Biochemical Application Industrial Uses Applications in cosmetics
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TRIOLEIN

Biochemical Application Industrial Uses Applications in cosmetics
Product Name
TRIOLEIN
CAS No.
122-32-7
Chemical Name
TRIOLEIN
Synonyms
GLYCEROL TRIOLEATE;OLEIN;GLYCERYL TRIOLEATE;9-octadecenoic;Trioctadecenoin;GLYCERINE TRIOLEATE;TG(18:1(9Z)/18:1(9Z)/18:1(9Z));GTO;18:1TG;aldoto
CBNumber
CB2715065
Molecular Formula
C57H104O6
Formula Weight
885.43
MOL File
122-32-7.mol
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TRIOLEIN Property

Melting point:
-5,5°C
Boiling point:
235-240 °C18 mm Hg(lit.)
Density 
0.91 g/mL(lit.)
refractive index 
n20/D 1.470
Flash point:
330 °C
storage temp. 
-20°C
solubility 
chloroform: 0.1 g/mL, clear, colorless
form 
Liquid
color 
Clear Pale Yellow
Merck 
14,9732
BRN 
1718692
Dielectric constant
3.2(26℃)
Stability:
Stability Stable, but air and light sensitive. Incompatible with strong oxidizing agents.
LogP
23.444 (est)
CAS DataBase Reference
122-32-7(CAS DataBase Reference)
EPA Substance Registry System
9-Octadecenoic acid (9Z)-, 1,1',1''-(1,2,3-propanetriyl) ester (122-32-7)
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Safety

Hazard Codes 
F,Xn
Risk Statements 
11-20/21/22-53
Safety Statements 
24/25-39-26
RIDADR 
UN 1282 3/PG 2
WGK Germany 
-
RTECS 
RG1936500
10-23
TSCA 
Yes
HS Code 
29161500
Hazardous Substances Data
122-32-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
92860
Product name
Glyceryl trioleate
Purity
≥97.0% (TLC)
Packaging
5ml
Price
$100
Updated
2024/03/01
Sigma-Aldrich
Product number
41679
Product name
Glyceryl trioleate
Purity
analytical standard
Packaging
100mg
Price
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
44895-U
Product name
ASTM®TrioleinSolution
Purity
5000?μg/mLinpyridine,analyticalstandard
Packaging
2ml
Price
$43.3
Updated
2022/05/15
TCI Chemical
Product number
G0089
Product name
Triolein
Purity
>80.0%(GC)
Packaging
25g
Price
$110
Updated
2024/03/01
TCI Chemical
Product number
G0089
Product name
Triolein
Purity
>80.0%(GC)
Packaging
100g
Price
$273
Updated
2024/03/01
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TRIOLEIN Chemical Properties,Usage,Production

Biochemical Application

Glyceryl trioleate is derived from glycerol. It is composed of three oleic acid units and is an unsaturated triglyceride. Glyceryl trioleate has been used as an experimental diet along with fat-free basal mix and corn oil and then to access the dietary fat absorption among mice, as an interfering substance to test its effect on human serum in the approach to develop rapid enzyme immunoassay for the detection of retinol-binding protein, and as a standard in the determination of triglyceride concentration, colorimetrically using liver tissue sample from cows, and so on.

Industrial Uses

Triolein can be used as a textile finishing agent in textile industry, also used as additive in pigment grind. In pharm industry, it is used as an ointment, emulsifiable paste, suppository, lotion, emulsifier in air agent, stabilizing agent, lubricating agent, antifoaming agents. In food industry, it has the function as emulsify, disperse, defoaming, blister, antistaling of starch and control fat agglutination, usually used as an agent in candy, ice cream, cookie and bread. When triolein is used in beverage, could avoid ester to float, and avoid protein to sink, therefore to improve stability. When used in bread, cookie, could improve organization structure, increase volume, antistaling, prolongs warranty validity.

Applications in cosmetics

Triolen is widely used as the ingredients in cosmetics. Triolein has oleic acid in its structure, which is very beneficial for the skin. It is a skin-conditioning agent because it moisturizes the skin and forms a film over the skin. It can be used as a viscosity controlling agent, helps provide the desirable viscosity for a product, so it is used in body care, skin care and hair care products, toiletries, makeup products, and decorative cosmetics.
The Cosmetic Ingredient Review (CIR) Expert Panel found that dermal application of triolein was not associated with significant irritation, and no evidence of sensitization or photosensitization was observed. Ocular exposures were found to be only mildly irritating to eyes. Triolein has not been found to be genotoxic in a number of in vitro and in vitro assay systems. 

Description

1,2,3-Trioleoyl glycerol is a triacylglycerol that contains oleic acid (Item Nos. 90260 | 24659) at the sn-1, sn-2, and sn-3 positions. It inhibits oxidized LDL-induced decreases in cell viability and superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities and increases in apoptosis in endothelial cells when used at a concentration of 10 μM. 1,2,3-Trioleoyl glycerol has been found in sunflower, corn, and extra virgin olive oils. It has been used as a standard for the quantification of triacylglycerols in extra virgin olive oil by high temperature gas chromatography-(ionic trap)mass spectrometry (HTGC-(IT)MS). 1,2,3-Trioleoyl glycerol is a major component of Lorenzo''s oil.

Chemical Properties

colourless viscous liquid

Chemical Properties

Triolein occurs as a clear, colorless to yellowish oily liquid, and is tasteless and odorless.

Uses

Glycerol trioleate can be used as an emulsifier, also as creams, lotions and lipsticks matrix. Used as textile finishing agent in textile industry, also used as additive in pigment grind. In pharm industry, used as ointment, emulsifiable paste, suppository, lotion, emulsifier in air agent, stabilizing agent, lubricating agent, antifoaming agents. In food industry, it has the function as emulsify, disperse, defoaming, blister, antistaling of starch and control fat agglutination, usually used as agent in candy, ice cream, cookie and bread. When used in beverage, could avoid ester to float, and avoid protein to sink, therefore to improve stability. When used in bread, cookie , could improve organization structure, increase volume, antistaling, prolong warranty validity.

Uses

Glyceryl trioleate has been used:

  • as an experimental diet along with fat-free basal mix and corn oil and then to access the dietary fat absorption among mice
  • as an interfering substance to test its effect on human serum in the approach to develop rapid enzyme immunoassay for the detection of retinol-binding protein
  • as a standard in the determination of triglyceride concentration, colorimetrically using liver tissue sample from cows

Production Methods

Triolein is manufactured by the esterification of fractionated fatty acids, mainly oleic acid and glycerin.

Definition

ChEBI: A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzo's oil.

General Description

Glyceryl trioleate is derived from glycerol. It is composed of three oleic acid units and is an unsaturated triglyceride.

Flammability and Explosibility

Non flammable

Pharmaceutical Applications

Triolein is used as a solubilizer and solvent in injectable preparations. It has been used in marketed preparations of sustained-release injections of cytarabine and multivesicular liposomal injections of morphine sulfate. It has also been used in enteric coatings for oral preparations in combination with other enteric coating excipients to protect against degradation by pancreatic lipase.
Triolen is used in personal care products as a skin-conditioning and viscosity-controlling agent.

Safety

Triolein is used in injectable preparations, in enteric coatings for oral preparations, and in personal care products. Chronic exposure may cause nausea and vomiting, and higher exposures may cause unconsciousness.
The Cosmetic Ingredient Review (CIR) Expert Panel found that dermal application of triolein was not associated with significant irritation, and no evidence of sensitization or photosensitization was observed. Ocular exposures were found to be only mildly irritating to eyes. Triolein has not been found to be genotoxic in a number of in vitro and in vitro assay systems. Subcutaneous injections of triolein in rats showed no tumors at the injection site. The CIR Expert Panel also noted that metabolism data indicated that glyceryl triesters (including triolein) followed the same metabolic pathways as fats in food. They were split into monoglycerides, free fatty acids, and glycerol, all of which were absorbed into the intestinal mucosa and metabolized further. Therefore, oral exposure to these compounds was not found to be a concern.
A triolein-based amphotericin emulsion showed better safety with a higher LD50 in rats as compared with the conventional amphotericin deoxycholate.

storage

Triolein is classified as a stable compound but is sensitive to air and light. It should be stored in tightly sealed containers in a dry area at 2–8℃. Thermal decomposition of triolein may lead to release of irritating gases and vapors such as carbon oxides. Exposure to air and moisture over prolonged periods should be avoided.

Incompatibilities

Triolein is incompatible with strong oxidizing agents and spontaneously flammable products. Being a triglyceride ester, triolein can be hydrolyzed by strong acids, and particularly by strong bases. It is possible for primary amines to form an adduct across the olefinic double bonds (analogous to a Michael addition).

Regulatory Status

Included in the FDA Inactive Ingredients Database (liposomal suspension for epidural injections). Included in parenteral medicines (suspension for intrathecal injection) licensed in the UK.
Triolein is included in the CIR category as safe for use in cosmetics and personal care products. Its use as an indirect food additive has been approved by the FDA.

TRIOLEIN Preparation Products And Raw materials

Raw materials

Preparation Products

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TRIOLEIN Suppliers

Nantong Haitian Chemical Co., Ltd
Tel
13912856933 13912858455
Email
380119725@qq.com
Country
China
ProdList
461
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
BeiJing Hwrk Chemicals Limted
Tel
0757-86329057 18501085097
Fax
010-89508210
Email
sales3.gd@hwrkchemical.com
Country
China
ProdList
7583
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Shanghai G&K Biomedical Scientific Inc.
Tel
021-34502253 13391330186
Fax
+86-21-23027826
Email
info@gksci.com
Country
China
ProdList
134
Advantage
52
Shandong Xiya Chemical Co., Ltd
Tel
13355009207 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18739
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
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View Lastest Price from TRIOLEIN manufacturers

Henan Fengda Chemical Co., Ltd
Product
TRIOLEIN 122-32-7
Price
US $6.00-0.20/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-28
Hebei Yibangte Import and Export Co. , Ltd.
Product
TRIOLEIN 122-32-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2023-10-08
Shanghai Standard Technology Co., Ltd.
Product
Triolein 122-32-7
Price
US $0.00/ml
Min. Order
0.1ml
Purity
≥98%(HPLC)
Supply Ability
100 ml
Release date
2020-01-21

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