[(2R,3R,4S,5R,6R)-5-hydroxy-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4-(2-methylpropanoyloxy)oxan-3-yl] decanoate

Details

• Internal ID: 7f4cae16-9496-4ae6-9fb5-ee1f6c3bc2be
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-hydroxy-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-(2-methylpropanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4-(2-methylpropanoyloxy)oxan-3-yl] decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OC1C(C(C(OC1OC2(C(C(C(O2)CO)O)OC(=O)C(C)C)CO)CO)O)OC(=O)C(C)C
• SMILES (Isomeric): CCCCCCCCCC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C(C)C)CO)CO)O)OC(=O)C(C)C
• InChI: InChI=1S/C30H52O14/c1-6-7-8-9-10-11-12-13-21(34)40-25-24(41-27(37)17(2)3)22(35)19(14-31)39-29(25)44-30(16-33)26(42-28(38)18(4)5)23(36)20(15-32)43-30/h17-20,22-26,29,31-33,35-36H,6-16H2,1-5H3/t19-,20-,22-,23-,24+,25-,26+,29-,30+/m1/s1
• InChI Key: HNLDKIWEAVTCKP-ZCDLJYLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₁₄
• Molecular Weight: 636.70 g/mol
• Exact Mass: 636.33570633 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5733	57.33%
Caco-2	-	0.8465	84.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8031	80.31%
P-glycoprotein inhibitior	+	0.6747	67.47%
P-glycoprotein substrate	-	0.6358	63.58%
CYP3A4 substrate	+	0.6378	63.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.5942	59.42%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	-	0.5903	59.03%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5360	53.60%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6167	61.67%
Acute Oral Toxicity (c)	III	0.5448	54.48%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.6320	63.20%
Thyroid receptor binding	-	0.6177	61.77%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.5448	54.48%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5656	56.56%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.61%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	98.29%	98.03%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.57%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	97.35%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	96.42%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	95.89%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.11%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.72%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	93.73%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.40%	97.29%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.93%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.50%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.64%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.01%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	87.60%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.26%	94.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.12%	92.32%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.60%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.17%	92.62%
CHEMBL3180	O00748	Carboxylesterase 2	85.86%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.84%	89.05%
CHEMBL2885	P07451	Carbonic anhydrase III	85.65%	87.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.86%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.65%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.05%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.68%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.67%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.28%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.19%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.13%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.47%	91.81%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.34%	95.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.73%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.46%	97.09%

Plants that contains it

• Physalis nicandroides

Cross-Links

• PubChem: 16091678
• LOTUS: LTS0119766
• wikiData: Q105030927