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

Details

• Internal ID: 50c5ab79-4340-401e-a30a-6f1086ac4dc3
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-4-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-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]oxytetradecanoic acid
• SMILES (Canonical): CCCC(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)CC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)C)O)O)O)O
• SMILES (Isomeric): CCCC(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)C[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/C51H90O28/c1-6-14-24(15-12-10-8-7-9-11-13-16-29(54)55)73-50-45(38(64)32(58)22(4)71-50)79-51-46(40(66)35(61)28(19-53)75-51)78-47-33(59)25(43(23(5)72-47)76-48-41(67)36(62)30(56)20(2)69-48)17-26-44(39(65)34(60)27(18-52)74-26)77-49-42(68)37(63)31(57)21(3)70-49/h20-28,30-53,56-68H,6-19H2,1-5H3,(H,54,55)/t20-,21-,22-,23+,24?,25+,26+,27-,28-,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: LTAIPRWVZLMEEJ-WOFCNMKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₉₀O₂₈
• Molecular Weight: 1151.20 g/mol
• Exact Mass: 1150.56186221 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.54
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7927	79.27%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.8737	87.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6753	67.53%
P-glycoprotein inhibitior	+	0.7306	73.06%
P-glycoprotein substrate	-	0.5577	55.77%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.7730	77.30%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	-	0.6278	62.78%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7833	78.33%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8741	87.41%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.6340	63.40%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.7444	74.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6737	67.37%

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	97.50%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.05%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.30%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	92.79%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.55%	97.36%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.12%	97.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.53%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.64%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.61%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.34%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	81.90%	85.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.82%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.32%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.42%	95.50%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162877361
• LOTUS: LTS0211746
• wikiData: Q103815854