(2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol

Details

• Internal ID: c16f6e3e-6d80-44f2-b32c-613ec2bcdca9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(N1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@H](N1)CO[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C13H25NO10/c15-1-4-7(17)10(20)8(18)5(14-4)3-23-13-12(22)11(21)9(19)6(2-16)24-13/h4-22H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11+,12-,13+/m1/s1
• InChI Key: VCIPQQCYKMORDY-UZHZWTKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₅NO₁₀
• Molecular Weight: 355.34 g/mol
• Exact Mass: 355.14784599 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -5.78
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9105	91.05%
Caco-2	-	0.9369	93.69%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4119	41.19%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9442	94.42%
P-glycoprotein inhibitior	-	0.9035	90.35%
P-glycoprotein substrate	-	0.9576	95.76%
CYP3A4 substrate	-	0.5551	55.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.9735	97.35%
CYP2C9 inhibition	-	0.9311	93.11%
CYP2C19 inhibition	-	0.9406	94.06%
CYP2D6 inhibition	-	0.8865	88.65%
CYP1A2 inhibition	-	0.9353	93.53%
CYP2C8 inhibition	-	0.8787	87.87%
CYP inhibitory promiscuity	-	0.9621	96.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7239	72.39%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9819	98.19%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6680	66.80%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.8699	86.99%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5545	55.45%
Acute Oral Toxicity (c)	III	0.4626	46.26%
Estrogen receptor binding	-	0.8050	80.50%
Androgen receptor binding	-	0.7253	72.53%
Thyroid receptor binding	+	0.6345	63.45%
Glucocorticoid receptor binding	-	0.7564	75.64%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.5597	55.97%
Honey bee toxicity	-	0.7990	79.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.9734	97.34%

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	92.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.28%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	84.04%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.27%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	82.13%	97.79%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	80.11%	87.38%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 70461665
• LOTUS: LTS0192514
• wikiData: Q105283724