3-Methyl-3-butenyl beta-D-glucopyranoside

Details

• Internal ID: 97f0f91b-9670-42a4-89e6-a61f6f2e2dc4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(3-methylbut-3-enoxy)oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)CCOC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(=C)CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H20O6/c1-6(2)3-4-16-11-10(15)9(14)8(13)7(5-12)17-11/h7-15H,1,3-5H2,2H3/t7-,8-,9+,10-,11-/m1/s1
• InChI Key: XJEVPMIXWZHRML-KAMPLNKDSA-N
• Popularity: 3 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: -0.50
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 3-Methyl-3-butenyl beta-D-glucopyranoside
• 3-methylbut-3-enyl beta-d-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7787	77.87%
Caco-2	-	0.8107	81.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7659	76.59%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.9561	95.61%
P-glycoprotein substrate	-	0.9756	97.56%
CYP3A4 substrate	-	0.5362	53.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9224	92.24%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8126	81.26%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9550	95.50%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7585	75.85%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7898	78.98%
skin sensitisation	-	0.8413	84.13%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6082	60.82%
Acute Oral Toxicity (c)	III	0.5359	53.59%
Estrogen receptor binding	-	0.8328	83.28%
Androgen receptor binding	-	0.7839	78.39%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	-	0.5449	54.49%
Aromatase binding	-	0.7364	73.64%
PPAR gamma	-	0.5105	51.05%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.6676	66.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.09%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.55%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.67%	98.95%
CHEMBL3589	P55263	Adenosine kinase	80.49%	98.05%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 14239302
• NPASS: NPC155457
• LOTUS: LTS0076772
• wikiData: Q105328907