Name: 13-epi-12-oxo Phytodienoic Acid
Rating: 5 (10 reviews)

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HIT ID:HIT104166589
Cas No:67204-66-4;71606-07-0
常用名:13-epi-12-oxo Phytodienoic Acid
IUPAC:8-[(1S,5R)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoic acid
IUPAC:8-[(1S,5R)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoic acid
InChI key:PMTMAFAPLCGXGK-TTXFDSJOSA-N

分子式:C18H28O3
分子量:292.419
氢键供体数 (HBD):1
氢键受体数 (HBA):3
LogP:5.08
SMILES:CC\C=C/C[C@@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=O |c:17|
SMILES:CC\C=C/C[C@@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=O |c:17|

13-epi-12-oxo Phytodienoic acid (13-epi-12-oxo PDA) is a lipoxygenase metabolite of α-linolenic acid in the leaves of green plants such as corn. ω-3 and ω-6 polyunsaturated fatty acids in plants are substrates for plant lipoxygenases. 12-oxo PDA is one of the best studied end metabolites of this enzymatic pathway. While the initial enzymatic product and major isomer of 12-oxo PDA contains side chains in the cis position, both being β to the ring, the upper side chain attached at C-13, can and frequently does, isomerize when 12-oxo PDA is extracted, isolated, or stored. 13-epi-12-oxo PDA is the product of this isomerization.

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