105324065