Grundinformationen
- Standard-SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)CO- InChIKey
RZRNAYUHWVFMIP-KTKRTIGZSA-N- Summenformel
- C21H40O4
- Durchschnittliche Molmasse
- 356,5 g/mol
- Monoisotopische Masse
- 356,29265976
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-MonooleinGLYCEROL MONOOLEATEGlycerol oleate25496-72-4Nikkol MGOMonoglyceryl oleateOleic monoglycerideGlycerine monooleateOleoylglycerolOlicine
Weitere Namen anzeigen
Glyceryl oleateGMO9-Octadecenoic acid (Z)-, 2,3-dihydroxypropyl ester1-Monooleoylglycerol1-OLEOYL-RAC-GLYCEROL1-OleoylglycerolAblunol GMO
Supeol1-Mono(cis-9-octacenoyl)glycerol2,3-dihydroxypropyl (Z)-octadec-9-enoateSinnoester ogcOleylmonoglycerideExcel O 95FDimodan LSQKEmalsy MO
Datenbank-Bezeichner
- CAS
111-03-5、25496-72-4- PubChem CID
- 5283468
- DTXSID
DTXSID3042003- ChEMBL
CHEMBL2075039、CHEMBL428593- ChEBI
CHEBI:75342- UNII
- D3AEF6S35P
- EC Number
- 203-827-7、247-038-6
- Nikkaji
- J5.104G
Eigenschaften
Berechnete Struktureigenschaften
- 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
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
0.9420 @ 20 °C/4 °C
0.925-0.935
Color/Form
PLATES FROM ETHANOL
YELLOW OIL OR SOFT SOLID
Solubility
INSOL IN WATER; SOL IN ETHANOL, ETHER, CHLOROFORM
insoluble in water; soluble in hot organic solvents
soluble in hot alcohol (in ethanol)
Boiling Point
238-240 °C AT 3 MM HG
250 °C (8 mmHg)
Melting Point
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)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
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
SYNTHETIC FLAVOR INGREDIENTS- GLYCERYL MONOOLEATE: REGULATION 172.515.
REGULATION FDA 121.1164; LIMITATIONS: SYNTHETIC FLAVOR.
EPA Safer Chemical
Chemical: Glyceryl monooleate
Chemical: Glyceryl monooleate [NF]
Hazard Classes and Categories
Not Classified
Not Classified
Toxikologische Informationen
Human Toxicity Excerpts
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
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
Chemie und Industrie
Verwendung und Herstellung
Uses
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
(1972) No Data
(1975) No Data
U.S. Imports
(1972) No Data
(1975) No Data
U.S. Production
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
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
EPA Safer Chemical Functional Use Classes -> Surfactants
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
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
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
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
Anbieter50 Anbieter
国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
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武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
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武汉易泰科技有限公司上海分公司18930552037 · [email protected]
武汉市聚舜化工有限公司027-02783261126 18971318572 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
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上海爱蝶实业有限公司021-58957966 18930537195 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
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池州凯隆进出口贸易有限公司[email protected]
Alfa Chemistry1-516-6625404 · [email protected]
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上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
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广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
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荆州市尹杰化工有限公司18008658728 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
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陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
启源（广东）医药化工有限公司18026564465 · [email protected]
Ergänzende Hinweise
DefinitionChEBI: A 1-monoglyceride where the acyl group is oleoyl.
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