L-Linalool 3-[xylosyl-(1->6)-glucoside]

Details

• Internal ID: def97266-0dc9-4a1c-8413-f81aefb50668
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-(3,7-dimethylocta-1,6-dien-3-yloxy)-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O)C
• InChI: InChI=1S/C21H36O10/c1-5-21(4,8-6-7-11(2)3)31-20-18(27)16(25)15(24)13(30-20)10-29-19-17(26)14(23)12(22)9-28-19/h5,7,12-20,22-27H,1,6,8-10H2,2-4H3
• InChI Key: OKNPZRJNRSGKME-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₀
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.23084734 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• CHEBI:168249
• 2-(3,7-dimethylocta-1,6-dien-3-yloxy)-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5627	56.27%
Caco-2	-	0.8186	81.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.8243	82.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6354	63.54%
P-glycoprotein inhibitior	-	0.7183	71.83%
P-glycoprotein substrate	-	0.8190	81.90%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9366	93.66%
CYP2C9 inhibition	-	0.8032	80.32%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	-	0.7069	70.69%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.6907	69.07%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6958	69.58%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5734	57.34%
skin sensitisation	-	0.8120	81.20%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7291	72.91%
Acute Oral Toxicity (c)	III	0.6738	67.38%
Estrogen receptor binding	+	0.5391	53.91%
Androgen receptor binding	-	0.6837	68.37%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	-	0.4721	47.21%
Aromatase binding	+	0.6988	69.88%
PPAR gamma	+	0.6578	65.78%
Honey bee toxicity	-	0.6841	68.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9291	92.91%

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	96.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.11%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL5957	P21589	5'-nucleotidase	86.38%	97.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.76%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%

Plants that contains it

• Gardenia jasminoides
• Ilex paraguariensis
• Tarenna gracilipes

Cross-Links

• PubChem: 73410547
• LOTUS: LTS0101748
• wikiData: Q104402480