(11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-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]oxyhexadecanoic acid

Details

• Internal ID: 8f5fcc2b-b737-454b-b427-d58ea047fccd
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-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]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(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): CCCCC[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/C52H92O29/c1-6-7-13-16-25(17-14-11-9-8-10-12-15-18-28(55)56)74-50-44(36(64)31(59)23(4)72-50)81-52-46(38(66)33(61)27(20-54)76-52)80-49-41(69)43(42(24(5)73-49)77-47-39(67)34(62)29(57)21(2)70-47)78-51-45(37(65)32(60)26(19-53)75-51)79-48-40(68)35(63)30(58)22(3)71-48/h21-27,29-54,57-69H,6-20H2,1-5H3,(H,55,56)/t21-,22-,23-,24+,25+,26-,27-,29+,30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,40-,41-,42+,43+,44-,45-,46-,47+,48+,49+,50+,51+,52+/m1/s1
• InChI Key: YTQXXUYELDKIKL-AMUFPSKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₂O₂₉
• Molecular Weight: 1181.30 g/mol
• Exact Mass: 1180.57242689 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.42
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6790	67.90%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8534	85.34%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7593	75.93%
P-glycoprotein inhibitior	+	0.7312	73.12%
P-glycoprotein substrate	-	0.6315	63.15%
CYP3A4 substrate	+	0.6438	64.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.7143	71.43%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7668	76.68%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9359	93.59%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8458	84.58%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.6003	60.03%
Thyroid receptor binding	-	0.5290	52.90%
Glucocorticoid receptor binding	+	0.6316	63.16%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.7258	72.58%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5748	57.48%
Fish aquatic toxicity	+	0.8126	81.26%

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	98.39%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.13%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.41%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.55%	97.36%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.72%	97.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.33%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.31%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.91%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.03%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.37%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.79%	96.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.77%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.13%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.09%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	80.82%	93.31%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.28%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.27%	86.33%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162991572
• LOTUS: LTS0055289
• wikiData: Q105361874