Grundinformationen
- CAS
2566-89-4- Standard-SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC- InChIKey
OFIDNKMQBYGNIW-ZKWNWVNESA-N- Summenformel
- C21H34O2
- Durchschnittliche Molmasse
- 318,5 g/mol
- Monoisotopische Masse
- 318,25588033
Überblick
Methyl arachidonate is a fatty acid methyl ester resulting from the formal condensation of the carboxy group of arachidonic acid with methanol. It has a role as a human blood serum metabolite. It is functionally related to an arachidonic acid.
Namen und Bezeichner
- Bevorzugter Name
- Methyl arachidonate
- IUPAC
- methyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
- Lokaler Name
- Methyl-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoat
- Englischer Name
- METHYL ARACHIDONATE
- Summenformel
- C21H34O2
- Molmasse
- 318.49
Namen und Synonyme
Methyl arachidonate2566-89-4Arachidonic acid methyl esterMethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoatearachidonate methyl ester22AF6IJ1IJ5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-Z)-Methyl all-cis-5,8,11,14-eicosatetraenoateEINECS 219-900-1CHEBI:78033DTXSID8010158905Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, METHYL ESTER
Weitere Namen anzeigen
Arachidonic acid methylArachidonic Methyl EsterEthyl Acetate Impurity 111Methyl arachidonate[A9298]
(5Z,8Z,11Z,14Z)-icosatetraenoate methyl esterRefChem:817628DTXCID601474048219-900-1Arachidonic acid-methyl ester(5Z,8Z,11Z,14Z)-Methyl icosa-5,8,11,14-tetraenoateMethyl Arachidonoate (5c,8c,11c,14c)UNII-22AF6IJ1IJ
Datenbank-Bezeichner
- CAS
2566-89-4- PubChem CID
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,6
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 15
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 375
Physikochemische Eigenschaften
- Siedepunkt
- 200 · 200-205℃ (1-2 Torr)
- Dichte
- 0.9168 g/cm3 · 0.9168 g/cm3
- Brechungsindex
- 1.4875 · 1.4875 (589.3 nm 20℃)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 50 mg/mL, · chloroform: 50 mg/mL, clear, colorless
- Aggregatzustand
- Liquid
- Farbe
- Colourless
- Biologische Quelle
- Mortierella alpina
- BRN
- 1714445 · 1714445
- Stabilität
- Light Sensitive
- InChI
- 1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13-,17-16-
- InChIKey
- OFIDNKMQBYGNIW-ZKWNWVNESA-N
- SMILES
- CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC
- LogP
- 7.466 · 7.466 (est)
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
This chemical does not meet GHS hazard criteria for 97.5% (39 of 40) of all reports.
Not Classified
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: 5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, methyl ester, (5Z,8Z,11Z,14Z)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Sicherheitsdaten
- F
- 10-21-23
- wgk
- 3
- ridadr
- UN 3183 4.2/PG 3
- risk_code
- 19-67-65-50/53-38-11
- hazard_code
- F,Xn,N
- safety_code
- 9-16-29-33-60-61-62
- hazard_class
- 4.2
- packing_group
- I
- Speicherklasse
- 10 - Combustible liquids
Chemie und Industrie
Anwendungen
VerwendenArachidonic acid is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool. Arachidonic acid content is frequently measured by the saponification of the lipid fraction followed by methyl esterification and gas chromatographic analysis of the resulting FAME (fatty acid methyl ester) compounds. Arachidonic acid methyl ester can also be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate.
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