(1R)-1-Ethenylhexyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside

Details

• Internal ID: 353e0e69-4b97-4d1b-8b65-629b48acc07d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(3R)-oct-1-en-3-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(C=C)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O
• SMILES (Isomeric): CCCCC[C@H](C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O
• InChI: InChI=1S/C19H34O10/c1-3-5-6-7-10(4-2)28-19-17(25)15(23)14(22)12(29-19)9-27-18-16(24)13(21)11(20)8-26-18/h4,10-25H,2-3,5-9H2,1H3/t10-,11+,12+,13-,14+,15-,16+,17+,18-,19+/m0/s1
• InChI Key: VXNMHZVTDWLWRX-XXVXCGOISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₁₀
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.21519728 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• (1R)-1-Ethenylhexyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
• 3-O-[beta-d-xylopyranosyl-(1-6)-beta-d-glucopyranosyl] (3r)-1-octen-3-ol
• 209863-01-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6619	66.19%
Caco-2	-	0.8058	80.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8231	82.31%
P-glycoprotein inhibitior	-	0.8077	80.77%
P-glycoprotein substrate	-	0.7236	72.36%
CYP3A4 substrate	+	0.6044	60.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.7393	73.93%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.7569	75.69%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	-	0.6998	69.98%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7042	70.42%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.7085	70.85%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6532	65.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7975	79.75%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8593	85.93%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	-	0.5096	50.96%
Androgen receptor binding	-	0.7185	71.85%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	-	0.5422	54.22%
Aromatase binding	+	0.6961	69.61%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6126	61.26%
Fish aquatic toxicity	+	0.9589	95.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.09%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.52%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	89.58%	95.93%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.30%	85.94%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	87.82%	80.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.10%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.05%	94.73%
CHEMBL5957	P21589	5'-nucleotidase	85.10%	97.78%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.97%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.39%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.13%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.89%	82.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.57%	89.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.04%	96.47%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.90%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.90%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.34%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	81.00%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	80.89%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	80.86%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%

Plants that contains it

• Barleria strigosa
• Collinsonia japonica
• Lycopus asper
• Meehania urticifolia
• Mentha spicata

Cross-Links

• PubChem: 10788355
• LOTUS: LTS0007612
• wikiData: Q105298620