Classification Term: 168125

Oxo fatty acids [FA0106] (ontology term: ca9f2c06048058a7eab4bf4b8935c4ee)

Oxo fatty acids [FA0106]

found 80 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Fatty Acids and Conjugates [FA01]

Child Taxonomies: There is no child term of current ontology term.

Myriocin

(2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid;ISP-I;Thermozymocidin

C21H39NO6 (401.2777234)


An amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity. D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents [Raw Data] CBA29_Myriocin_pos_20eV_1-3_01_1557.txt [Raw Data] CBA29_Myriocin_neg_40eV_1-3_01_1590.txt [Raw Data] CBA29_Myriocin_pos_10eV_1-3_01_1546.txt [Raw Data] CBA29_Myriocin_neg_30eV_1-3_01_1589.txt [Raw Data] CBA29_Myriocin_pos_40eV_1-3_01_1559.txt [Raw Data] CBA29_Myriocin_pos_30eV_1-3_01_1558.txt [Raw Data] CBA29_Myriocin_pos_50eV_1-3_01_1560.txt [Raw Data] CBA29_Myriocin_neg_10eV_1-3_01_1578.txt [Raw Data] CBA29_Myriocin_neg_20eV_1-3_01_1588.txt Myriocin (Thermozymocidin), a fungal metabolite could be isolated from Myriococcum albomyces, Isaria sinclairi and Mycelia sterilia, is a potent inhibitor of serine-palmitoyl-transferase (SPT) and a key enzyme in de novo synthesis of sphingolipids. Myriocin suppresses replication of both the subgenomic HCV-1b replicon and the JFH-1 strain of genotype 2a infectious HCV, with an IC50 of 3.5 μg/mL for inhibiting HCV infection[1][2][3].

   

Alpha-ketobutyrate

2-oxobutanoic acid

C4H6O3 (102.0316926)


3-methyl pyruvic acid, also known as alpha-ketobutyric acid or 2-oxobutyric acid, belongs to short-chain keto acids and derivatives class of compounds. Those are keto acids with an alkyl chain the contains less than 6 carbon atoms. Thus, 3-methyl pyruvic acid is considered to be a fatty acid lipid molecule. 3-methyl pyruvic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 3-methyl pyruvic acid can be found in a number of food items such as pepper (c. baccatum), triticale, european plum, and black walnut, which makes 3-methyl pyruvic acid a potential biomarker for the consumption of these food products. 3-methyl pyruvic acid can be found primarily in blood, cerebrospinal fluid (CSF), saliva, and urine. 3-methyl pyruvic acid exists in all living species, ranging from bacteria to humans. In humans, 3-methyl pyruvic acid is involved in several metabolic pathways, some of which include methionine metabolism, homocysteine degradation, threonine and 2-oxobutanoate degradation, and propanoate metabolism. 3-methyl pyruvic acid is also involved in several metabolic disorders, some of which include dimethylglycine dehydrogenase deficiency, methylenetetrahydrofolate reductase deficiency (MTHFRD), s-adenosylhomocysteine (SAH) hydrolase deficiency, and hyperglycinemia, non-ketotic. 2-Ketobutyric acid, also known as alpha-ketobutyrate or 2-oxobutyrate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Ketobutyric acid is a substance that is involved in the metabolism of many amino acids (glycine, methionine, valine, leucine, serine, threonine, isoleucine) as well as propanoate metabolism and C-5 branched dibasic acid metabolism. It is also one of the degradation products of threonine. It can be converted into propionyl-CoA (and subsequently methylmalonyl CoA, which can be converted into succinyl CoA, a citric acid cycle intermediate), and thus enter the citric acid cycle. More specifically, 2-ketobutyric acid is a product of the lysis of cystathionine. 2-Oxobutanoic acid is a product in the enzymatic cleavage of cystathionine.

   

2-Oxovaleric acid

2-Ketopentanoic acid, sodium salt

C5H8O3 (116.0473418)


2-Oxovaleric acid is an alpha-ketoacid is a metabolite usually found in human biofluids. Ketoacids have been known to play an important part in the metabolism of valine, leucine, isoleucine. 2-Oxovaleric acid presence has been determined in human blood serum and urine in numerous scientific documents, although its origin remains unclear. (PMID: 11482739, 9869358, 3235498). Acquisition and generation of the data is financially supported in part by CREST/JST. Isolated from Trigonella caerulea (sweet trefoil) 2-Oxovaleric acid is a keto acid that is found in human blood.

   

9-Oxo-nonanoic acid

8-Formyloctanoic acid

C9H16O3 (172.10993860000002)


9-oxo-nonanoic acid, also known as 8-Formyloctanoic acid or 9-Ketononanoate, is classified as a member of the medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 9-oxo-nonanoic acid is considered to be a slightly soluble (in water) and a weak acidic compound. 9-oxo-nonanoic acid can be synthesized from nonanoic acid. 9-oxo-nonanoic acid can be synthesized into 1-hexadecanoyl-2-(9-oxononanoyl)-sn-glycero-3-phosphocholine. 9-oxo-nonanoic acid is a fatty acid lipid molecule. 9-oxo-nonanoic acid can be found in humans.

   

FA 10:2;O

7R-hydroxy-2,4-dimethyl-2E,4E-octadienoic acid

C10H16O3 (184.1099386)


   

FA 17:1;O

(5Z)-2-Methoxyhexadecenoic acid

C17H32O3 (284.2351322)


   

FA 18:3;O

9,12-Tetradecadienoic acid, 14-[(2S,3R)-3-ethyl-2-oxiranyl]-, (9Z,12E)-

C18H30O3 (294.21948299999997)


   

2-Oxodecanoate

2-oxo-decanoic acid

C10H18O3 (186.1255878)


A 2-oxo monocarboxylic acid that is decanoic acid carrying an oxo group at position 2.

   

Traumatin

12-oxo-trans-Dodec-10-enoic acid

C12H20O3 (212.14123700000002)


obtained from ripe miracle berry fruits (Thaumatococcus daniellii). Sweetener (5,000 times sweeter than sucrose), flavour enhancer for coffee, peppermint flavours etc. Permitted in EU at 50-400 ppm in chewing gum, vitamin preparations and some other sugar-free products. Use limited by slow contact and persistence of sensation Traumatin is found in tea. Traumatin is found in Thea sinensis chloroplasts Traumatin is a plant hormone produced in response to wound. Traumatin is a precursor to the related hormone traumatic acid.

   

porrigenic acid

(S)-(10E,12E)-14- hydroxy-9-oxo-10,12-octadecadienoic acid

C18H30O4 (310.214398)


A natural product found in Pleurocybella porrigens.

   

Pyruvic acid

alpha-keto propionic acid

C3H4O3 (88.0160434)


A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. Pyruvic acid is an intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures (From Stedman, 26th ed.). Biological Source: Intermediate in primary metabolism including fermentation processes. Present in muscle in redox equilibrium with Lactic acid. A common constituent, as a chiral cyclic acetal linked to saccharide residues, of bacterial polysaccharides. Isolated from cane sugar fermentation broth and peppermint. Constituent of Bauhinia purpurea, Cicer arietinum (chickpea), Delonix regia, Pisum sativum (pea) and Trigonella caerulea (sweet trefoil) Use/Importance: Reagent for regeneration of carbonyl compdounds from semicarbazones, phenylhydrazones and oximes. Flavoring ingredient (Dictionary of Organic Compounds); Pyruvate is a key intersection in the network of metabolic pathways. Pyruvate can be converted into carbohydrates via gluconeogenesis, to fatty acids or energy through acetyl-CoA, to the amino acid alanine and to ethanol. Therefore it unites several key metabolic processes.; Pyruvate is an important chemical compound in biochemistry. It is the output of the anaerobic metabolism of glucose known as glycolysis. One molecule of glucose breaks down into two molecules of pyruvate, which are then used to provide further energy, in one of two ways. Pyruvate is converted into acetyl-coenzyme A, which is the main input for a series of reactions known as the Krebs cycle. Pyruvate is also converted to oxaloacetate by an anaplerotic reaction which replenishes Krebs cycle intermediates; alternatively, the oxaloacetate is used for gluconeogenesis. These reactions are named after Hans Adolf Krebs, the biochemist awarded the 1953 Nobel Prize for physiology, jointly with Fritz Lipmann, for research into metabolic processes. The cycle is also called the citric acid cycle, because citric acid is one of the intermediate compounds formed during the reactions.; Pyruvic acid (CH3COCOOH) is an organic acid. It is also a ketone, as well as being the simplest alpha-keto acid. The carboxylate (COOH) ion (anion) of pyruvic acid, CH3COCOO-, is known as pyruvate, and is a key intersection in several metabolic pathways. It can be made from glucose through glycolysis, supplies energy to living cells in the citric acid cycle, and can also be converted to carbohydrates via gluconeogenesis, to fatty acids or energy through acetyl-CoA, to the amino acid alanine and to ethanol.; Pyruvic acid is a colorless liquid with a smell similar to that of acetic acid. It is miscible with water, and soluble in ethanol and diethyl ether. In the laboratory, pyruvic acid may be prepared by heating a mixture of tartaric acid and potassium hydrogen sulfate, by the oxidation of propylene glycol by a strong oxidizer (eg. potassium permanganate or bleach), or by the hydrolysis of acetyl cyanide, formed by reaction of acetyl chloride with potassium cyanide:; Pyruvic acid or pyruvate is a key intermediate in the glycolytic and pyruvate dehydrogenase pathways, which are involved in biological energy production. Pyruvate is widely found in living organisms. It is not an essential nutrient since it can be synthesized in the cells of the body. Certain fruits and vegetables are rich in pyruvate. For example, an average-size red apple contains approximately 450 milligrams. Dark beer and red wine are also rich sources of pyruvate. Recent research suggests that pyruvate in high concentrations may have a role in cardiovascular therapy, as an inotropic agent. Supplements of this dietary substance may also have bariatric and ergogenic applications. Pyruvic acid is isolated from cane sugar fermentation broth, Cicer arietinum (chickpea), Pisum sativum (pea), Trigonella cerulea (sweet trefoil) and peppermint. It can be used as a flavouring ingredient. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats. Pyruvic acid is an intermediate metabolite in the metabolism of carbohydrates, proteins, and fats.

   

Traumatin

(10E)-12-Oxododecenoic acid

C12H20O3 (212.14123700000002)


   

FA 5:1;O

2-methyl-3-oxo-pentanoic acid

C5H8O3 (116.0473418)


   

FA 6:1;O

4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one

C6H10O3 (130.062991)


DL-Mevalonolactone ((±)-Mevalonolactone;Mevalolactone) is the δ-lactone form of mevalonic acid, a precursor in the mevalonate pathway. DL-Mevalonolactone (Mevalonolactone) decreases mitochondrial membrane potential (?Ψm), NAD(P)H content and the capacity to retain Ca2+ in the brain, besides inducing mitochondrial swelling[1][2].

   

FA 16:3;O

(2E,6E)-(10R,11S)-10,11-Epoxy-3,7,11-trimethyltrideca-2,6-dienoate;(2E,6E)-(10R,11S)-10,11-Epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid;(2E,6E)-(10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoate;(2E,6E)-10,11-Epoxy-3,7,11-trimethyltridecadienoic acid;(2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid

C16H26O3 (266.1881846)


   

FA 9:2;O

(2E,4E,6S)-8-hydroxy-6-methyl-octa-2,4-dienoic acid

C9H14O3 (170.0942894)


   

FA 8:1;O

5R-hydroxy-4S-methyl-2E-heptenoic acid

C8H14O3 (158.0942894)


   

FA 13:3;O

methyl 2-((1R,2R)-3-oxo-2-pent-2Z-enyl)cyclopentyl)acetate

C13H20O3 (224.14123700000002)


D006133 - Growth Substances > D010937 - Plant Growth Regulators A jasmonate ester that is the methyl ester of jasmonic acid. Methyl 2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate is an endogenous metabolite. Methyl 2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate is an endogenous metabolite.

   

FA 10:3;O

6-oxo-2E,4E-decadienoic acid

C10H14O3 (182.0942894)


   

FA 10:5;O

10-hydroxy-8Z-Decene-4,6-diynoic acid

C10H10O3 (178.062991)


   

FA 12:2;O

{(1R,2S,3S)-3-hydroxy-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetic acid

C12H20O3 (212.14123700000002)


   

FA 6:2;O

(2E,4Z)-2-hydroxyhexa-2,4-dienoic acid

C6H8O3 (128.0473418)


   

FA 4:1;O

(S)-Methylmalonic acid semialdehyde

C4H6O3 (102.0316926)


   

FA 18:6;O

(9Z,16R)-16-hydroxyoctadeca-9,17-diene-12,14-diynoic acid

C18H24O3 (288.1725354)


   

FA 8:2;O

8-Hydroxy-Z,Z-5,6-octadienoic acid

C8H12O3 (156.0786402)


   

Macaene

N-(9-oxo-10Z,12Z)-octadecadienoic acid

C18H30O3 (294.21948299999997)


   

FA 14:3;O

(1S,2S)-3-oxo-2-(2Z-pentenyl)-cyclopentanebutanoic acid

C14H22O3 (238.1568862)


   

FA 16:1;O

9-Hexadecenoic acid, 12-hydroxy-, (Z)-(+)-

C16H30O3 (270.21948299999997)


   

FA 20:1;O

omega-cycloheptyl,alpha-hydroxytridecanoic acid

C20H38O3 (326.2820798)


   

FA 10:1;O

6-hydroxy-3-(1-methylethenyl)heptanoic acid

C10H18O3 (186.1255878)


   

FA 11:1;O

10-Undecenoic acid, 2-hydroxy-, (S)-

C11H20O3 (200.14123700000002)


   

FA 12:1;O

6-(4-hydroxypentan-2-yl)-3,5-dimethyltetrahydro-2H-pyran-2-one

C12H22O3 (214.1568862)


   

FA 14:1;O

12-methyl-10-oxo-tridecanoic acid

C14H26O3 (242.1881846)


   

FA 24:1;O

15-tetracosenoic acid, 2-hydroxy-, (2R,15Z)-

C24H46O3 (382.34467659999996)


   

FA 9:1;O

7-methyl-6-oxo-octanoic acid

C9H16O3 (172.10993860000002)


   

FA 17:4;O

10,16-Heptadecadien-8-ynoic acid, 7-hydroxy, (E)-

C17H26O3 (278.1881846)


   

FA 13:1;O

7(S)-methoxy-dodedec-4E-enoic acid

C13H24O3 (228.1725354)


   

FA 6:2;O5

2,5-Dioxo-D-gluconic acid;2,5-didehydro-D-gluconic acid;2,5-diketo-D-gluconic acid;D-threo-2,5-Hexodiulosonic acid

C6H8O7 (192.0270018)


   

FA 18:1;O2

9-Octadecenoic acid, 12,13-dihydroxy-, (9Z,12S,13S)-

C18H34O4 (314.2456964)


Octadecanedioic acid, an endogenous metabolite, is a long-chain dicarboxylic acid that has been found in serum free fatty acid profile in Reye syndrome[1]. Octadecanedioic acid, an endogenous metabolite, is a long-chain dicarboxylic acid that has been found in serum free fatty acid profile in Reye syndrome[1].

   

FA 12:2;O2

[(1R,2R)-2-(5-hydroxypentyl)-3-oxocyclopentyl]acetic acid

C12H20O4 (228.136152)


   

FA 14:2;O

(1R,2R)-3-oxo-2-pentyl-cyclopentanebutanoic acid

C14H24O3 (240.1725354)


   

Levulic acid

4-oxo-pentanoic acid

C5H8O3 (116.0473418)


D004791 - Enzyme Inhibitors Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate. Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate.

   

FA 7:1;O

(2S,3S)-2-Hydroxy-2-isopropylbutano-3-lactone

C7H12O3 (144.0786402)


   

FA 15:1;O

14-keto pentadecanoic acid

C15H28O3 (256.2038338)


   

FA 20:3;O

(11Z,14Z)-16-(3-Ethyl-2-oxiranyl)-11,14-hexadecadienoic acid

C20H34O3 (322.25078140000005)


   

FA 10:2;O2

(2E)‑3,7‑di­methyloct-2‑ene­dioic acid

C10H16O4 (200.10485359999998)


   

FA 12:4;O

12-oxo-dodeca-(5Z,8Z,10E)-trienoic acid

C12H16O3 (208.1099386)


   

FA 19:1;O

18-oxo-nonadecanoic acid

C19H36O3 (312.26643060000004)


   

FA 21:1;O

20-oxo-heneicosanoic acid

C21H40O3 (340.297729)


   

FA 22:1;O

Tetrahydro-4R-hydroxy-6beta-heptadecyl-2H-pyran-2-one

C22H42O3 (354.3133782)


   

FA 23:1;O

22-oxo-tricosanoic acid

C23H44O3 (368.3290274)


   

FA 24:2;O

15-oxo-18Z-tetracosenoic acid

C24H44O3 (380.3290274)


   

FA 26:2;O

2-heptyl-10-oxo-11E-nonadecenoic acid

C26H48O3 (408.36032579999994)


   

FA 28:2;O

(5Z,9Z)-2R-Methoxy-24-methyl-5,9-hexacosadienoic acid

C28H52O3 (436.3916242)


   

FA 8:2;O2

4,7-dioxo-octanoic acid

C8H12O4 (172.0735552)


   

FA 5:2;O

4-Pentenoic acid, 3-oxo-

C5H6O3 (114.0316926)


   

8-Amino-7-oxononanoate

7-oxo-8-amino-nonanoic acid

C9H17NO3 (187.1208372)


   

5-Amino-2-oxopentanoic acid

2-oxo-5-amino-pentanoic acid

C5H9NO3 (131.0582404)


The 2-oxo-5-amino derivative of valeric acid.

   

4-Methylthio-2-oxobutanoic acid

2-oxo-4-methylthio-butanoic acid

C5H8O3S (148.0194138)


A 2-oxo monocarboxylic acid derived from L-methionine via the action of methionine transaminase.

   

2-Amino-4-oxopentanoic acid

2-amino-4-oxo-pentanoic acid

C5H9NO3 (131.0582404)


A derivative of valeric acid having amino and oxo substituents at the 2- and 4-positions respectively.

   

L-2-Amino-3-oxobutanoic acid

L-2-Amino-3-oxobutanoic acid

C4H7NO3 (117.0425912)


   

3-oxo-5S-amino-hexanoic acid

(5S)-5-Amino-3-oxohexanoic acid

C6H11NO3 (145.0738896)


   

2-Amino-9,10-epoxy-8-oxodecanoic acid

2-amino-8-oxo-9,10-epoxy-decanoic acid

C10H17NO4 (215.1157522)


   

FA 26:1;O

3-oxohexacosanoic acid

C26H50O3 (410.37597500000004)


   

2-aminomuconic acid semialdehyde

2-amino-6-oxo-2,4-hexadienoic acid

C6H7NO3 (141.0425912)


   

FA 4:2;O4

2-oxo-3,4,4-trihydroxy-3E-butenoic acid

C4H4O6 (148.0007884)


   

Phaseolic acid

2-oxo-5,8,12-trihydroxy-dodecanoic acid

C12H22O6 (262.1416312)


   

FA 18:2;O

(S)-9-Hydroxy-trans,trans-10,12-octadecadienoic acid

C18H32O3 (296.2351322)


   

FA 28:1;O

Octacosanoic acid, 11-oxo-

C28H54O3 (438.4072734)


   

FA 33:1;O

11-Oxotritriacontanoic acid

C33H64O3 (508.48551940000004)


   

FA 18:5;O

12-[1Z,3Z-hexadienyloxy]-6Z,9Z,11E-dodecatrienoic acid

C18H26O3 (290.1881846)


   

FA 17:7;O

(7E,9E,15E)-heptadeca-7,9,15-trien-11,13-diyn-4-one

C17H20O (240.151407)


   

FA 17:6;O

(9E,15E)-heptadec-9,15-trien-11,13-diyn-4-one

C17H22O (242.1670562)


   

FA 19:7;O

(4E,10E,12E)-nonadec-4,10,12-trien-6,8-diyn-2-one

C19H24O (268.1827054)


   

FA 11:3;O

8-(3-oxocyclopropen-1-yl)octanoic acid

C11H16O3 (196.1099386)


   

Nuciferoate

11-oxo-14-nonacosenoic acid

C29H54O3 (450.4072734)


   

FA 16:2;O

(3E,5S,16R)-5-hydroxy-16-methyl-1-oxacyclohexadec-3-en-2-one

C16H28O3 (268.2038338)


   

FA 30:1;O

29-Oxotriacontanoic acid

C30H58O3 (466.4385718)


   

FA 27:11;O2

3-Hydroxy-24-methyl-25-oxo-5E,7E,9E,11E,13E,15E,17E,19Z,21E,23E-hexacosadecaenoic acid

C27H32O4 (420.2300472)


   

FA 27:12;O

24-methyl-25-oxohexacosa-2E,5E,7E,9Z,11E,13Z,15E,17E,19Z,21E,23E-undecaenoic acid

C27H30O3 (402.21948299999997)