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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
Molecular Weight:
356.54
MDL Number:
MFCD00042735
MOL File:
25496-72-4.mol
MSDS File:
SDS
Last updated:2024-08-27 20:28:14

Glyceryl monooleate Properties

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
Substances Added to Food (formerly EAFUS) GLYCERYL MONOOLEATE
CAS DataBase Reference 25496-72-4(CAS DataBase Reference)
FDA UNII C4YAD5F5G6
EPA Substance Registry System Glyceryl monooleate (25496-72-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P
WGK Germany  1
3
HS Code  3822000002

Glyceryl monooleate price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1484 Glycerol mono-oleate 25496-72-4 1g $214 2024-03-01 Buy
Sigma-Aldrich 1295742 Glyceryl monooleate 90% 25496-72-4 250mg $474 2024-03-01 Buy
Sigma-Aldrich G0400007 Glycerol mono-oleate European Pharmacopoeia (EP) Reference Standard 25496-72-4 g0400007 $220 2024-03-01 Buy
TRC G601540 GlycerolMonoleate 25496-72-4 1g $1190 2021-12-16 Buy
TRC G601540 GlycerolMonoleate 25496-72-4 100mg $150 2021-12-16 Buy
Product number Packaging Price Buy
PHR1484 1g $214 Buy
1295742 250mg $474 Buy
G0400007 g0400007 $220 Buy
G601540 1g $1190 Buy
G601540 100mg $150 Buy

Glyceryl monooleate Chemical Properties,Uses,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

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

Uses

93% 1-Oleoyl, 7% 2-oleoyl

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

Global( 174)Suppliers
Supplier Tel Email Country ProdList Advantage
Alfa Chemistry
Info@alfa-chemistry.com United States 24072 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850 info@fortunachem.com China 5987 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325 sales1@chuanghaibio.com China 5895 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 3002 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21666 55
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8820 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39916 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29822 58

View Lastest Price from Glyceryl monooleate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Glyceryl Monooleate pictures 2024-09-23 Glyceryl Monooleate
25496-72-4
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
Glycerol Monooleate pictures 2024-09-18 Glycerol Monooleate
25496-72-4
US $0.00-0.00 / kg 25kg 99% 20MT WUHAN FORTUNA CHEMICAL CO., LTD
GMO pictures 2024-05-16 GMO
25496-72-4
US $60.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
  • GMO pictures
  • GMO
    25496-72-4
  • US $60.00 / kg
  • 99
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
DL-ALPHA-MONOOLEIN DELTA 9 CIS MONOOLEIN GLYCERYL CIS-9-OCTADECENOATE GLYCEROL ALPHA-MONOOLEATE GLYCEROL-1-MONOOLEATE oleic acid, monoester with glycerol 9-Octadecenoic acid (9Z)-, monoester with 1,2,3-propanetriol CIS-9-OCTADECENYLGLYCEROL Glycerinmonooleat 9-Octadecenoic acid(Z)-,2,3-dihydoxypropyl ester di-alpha-monoolein rac-(2R*)-1-O-Oleoylglycerol rac-(2R*)-3-(Oleoyloxy)-1,2-propanediol rac-(2R*)-3-(Oleoyloxy)propane-1,2-diol rac-(2R*)-Glycerin 1-oleate rac-(R*)-3-(Oleoyloxy)-1,2-propanediol (Z)-9-Octadecenoic acid,monoester with 1,2,3-propanetriol Glycerol monooleate 10g [25496-72-4] Aids166759 Aids-166759 Glyceryl Monooleate 40% (500 mg) Glyceryl Monooleate 90% (250 mg) Alkamuls STO Atlox 4885 Atmer 106 Crill 45 Crill 45R Dehymuls STO E 496 Emasol O 30V EMS 85 9-Octadecenoicacid(Z)-,monoesterwith1,2,3-propanetriol adchemgmo ajaxgmo aldo40 aldomo-fg dur-em204 emcolo emeryoleicacidester2221 emrite6009 glycerinemonooleate glycerinmonooleate glycerol,1-mono(9-octa-decenoate) gmo8903 harowaxl9 loxiolg10 monoglyceryloleate mono-olei monooleoylglycerol oleicacidglycerolmonoester oleicacidmonoglyceride oleoylglycerol oleylmonoglyceride olicine rikemalo71d rikemalol100 s1096 s1096r