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POU-956 / 22:4 NMI / c4,t9,t15,c19-22:4

Names: Methyl (4Z,9E,15E,19Z)-docosa-4,9,15,19-tetraenoate;  (4Z,9E,15E,19Z)-Docosa-4,9,15,19-tetraenoic acid methyl ester;  (Z,E,E,Z)-4,9,15,19-Docosatetraenoic acid methyl ester;  4Z,9E,15E,19Z-Docosatetraenoic acid methyl ester;  cis-4, trans-9, trans-15, cis-19-Docosatetraenoic acid methyl ester

Formula: C23H38O2

Molar mass: 346.552 Da

Monoisotopic mass: 346.287 Da

SMILES: CC/C=C\CC/C=C/CCCC/C=C/CCC\C=C/CCC(=O)OC

InChI Key: NISWFWUJXBUQDC-KGWFZBPLSA-N

InChI: 1S/C23H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(24)25-2/h4-5,8-9,14-15,19-20H,3,6-7,10-13,16-18,21-22H2,1-2H3/b5-4-,9-8+,15-14+,20-19-

Typical retention indexes:
- ECL on BPX70: 23.447
- ECL on Wax: 23.222
- ECL on 5% phenyl: 21.496
- KI on Wax: 2959
- KI on 5% phenyl: 2479

Additional information:
c4,t9,t15,c19-22:4 is reported in S.G.B. Svensson et al., J. Aquaculture 608 (2025) 742746 and may be formed from c5,c8,c11,c14,c17-20:5 (20:5 n-3) by mechanisms outlined in H. Sakurama et al., J. Lipid Res. 55 (2014) 1855-1863.

Non-derivatized:

Names: (4Z,9E,15E,19Z)-Docosa-4,9,15,19-tetraenoic acid;  (Z,E,E,Z)-4,9,15,19-Docosatetraenoic acid;  4Z,9E,15E,19Z-Docosatetraenoic acid;  cis-4, trans-9, trans-15, cis-19-Docosatetraenoic acid

Formula: C22H36O2

Molar mass: 332.525 Da

SMILES: CC\C=C/CC\C=C\CCCC\C=C\CCC\C=C/CCC(O)=O

InChI Key: NTXLLHGDPUQRMW-CXIJYGAVSA-N

InChI: 1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,7-8,13-14,18-19H,2,5-6,9-12,15-17,20-21H2,1H3,(H,23,24)/b4-3-,8-7+,14-13+,19-18-

Lipid Maps code: LMFA01031212



Data are acquired on Agilent 5972, 5973 and 5975 instruments at Nofima, Institute of Marine Research and University of Bergen.
Molecular structures are created in Open Babel.