a-Methylglucose

Details

• Internal ID: 195f5c13-59d5-4583-9713-ec5b308686fa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: (3R,4S,5S,6R)-6-(hydroxymethyl)-2-methyloxane-2,3,4,5-tetrol
• SMILES (Canonical): CC1(C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C7H14O6/c1-7(12)6(11)5(10)4(9)3(2-8)13-7/h3-6,8-12H,2H2,1H3/t3-,4-,5+,6-,7?/m1/s1
• InChI Key: YBLJYSTXRAWBBH-WLDMJGECSA-N
• Popularity: 58 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.07903816 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• SCHEMBL3211357

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9562	95.62%
Caco-2	-	0.9344	93.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9636	96.36%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.9693	96.93%
CYP3A4 substrate	-	0.6110	61.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8405	84.05%
CYP3A4 inhibition	-	0.9580	95.80%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9549	95.49%
CYP2D6 inhibition	-	0.9717	97.17%
CYP1A2 inhibition	-	0.9645	96.45%
CYP2C8 inhibition	-	0.9684	96.84%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6829	68.29%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9899	98.99%
Skin irritation	-	0.8682	86.82%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7607	76.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.6355	63.55%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5564	55.64%
Acute Oral Toxicity (c)	IV	0.4989	49.89%
Estrogen receptor binding	-	0.7955	79.55%
Androgen receptor binding	-	0.8315	83.15%
Thyroid receptor binding	-	0.6894	68.94%
Glucocorticoid receptor binding	-	0.7627	76.27%
Aromatase binding	-	0.8061	80.61%
PPAR gamma	-	0.8356	83.56%
Honey bee toxicity	-	0.9269	92.69%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9101	91.01%

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	94.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.45%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	82.06%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.28%	98.95%

Plants that contains it

• Rubus ulmifolius

Cross-Links

• PubChem: 22793957
• LOTUS: LTS0178601
• wikiData: Q105345910