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

Details

• Internal ID: d64ad38f-b72d-4ac5-889b-3ea74a1560dc
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-2-(acetyloxymethyl)-4-hydroxy-5-(hydroxymethyl)-3-[(2R)-2-methylbutanoyl]oxyoxolan-2-yl]oxy-5-hydroxy-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)CC)COC(=O)C)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@H](C)CC)COC(=O)C)CO)O)OC(=O)C(C)C
• InChI: InChI=1S/C33H56O15/c1-7-9-10-11-12-13-14-15-24(37)44-28-27(45-30(40)19(3)4)25(38)22(16-34)43-32(28)48-33(18-42-21(6)36)29(26(39)23(17-35)47-33)46-31(41)20(5)8-2/h19-20,22-23,25-29,32,34-35,38-39H,7-18H2,1-6H3/t20-,22-,23-,25-,26-,27+,28-,29+,32-,33+/m1/s1
• InChI Key: OMKDEMOUHIHOJQ-JMXSLSAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₁₅
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.36192108 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 20

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	-	0.8423	84.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8999	89.99%
P-glycoprotein inhibitior	+	0.7183	71.83%
P-glycoprotein substrate	+	0.5067	50.67%
CYP3A4 substrate	+	0.6608	66.08%
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	+	0.5660	56.60%
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	-	0.9118	91.18%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6394	63.94%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6991	69.91%
Acute Oral Toxicity (c)	III	0.5448	54.48%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.6939	69.39%
Thyroid receptor binding	-	0.6042	60.42%
Glucocorticoid receptor binding	+	0.6743	67.43%
Aromatase binding	+	0.6681	66.81%
PPAR gamma	+	0.5943	59.43%
Honey bee toxicity	-	0.7196	71.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5806	58.06%
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	99.02%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	98.10%	98.03%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	97.59%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.17%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.36%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.03%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	95.00%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.22%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	93.94%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.50%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	92.44%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.78%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.43%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.06%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.94%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	89.79%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.51%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.41%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.25%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.57%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.30%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.15%	94.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.05%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	83.65%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.58%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.42%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.42%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.32%	98.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.04%	97.36%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.85%	83.00%
CHEMBL237	P41145	Kappa opioid receptor	82.79%	98.10%
CHEMBL2885	P07451	Carbonic anhydrase III	81.55%	87.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.40%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.33%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.17%	95.89%

Plants that contains it

• Physalis nicandroides

Cross-Links

• PubChem: 162994300
• LOTUS: LTS0113250
• wikiData: Q105194358