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

Details

• Internal ID: 075f2360-a7eb-424b-a508-96b170b9601a
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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)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)O)O
• InChI: InChI=1S/C34H62O16/c1-4-5-11-14-20(15-12-9-7-6-8-10-13-16-22(36)37)47-33-30(27(42)24(39)19(3)46-33)50-34-31(28(43)25(40)21(17-35)48-34)49-32-29(44)26(41)23(38)18(2)45-32/h18-21,23-35,38-44H,4-17H2,1-3H3,(H,36,37)/t18-,19+,20-,21+,23-,24-,25+,26+,27-,28-,29+,30+,31+,32-,33-,34-/m0/s1
• InChI Key: DSQKNZNQTGUADI-YVQQKAHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₂O₁₆
• Molecular Weight: 726.80 g/mol
• Exact Mass: 726.40378589 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 21

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	-	0.8691	86.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8164	81.64%
OATP2B1 inhibitior	-	0.7204	72.04%
OATP1B1 inhibitior	+	0.8593	85.93%
OATP1B3 inhibitior	+	0.8356	83.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5795	57.95%
P-glycoprotein inhibitior	+	0.6200	62.00%
P-glycoprotein substrate	-	0.7169	71.69%
CYP3A4 substrate	+	0.6207	62.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
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	-	0.7871	78.71%
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	-	0.9078	90.78%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4376	43.76%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9188	91.88%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8153	81.53%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	+	0.6482	64.82%
Androgen receptor binding	-	0.5235	52.35%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	-	0.5590	55.90%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	+	0.5401	54.01%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5748	57.48%
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	98.25%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.13%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.99%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.55%	97.36%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.83%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.94%	97.29%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	88.53%	97.86%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.53%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	86.19%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.22%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.37%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.15%	92.32%
CHEMBL340	P08684	Cytochrome P450 3A4	81.63%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.48%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.09%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.58%	95.50%

Plants that contains it

• Cuscuta obtusiflora

Cross-Links

• PubChem: 11803011
• LOTUS: LTS0031183
• wikiData: Q104987963