[(1R,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] icosanoate

Details

• Internal ID: f2662309-e4f2-48af-a16b-26d554259eb0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1R,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] icosanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(CO2)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@H]([C@H]([C@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)O
• InChI: InChI=1S/C31H58O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(33)41-29-26(37)24(35)25(36)27(38)30(29)42-31-28(39)23(34)21(32)20-40-31/h21,23-32,34-39H,2-20H2,1H3/t21-,23+,24+,25-,26+,27-,28-,29-,30-,31+/m1/s1
• InChI Key: XBMWPUJNCJDGGT-PADOWJGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₈O₁₁
• Molecular Weight: 606.80 g/mol
• Exact Mass: 606.39791266 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4689	46.89%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8792	87.92%
BSEP inhibitior	+	0.6179	61.79%
P-glycoprotein inhibitior	-	0.4858	48.58%
P-glycoprotein substrate	-	0.7183	71.83%
CYP3A4 substrate	+	0.5673	56.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7286	72.86%
CYP2C9 inhibition	-	0.8903	89.03%
CYP2C19 inhibition	-	0.7610	76.10%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	-	0.8196	81.96%
CYP inhibitory promiscuity	-	0.9278	92.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7616	76.16%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8799	87.99%
Skin irritation	-	0.7221	72.21%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4695	46.95%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8737	87.37%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6521	65.21%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7874	78.74%
Acute Oral Toxicity (c)	III	0.5040	50.40%
Estrogen receptor binding	+	0.7607	76.07%
Androgen receptor binding	-	0.7004	70.04%
Thyroid receptor binding	-	0.6698	66.98%
Glucocorticoid receptor binding	-	0.6839	68.39%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.5551	55.51%
Honey bee toxicity	-	0.9141	91.41%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7294	72.94%
Fish aquatic toxicity	+	0.9165	91.65%

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	97.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.45%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.31%	92.50%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	92.61%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.39%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.49%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.39%	92.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.74%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.97%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.59%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.88%	92.86%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.66%	95.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.59%	83.82%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.58%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.53%	91.24%
CHEMBL299	P17252	Protein kinase C alpha	83.12%	98.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.53%	97.29%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.50%	80.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.56%	91.81%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.27%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.74%	90.71%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163106521
• LOTUS: LTS0143282
• wikiData: Q105324579