Ethylene glycol monostearate

Details

• Internal ID: b50caea5-5eb9-413b-8348-71ba22256c51
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: 2-hydroxyethyl octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OCCO
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)OCCO
• InChI: InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)23-19-18-21/h21H,2-19H2,1H3
• InChI Key: RFVNOJDQRGSOEL-UHFFFAOYSA-N
• Popularity: 162 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₄₀O₃
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.29774513 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 5.78
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 18

Synonyms

• 2-Hydroxyethyl stearate
• Glycol stearate
• 9004-99-3
• 2-Hydroxyethyl octadecanoate
• 111-60-4
• Cremophor A
• Glycol monostearate
• Monthybase
• Parastarin
• Monthyle
• Sedetol
• Ivorit
• Prodhybase ethyl
• Prodhybas N
• Cerasynt M
• Clearate G
• Cerasynt MN
• Cithrol PS
• Clindrol SEG
• OCTADECANOIC ACID, 2-HYDROXYETHYL ESTER
• Lipo EGMS
• Cithrol 10MS
• Lactine
• Cerasynt 660
• Myrj
• Tego-stearate
• Akyporox S 100
• Prodhybase P
• PEG stearate
• Emerest 2350
• Emerest 2640
• Empilan 2848
• Lamacit CA
• Soromin-SG
• Emanon 3113
• Myrj 45
• Stearoks 6
• Stearoxa-6
• Nikkol MYS
• Ethylene glycol stearate
• Pegosperse S 9
• Stearox 6
• Emcol H 35-A
• Arosurf 1855E40
• Stenol 8
• PEG-8 Stearate
• PEG-40 stearate
• Prodhybase 4000
• Stearoks 920
• Nikkol MYS 4
• Nonion S 2
• Nonion S 4
• Nissan Nonion S-2
• Stearox 920
• Lipal 15S
• Nonex 28
• Nonex 29
• Nonex 36
• Nonex 53
• Nonex 54
• Nonex 63
• PEG-150 stearate
• Lipo-Peg 4-S
• Nikkol MYS 40
• Nikkol MYS 45
• Nikkol MYS-25
• Nonion S 15
• Trydet SA 40
• Empilan CP-100
• Empilan CQ-100
• Nissan Nonion S 15
• Myrj 52S
• Kessco X-211
• Emunon 3115
• Ethofat 60/15
• Ethofat 60/20
• Ethofat 60/25
• Myrj 51
• Myrj 53
• Perphinol 45/100
• Lipal 400-S
• STEARIC ACID, 2-HYDROXYETHYL ESTER
• Trydet SA series
• Tegin G
• Ionet MS-1000
• Emery 15393
• Glycol stearate SE
• PEG-10 Stearate
• Slovasol MKS 16
• Usaf ke-9
• USAF KE-11
• Emulphor VT-650
• Ethylene glycol, monostearate
• MYRJ 49
• MYRJ 52
• Usaf ke-12
• Usaf ke-14
• PEG 100MS
• PEG 600MS
• Magi 45
• Myrj 59
• Emanon 3199
• Stabilisant delta-118
• PMS No. 1
• PMS No. 2
• Stearic acid, monoester with ethylene glycol
• Ethylene glycol monostearate SE
• LX 3
• MYS 40
• MYS 45
• PEG 1000MS
• PEG 42
• Glycol monostearate SE
• Macrogol ester (INN)
• S 151
• Macrogol stearate 2000
• Myrj 52 (TN)
• UNII-6YLY96TQL6
• X-489-R
• DTXSID5026881
• S 541
• HSDB 1927
• S 1004
• S 1012
• S 1054
• S 1116
• Crill 20,21,22,23
• NSC31811
• EINECS 203-886-9
• NSC 31811
• 0324G66D0E
• 40S
• 86418-55-5
• BRN 1794033
• NCGC00188435-01
• 60S
• Poly(oxy-1,2-ethanediyl), a-(1-oxooctadecyl)-w-hydroxy-
• 17-Hydroxy-3,6,9,12,15-pentaoxaheptadec-1-yl octadecanoate
• Macrogol ester
• Schercemol EGMS
• Alkamuls SEG
• Ablunol EGMS
• Alkamuls EGMS/C
• PEG40 stearate
• Pegosperse 50 MS
• MFCD00051465
• Glycols, monostearate
• PEG-200 Monostearate
• PEG-300 Monostearate
• PEG-400 Monostearate
• PEG-600 Monostearate
• PEG-5 STEARATE
• PEG-7 STEARATE
• Cerasynt M (Salt/Mix)
• PEG-12 STEARATE
• PEG-18 STEARATE
• PEG-20 STEARATE
• PEG-25 STEARATE
• PEG-30 STEARATE
• PEG-32 STEARATE
• PEG-35 STEARATE
• PEG-36 STEARATE
• PEG-45 STEARATE
• PEG-75 STEARATE
• PEG-90 STEARATE
• UNII-1X2OAT3BFK
• UNII-J3W1NQQ2BZ
• ethyleneglycol monostearate
• Cerasynt MN (Salt/Mix)
• PEG-1000 Monostearate
• PEG-2000 Monostearate
• PEG-4000 Monostearate
• Peg 2000 ms
• Stabilisant .delta.-118
• UNII-0V73PIX5YC
• UNII-33GX5WQC0M
• UNII-7BSG7DF10Q
• UNII-9KU38O8CEK
• UNII-D3AHD468TV
• UNII-RCE8XV9D25
• PEG-100 STEARATE
• PEG-120 STEARATE
• 6YLY96TQL6
• UNII-13A4J4NH9I
• UNII-1J2956FWUB
• UNII-2P9L47VI5E
• UNII-4L5ODS320S
• UNII-DX337AM81S
• UNII-ECU18C66Q7
• UNII-NBX892EA57
• UNII-OT38R0N74H
• UNII-SQM1449XO7
• UNII-VCX261B12R
• SCHEMBL10412
• GLYCOL STEARATE [II]
• Crill 20,22,23
• UNII-1U8KB35S20
• UNII-776CJK5X56
• UNII-YD01N1999R
• GLYCOL STEARATE [INCI]
• DTXCID006881
• GLYCOL STEARATE [VANDF]
• CHEMBL2355383
• UNII-0324G66D0E
• UNII-3954DT14A6
• UNII-569T0R267J
• UNII-5WD387V180
• CHEBI:32027
• PEG 100
• CHEBI:167626
• UNII-5I60X40576
• Crill 20,21,22, 23
• Tox21_113036
• NSC-31811
• AKOS015843173
• octadecanoic acid 2-hydroxyethyl ester
• (C2-H4-O)mult-C18-H36-O2
• BS-48654
• CAS-111-60-4
• LS-72942
• LS-146678
• CS-0440899
• ETHYLENE GLYCOL MONOSTEARATE [WHO-DD]
• FT-0626337
• N,N-BIS-(1-PHENYL-ETHYL)-MALONAMIDE
• S-151
• D01542
• F71203
• F71256
• L001305
• Q5572621
• W-109413
• Poli (oxi-1,2-etanodiil), alfa-(1-oxooctadecil)-w-hidroxi-
• 26-Hydroxy-3,6,9,12,15,18,21,24-octaoxahexacos-1-yl octadecanoate
• 41-Hydroxy-3,6,9,12,15,18,21,24,-27,30,33,36,39-tridecaoxahentetr- acont-1-yl octadecanoate
• Octadecanoic acid, 41-hydroxy-3,6,9,12,15,18,21,24,27,30,33,36,39-tridecaoxahentetra- cont-1-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.6048	60.48%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6524	65.24%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9034	90.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7354	73.54%
P-glycoprotein inhibitior	-	0.8647	86.47%
P-glycoprotein substrate	-	0.9109	91.09%
CYP3A4 substrate	-	0.5911	59.11%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.9106	91.06%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	-	0.8767	87.67%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.7123	71.23%
Eye corrosion	+	0.8872	88.72%
Eye irritation	+	0.9698	96.98%
Skin irritation	-	0.5223	52.23%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5910	59.10%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5037	50.37%
skin sensitisation	-	0.8926	89.26%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	-	0.7632	76.32%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.8496	84.96%
Estrogen receptor binding	-	0.8840	88.40%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	-	0.6969	69.69%
Aromatase binding	-	0.8480	84.80%
PPAR gamma	-	0.7569	75.69%
Honey bee toxicity	-	0.9879	98.79%
Biodegradation	+	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6625	66.25%
Fish aquatic toxicity	+	0.7342	73.42%

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	96.84%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.54%	97.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.66%	92.08%
CHEMBL2885	P07451	Carbonic anhydrase III	89.94%	87.45%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	89.19%	98.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.68%	91.81%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.47%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.78%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	83.92%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	83.48%	92.50%
CHEMBL230	P35354	Cyclooxygenase-2	81.91%	89.63%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.98%	94.33%

Plants that contains it

• Chaenomeles sinensis
• Diospyros kaki
• Rubus idaeus
• Silybum marianum
• Vincetoxicum hirsutum

Cross-Links

• PubChem: 24762
• NPASS: NPC26253