(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4S)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyran-4-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 7e469963-4e7a-4b58-8427-447bfe48f7a3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4S)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyran-4-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C=CO1)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C=CO1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C12H20O8/c1-5-8(14)6(2-3-18-5)19-12-11(17)10(16)9(15)7(4-13)20-12/h2-3,5-17H,4H2,1H3/t5-,6-,7+,8+,9+,10-,11+,12+/m0/s1
• InChI Key: SCLGLFRXJNHKQZ-XFLMTTEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₈
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.11581759 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9107	91.07%
Caco-2	-	0.8930	89.30%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7328	73.28%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9582	95.82%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.9445	94.45%
CYP3A4 substrate	-	0.5220	52.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.9511	95.11%
CYP2C8 inhibition	-	0.9097	90.97%
CYP inhibitory promiscuity	-	0.7930	79.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6841	68.41%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9869	98.69%
Skin irritation	-	0.8777	87.77%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5449	54.49%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9207	92.07%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.7689	76.89%
Acute Oral Toxicity (c)	III	0.5109	51.09%
Estrogen receptor binding	-	0.8557	85.57%
Androgen receptor binding	-	0.7193	71.93%
Thyroid receptor binding	+	0.5178	51.78%
Glucocorticoid receptor binding	-	0.5952	59.52%
Aromatase binding	-	0.6001	60.01%
PPAR gamma	+	0.5204	52.04%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6946	69.46%

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	91.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.34%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.14%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.92%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	80.05%	95.93%

Plants that contains it

• Dianthus deltoides

Cross-Links

• PubChem: 162911292
• LOTUS: LTS0189678
• wikiData: Q104984100