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

Details

• Internal ID: 00390c06-3c9e-454b-befc-03d214c55e08
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11S)-11-[(2S,3R,4S,5R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxytetradecanoic acid
• SMILES (Canonical): CCCC(CCCCCCCCCC(=O)O)OC1C(C(C(CO1)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)C)O)O)O)O
• SMILES (Isomeric): CCC[C@@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)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[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O
• InChI: InChI=1S/C37H66O20/c1-4-12-19(13-10-8-6-5-7-9-11-14-22(40)41)53-36-32(25(44)20(39)16-50-36)57-37-33(28(47)26(45)21(15-38)54-37)56-35-30(49)31(24(43)18(3)52-35)55-34-29(48)27(46)23(42)17(2)51-34/h17-21,23-39,42-49H,4-16H2,1-3H3,(H,40,41)/t17-,18-,19-,20+,21+,23-,24-,25-,26-,27+,28-,29+,30+,31+,32+,33+,34-,35-,36-,37-/m0/s1
• InChI Key: HPMIZGDBXRXSCK-JBGMGAEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₆O₂₀
• Molecular Weight: 830.90 g/mol
• Exact Mass: 830.41474449 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.27
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7927	79.27%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.8737	87.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5247	52.47%
P-glycoprotein inhibitior	+	0.6793	67.93%
P-glycoprotein substrate	-	0.5268	52.68%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
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	-	0.6679	66.79%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7470	74.70%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9617	96.17%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.7468	74.68%
Androgen receptor binding	-	0.5970	59.70%
Thyroid receptor binding	-	0.5958	59.58%
Glucocorticoid receptor binding	-	0.4719	47.19%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.6139	61.39%
Honey bee toxicity	-	0.7784	77.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	98.42%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.25%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	93.93%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	92.58%	97.86%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.68%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.97%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.97%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.36%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.22%	91.24%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.14%	92.32%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.91%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.89%	96.47%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.61%	98.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.82%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.82%	95.17%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	80.46%	85.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.17%	92.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.01%	100.00%

Plants that contains it

• Cuscuta chinensis

Cross-Links

• PubChem: 162980152
• LOTUS: LTS0012183
• wikiData: Q105031763