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Glyceryl monooleate

Product Name
Glyceryl monooleate
CAS No.
25496-72-4
Chemical Name
Glyceryl monooleate
Synonyms
GLYCEROL MONOOLEATE;peceol;1-OLEOYL-RAC-GLYCEROL;1-MONOOLEIN;E 496;s1096;s1097;OP 85;SP 40;SP 65
CBNumber
CB5757259
Molecular Formula
C21H40O4
Formula Weight
356.54
MOL File
25496-72-4.mol
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Glyceryl monooleate Property

Melting point:
35-37 °C
Boiling point:
449.35°C (rough estimate)
Density 
0.96 g/cm3 (25 ºC)
refractive index 
1.4626 (589.3 nm 40℃)
FEMA 
2526 | GLYCERYL MONOOLEATE
storage temp. 
−20°C
solubility 
chloroform: 50 mg/mL, clear, colorless
Water Solubility 
<3.57mg/L(30 ºC)
Stability:
Hygroscopic
InChI
InChI=1S/C21H40O4/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/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChIKey
RZRNAYUHWVFMIP-KTKRTIGZSA-N
SMILES
O(C(=O)CCCCCCC/C=C\CCCCCCCC)CC(CO)O
CAS DataBase Reference
25496-72-4(CAS DataBase Reference)
EPA Substance Registry System
Glyceryl monooleate (25496-72-4)
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Safety

WGK Germany 
1
3
HS Code 
3822000002
Hazardous Substances Data
25496-72-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1484
Product name
Glycerol mono-oleate
Packaging
1g
Price
$214
Updated
2024/03/01
Sigma-Aldrich
Product number
1295742
Product name
Glyceryl monooleate
Purity
90%
Packaging
250mg
Price
$474
Updated
2024/03/01
Sigma-Aldrich
Product number
G0400007
Product name
Glycerol mono-oleate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
g0400007
Price
$220
Updated
2024/03/01
TRC
Product number
G601540
Product name
GlycerolMonoleate
Packaging
1g
Price
$1190
Updated
2021/12/16
TRC
Product number
G601540
Product name
GlycerolMonoleate
Packaging
100mg
Price
$150
Updated
2021/12/16
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Glyceryl monooleate Chemical Properties,Usage,Production

Description

Glyceryl monooleate (GMO), generally referred to as monoolein (MO), is FDA approved amphiphilic lipid that is widely used during the synthesis of cubosomes. Glyceryl monooleate is a waxy material, but its physical form is dependent on the content of di- and triglyceride. GMO is a polar unsaturated monoglyceride that can self-assemble in water into bicontinuous cubic structures. The amphiphilic chemical structure of GMO with hydrophilic polar head (hydroxyl groups) and hydrophobic chains in the tail facilitates H-bond formation with water. GMOs are classified as GRAS (generally recognized as safe) due to their biodegradability, biocompatibility, and minimal toxicity. The biodegradability was attributed to the lipolysis of GMOs in different tissues via esterase activity. The GMO-based systems, especially bicontinuous cubic and hexagonal LC phases, were highly reported as promising drug delivery. Thanks to their unique features, which include their minimal toxicity, prolonged release rate, and thermodynamic stability upon exposure to excess water.

Chemical Properties

Glyceryl monooleate is a polar lipid with a faint fatty odor. It is a mixture of glycerides, primarily consisting of monooleate, derived from oleic acid and other fatty acids. This compound is characterized by its ability to swell in water, forming several phases with varying rheological properties. It is composed mainly of monoacylglycerols, with monooleoylglycerol being the predominant form, along with varying amounts of di- and triacylglycerols. The composition is defined by the nominal content of monoacylglycerols and is typically obtained through partial glycerolysis of vegetable oils rich in triacylglycerols of oleic acid or by the esterification of glycerol with oleic acid, which can be sourced from either vegetable or animal origins. Glyceryl monooleates are often amber oily liquids that may be partially solid at room temperature and are known for their characteristic odor. An appropriate antioxidant may be added to the formulation.

Uses

93% 1-Oleoyl, 7% 2-oleoyl

Uses

Glycerol Monoleate is used to synthesize water soluble drugs in need of sustained-release for drug delivery.

Definition

An antifog agent and dispersant.

Production Methods

Glyceryl monooleate is prepared by the esterification of glycerol with fatty acids, chiefly oleic acid. As the fatty acids are not pure substances, but rather a mixture of fatty acids, the product obtained from the esterification will contain a mixture of esters, including stearic and palmitic. Di- and triesters may also be present. The composition and, therefore, the physical properties of glyceryl monooleate may thus vary considerably from manufacturer to manufacturer; e.g. the melting point may vary from 10–35°C.

Pharmaceutical Applications

Glyceryl monooleate is a polar lipid that swells in water to give several phases with different rheological properties. It is available in both nonemulsifying (n/e) and self-emulsifying (s/e) grades, the self-emulsifying grade containing about 5% of an anionic surfactant.
The nonemulsifying grade is used in topical formulations as an emollient and as an emulsifying agent for water-in-oil emulsions. It is also a stabilizer for oil-in-water emulsions. The self-emulsifying grade is used as a primary emulsifier for oil-in-water systems.
Glyceryl monooleate gels in excess water, forming a highly ordered cubic phase that can be used to sustain the release of various water-soluble drugs.It is also the basis of mucoadhesive drug delivery systems.
Glyceryl monooleate is reported to enhance transdermal and buccal penetration.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

Glyceryl monooleate is used in oral and topical pharmaceutical formulations and is generally regarded as a relatively nonirritant and nontoxic excipient.

storage

Glyceryl monooleate should be stored in an airtight container, protected from light in a cool, dry place.

Incompatibilities

Glyceryl monooleate is incompatible with strong oxidizing agents. The self-emulsifying grade is incompatible with cationic surfactants.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral capsules, oral powder, oral tablets; creams, controlled-release transdermal films). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Glyceryl monooleate Preparation Products And Raw materials

Raw materials

Preparation Products

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Glyceryl monooleate Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Maya High Purity Chemicals
Tel
+86 (573) 82222445 (0)18006601000 452520369
Fax
+86 (573) 82222643
Email
sales@maya-r.com
Country
China
ProdList
11707
Advantage
57
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Shanghai Huikai Chemical Technology Co., Ltd.
Tel
021-61995394 18916691159
Email
chemicalsea@163.com
Country
China
ProdList
1972
Advantage
58
Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Fax
0717-6558598
Email
root@zhongyitai.com
Country
China
ProdList
1977
Advantage
58
Shanghai ideal Industrial Co., Ltd.
Tel
021-58957966 18930537195
Fax
021-60899437
Email
wouchina@126.com
Country
China
ProdList
3027
Advantage
58
Hangzhou J&H Chemical Co., Ltd.
Tel
0571-+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
11578
Advantage
59
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View Lastest Price from Glyceryl monooleate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
GMO 25496-72-4
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-16
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Glyceryl Monooleate 25496-72-4
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Glycerol Monooleate 25496-72-4
Price
US $0.00-0.00/kg
Min. Order
25kg
Purity
99%
Supply Ability
20MT
Release date
2024-04-24

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