Grundinformationen
- Standard-SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O- InChIKey
YZXBAPSDXZZRGB-DOFZRALJSA-N- Summenformel
- C20H32O2
- Durchschnittliche Molmasse
- 304,5 g/mol
- Monoisotopische Masse
- 304,24023026
Namen und Bezeichner
- Bevorzugter Name
- Arachidonic Acid
- IUPAC
- (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
- Lokaler Name
- Icosa-5,8,11,14-tetraensure
- Englischer Name
- Arachidonic acid
- Summenformel
- C20H32O2
- Molmasse
- 304.47
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
506-32-1、93444-49-6- PubChem CID
- 444899
- DTXSID
DTXSID4040420- ChEMBL
CHEMBL15594- ChEBI
CHEBI:15843- UNII
- 27YG812J1I
- EC Number
- 208-033-4
- Nikkaji
- J12.228I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,3
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 14
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 362
Experimentelle und physikochemische Eigenschaften
LogP
6.98
6.98
Physical Description
Liquid; [Merck Index]
Liquid
Collision Cross Section
182.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
178.94 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
182.21 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
183.66 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
179.8 Ų [M+Na]+;181.6 Ų [M-H]-;183 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- -49 °C · -49 °C (lit.)
- Siedepunkt
- 169 · 169-171 °C/0.15 mmHg (lit.)
- Dichte
- 0.922 g/mL · 0.922 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.4872(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 10 mg/mL · ethanol: ≥10 mg/mL
- Aggregatzustand
- oil
- pka
- 4.75 · 4.75±0.10(Predicted)
- Farbe
- colorless to light yellow
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- PRACTICALLY INSOLUBLE
- Merck
- 14 · 14,765
- BRN
- 1713889 · 1713889
- Specific Activity
- 200 · 200-240 Ci/mmol
- Stabilität
- Light Sensitive, Temperature Sensitive
- Major Application
- food and beverages
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONINGSKIN CONDITIONING - EMOLLIENT
- InChI
- 1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
- InChIKey
- YZXBAPSDXZZRGB-DOFZRALJSA-N
- SMILES
- OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
- LogP
- 6.99 · 6.99
- CAS Datenbank
- 506 · 506-32-1(CAS DataBase Reference)
- NIST chemische Informationen
- Arachidonic acid(506-32-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 10.3% (4 of 39) of reports.
Warning
H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (82.1%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (89.7%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (89.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (79.5%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (84.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 4 of 39 reports by companies.;There are 5 notifications provided by 35 of 39 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: 5,8,11,14-Eicosatetraenoic acid, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Toxikologische Informationen
Toxicity Summary
The safety of this ingredient has not been documented and substantiated for cosmetic product use. The CIR Expert Panel cannot conclude whether Arachidonic Acid is safe for use in cosmetic products until such time that the appropriate safety data have been obtained and evaluated.
Ingredients for which the data are insufficient and their use in cosmetics is not supported
Regulatorische Informationen
Regulatory Information
Chemical: 5,8,11,14-Eicosatetraenoic acid, (all-Z)-
5,8,11,14-Eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Sicherheitsdaten
- F
- 8-10-23
- wgk
- 3
- ridadr
- UN1170 - class 3 - PG 2 - Ethanol
- hs_code
- 29161900
- RTECS-Nr.
- CE6675000
- risk_code
- 19
- Toxizität
- dns-mus:mmr 10 mg/L CRNGDP 5,1123,84
- safety_code
- 24/25-19
- Speicherklasse
- 10 - Combustible liquids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
Chemie und Industrie
Pharmakologische Informationen
Metabolite Pathways
Acetaminophen Action Pathway;Acetylsalicylic Acid Action Pathway;alpha-Linolenic acid metabolism;Antipyrine Action Pathway;Antrafenine Action Pathway;Arachidonic Acid Metabolism;Bromfenac Action Pathway;Carprofen Action Pathway;Celecoxib Action Pathway;Diclofenac Action Pathway;Total 43 pathways, visit the HMDB page for details
Verwendung und Herstellung
Uses
CIR ingredient: Arachidonic Acid
Essential fatty acid for animals and humans; Used as a nutrient and for the treatment of eczema in dogs and swine; [Merck Index]
Anwendungen
BeschreibungArachidonic acid (AA, sometimes ARA) is a polyunsaturated omega-6 fatty acid 20:4(ω-6). It is the counterpart to the saturated arachidic acid found in peanut oil, (L. arachis – peanut.).
VerwendenArachidonic Acid is an essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and Arachidonic Acid is also a constituent of animal phosphatides.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
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Ergänzende Hinweise
DefinitionChEBI: A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14.
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