Methyl beta-D-glucopyranoside

Details

• Internal ID: 79f9c412-80ef-4930-a522-6eee45e55ef1
• 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-methoxyoxane-3,4,5-triol
• InChI: InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/m1/s1
• InChI Key: HOVAGTYPODGVJG-XUUWZHRGSA-N
• Popularity: 540 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): 99.40 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 709-50-2
• Methyl beta-D-glucoside
• beta-Methylglucoside
• beta-Methyl-D-glucoside
• O1-Methyl-Glucose
• 1-O-Methyl-beta-D-glucopyranoside
• Methyl-beta-D-glucopyranoside
• MFCD00006602
• Methyl b-D-glucopyranoside
• beta-d-Methylglucopyranoside
• Methyl hexopyranoside
• CHEBI:320055
• beta-D-Glucopyranoside, methyl
• Methyl |A-D-glucopyranoside
• (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
• Methyl beta -D-glucopyranoside
• Methyl mannoside
• CHEMBL132186
• MGL
• Glucopyranoside, methyl, .beta.-D-
• Beta-Methyl-D-Galactoside
• Methyl .beta.-D-glucoside
• Methyl ?-D-Glucopyranoside
• Methyl-alpha-D-mannopyranoside
• Methyl .beta.-D-glucopyranoside
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• 1-O-Methyl-.beta.-D-glucopyranoside
• Me-ss-Glc
• EINECS 211-909-9
• methyl -d-glucoside
• beta -methylglucoside
• b-methyl-D-glucoside
• Methyl b-D-glucoside
• NSC 403457
• methyl -d-glucopyranoside
• Methyl beta -D-glucoside
• Methyl beta-d-glucopyranoside hemihydrate
• alpha-Methyl-D -mannoside
• b-D-Glucopyranoside,methyl
• Epitope ID:149560
• A-D-Glucopyranoside, methyl
• METHYL-BETA-GALACTOSE
• beta -D-methylglucopyranoside
• 2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
• .beta.-Methyl-(d)-glucoside
• SCHEMBL166332
• .beta.-d-Methylglucopyranoside
• orb1706137
• beta -D-glucopyranoside, methyl
• methyl beta-(D)-glucopyranoside
• Methyl beta-D-glucoside hydrate
• Methyl-alpha-D -glucopyranoside
• SCHEMBL11130610
• 1-O-methyl-beta-D-glucopyranose
• DTXSID20883559
• beta-Methyl-D-glucoside hemihydrate
• Glucopyranoside, methyl, beta -d-
• 1-O-METHYL-ALPHA-D-MANNOSE
• 1-O-Methyl-beta -D-glucopyranoside
• AC8107
• BDBM50454778
• AKOS006343694
• METHYL-beta-D-GALACTO-PYRANOSIDE
• DB01642
• MM03162
• AC-33221
• BS-49218
• SY066776
• HY-116284
• CS-0064651
• M0709
• NS00069875
• F835814
• Methyl beta-D-glucopyranoside, >=99% (HPLC and GC)
• Q27092822
• (2R*,3S*,4S*,5R*,6R*)-2-Hydroxymethyl-6-methoxy-tetrahydro-pyran-3,4,5-triol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-3,4,5-triol
• Methyl-beta-D-glucopyranoside hemihydrate, >=99.0% (sum of enantiomers, HPLC)
• O1-METHYL-GLUCOSE; methyl beta-D-glucoside; methyl D-glucoside; methyl glucoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9405	94.05%
Caco-2	-	0.8933	89.33%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9786	97.86%
P-glycoprotein inhibitior	-	0.9612	96.12%
P-glycoprotein substrate	-	0.9887	98.87%
CYP3A4 substrate	-	0.6018	60.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9688	96.88%
CYP2C9 inhibition	-	0.9535	95.35%
CYP2C19 inhibition	-	0.9453	94.53%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.9648	96.48%
CYP2C8 inhibition	-	0.9516	95.16%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7096	70.96%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.8784	87.84%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5371	53.71%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.9394	93.94%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.5909	59.09%
Acute Oral Toxicity (c)	III	0.4849	48.49%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.7894	78.94%
Thyroid receptor binding	-	0.5576	55.76%
Glucocorticoid receptor binding	-	0.7186	71.86%
Aromatase binding	-	0.8623	86.23%
PPAR gamma	-	0.8306	83.06%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.9514	95.14%

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	94.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.16%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.20%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.54%	99.17%

Plants that contains it

• Euterpe precatoria
• Medicago sativa
• Pedicularis plicata
• Phlomoides tuberosa
• Platycodon grandiflorus
• Rosa laevigata

Cross-Links

• PubChem: 445238
• NPASS: NPC299781
• LOTUS: LTS0211293
• wikiData: Q27092822