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MetaCyc Compound Class: a 1,3-diglyceride

Synonyms: a 1,3-DAG, a 1,3-diacyl-sn-glycerol, a 1,3-diacylglycerol

Superclasses: a lipida glycerolipida glyceridea diglyceride
an estera glyceridea diglyceride

Summary:
The name glyceride describes any ester of glycerol with fatty acids. Depending on the number of fatty acids, glycerides are classified as monoglycerides, diglycerides and triglycerides.

Diglycerides are classified further into 1,2-diglycerides and 1,3-diglycerides.

a 1,3-diglyceride compound structure

Citations: [Ranalli02]

SMILES: C(C(COC([R2])=O)O)OC([R1])=O

Unification Links: ChEBI:47777

Reactions known to consume the compound:

Not in pathways:
a 1,3-diglyceride + H2O → a monoglyceride + a fatty acid

arachidonate biosynthesis I (6-desaturase, lower eukaryotes) :
dihomo γ-linolenoyl-CoA + a glycerolipid → a [glycerolipid]-di-homo-γ-linolenate + coenzyme A

arachidonate biosynthesis IV (8-detaturase, lower eukaryotes) :
(11Z,14Z)-icosa-11,14-dienoyl-CoA + a glycerolipid → a [glycerolipid]-(11Z,14Z)-icosa-11,14-dienoate + coenzyme A

hydroxylated fatty acid biosynthesis (plants) :
lesqueroloyl-CoA + a glycerolipid → a [glycerolipid]-lesquerolate + coenzyme A

icosapentaenoate biosynthesis I (lower eukaryotes) :
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl-CoA + a glycerolipid → a [glycerolipid]-icosatetraenoate + coenzyme A

icosapentaenoate biosynthesis V (8-desaturase, lower eukaryotes) :
(11Z,14Z,17Z)-icosa-11,14,17-trienoyl-CoA + a glycerolipid → a [glycerolipid]-(11Z,14Z,17Z)-icosatrienoate + coenzyme A

Reactions known to produce the compound:

arachidonate biosynthesis I (6-desaturase, lower eukaryotes) :
γ-linolenoyl-CoA + a glycerolipid ← a [glycerolipid]-γ-linolenate + coenzyme A

aspirin triggered resolvin D biosynthesis , resolvin D biosynthesis :
a [glycerolipid]-docosahexaenoate + H2O → docosahexaenoate + a glycerolipid + H+

aspirin triggered resolvin E biosynthesis :
a [glycerolipid]-icosapentaenoate + H2O → icosapentaenoate + a glycerolipid + H+

icosapentaenoate biosynthesis I (lower eukaryotes) :
stearidonoyl-CoA + a glycerolipid ← a [glycerolipid]-stearidonate + coenzyme A

linoleate biosynthesis I (plants) :
linoleoyl-CoA + a glycerolipid ← a [glycerolipid]-linoleate + coenzyme A

Reactions known to both consume and produce the compound:

dimorphecolate biosynthesis , linoleate biosynthesis I (plants) :
oleoyl-CoA + a glycerolipid ↔ a [glycerolipid]-oleate + coenzyme A

docosahexaenoate biosynthesis I (lower eukaryotes) :
docosapentaenoyl-CoA + a glycerolipid ↔ a [glycerolipid]-docosapentaenoate + coenzyme A
a [glycerolipid]-icosapentaenoate + coenzyme A ↔ icosapentaenoyl-CoA + a glycerolipid

docosahexaenoate biosynthesis III (6-desaturase, mammals) , docosahexaenoate biosynthesis IV (4-desaturase, mammals) :
docosahexaenoyl-CoA + a glycerolipid ↔ a [glycerolipid]-docosahexaenoate + coenzyme A

hydroxylated fatty acid biosynthesis (plants) :
oleoyl-CoA + a glycerolipid ↔ a [glycerolipid]-oleate + coenzyme A
densipoloyl-CoA + a glycerolipid ↔ a [glycerolipid]-densipolate + coenzyme A
ricinoleoyl-CoA + a glycerolipid ↔ a [glycerolipid]-ricinoleate + coenzyme A
auricoloyl-CoA + a glycerolipid ↔ a [glycerolipid]-auricolate + coenzyme A
(11Z)-icosenoyl-CoA + a glycerolipid ↔ a [glycerolipid]-(11Z)-eicosenoate + coenzyme A

ricinoleate biosynthesis :
oleoyl-CoA + a glycerolipid ↔ a [glycerolipid]-oleate + coenzyme A
ricinoleoyl-CoA + a glycerolipid ↔ a [glycerolipid]-ricinoleate + coenzyme A

Credits:
Created 07-Mar-2013 by Caspi R, SRI International


References

Ranalli02: Ranalli A, Pollastri L, Contento S, Di Loreto G, Iannucci E, Lucera L, Russi F (2002). "Acylglycerol and fatty acid components of pulp, seed, and whole olive fruit oils. Their use to characterize fruit variety by chemometrics." J Agric Food Chem 50(13);3775-9. PMID: 12059159


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Sun May 1, 2016, biocyc13.