(2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9bfdaea8-0e9d-4499-a9c2-ea14aeebb0ee
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(C(N1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C12H23NO9/c14-2-4-7(16)8(17)5(1-13-4)21-12-11(20)10(19)9(18)6(3-15)22-12/h4-20H,1-3H2/t4-,5+,6-,7-,8-,9-,10+,11-,12+/m1/s1
• InChI Key: CQLSQWAVFSEMIE-OQPGPFOOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₃NO₉
• Molecular Weight: 325.31 g/mol
• Exact Mass: 325.13728131 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -5.14
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9194	91.94%
Caco-2	-	0.9396	93.96%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4113	41.13%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.9153	91.53%
P-glycoprotein substrate	-	0.9477	94.77%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.9806	98.06%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.8542	85.42%
CYP1A2 inhibition	-	0.9206	92.06%
CYP2C8 inhibition	-	0.8565	85.65%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4144	41.44%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.8853	88.53%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6428	64.28%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	-	0.7727	77.27%
Androgen receptor binding	-	0.7330	73.30%
Thyroid receptor binding	+	0.6774	67.74%
Glucocorticoid receptor binding	-	0.7033	70.33%
Aromatase binding	+	0.6809	68.09%
PPAR gamma	-	0.5248	52.48%
Honey bee toxicity	-	0.7608	76.08%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9713	97.13%

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	94.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.04%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.21%	96.21%
CHEMBL3589	P55263	Adenosine kinase	86.76%	98.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.73%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.47%	95.83%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	81.92%	94.55%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 9973571
• LOTUS: LTS0112649
• wikiData: Q104968111