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Fatty acids
Stearidonic acid
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Stearidonic acid

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Stearidonic acid
Stearidonic acid
Stearidonic-acid-3D-balls.png
Names
Preferred IUPAC name
(6Z,9Z,12Z,15Z)-Octadeca-6,9,12,15-tetraenoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.127.224
PubChem CID
UNII
  • 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- checkY
    Key: JIWBIWFOSCKQMA-LTKCOYKYSA-N checkY
  • InChI=1/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-
    Key: JIWBIWFOSCKQMA-LTKCOYKYBT
  • O=C(O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC
Properties
C18H28O2
Molar mass 276.420 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Stearidonic acid (SDA: C18H28O2; 18:4, n-3) is an ω-3 fatty acid, sometimes called moroctic acid. It is biosynthesized from alpha-linolenic acid (ALA: C18H30O2; 18:3, n-3) by the enzyme delta-6-desaturase, that removes two hydrogen (H) atoms from a fatty acid, creating a carbon/carbon double bonding, via an oxygen requiring unsaturation. SDA also act as precursor for the rapid synthesis of longer chain fatty acids, called N-acylethanolamine (NAEs), involved in many important biological processes. Natural sources of this fatty acid are the seed oils of hemp, blackcurrant, corn gromwell, and Echium plantagineum, and the cyanobacterium Spirulina. SDA can also be synthesized in a lab. A GMO soybean source is approved by the European Food Safety Authority.

See also


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