Exact Mass: 425.3869

Exact Mass Matches: 425.3869

Found 109 metabolites which its exact mass value is equals to given mass value 425.3869, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Oleoylcarnitine (C18:1)

(Z)-(+-)-3-Carboxy-N,N,N-trimethyl-2-((1-oxo-9-octadecenyl)oxy)-1-propanaminium

C25H47NO4 (425.3505)


Oleoylcarnitine is an acylcarnitine. More specifically, it is an oleic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Oleoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine oleoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular oleoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews]. A long-chain acylcarnitine that accumulates during certain metabolic conditions, such as fasting (PMID: 15653102) [HMDB] Oleoylcarnitine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=38677-66-6 (retrieved 2024-06-29) (CAS RN: 38677-66-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Oleoylcarnitine, the metabolite which accumulates through suppression of fatty acid β-oxidation, can enhance hepatocarcinogenesis via STAT3 activation[1].

   

Vaccenyl carnitine

(4S)-4-[(11E)-octadec-11-enoyloxy]-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


Vaccenyl carnitine is a long-chain acyl fatty acid derivative ester of carnitine. Long-chain acyl fatty acid derivatives accumulate in the cytosol and serum of patients suffering of mitochondrial carnitine palmitoyltransferase II (CPT II, EC 2.3.1.12) deficiency, the most common inherited disorder of lipid metabolism in adults. carnitine palmitoyltransferase II deficiency is an autosomal recessive disorder of fatty acid metabolism presenting as two clinical phenotypes: (i) a severe infantile hepatocardiomuscular form and (ii) a milder adult muscular form. Energy production from long-chain fatty acids (LCFAs) requires the transport of LCFAs into the mitochondrial matrix. This transport is carnitine-dependent and involves translocation machinery. mitochondrial fatty acid oxidation disorders cause hypoglycaemia, hepatic dysfunction, myopathy, cardiomyopathy and encephalopathy. Patients with end-stage renal disease (ESRD) undergoing long-term haemodialysis exhibit elevated acylcarnitine concentrations. (PMID: 11999976, 10682306, 15025677, 16168195) [HMDB] Vaccenyl carnitine is a long-chain acyl fatty acid derivative ester of carnitine. Long-chain acyl fatty acid derivatives accumulate in the cytosol and serum of patients suffering of mitochondrial carnitine palmitoyltransferase II (CPT II, EC 2.3.1.12) deficiency, the most common inherited disorder of lipid metabolism in adults. carnitine palmitoyltransferase II deficiency is an autosomal recessive disorder of fatty acid metabolism presenting as two clinical phenotypes: (i) a severe infantile hepatocardiomuscular form and (ii) a milder adult muscular form. Energy production from long-chain fatty acids (LCFAs) requires the transport of LCFAs into the mitochondrial matrix. This transport is carnitine-dependent and involves translocation machinery. mitochondrial fatty acid oxidation disorders cause hypoglycaemia, hepatic dysfunction, myopathy, cardiomyopathy and encephalopathy. Patients with end-stage renal disease (ESRD) undergoing long-term haemodialysis exhibit elevated acylcarnitine concentrations. (PMID: 11999976, 10682306, 15025677, 16168195).

   

Elaidic carnitine

3-[(9E)-octadec-9-enoyloxy]-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


Elaidic carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.) [HMDB] Elaidic carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).

   

Tetracosanoylglycine

2-Tetracosanamidoacetic acid

C26H51NO3 (425.3869)


Tetracosanoylglycine is an acylglycine with C-24 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine ↔ CoA + N-acylglycine. Tetracosanoylglycine is an acylglycine with C-24 fatty acid group as the acyl moiety.

   

2-Hydroxyhexadecanoylcarnitine

(3S)-3-[(11Z)-Octadec-11-enoyloxy]-4-(trimethylazaniumyl)butanoic acid

C25H47NO4 (425.3505)


2-hydroxyhexadecanoylcarnitine, also known as a-Hydroxypalmitoylcarnitine, is classified as a member of the fatty acid esters. Fatty acid esters are carboxylic ester derivatives of a fatty acid. 2-hydroxyhexadecanoylcarnitine is considered to be a practically insoluble (in water) and a weak acidic compound. 2-hydroxyhexadecanoylcarnitine is a fatty ester lipid molecule. 2-hydroxyhexadecanoylcarnitine can be found in blood. Within a cell, 2-hydroxyhexadecanoylcarnitine is primarily located in the extracellular space and near the membrane.

   

Octadecenoylcarnitine

3-(octadec-2-enoyloxy)-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


Octadecenoylcarnitine is an acylcarnitine. More specifically, it is an octadecenoic acic ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Octadecenoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine octadecenoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular octadecenoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Octadecenoylcarnitine is found to be associated with glutaric aciduria II, which is an inborn error of metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

Octadec-6-enoylcarnitine

3-(octadec-6-enoyloxy)-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


Octadec-6-enoylcarnitine is an acylcarnitine. More specifically, it is an octadec-6-enoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. octadec-6-enoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine octadec-6-enoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular octadec-6-enoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

(13Z)-Octadec-13-enoylcarnitine

3-(octadec-13-enoyloxy)-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


(13Z)-octadec-13-enoylcarnitine is an acylcarnitine. More specifically, it is an (13Z)-octadec-13-enoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. (13Z)-octadec-13-enoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (13Z)-octadec-13-enoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular (13Z)-octadec-13-enoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

(7Z)-Octadec-7-enoylcarnitine

3-(octadec-7-enoyloxy)-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


(7Z)-octadec-7-enoylcarnitine is an acylcarnitine. More specifically, it is an (7Z)-octadec-7-enoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy. This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. (7Z)-octadec-7-enoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine (7Z)-octadec-7-enoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular (7Z)-octadec-7-enoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane. Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulins inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].

   

3-Octadec-9-enoyloxy-4-(trimethylazaniumyl)butanoate

3-(Octadec-9-enoyloxy)-4-(trimethylazaniumyl)butanoic acid

C25H47NO4 (425.3505)


   

N-Octanoylsphingosine

N-(1,3-Dihydroxyoctadec-4-en-2-yl)octanimidate

C26H51NO3 (425.3869)


   

Elaidic carnitine

Elaidic carnitine

C25H47NO4 (425.3505)


   

N-octanoyl-D-erythro-sphingosine

N-octanoyl-D-erythro-sphingosine

C26H51NO3 (425.3869)


   

4-Methyl-15-azasterol

4-Methyl-15-azasterol

C29H47NO (425.3657)


   

Oleoyl-L-carnitine

Oleoyl-L-carnitine

C25H47NO4 (425.3505)


CONFIDENCE standard compound; INTERNAL_ID 251 Oleoylcarnitine, the metabolite which accumulates through suppression of fatty acid β-oxidation, can enhance hepatocarcinogenesis via STAT3 activation[1].

   

Oleoyl-carnitine; AIF; CE0; CorrDec

Oleoyl-carnitine; AIF; CE0; CorrDec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; AIF; CE10; CorrDec

Oleoyl-carnitine; AIF; CE10; CorrDec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; AIF; CE30; CorrDec

Oleoyl-carnitine; AIF; CE30; CorrDec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; AIF; CE0; MS2Dec

Oleoyl-carnitine; AIF; CE0; MS2Dec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; AIF; CE10; MS2Dec

Oleoyl-carnitine; AIF; CE10; MS2Dec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; AIF; CE30; MS2Dec

Oleoyl-carnitine; AIF; CE30; MS2Dec

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; LC-tDDA; CE10

Oleoyl-carnitine; LC-tDDA; CE10

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; LC-tDDA; CE20

Oleoyl-carnitine; LC-tDDA; CE20

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; LC-tDDA; CE30

Oleoyl-carnitine; LC-tDDA; CE30

C25H47NO4 (425.3505)


   

Oleoyl-carnitine; LC-tDDA; CE40

Oleoyl-carnitine; LC-tDDA; CE40

C25H47NO4 (425.3505)


   

C8-Ceramide

N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octanamide

C26H51NO3 (425.3869)


An N-acylsphingosine in which the ceramide N-acyl group is specified as octanoyl.

   

Vaccenyl carnitine

R-(11E octadecenoyl) carnitine;acylcarnitine C18:1

C25H47NO4 (425.3505)


   

CAR 18:1

(9Z)-octadec-9-enoylcarnitine;3-[(9Z)-octadec-9-enoyloxy]-4-(trimethylammonio)butanoate;acylcarnitine C18:1;oleoylcarnitine

C25H47NO4 (425.3505)


   

3-Deoxy-3-azido-25-hydroxyvitamin D3

(5Z,7E)-(3S)-3-azido-9,10-seco-5,7,10(19)-cholestatrien-25-ol

C27H43N3O (425.3406)


   

(6R)-6-[(1S,3aS,4E,7aR)-4-[(2Z)-2-[(5R)-5-azido-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptan-2-ol

(6R)-6-[(1S,3aS,4E,7aR)-4-[(2Z)-2-[(5R)-5-azido-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptan-2-ol

C27H43N3O (425.3406)


   

Oleoylcarnitine

Oleoylcarnitine

C25H47NO4 (425.3505)


   

3-Hydroxy-2,4,6-trimethyl-tetracosanoate

3-Hydroxy-2,4,6-trimethyl-tetracosanoate

C27H53O3- (425.3994)


   

O-(trans-Vaccenoyl)-D-carnitine

O-(trans-Vaccenoyl)-D-carnitine

C25H47NO4 (425.3505)


   

N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octanamide

N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-octanamide

C26H51NO3 (425.3869)


   

a-Hydroxyhexadecanoylcarnitine

a-Hydroxyhexadecanoylcarnitine

C25H47NO4 (425.3505)


   

Octadec-6-enoylcarnitine

Octadec-6-enoylcarnitine

C25H47NO4 (425.3505)


   

(7Z)-Octadec-7-enoylcarnitine

(7Z)-Octadec-7-enoylcarnitine

C25H47NO4 (425.3505)


   

(13Z)-Octadec-13-enoylcarnitine

(13Z)-Octadec-13-enoylcarnitine

C25H47NO4 (425.3505)


   

3-[(E)-octadec-2-enoyl]oxy-4-(trimethylazaniumyl)butanoate

3-[(E)-octadec-2-enoyl]oxy-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


   

11Z-Octadecenylcarnitine

11Z-Octadecenylcarnitine

C25H47NO4 (425.3505)


   

N-Octanoyl-D-sphingosine

N-Octanoyl-D-sphingosine

C26H51NO3 (425.3869)


   

N-octanoyl-3-oxosphinganine

N-octanoyl-3-oxosphinganine

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxyoctan-2-yl)octadec-9-enamide

(Z)-N-(1,3-dihydroxyoctan-2-yl)octadec-9-enamide

C26H51NO3 (425.3869)


   

N-(2-hydroxyethyl)pentacosanamide

N-(2-hydroxyethyl)pentacosanamide

C27H55NO2 (425.4233)


   

(E)-2-aminoheptacos-4-ene-1,3-diol

(E)-2-aminoheptacos-4-ene-1,3-diol

C27H55NO2 (425.4233)


   

N-[(E)-1,3-dihydroxyoct-4-en-2-yl]octadecanamide

N-[(E)-1,3-dihydroxyoct-4-en-2-yl]octadecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxyheptadec-4-en-2-yl]nonanamide

N-[(E)-1,3-dihydroxyheptadec-4-en-2-yl]nonanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxyicos-4-en-2-yl]hexanamide

N-[(E)-1,3-dihydroxyicos-4-en-2-yl]hexanamide

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxynonan-2-yl)heptadec-9-enamide

(Z)-N-(1,3-dihydroxynonan-2-yl)heptadec-9-enamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxyhenicos-4-en-2-yl]pentanamide

N-[(E)-1,3-dihydroxyhenicos-4-en-2-yl]pentanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxynon-4-en-2-yl]heptadecanamide

N-[(E)-1,3-dihydroxynon-4-en-2-yl]heptadecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxynonadec-4-en-2-yl]heptanamide

N-[(E)-1,3-dihydroxynonadec-4-en-2-yl]heptanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxydocos-4-en-2-yl]butanamide

N-[(E)-1,3-dihydroxydocos-4-en-2-yl]butanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxytetracos-4-en-2-yl]acetamide

N-[(E)-1,3-dihydroxytetracos-4-en-2-yl]acetamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxytricos-4-en-2-yl]propanamide

N-[(E)-1,3-dihydroxytricos-4-en-2-yl]propanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxypentadec-4-en-2-yl]undecanamide

N-[(E)-1,3-dihydroxypentadec-4-en-2-yl]undecanamide

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxydecan-2-yl)hexadec-9-enamide

(Z)-N-(1,3-dihydroxydecan-2-yl)hexadec-9-enamide

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxyundecan-2-yl)pentadec-9-enamide

(Z)-N-(1,3-dihydroxyundecan-2-yl)pentadec-9-enamide

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxydodecan-2-yl)tetradec-9-enamide

(Z)-N-(1,3-dihydroxydodecan-2-yl)tetradec-9-enamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxydodec-4-en-2-yl]tetradecanamide

N-[(E)-1,3-dihydroxydodec-4-en-2-yl]tetradecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxyundec-4-en-2-yl]pentadecanamide

N-[(E)-1,3-dihydroxyundec-4-en-2-yl]pentadecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxytridec-4-en-2-yl]tridecanamide

N-[(E)-1,3-dihydroxytridec-4-en-2-yl]tridecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxydec-4-en-2-yl]hexadecanamide

N-[(E)-1,3-dihydroxydec-4-en-2-yl]hexadecanamide

C26H51NO3 (425.3869)


   

N-[(E)-1,3-dihydroxyhexadec-4-en-2-yl]decanamide

N-[(E)-1,3-dihydroxyhexadec-4-en-2-yl]decanamide

C26H51NO3 (425.3869)


   

(Z)-N-(1,3-dihydroxytridecan-2-yl)tridec-9-enamide

(Z)-N-(1,3-dihydroxytridecan-2-yl)tridec-9-enamide

C26H51NO3 (425.3869)


   

Cer-NDS d26:1

Cer-NDS d26:1

C26H51NO3 (425.3869)


   
   

N-(decanoyl)-4E-hexadecasphingenine

N-(decanoyl)-4E-hexadecasphingenine

C26H51NO3 (425.3869)


   

N-(dodecanoyl)-4E-tetradecasphingenine

N-(dodecanoyl)-4E-tetradecasphingenine

C26H51NO3 (425.3869)


   

N-[(E,2S,3R)-1,3-dihydroxytetradec-8-en-2-yl]dodecanamide

N-[(E,2S,3R)-1,3-dihydroxytetradec-8-en-2-yl]dodecanamide

C26H51NO3 (425.3869)


   

N-[(E,2S,3R)-1,3-dihydroxyhexadec-8-en-2-yl]decanamide

N-[(E,2S,3R)-1,3-dihydroxyhexadec-8-en-2-yl]decanamide

C26H51NO3 (425.3869)


   

(R)-Oleoylcarnitine

(R)-Oleoylcarnitine

C25H47NO4 (425.3505)


An O-acyl-L-carnitine in which the acyl group is specified as oleoyl.

   

(9E)-octadec-9-enoylcarnitine

(9E)-octadec-9-enoylcarnitine

C25H47NO4 (425.3505)


An O-octadecenoylcarnitine in which the acyl group is specified as (9E)-octadec-9-enoyl.

   

Tetracosanoylglycine

Tetracosanoylglycine

C26H51NO3 (425.3869)


   

O-(2-octadecenoyl)carnitine

O-(2-octadecenoyl)carnitine

C25H47NO4 (425.3505)


   

(4S)-4-[(11E)-octadec-11-enoyloxy]-4-(trimethylazaniumyl)butanoate

(4S)-4-[(11E)-octadec-11-enoyloxy]-4-(trimethylazaniumyl)butanoate

C25H47NO4 (425.3505)


   

O-octadecenoylcarnitine

O-octadecenoylcarnitine

C25H47NO4 (425.3505)


An O-acylcarnitine in which the acyl group specified is octadecenoyl.

   

O-octadecenoyl-L-carnitine

O-octadecenoyl-L-carnitine

C25H47NO4 (425.3505)


An O-acyl-L-carnitine that is L-carnitine having a octadecenoyl group as the acyl substituent in which the position of the double bond is unspecified.

   

O-[(11E)-octadecenoyl]-D-carnitine

O-[(11E)-octadecenoyl]-D-carnitine

C25H47NO4 (425.3505)


An O-acyl-D-carnitine in which the acyl group is specified as (11E)-octadecenoyl.

   

O-oleoylcarnitine

O-oleoylcarnitine

C25H47NO4 (425.3505)


An O-acylcarnitine having oleoyl as the acyl substituent.

   

N-tetracosanoylglycine

N-tetracosanoylglycine

C26H51NO3 (425.3869)


An N-acylglycine in which the acyl group is specified as tetracosanoyl.

   
   
   

NA-Histamine 22:4(7Z,10Z,13Z,16Z)

NA-Histamine 22:4(7Z,10Z,13Z,16Z)

C27H43N3O (425.3406)


   
   
   

NA-Ser 22:1(11Z)

NA-Ser 22:1(11Z)

C25H47NO4 (425.3505)


   
   

CAR 18:1(11E)

CAR 18:1(11E)

C25H47NO4 (425.3505)


   
   
   
   

Cer 14:1;O2/12:0

Cer 14:1;O2/12:0

C26H51NO3 (425.3869)


   

Cer 14:2;O2/11:0;2OH

Cer 14:2;O2/11:0;2OH

C25H47NO4 (425.3505)


   

Cer 14:2;O2/11:0;3OH

Cer 14:2;O2/11:0;3OH

C25H47NO4 (425.3505)


   

Cer 14:2;O2/11:0;O

Cer 14:2;O2/11:0;O

C25H47NO4 (425.3505)


   

Cer 15:1;O2/11:0

Cer 15:1;O2/11:0

C26H51NO3 (425.3869)


   

Cer 15:2;O2/10:0;2OH

Cer 15:2;O2/10:0;2OH

C25H47NO4 (425.3505)


   

Cer 15:2;O2/10:0;3OH

Cer 15:2;O2/10:0;3OH

C25H47NO4 (425.3505)


   

Cer 15:2;O2/10:0;O

Cer 15:2;O2/10:0;O

C25H47NO4 (425.3505)


   

Cer 16:1;O2/10:0

Cer 16:1;O2/10:0

C26H51NO3 (425.3869)


   

Cer 18:1;O2/4:0

Cer 18:1;O2/4:0

C26H51NO3 (425.3869)


   

Cer 18:1;O2/8:0

Cer 18:1;O2/8:0

C26H51NO3 (425.3869)


   
   

Cer 18:0;O2/8:1

Cer 18:0;O2/8:1

C26H51NO3 (425.3869)


   

Cer 8:0;O2/18:1

Cer 8:0;O2/18:1

C26H51NO3 (425.3869)


   

n-[(3r,4e)-1,3-dihydroxyoctadec-4-en-2-yl]octanimidic acid

n-[(3r,4e)-1,3-dihydroxyoctadec-4-en-2-yl]octanimidic acid

C26H51NO3 (425.3869)


   

tert-butyl (2r,3r,6s)-2-methyl-6-(13-oxotetradecyl)piperidin-3-yl carbonate

tert-butyl (2r,3r,6s)-2-methyl-6-(13-oxotetradecyl)piperidin-3-yl carbonate

C25H47NO4 (425.3505)


   

tert-butyl (2r,3r,6s)-3-hydroxy-2-methyl-6-(13-oxotetradecyl)piperidine-1-carboxylate

tert-butyl (2r,3r,6s)-3-hydroxy-2-methyl-6-(13-oxotetradecyl)piperidine-1-carboxylate

C25H47NO4 (425.3505)