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2,3-Dihydroxypropyloleat

Glyceryl Monooleate

HCID 5283468
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Grundinformationen

CAS
111-03-5
Standard-SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)CO
InChIKey
RZRNAYUHWVFMIP-KTKRTIGZSA-N
Summenformel
C21H40O4
Durchschnittliche Molmasse
356,5 g/mol
Monoisotopische Masse
356,29265975

Überblick

1-oleoylglycerol is a 1-monoglyceride where the acyl group is oleoyl. It has a role as a plant metabolite. It is a 1-acylglycerol 18:1 and a monooleoylglycerol. It is functionally related to an oleic acid.

Namen und Bezeichner

Bevorzugter Name
Glyceryl Monooleate
IUPAC
2,3-dihydroxypropyl (Z)-octadec-9-enoate
Lokaler Name
2,3-Dihydroxypropyloleat
Englischer Name
Glyceryl Monooleate
Summenformel
C21H40O4
Molmasse
356.54

Namen und Synonyme

MonooleinGlyceryl monooleatealpha-Monoolein25496-72-4Nikkol MGOMonoglyceryl oleateOleic monoglycerideOleoylglycerolOlicineGlycerine monooleateGLYCEROL MONOOLEATESupeol
Weitere Namen anzeigen
Glyceryl oleateGMO9-Octadecenoic acid (Z)-, 2,3-dihydroxypropyl ester1-Monooleoylglycerol1-OLEOYL-RAC-GLYCEROL1-OleoylglycerolAblunol GMOGlycerol oleate
1-Mono(cis-9-octacenoyl)glycerol2,3-dihydroxypropyl (Z)-octadec-9-enoateSinnoester ogcOleylmonoglycerideExcel O 95FDimodan LSQKEmalsy MOEmalsy OL

Datenbank-Bezeichner

CAS
111-03-5、25496-72-4
PubChem CID
5283468
DTXSID
DTXSID3042003

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
6,5
Polarare Oberfläche (TPSA)
66,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
19
Schwere Atome
25
Formalladung
0
Komplexität
315

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Emulsifiers/Surfactants
LipidsLipids -> Glycerolipids [GL] -> Monoradylglycerols [GL01] -> Monoacylglycerols [GL0101]
Fragrances · 2 Einträge

Fragrance Ingredient (9-Octadecenoic acid (Z)-, monoester with 1,2,3-propanetriol) -> IFRA transparency List

Fragrance Ingredient (Glyceryl monooleate) -> IFRA transparency List

SurfactantsSurfactant
OdorSWEET
TasteFATTY TASTE
Food AdditivesANTICAKING AGENT OR FREE-FLOW AGENT, DRYING AGENT, EMULSIFIER OR EMULSIFIER SALT, FLAVORING AGENT OR ADJUVANT, HUMECTANT -> FDA Substance added to food
Density · 2 Einträge

0.9420 @ 20 °C/4 °C

0.925-0.935

Color/Form · 2 Einträge

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 96.9% (492 of 508) of all reports.

Not Classified

Aggregated GHS information provided per 508 reports by companies from 5 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 100% (260 of 260) of all reports.

Not Classified

Aggregated GHS information provided per 260 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 9-Octadecenoic acid, monoester with 1,2,3-propanetriol, (Z)-

9-Octadecenoic acid (9Z)-, monoester with 1,2,3-propanetriol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 9-Octadecenoic acid (9Z)-, monoester with 1,2,3-propanetriol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

1-Glyceryl monooleate: Does not have an individual approval but may be used under an appropriate group standard

Glyceryl monooleate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 9-Octadecenoic acid, monoester with 1,2,3-propanetriol, (Z)-: Human health tier I assessment
Hazards SummaryMay cause mild irritation; [MSDSonline]
FDA Requirements · 2 Einträge

SYNTHETIC FLAVOR INGREDIENTS- GLYCERYL MONOOLEATE: REGULATION 172.515.

REGULATION FDA 121.1164; LIMITATIONS: SYNTHETIC FLAVOR.

EPA Safer Chemical · 2 Einträge

Chemie und Industrie

Verwendung und Herstellung

Uses · 3 Einträge

Used in foods, pharmaceuticals, cosmetics, rust-preventive oils, vinyl light stabilizers, odorless base paints, textile finishing, and flavoring; Used as emulsifier for liquid and paste waxes, polishes, and cleaners; [Hawley]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

SURFACE-ACTIVE AGENT IN FOODS, PHARMACEUTICALS AND COSMETICS, ODORLESS BASE PAINTS, IN RUST-PREVENTIVE OILS, TEXTILE FINISHING, AND VINYL LIGHT STABILIZERS; FLAVORING INGREDIENT

U.S. Exports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Imports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Production · 3 Einträge

2023: 5,000,000 - <10,000,000 lb

(1972) 1.25X10+9 GRAMS

(1975) 1.71X10+9 GRAMS

Consumer UsesSurface modifier
Industry UsesLubricating agent
Methods of Manufacturing · 2 Einträge

REACTION OF OLEIC ACID WITH GLYCEROL, PRODUCING A MIXTURE (PREDOMINANTLY MONOOLEATE)

SEE MONOGLYCERIDE. PRODUCED SYNTHETICALLY BY ALCOHOLYSIS OF FATS WITH GLYCEROL, YIELDING A MIXTURE OF MONO-, DI-, & TRIGLYCERIDES WHICH IS PREDOMINANTLY MONOGLYCERIDES. /MONOGLYCERIDE/

Formulations/PreparationsGRADES: EDIBLE; TECHNICAL.
Household ProductsInformation on 4 consumer products that contain Glycerol Oleate in the following categories is provided:
Use Classification · 6 Einträge

EPA Safer Chemical Functional Use Classes -> Surfactants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Zugehörige Reaktionen

32
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 7327
HRID 7327als Eduktuspto-grants-2006_08
Reaktionsgleichung von HRID 349141
HRID 349141als Eduktuspto-grants-2007_02
Reaktionsgleichung von HRID 351483
HRID 351483als Eduktuspto-grants-2004_06
Reaktionsgleichung von HRID 467405
HRID 467405als Eduktuspto-grants-2014_01
Reaktionsgleichung von HRID 473290
HRID 473290als Eduktuspto-grants-2014_01
Reaktionsgleichung von HRID 650462
HRID 650462als Produktuspto-grants-2001_08
Reaktionsgleichung von HRID 660469
HRID 660469als Eduktuspto-grants-2011_12
Reaktionsgleichung von HRID 884322
HRID 884322als Eduktuspto-grants-2012_08
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Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen
ChEMBL
CHEMBL2075039、CHEMBL428593
ChEBI
CHEBI:75342
UNII
D3AEF6S35P
EC Number
203-827-7、247-038-6
Nikkaji
J5.104G

PLATES FROM ETHANOL

YELLOW OIL OR SOFT SOLID

Solubility · 3 Einträge

INSOL IN WATER; SOL IN ETHANOL, ETHER, CHLOROFORM

insoluble in water; soluble in hot organic solvents

soluble in hot alcohol (in ethanol)

Boiling Point · 2 Einträge

238-240 °C AT 3 MM HG

250 °C (8 mmHg)

Melting Point · 2 Einträge

25 °C (UNSTABLE)

MELTING POINT: 32 °C (UNSTABLE) /PRIMARY BETA FORM/; 35.5 °C (STABLE) /BETA FORM/

Physikochemische Eigenschaften

Schmelzpunkt
35 · 35-37 °C
Siedepunkt
409.35 °C · 409.35°C (rough estimate)
Dichte
0.9407 g/cm3 · 0.9407 g/cm3 (35 ºC)
Brechungsindex
1.46384 · 1.46384 (589.3 nm 35℃)
FEMA
2526 · 2526 | GLYCERYL MONOOLEATE
Flammpunkt
180 °C · 180 °C
storage temp.
2 · 2-8°C
Löslichkeit
50 mg/mL, · chloroform: 50 mg/mL, clear, colorless
pka
13.16 · 13.16±0.20(Predicted)
Aggregatzustand
Solid
Farbe
White to Off-White
Geruch (Odor)
bland fatty waxy
Geruchsart
bland
Biologische Quelle
synthetic (organic)
JECFA Number
919 · 919
BRN
1728976 · 1728976
Stabilität
Hygroscopic
Kosmetik-Inhaltsstoffe Funktionen
PERFUMINGSURFACTANT - EMULSIFYINGSKIN CONDITIONING - EMOLLIENT
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(CCCCCCC/C=C\CCCCCCCC)OCC(O)CO
LogP
6.71 · 6.71
CAS Datenbank
111 · 111-03-5(CAS DataBase Reference)
EPA chemische Informationen
Glycerol monooleate (111-03-5)

Chemical: Glyceryl monooleate

Chemical: Glyceryl monooleate [NF]

Hazard Classes and Categories · 2 Einträge

Not Classified

Not Classified

Toxikologische Informationen

Human Toxicity Excerpts · 2 Einträge

TREATMENT OF HUMAN ERYTHROCYTE GHOST MEMBRANES WITH THE FUSOGENIC LIPID GLYCEROL MONOOLEATE INCREASED THE FLUIDITY OF THE MEMBRANE LIPIDS, BUT THE NONFUSOGENIC LIPID GLYCEROL MONOSTEARATE HAD NO EFFECT.

IF ANY OF THESE ESTERS IS SIGNIFICANTLY TOXIC, THE ACID PORTION MUST BE HELD RESPONSIBLE, NOT THE GLYCEROL. /GLYCEROL ESTERS/

Regulatorische Informationen

FDA Requirements · 2 Einträge

SYNTHETIC FLAVOR INGREDIENTS- GLYCERYL MONOOLEATE: REGULATION 172.515.

REGULATION FDA 121.1164; LIMITATIONS: SYNTHETIC FLAVOR.

Sicherheitsdaten

F
3
wgk
1
tsca
TSCA listed
ridadr
UN 1282 3/PG 2
hs_code
29161500
risk_code
11-20/21/22
hazard_code
F,Xn
safety_code
36/37
Speicherklasse
11 - Combustible Solids

EPA Safer Chemical Functional Use Classes -> Surfactants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Fragrance Ingredients

Fragrance Ingredients

General Manufacturing Information · 4 Einträge

Wholesale and Retail Trade

9-Octadecenoic acid (9Z)-, 2,3-dihydroxypropyl ester: ACTIVE

9-Octadecenoic acid (9Z)-, monoester with 1,2,3-propanetriol: ACTIVE

FEMA NUMBER 2526

Anwendungen · 1 Eintrag

VerwendenGlyceryl Monooleate is a flavoring agent that is prepared by esterification of commercial oleic acid that is derived either from edible sources or from tall oil fatty acids. It contains and glyceryl esters of fatty acids present in commercial oleic acid. The ingredient is also used as an adjuvant and as a solvent and vehicle.

Darstellung

synthetischeGlyceryl Monooleate is produced by esterification of Glycerin with Oleic acid in presence of a suitable catalyst.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Undecenoic acid

Ergänzende Hinweise

DefinitionChEBI: A 1-monoglyceride where the acyl group is oleoyl.