(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2S)-heptan-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: ecfb89c6-ce5e-453a-9fc5-f6afea368cab
• 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-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2S)-heptan-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(C)OC1C(C(C(C(O1)COC2C(C(CO2)(CO)O)O)O)O)O
• SMILES (Isomeric): CCCCC[C@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O
• InChI: InChI=1S/C18H34O10/c1-3-4-5-6-10(2)27-16-14(22)13(21)12(20)11(28-16)7-25-17-15(23)18(24,8-19)9-26-17/h10-17,19-24H,3-9H2,1-2H3/t10-,11+,12+,13-,14+,15-,16+,17+,18+/m0/s1
• InChI Key: GPAACNGMYVWROH-GXMCXPELSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₄O₁₀
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.21519728 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6599	65.99%
Caco-2	-	0.7795	77.95%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6865	68.65%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7544	75.44%
P-glycoprotein inhibitior	-	0.8173	81.73%
P-glycoprotein substrate	-	0.6292	62.92%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	-	0.7697	76.97%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3703	37.03%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7031	70.31%
skin sensitisation	-	0.9224	92.24%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5570	55.70%
Acute Oral Toxicity (c)	III	0.3291	32.91%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6563	65.63%
Thyroid receptor binding	+	0.6031	60.31%
Glucocorticoid receptor binding	+	0.5839	58.39%
Aromatase binding	+	0.7588	75.88%
PPAR gamma	+	0.5586	55.86%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6489	64.89%
Fish aquatic toxicity	+	0.6777	67.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.77%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.59%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.19%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.58%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.70%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.53%	96.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.64%	92.32%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.63%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.61%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.23%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.59%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.30%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.92%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.68%	97.47%
CHEMBL3401	O75469	Pregnane X receptor	83.45%	94.73%
CHEMBL4581	P52732	Kinesin-like protein 1	83.18%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.01%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.43%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.42%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.34%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.32%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.64%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.64%	82.50%
CHEMBL1907	P15144	Aminopeptidase N	81.17%	93.31%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.09%	80.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.06%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	80.63%	98.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.48%	97.21%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.43%	96.00%

Plants that contains it

• Piper retrofractum

Cross-Links

• PubChem: 118711820
• LOTUS: LTS0092133
• wikiData: Q105014742