11-[(2R,3R,4S,5S,6R)-3-[(1R,2R,3S,4R,5S)-2-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)-4-methylcyclohexyl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid

Details

• Internal ID: 2336934a-434c-4126-8e20-4535672f66b4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 11-[(2R,3R,4S,5S,6R)-3-[(1R,2R,3S,4R,5S)-2-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)-4-methylcyclohexyl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2CC(C(C(C2OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)O)O)O)C)CO
• SMILES (Isomeric): CCCCCC(CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O[C@@H]2C[C@@H]([C@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)O)O)O)O)O)O)C)CO
• InChI: InChI=1S/C42H76O18/c1-6-7-13-16-26(17-14-11-9-8-10-12-15-18-28(44)45)57-42-39(33(50)31(48)23(4)55-42)58-27-19-25(20-43)21(2)29(46)38(27)60-41-36(53)34(51)37(24(5)56-41)59-40-35(52)32(49)30(47)22(3)54-40/h21-27,29-43,46-53H,6-20H2,1-5H3,(H,44,45)/t21-,22-,23-,24+,25-,26?,27-,29+,30-,31-,32+,33+,34+,35-,36-,37+,38+,39-,40+,41+,42+/m1/s1
• InChI Key: PRRUXSDCUPUYKC-OPMOSEIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₆O₁₈
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.50316557 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5982	59.82%
Caco-2	-	0.8748	87.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8164	81.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.8356	83.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5856	58.56%
P-glycoprotein inhibitior	+	0.7098	70.98%
P-glycoprotein substrate	+	0.5768	57.68%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.6538	65.38%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.8617	86.17%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7695	76.95%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.8162	81.62%
Human Ether-a-go-go-Related Gene inhibition	+	0.7319	73.19%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7072	70.72%
skin sensitisation	-	0.9188	91.88%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6427	64.27%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	+	0.7744	77.44%
Androgen receptor binding	+	0.5266	52.66%
Thyroid receptor binding	-	0.5889	58.89%
Glucocorticoid receptor binding	+	0.5443	54.43%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.6816	68.16%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6113	61.13%
Fish aquatic toxicity	+	0.8498	84.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.94%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	93.60%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	92.04%	98.03%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.98%	97.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.97%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.09%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	87.67%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.46%	92.08%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.13%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.67%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.63%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.16%	100.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	85.11%	97.34%
CHEMBL3776	Q14790	Caspase-8	84.10%	97.06%
CHEMBL2474	P53582	Methionine aminopeptidase 1	83.56%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.44%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.20%	95.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.18%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.06%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.45%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.01%	90.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.76%	85.94%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.69%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.34%	83.00%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	80.30%	85.00%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162820146
• LOTUS: LTS0055377
• wikiData: Q103815852