(2R,3R,4S,5S,6R)-2-(hydroxymethyl)-1-methyl-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol

Details

• Internal ID: 9ec15ff8-7996-4fa5-9f26-714e7021490f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-(hydroxymethyl)-1-methyl-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]piperidine-3,4,5-triol
• SMILES (Canonical): CN1C(C(C(C(C1COC2C(C(C(C(O2)CO)O)O)O)O)O)O)CO
• SMILES (Isomeric): CN1[C@@H]([C@H]([C@@H]([C@H]([C@H]1CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)CO
• InChI: InChI=1S/C14H27NO10/c1-15-5(2-16)8(18)11(21)9(19)6(15)4-24-14-13(23)12(22)10(20)7(3-17)25-14/h5-14,16-23H,2-4H2,1H3/t5-,6-,7-,8-,9+,10-,11+,12+,13-,14-/m1/s1
• InChI Key: RHMNPHOEBHCQMO-YAJWLAPVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₇NO₁₀
• Molecular Weight: 369.36 g/mol
• Exact Mass: 369.16349606 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.44
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9324	93.24%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5463	54.63%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8606	86.06%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.9541	95.41%
CYP3A4 substrate	-	0.5230	52.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7608	76.08%
CYP3A4 inhibition	-	0.9790	97.90%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	-	0.9680	96.80%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3717	37.17%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6374	63.74%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	-	0.7289	72.89%
Androgen receptor binding	-	0.7228	72.28%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	-	0.7853	78.53%
Aromatase binding	+	0.6140	61.40%
PPAR gamma	+	0.5232	52.32%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.9354	93.54%

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	97.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.40%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	87.55%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.90%	86.92%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 72203844
• LOTUS: LTS0139126
• wikiData: Q105236483