2-Stearoylglycerol

Details

• Internal ID: 762ef026-46eb-4d74-a612-c8bc0768893d
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Monoradylglycerols > Monoacylglycerols > 2-monoacylglycerols
• IUPAC Name: 1,3-dihydroxypropan-2-yl octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO
• InChI: InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h20,22-23H,2-19H2,1H3
• InChI Key: YQEMORVAKMFKLG-UHFFFAOYSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₄₂O₄
• Molecular Weight: 358.60 g/mol
• Exact Mass: 358.30830982 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 19

Synonyms

• 621-61-4
• 2-Monostearin
• 1,3-dihydroxypropan-2-yl octadecanoate
• QCK4W723ZX
• CHEBI:75456
• RefChem:89390
• GlyTouCan:G66271WS
• G66271WS
• 2-Monostearoylglycerol
• 2-Stearoyl-rac-glycerol
• 1,3-dihydroxypropan-2-yl stearate
• Stearin, 2-mono-
• Glyceryl 2-stearate
• .beta.-Monostearin
• Octadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester
• .beta.-Glyceryl monostearate
• Stearic acid .beta.-monoglyceride
• 119912-07-1
• 2-Monooctadecanoylglycerol
• UNII-QCK4W723ZX
• beta-Monostearin
• 2-stearoyl-glycerol
• 2-octadecanoylglycerol
• Glycerol .beta.-sterate
• 2-octadecanoyl-rac-glycerol
• Glycerol-.beta.-monostearate
• SCHEMBL13464
• GLYCERYL, 2-STEARATE
• orb2283121
• GLYCEROL 2-OCTADECANOATE
• 2-stearoyloxy-propane-1,3-diol
• DTXSID70873440
• 1,3-dihydroxypropan-2-ylstearate
• 2-Stearoylglycerol; 2-Monostearin
• 2-octadecanoyloxy-propane-1,3-diol
• GLYCEROL .BETA.-MONOSTEARATE
• MFCD00273079
• AKOS027320634
• 2-Stearoylglycerol, analytical standard
• 1,2,3-Propanetriol 2-octadecanoyl ester
• PD099368
• MAG(0:0/18:0)
• 2-Hydroxy-1-(hydroxymethyl)ethyl stearate #
• NS00084231
• MG(0:0/18:0)
• [2-hydroxy-1-(hydroxymethyl)ethyl] octadecanoate
• MG(0:0/18:0/0:0)
• MG (0:0/18:0/0:0)
• Q27145324
• 9-OCTADECENOIC ACID (Z)-, 2-HYDROXY-1- (HYDROXYMETHYL)ETHYL ESTER
• 2JT

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8487	84.87%
Caco-2	-	0.5910	59.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7834	78.34%
P-glycoprotein inhibitior	-	0.7867	78.67%
P-glycoprotein substrate	-	0.9185	91.85%
CYP3A4 substrate	-	0.6164	61.64%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8601	86.01%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	-	0.7317	73.17%
CYP2C8 inhibition	-	0.9323	93.23%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8223	82.23%
Carcinogenicity (trinary)	Non-required	0.6847	68.47%
Eye corrosion	-	0.9710	97.10%
Eye irritation	+	0.8755	87.55%
Skin irritation	-	0.8917	89.17%
Skin corrosion	-	0.9791	97.91%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5496	54.96%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.9390	93.90%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.9732	97.32%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6976	69.76%
Acute Oral Toxicity (c)	IV	0.5801	58.01%
Estrogen receptor binding	-	0.7835	78.35%
Androgen receptor binding	-	0.8148	81.48%
Thyroid receptor binding	+	0.6136	61.36%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	-	0.7853	78.53%
PPAR gamma	+	0.5640	56.40%
Honey bee toxicity	-	0.9724	97.24%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7424	74.24%
Fish aquatic toxicity	+	0.7482	74.82%

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	96.72%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	95.72%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.94%	97.29%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.83%	92.86%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.28%	85.94%
CHEMBL299	P17252	Protein kinase C alpha	88.93%	98.03%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.67%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.89%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	85.91%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.69%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.97%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.39%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.78%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.64%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.24%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.11%	94.33%

Plants that contains it

• Lemna aequinoctialis
• Sciadopitys verticillata

Cross-Links

• PubChem: 79075
• LOTUS: LTS0199464
• wikiData: Q27145324