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

Details

• Internal ID: b5984f6b-f2bb-432a-9a23-980a3a4743ec
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxypentadecanoic acid
• SMILES (Canonical): CCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)C)O)O)O)O
• SMILES (Isomeric): CCCC[C@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[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[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O
• InChI: InChI=1S/C51H90O29/c1-6-7-15-24(16-13-11-9-8-10-12-14-17-27(54)55)73-49-43(35(63)30(58)22(4)71-49)80-51-45(37(65)32(60)26(19-53)75-51)79-48-40(68)42(41(23(5)72-48)76-46-38(66)33(61)28(56)20(2)69-46)77-50-44(36(64)31(59)25(18-52)74-50)78-47-39(67)34(62)29(57)21(3)70-47/h20-26,28-53,56-68H,6-19H2,1-5H3,(H,54,55)/t20-,21+,22-,23+,24-,25+,26-,28+,29+,30-,31+,32-,33+,34-,35+,36-,37+,38-,39+,40-,41+,42+,43-,44+,45-,46+,47-,48+,49+,50-,51+/m1/s1
• InChI Key: OPIUYBQHWXRHKP-HNKATWAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₉₀O₂₉
• Molecular Weight: 1167.20 g/mol
• Exact Mass: 1166.55677683 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -4.81
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 27

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6605	66.05%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8097	80.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.8758	87.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7467	74.67%
P-glycoprotein inhibitior	+	0.7311	73.11%
P-glycoprotein substrate	-	0.6375	63.75%
CYP3A4 substrate	+	0.6436	64.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.9187	91.87%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.9198	91.98%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7476	74.76%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7720	77.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9374	93.74%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8214	82.14%
Acute Oral Toxicity (c)	III	0.6088	60.88%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	+	0.6003	60.03%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	+	0.6442	64.42%
Aromatase binding	+	0.6575	65.75%
PPAR gamma	+	0.7262	72.62%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5048	50.48%
Fish aquatic toxicity	+	0.7893	78.93%

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	98.10%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.50%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	93.28%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.55%	97.36%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.39%	97.86%
CHEMBL1907	P15144	Aminopeptidase N	86.77%	93.31%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.21%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.35%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	83.51%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.00%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.79%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.82%	92.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.09%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.87%	92.32%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.28%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.27%	86.33%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162987563
• LOTUS: LTS0256622
• wikiData: Q103815851