Arachidonic Acid-d8
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Basic information
- CAS
69254-37-1- Standard SMILES
[2H]/C(CCCCC)=C(\[2H])C/C([2H])=C(/[2H])C/C([2H])=C(/[2H])C/C([2H])=C(/[2H])CCCC(=O)O- InChIKey
YZXBAPSDXZZRGB-FBFLGLDDSA-N- Molecular formula
- C20H32O2
- Average molar mass
- 312.5 g/mol
- Monoisotopic mass
- 312.29044423
Names & identifiers
- Preferred name
- Arachidonic Acid-d8
- IUPAC
- (5Z,8Z,11Z,14Z)-5,6,8,9,11,12,14,15-octadeuterioicosa-5,8,11,14-tetraenoic acid
- English name
- 5Z,8Z,11Z,14Z-EICOSATETRAENOIC-5,6,8,9,11,12,14,15-D8 ACID
- Molecular formula
- C20H32O2
- Molecular weight
- 304.47
Names & synonyms
69254-37-1Arachidonic Acid-d8DTXSID30693984RefChem:1077160DTXCID301782315(5Z,8Z,11Z,14Z)-5,6,8,9,11,12,14,15-octadeuterioicosa-5,8,11,14-tetraenoic acidArachidonic Acid (d8)octadeutero-arachidonic acidArachidonicAcid-d8(Major,10mg/mlinMethylAcetate)orb3138331SCHEMBL11303894MSK1762D8
Show more names
ARACHIDONIC-5,6,8,9,11,12,14,15-D8 ACID5,6,8,9,11,12,14,15-D8-Arachidonic Acid5,6,8,9,11,12,14,15-2H8]-Arachidonic AcidARACHIDONIC ACID (5,6,8,9,11,12,14,15-D8)Arachidonic Acid-d8 Lipid Maps MS StandardARACHIDONIC ACID (5,6,8,9,11,12,14,15-D8, 98%)Arachidonic acid (5,6,8,9,11,12,14,15-D?, 98%)Arachidonic-5,6,8,9,11,12,14,15-d8 acidcis-5,8,11,14-Eicosatetraenoic-5,6,8,9,11,12,14,15-d8
C20H24D8O2LMFA01030003AKOS037646300HY-109590SAS-67963BP-41045CS-0129147Arachidonic acid-D8 (solution in methyl acetate)
Database identifiers
- CAS
69254-37-1- PubChem CID
- 3246804
- DTXSID
DTXSID30693984
Properties
Computed structural propertiesFilling in
- XLogP
- 6.3
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 14
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 362
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Physicochemical properties
- Melting point
- -49 °C · -49 °C(lit.)
- Boiling point
- 169 · 169-171 ;°C/0.15 ;mmHg(lit. )
- Density
- 0.945 g/mL · 0.945 g/mL at 25 °C
- Flash point
- -16 °C · -16 °C
- storage temp.
- -20 °C · -20°C
- solubility
- 0.1 M · 0.1 M Na2CO3: 1.7 mg/ml; DMF: >100 mg/ml; DMSO: >100 mg/ml; Ethanol: Miscible
- form
- methyl acetate solution
- color
- Colorless to light yellow
- Stability
- Light Sensitive, Temperature Sensitive
- InChIKey
- YZXBAPSDXZZRGB-FBFLGLDDSA-N
- SMILES
- [2H]\C(CCCCC)=C(/[2H])C\C([2H])=C(\[2H])C\C([2H])=C(\[2H])C\C([2H])=C(\[2H])CCCC(O)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 1
- ridadr
- UN 1231 3/PG 2
- risk_code
- 11-36-66-67-19
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xi
- safety_code
- 16-26-29-33
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H225-H319-H336
- Precautionary statements
- P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Chemistry & industry
Applications
DescriptionArachidonic acid-d8 contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of arachidonic acid by GC- or LC-mass spectrometry. Arachidonic acid is an essential fatty acid and a precursor for all prostaglandins, thromboxanes, and leukotrienes. Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways. Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are all important aspects of cell signaling and inflammation.
UsesArachidonic Acid-d8 is the deuterated form of Arachidonic Acid (A765000), which is an essential fatty acid and a precursor in biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in the liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and it is also a constituent of animal phosphatides.
Related reactions
0 records
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Compound notes
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