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Stearidonic acid

CAT: 0804-HY-113120-01Size: 1 mg (36.18 mM x 100 μL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-113120-01Size:1 mg (36.18 mM x 100 μL in Ethanol)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Stearidonic acid (6Z,9Z,12Z,15Z-Octadecatetraenoic acid) is an intermediate fatty acid in the biosynthetic pathway from α-linolenic acid to VLC ω-3 PUFA. The conversion efficiency of stearidonic acid is higher than that of alpha-linolenic acid. Increasing the intake of stearidonic acid can increase the content of eicosapentaenoic acid (EPA) in red blood cells. Stearidonic acid can also be isolated from methanolic extracts of the brown alga Brachyphyllum gracilis[1][2].
CAS Number
20290-75-9
Product Name Alternative
6Z,9Z,12Z,15Z-Octadecatetraenoic acid
UNSPSC
12352211
Hazard Statement
H225
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/stearidonic-acid.html
Concentration
36.18 mM * 100 μL in Ethanol
Purity
98.30
Solubility
10 mM in DMSO
Smiles
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(O)=O
Molecular Formula
C18H28O2
Molecular Weight
276.41
Precautions
H225
References & Citations
[1]Walker CG, et al. Stearidonic acid as a supplemental source of ω-3 polyunsaturated fatty acids to enhance status for improved human health. Nutrition. 2013 Feb;29 (2) :363-9.|[2]Kakisawa H, et al. An allelopathic fatty acid from the brown alga Cladosiphon okamuranus[J]. Phytochemistry, 1988, 27 (3) : 731-735.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Stearidonic Acid

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.

CAS Number20290-75-9
PubChem CID5312508
IUPAC Name(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
Molecular FormulaC18H28O2
Molecular Weight276.4
XLogP5.2
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count12
Heavy Atom Count20
Formal Charge0
Complexity335
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
InChI
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
InChIKey
JIWBIWFOSCKQMA-LTKCOYKYSA-N
Chemical Structure
2D Structure
2D structure of Stearidonic Acid
CAS: 20290-75-9
CID: 5312508
Formula: C18H28O2
MW: 276.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight276.4
XLogP35.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count12
Exact Mass276.208930132
Monoisotopic Mass276.208930132
Topological Polar Surface Area37.3 Ų
Heavy Atom Count20
Formal Charge0
Complexity335
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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