(2R)-2-hydroxy-N-[(E,2S,3R,14R)-3-hydroxy-14-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadec-4-en-2-yl]docosanamide

Details

• Internal ID: 114f413f-0d14-45f9-958d-b58cc3f59cfa
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R)-2-hydroxy-N-[(E,2S,3R,14R)-3-hydroxy-14-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadec-4-en-2-yl]docosanamide
• InChI: InChI=1S/C45H87NO9/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-27-30-33-39(49)44(53)46-37(35-54-45-43(52)42(51)41(50)40(34-47)55-45)38(48)32-29-26-23-21-20-22-25-28-31-36(3)5-2/h29,32,36-43,45,47-52H,4-28,30-31,33-35H2,1-3H3,(H,46,53)/b32-29+/t36-,37+,38-,39-,40-,41-,42+,43-,45-/m1/s1
• InChI Key: ROTYLZZYYWCXHR-CUHIWIIXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₈₇NO₉
• Molecular Weight: 786.20 g/mol
• Exact Mass: 785.63808335 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 13.00
• Atomic LogP (AlogP): 8.16
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5579	55.79%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7643	76.43%
P-glycoprotein inhibitior	+	0.6634	66.34%
P-glycoprotein substrate	-	0.5826	58.26%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.5284	52.84%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	-	0.8274	82.74%
CYP1A2 inhibition	-	0.8911	89.11%
CYP2C8 inhibition	-	0.5916	59.16%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7436	74.36%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8075	80.75%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4837	48.37%
Acute Oral Toxicity (c)	III	0.6765	67.65%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	+	0.5237	52.37%
Thyroid receptor binding	-	0.6187	61.87%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5915	59.15%
PPAR gamma	+	0.6270	62.70%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5429	54.29%
Fish aquatic toxicity	-	0.4132	41.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.30%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.05%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.47%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.00%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.02%	96.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.54%	89.34%
CHEMBL221	P23219	Cyclooxygenase-1	92.01%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.78%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	91.63%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.58%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	91.36%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.59%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.97%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.77%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.62%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.93%	82.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.43%	85.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.36%	92.88%
CHEMBL230	P35354	Cyclooxygenase-2	87.01%	89.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.72%	91.81%
CHEMBL2514	O95665	Neurotensin receptor 2	85.94%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.16%	89.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.08%	97.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.52%	96.95%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.28%	92.32%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.88%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.68%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.50%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.87%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.18%	95.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.04%	94.66%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.34%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162943732
• LOTUS: LTS0090461
• wikiData: Q105242467