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

Details

• Internal ID: 7e249db9-8388-400a-bdb6-398afefd5316
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCC(CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)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)O)O)O
• InChI: InChI=1S/C46H82O25/c1-5-6-12-15-23(16-13-10-8-7-9-11-14-17-26(49)50)65-46-41(32(56)29(53)25(19-48)67-46)71-43-36(60)33(57)38(21(3)63-43)68-45-37(61)40(70-44-35(59)31(55)28(52)24(18-47)66-44)39(22(4)64-45)69-42-34(58)30(54)27(51)20(2)62-42/h20-25,27-48,51-61H,5-19H2,1-4H3,(H,49,50)/t20-,21-,22-,23?,24+,25+,27-,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41+,42-,43-,44-,45-,46+/m0/s1
• InChI Key: LJJIBKCHKKEYAS-OIDCBOCKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₂O₂₅
• Molecular Weight: 1035.10 g/mol
• Exact Mass: 1034.51451810 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6790	67.90%
Caco-2	-	0.8697	86.97%
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	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7217	72.17%
P-glycoprotein inhibitior	+	0.7224	72.24%
P-glycoprotein substrate	-	0.6229	62.29%
CYP3A4 substrate	+	0.6434	64.34%
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	-	0.7300	73.00%
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	-	0.9038	90.38%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
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	-	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	-	0.5295	52.95%
Glucocorticoid receptor binding	+	0.6158	61.58%
Aromatase binding	+	0.6607	66.07%
PPAR gamma	+	0.7070	70.70%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.8250	82.50%
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	97.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	93.75%	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	89.97%	97.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.33%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.56%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.78%	85.94%
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: 162899128
• LOTUS: LTS0171431
• wikiData: Q103815855