(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[(3R)-oct-1-en-3-yl]oxy-6-[[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 94cee92c-acc5-40b1-9e4f-2741448723ea
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[(3R)-oct-1-en-3-yl]oxy-6-[[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(C=C)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)OC3C(C(C(C(O3)CO)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[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C25H44O15/c1-3-5-6-7-11(4-2)37-25-22(40-24-21(34)18(31)16(29)13(8-26)38-24)19(32)17(30)14(39-25)10-36-23-20(33)15(28)12(27)9-35-23/h4,11-34H,2-3,5-10H2,1H3/t11-,12-,13+,14+,15-,16+,17+,18-,19-,20-,21+,22+,23+,24-,25+/m0/s1
• InChI Key: FXENSHPEOIVUMK-PUQQUVQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄O₁₅
• Molecular Weight: 584.60 g/mol
• Exact Mass: 584.26802069 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.77
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6852	68.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7105	71.05%
P-glycoprotein inhibitior	-	0.5934	59.34%
P-glycoprotein substrate	-	0.6276	62.76%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.6848	68.48%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.7826	78.26%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.8819	88.19%
CYP2C8 inhibition	-	0.6350	63.50%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7324	73.24%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.7189	71.89%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6932	69.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8101	81.01%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8926	89.26%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7989	79.89%
Acute Oral Toxicity (c)	III	0.6236	62.36%
Estrogen receptor binding	+	0.6545	65.45%
Androgen receptor binding	-	0.5945	59.45%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	-	0.5448	54.48%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.6122	61.22%
Honey bee toxicity	-	0.7475	74.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6065	60.65%
Fish aquatic toxicity	+	0.9261	92.61%

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	96.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.82%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	92.23%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.09%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.06%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.42%	85.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.97%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.26%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.07%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.57%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	86.32%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	86.31%	91.49%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.08%	80.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.65%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.21%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.93%	97.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.63%	92.32%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.11%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	82.61%	92.50%
CHEMBL1907	P15144	Aminopeptidase N	82.00%	93.31%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.37%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.89%	96.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.66%	91.81%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.28%	95.83%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.10%	98.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.01%	92.08%

Plants that contains it

• Acanthus ebracteatus
• Capsicum annuum

Cross-Links

• PubChem: 154496504
• LOTUS: LTS0024674
• wikiData: Q105286919