Prenyl glucoside

Details

• Internal ID: 4d074e07-48d0-4b2c-b81b-54a98b29c4fc
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-(hydroxymethyl)-6-(3-methylbut-2-enoxy)oxane-3,4,5-triol
• InChI: InChI=1S/C11H20O6/c1-6(2)3-4-16-11-10(15)9(14)8(13)7(5-12)17-11/h3,7-15H,4-5H2,1-2H3
• InChI Key: GQJQCKUJCHMTNF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₆
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.12598835 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 2-(hydroxymethyl)-6-(3-methylbut-2-enoxy)oxane-3,4,5-triol
• CHEBI:172490

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7338	73.38%
Caco-2	-	0.7983	79.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8235	82.35%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9328	93.28%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.9822	98.22%
CYP3A4 substrate	-	0.5647	56.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.9697	96.97%
CYP2C9 inhibition	-	0.8745	87.45%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	-	0.9322	93.22%
CYP inhibitory promiscuity	-	0.8541	85.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7338	73.38%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.8250	82.50%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6886	68.86%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.7632	76.32%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6254	62.54%
Acute Oral Toxicity (c)	III	0.5323	53.23%
Estrogen receptor binding	-	0.9338	93.38%
Androgen receptor binding	-	0.7156	71.56%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	-	0.6950	69.50%
Aromatase binding	-	0.8244	82.44%
PPAR gamma	-	0.4912	49.12%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9400	94.00%
Fish aquatic toxicity	-	0.4541	45.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.94%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.85%	85.14%
CHEMBL3589	P55263	Adenosine kinase	81.12%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 14239303
• LOTUS: LTS0066109
• wikiData: Q105015429