Octyl beta-D-glucopyranoside

Details

• Internal ID: 4ab9e458-442b-4cab-a017-f94f30cb3bce
• 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-octoxyoxane-3,4,5-triol
• SMILES (Canonical): CCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: HEGSGKPQLMEBJL-RKQHYHRCSA-N
• Popularity: 1,590 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₈O₆
• Molecular Weight: 292.37 g/mol
• Exact Mass: 292.18858861 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• Octyl-beta-D-glucopyranoside
• OCTYL BETA-D-GLUCOPYRANOSIDE
• B-Octylglucoside
• n-Octyl-beta-D-glucopyranoside
• 1-O-n-Octyl-beta-D-glucopyranoside
• Octyl beta-D-glucoside
• Octyl glucoside
• caprylyl glucoside
• n-Octyl glucoside
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(octyloxy)tetrahydro-2H-pyran-3,4,5-triol
• beta-D-Octyl glucoside
• Octyl-beta-D-glucoside
• 1-O-Octyl-beta-D-glucopyranoside
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
• n-Octyl beta-D-glucopyranoside
• n-Octylglucoside
• 1174225-19-4
• V109WUT6RL
• beta-D-Glucopyranoside, octyl
• n-Octyl |A-D-glucopyranoside
• DTXSID6042234
• 1-O-octyl-.beta.-D-glucopyranoside
• OGP
• MFCD00063288
• octylglucoside
• 144388-20-5
• BOG
• octyl-glucoside
• OG
• n-Octyl-beta-D-Glucoside
• 78168-20-4
• 2-[4-[Acetyl[[2-(acetylamino)-3,4-dihydro-4-oxo-6-pteridinyl]methyl]amino]phenyl]-4,5-dihydro-5-oxo-
• Octyl .beta.-D-glucopyranoside
• UNII-V109WUT6RL
• GLC-(1-1)OCT
• .beta.-D-Glucopyranoside, octyl
• Oct beta-Glc
• beta-octylglucoside
• EINECS 249-887-8
• octyl beta-D-glucose
• Octyl hexopyranoside #
• Octyl .beta.-glucoside
• beta-Octyl monoglucoside
• SUCRAPH AG-8
• n-Octyl beta-D-glucoside
• Octyl beta-glucopyranoside
• 1-Octyl beta-D-glucoside
• n-Octylglucoside, non-ionic
• SCHEMBL61562
• n-Octyl-ss-D-Glucopyranoside
• Octyl-I(2)-D-glucopyranoside
• 1-octyl-beta-d-glucopyranoside
• 1-Octyl beta-D-glucopyranoside
• CHEMBL446037
• Octyl-.beta.-D-glucopyranoside
• 1-O-Octyl-?-D-glucopyranoside
• 1-O-Octyl-beta-D-glucopyranose
• DTXCID4022234
• CHEBI:41128
• CAPRYLYL GLUCOSIDE [INCI]
• n-octyl-.beta.-d-glucopyranoside
• 1-n-Octyl beta-D-glucopyranoside
• CHEBI:136667
• n-Octyl- beta -D-glucopyranoside
• n-Octyl--D-glucopyranoside;OG;OGP
• Tox21_302162
• beta-D-Glucopyranoside, octyl (9CI)
• AKOS015919434
• CCG-233290
• Glucopyranoside, octyl, beta-D- (8CI)
• NCGC00255887-01
• AS-18093
• N-OCTYL-.BETA.-D-GLUCOSIDE [MI]
• CAS-29836-26-8
• HY-116285
• CS-0064659
• O0232
• Octyl beta-D-glucopyranoside, >=98% (GC)
• A15461
• F14806
• M02217
• Q7077127
• Octyl beta-D-glucopyranoside, BioXtra, >=98% (GC)
• Octyl beta-D-glucopyranoside, Vetec(TM) reagent grade, 98%
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxy-tetrahydropyran-3,4,5-triol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(octyloxy)-tetrahydro-2H-pyran-3,4,5-triol
• Beta-Octylglucoside; octyl beta-D-glucoside; octyl D-glucoside; octyl glucoside
• NCGC00385963-01!(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7714	77.14%
Caco-2	-	0.7248	72.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9461	94.61%
P-glycoprotein inhibitior	-	0.9311	93.11%
P-glycoprotein substrate	-	0.9514	95.14%
CYP3A4 substrate	-	0.5195	51.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.7443	74.43%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8661	86.61%
CYP2C8 inhibition	-	0.8209	82.09%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7075	70.75%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8095	80.95%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.4922	49.22%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.6127	61.27%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	-	0.5928	59.28%
Aromatase binding	-	0.6634	66.34%
PPAR gamma	-	0.7468	74.68%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5364	53.64%
Fish aquatic toxicity	+	0.7074	70.74%

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	95.01%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.51%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.19%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.54%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.66%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.26%	92.86%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	87.88%	90.24%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	87.38%	80.33%
CHEMBL2885	P07451	Carbonic anhydrase III	86.25%	87.45%
CHEMBL3401	O75469	Pregnane X receptor	85.34%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.62%	85.94%
CHEMBL1977	P11473	Vitamin D receptor	82.48%	99.43%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.06%	91.81%
CHEMBL5255	O00206	Toll-like receptor 4	80.95%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.66%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.33%	96.00%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 62852
• LOTUS: LTS0216558
• wikiData: Q7077127