Glucosylisomaltol

Details

• Internal ID: 659e7658-12eb-42dc-a612-715afc352ebc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 1-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuran-2-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=CO1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=CO1)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C12H16O8/c1-5(14)11-6(2-3-18-11)19-12-10(17)9(16)8(15)7(4-13)20-12/h2-3,7-10,12-13,15-17H,4H2,1H3
• InChI Key: RRYYNIJTMYUJDC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₈
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.08451746 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• SCHEMBL14594226
• CHEBI:168818
• 1-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuran-2-yl]ethanone
• 1-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyuran-2-yl]ethanone
• 1-(3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}furan-2-yl)ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7114	71.14%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9439	94.39%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.9671	96.71%
CYP3A4 substrate	-	0.5119	51.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9112	91.12%
CYP2C9 inhibition	-	0.9055	90.55%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.8351	83.51%
CYP inhibitory promiscuity	-	0.7272	72.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6690	66.90%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9498	94.98%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6308	63.08%
Micronuclear	-	0.5627	56.27%
Hepatotoxicity	-	0.6868	68.68%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6611	66.11%
Acute Oral Toxicity (c)	III	0.7581	75.81%
Estrogen receptor binding	-	0.6458	64.58%
Androgen receptor binding	-	0.6452	64.52%
Thyroid receptor binding	-	0.6471	64.71%
Glucocorticoid receptor binding	-	0.5319	53.19%
Aromatase binding	-	0.7301	73.01%
PPAR gamma	+	0.6207	62.07%
Honey bee toxicity	-	0.8588	85.88%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6605	66.05%
Fish aquatic toxicity	-	0.5000	50.00%

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	96.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.18%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.05%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.04%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.82%	98.95%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 9835588
• LOTUS: LTS0223723
• wikiData: Q105244464