Nonioside E

Details

• Internal ID: 603f9672-f434-4423-be21-adc434b5f8fd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CCCCCC(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C24H42O17/c1-2-3-4-5-12(27)40-24-21(41-23-20(35)17(32)14(29)10(7-26)38-23)18(33)15(30)11(39-24)8-36-22-19(34)16(31)13(28)9(6-25)37-22/h9-11,13-26,28-35H,2-8H2,1H3/t9-,10-,11-,13-,14-,15-,16+,17+,18+,19-,20-,21-,22-,23+,24+/m1/s1
• InChI Key: CPIWSFYBNFDJMU-NGSWZWPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂O₁₇
• Molecular Weight: 602.60 g/mol
• Exact Mass: 602.24219987 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.44
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

• UNII-L67M4KTI1K
• L67M4KTI1K
• 942619-35-4
• 2,6-di-O-(beta-D-glucopyranosyl)-1-O-hexanoyl-beta-D-glucopyranose
• CHEMBL227901
• Q27282765
• 2-O,6-O-Di-beta-D-glucopyranosyl-1-O-hexanoyl-beta-D-glucopyranose
• 2,6-DI-O-(.BETA.-D-GLUCOPYRANOSYL)-1-O-HEXANOYL-.BETA.-D-GLUCOPYRANOSE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7729	77.29%
Caco-2	-	0.8963	89.63%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5568	55.68%
P-glycoprotein inhibitior	-	0.6045	60.45%
P-glycoprotein substrate	-	0.8456	84.56%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.8974	89.74%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.7861	78.61%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8710	87.10%
CYP2C8 inhibition	-	0.8024	80.24%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.7910	79.10%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8323	83.23%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4841	48.41%
Acute Oral Toxicity (c)	III	0.6113	61.13%
Estrogen receptor binding	+	0.6485	64.85%
Androgen receptor binding	-	0.5580	55.80%
Thyroid receptor binding	-	0.6049	60.49%
Glucocorticoid receptor binding	-	0.5839	58.39%
Aromatase binding	+	0.6276	62.76%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5648	56.48%
Fish aquatic toxicity	+	0.7377	73.77%

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	96.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.50%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.95%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	95.58%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.58%	85.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.03%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.01%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.13%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.04%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.95%	82.50%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.47%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.38%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.96%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.31%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.23%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.02%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.85%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.38%	96.00%
CHEMBL299	P17252	Protein kinase C alpha	80.62%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 44423082
• NPASS: NPC250619
• LOTUS: LTS0258371
• wikiData: Q27282765