Stearidonic Acid
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Grundinformationen
- CAS
20290-75-9- Standard-SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O- InChIKey
JIWBIWFOSCKQMA-LTKCOYKYSA-N- Summenformel
- C18H28O2
- Durchschnittliche Molmasse
- 276,4 g/mol
- Monoisotopische Masse
- 276,20893014
Überblick
All-cis-octadeca-6,9,12,15-tetraenoic acid is an octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils. It has a role as a mouse metabolite, a plant metabolite and a Daphnia galeata metabolite. It is a long-chain fatty acid, an omega-3 fatty acid and an octadecatetraenoic acid. It is a conjugate acid of a (6Z,9Z,12Z,15Z)-octadecatetraenoate.
Namen und Bezeichner
- Bevorzugter Name
- Stearidonic Acid
- IUPAC
- (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
- Englischer Name
- STEARIDONIC ACID
- Summenformel
- C18H28O2
- Molmasse
- 276.41
Namen und Synonyme
Stearidonic acid20290-75-96Z,9Z,12Z,15Z-octadecatetraenoic acidP4CEK3495ORefChem:185402Moroctic acid(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid6,9,12,15-Octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-(6Z,9Z,12Z,15Z)-Octadecatetraenoic acidFA 18:4all-cis-6,9,12,15-Octadecatetraenoic acid111174-40-4
Weitere Namen anzeigen
18:4ω318:4(n-3)Chebi:32389Stearidonic Acid (Moroctic Acid)6C,9C,12C,15C-OCTADECATETRAENOIC ACID
all-cis-octadeca-6,9,12,15-tetraenoic acidUNII-P4CEK3495O6cis Stearidonic acidstearidonic acid C18:4Stearidonic acid, >=99%SCHEMBL29226STEARIDONIC ACID [MI]CHEMBL484430
Datenbank-Bezeichner
- CAS
20290-75-9- PubChem CID
- 5312508
- DTXSID
DTXSID20920493
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 5,2
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 12
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 335
Experimentelle und physikochemische Eigenschaften
Lipids
Lipids -> Unambiguous Lipids
Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionLiquid
Collision Cross Section174.8 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Unambiguous Lipids]
Physikochemische Eigenschaften
- Schmelzpunkt
- 200 ℃ · 200℃ (decomposition)
- Siedepunkt
- 382.5 · 382.5±11.0 °C(Predicted)
- Dichte
- 0.9334 g/cm3 · 0.9334 g/cm3 (15 ºC)
- Brechungsindex
- 1.493 · 1.4930 (589.3 nm 15℃)
- Flammpunkt
- 17 °C · 17 °C
- storage temp.
- -20 °C · -20°C
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 1170 3/PG 2
- risk_code
- 11
- hazard_code
- F
- safety_code
- 7-16
- Speicherklasse
- 10 - Combustible liquids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsPlacenta
Cellular LocationsExtracellular
Metabolite Pathwaysalpha-Linolenic acid metabolism
Anwendungen
BeschreibungStearidonic acid (SDA) is an ω-3 fatty acid, sometimes called moroctic acid. It is biosynthesized from alpha-linolenic acid by the enzyme delta-6-desaturase. Natural sources of this fatty acid are the seed oils of hemp, blackcurrant, corn gromwell and echium, and the cyanobacterium Spirulina.
VerwendenA 18-carbon, ω-3 fatty acid which is a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Stearidonic acid is present in small amounts in seed oils.
Ergänzende Hinweise
DefinitionChEBI: An octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils.
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