[(2R)-2-hexadecanoyloxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (5Z,8Z,10E,12S,13R,14Z,17Z)-12,13-dihydroxyicosa-5,8,10,14,17-pentaenoate

Details

• Internal ID: d5b3058c-1042-4d05-a79f-fe590531839d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Other hydroxyeicosapolyenoic acids
• IUPAC Name: [(2R)-2-hexadecanoyloxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (5Z,8Z,10E,12S,13R,14Z,17Z)-12,13-dihydroxyicosa-5,8,10,14,17-pentaenoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)COC(=O)CCCC=CCC=CC=CC(C(C=CCC=CCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H](CO[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)CO[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O)O)O)O)O)O)COC(=O)CCC/C=C\C/C=C\C=C\[C@@H]([C@@H](/C=C\C/C=C\CC)O)O
• InChI: InChI=1S/C51H86O17/c1-3-5-7-9-10-11-12-13-14-15-20-24-28-32-43(56)66-37(34-63-42(55)31-27-23-19-17-16-18-22-26-30-39(54)38(53)29-25-21-8-6-4-2)35-64-50-49(62)47(60)45(58)41(68-50)36-65-51-48(61)46(59)44(57)40(33-52)67-51/h6,8,17-19,22,25-26,29-30,37-41,44-54,57-62H,3-5,7,9-16,20-21,23-24,27-28,31-36H2,1-2H3/b8-6-,19-17-,22-18-,29-25-,30-26+/t37-,38+,39-,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m0/s1
• InChI Key: YSXPNVRCMXTISU-GQVXIWAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₆O₁₇
• Molecular Weight: 971.20 g/mol
• Exact Mass: 970.58650127 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7132	71.32%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7169	71.69%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9886	98.86%
P-glycoprotein inhibitior	+	0.7269	72.69%
P-glycoprotein substrate	-	0.5056	50.56%
CYP3A4 substrate	+	0.6854	68.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	+	0.5955	59.55%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8215	82.15%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	-	0.4824	48.24%
Thyroid receptor binding	-	0.4940	49.40%
Glucocorticoid receptor binding	+	0.6190	61.90%
Aromatase binding	-	0.4938	49.38%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6234	62.34%
Fish aquatic toxicity	+	0.9599	95.99%

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	99.06%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.59%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.58%	92.08%
CHEMBL5255	O00206	Toll-like receptor 4	96.24%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.17%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.85%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.56%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	89.51%	92.32%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.70%	83.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.06%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.93%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.53%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.86%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.86%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.87%	82.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.82%	80.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.74%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.71%	91.81%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.56%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162961402
• LOTUS: LTS0099663
• wikiData: Q105361160