Glyceryl Monostearate

Details

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Internal ID cb4c30cb-5e13-425d-a677-f89a5ac94682
Taxonomy Lipids and lipid-like molecules > Glycerolipids > Monoradylglycerols > Monoacylglycerols > 1-monoacylglycerols
IUPAC Name 2,3-dihydroxypropyl octadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
InChI InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3
InChI Key VBICKXHEKHSIBG-UHFFFAOYSA-N
Popularity 1,550 references in papers

Physical and Chemical Properties

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Molecular Formula C21H42O4
Molecular Weight 358.60 g/mol
Exact Mass 358.30830982 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.40
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 19

Synonyms

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123-94-4
Monostearin
31566-31-1
GLYCEROL MONOSTEARATE
Glyceryl stearate
Tegin
1-Stearoyl-rac-glycerol
1-MONOSTEARIN
Glycerin 1-monostearate
Stearin, 1-mono-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Glyceryl Monostearate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9166 91.66%
Caco-2 - 0.6524 65.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7898 78.98%
OATP2B1 inhibitior - 0.8499 84.99%
OATP1B1 inhibitior + 0.9259 92.59%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7185 71.85%
P-glycoprotein inhibitior - 0.8001 80.01%
P-glycoprotein substrate - 0.9060 90.60%
CYP3A4 substrate - 0.5763 57.63%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.8425 84.25%
CYP2C9 inhibition - 0.8948 89.48%
CYP2C19 inhibition - 0.8693 86.93%
CYP2D6 inhibition - 0.9128 91.28%
CYP1A2 inhibition - 0.6657 66.57%
CYP2C8 inhibition - 0.9531 95.31%
CYP inhibitory promiscuity - 0.9642 96.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.7095 70.95%
Eye corrosion - 0.9886 98.86%
Eye irritation + 0.7247 72.47%
Skin irritation - 0.9011 90.11%
Skin corrosion - 0.9690 96.90%
Ames mutagenesis - 0.9400 94.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5635 56.35%
Micronuclear - 0.9900 99.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.9447 94.47%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity - 0.9889 98.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7111 71.11%
Acute Oral Toxicity (c) IV 0.6566 65.66%
Estrogen receptor binding - 0.8683 86.83%
Androgen receptor binding - 0.9299 92.99%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding - 0.4779 47.79%
Aromatase binding - 0.8515 85.15%
PPAR gamma - 0.7137 71.37%
Honey bee toxicity - 0.9718 97.18%
Biodegradation + 0.7500 75.00%
Crustacea aquatic toxicity + 0.5439 54.39%
Fish aquatic toxicity + 0.7344 73.44%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293299 Q03164 Histone-lysine N-methyltransferase MLL 31622.8 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.96% 97.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.79% 99.17%
CHEMBL230 P35354 Cyclooxygenase-2 95.56% 89.63%
CHEMBL2581 P07339 Cathepsin D 95.13% 98.95%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.25% 85.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.99% 92.86%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.27% 92.08%
CHEMBL299 P17252 Protein kinase C alpha 87.70% 98.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.52% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.70% 97.25%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.30% 91.81%
CHEMBL2885 P07451 Carbonic anhydrase III 84.26% 87.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.87% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.68% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.48% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.01% 91.19%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.23% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.59% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.57% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.25% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aristolochia cucurbitifolia
Garcinia dulcis
Glycine max
Gynura japonica
Hyoscyamus niger
Lobelia longisepala
Nauclea orientalis
Petasites tricholobus
Pteridium aquilinum
Saururus chinensis
Schisandra propinqua
Sciadopitys verticillata
Trichosanthes tricuspidata

Cross-Links

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PubChem 24699
NPASS NPC53463
ChEMBL CHEMBL255696
LOTUS LTS0073221
wikiData Q5572563