Exact Mass: 331.25832679999996

Exact Mass Matches: 331.25832679999996

Found 237 metabolites which its exact mass value is equals to given mass value 331.25832679999996, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

   

2-[Octahydro-4,7-dimethyl-1-oxocyclopenta[c]pyran-3-yl]nepetalactam

2-{4,7-dimethyl-1-oxo-octahydrocyclopenta[c]pyran-3-yl}-4,7-dimethyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridin-1-one

C20H29NO3 (331.2147324)


2-[Octahydro-4,7-dimethyl-1-oxocyclopenta[c]pyran-3-yl]nepetalactam is found in herbs and spices. 2-[Octahydro-4,7-dimethyl-1-oxocyclopenta[c]pyran-3-yl]nepetalactam is isolated from a commercial sample of catnip oil (Nepeta cataria). Isolated from a commercial sample of catnip oil (Nepeta cataria). 2-[Octahydro-4,7-dimethyl-1-oxocyclopenta[c]pyran-3-yl]nepetalactam is found in tea and herbs and spices.

   

Marimastat

(2S,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N,2-dihydroxy-3-(2-methylpropyl)butanediamide

C15H29N3O5 (331.2107104)


Marimastat is only found in individuals that have used or taken this drug. It is used in the treatment of cancer, Marmiastat is an angiogenesis and metastasis inhibitor. As an angiogenesis inhibitor it limits the growth and production of blood vessels. As an antimetatstatic agent it prevents malignant cells from breaching the basement membranes.Marimastat is a broad spectrum matrix metalloprotease inhibitor. It mimics the peptide structure of natural MMP substrates and binds to matrix metalloproteases, thereby preventing the degradation of the basement membrane by these proteases. This antiprotease action prevents the migration of endothelial cells needed to form new blood vessels. Inhibition of MMPs also prevents the entry and exit of tumor cells into existing blood cells, thereby preventing metastasis. C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C1970 - Matrix Metalloproteinase Inhibitor C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor D004791 - Enzyme Inhibitors

   

3-hydroxydecanoyl carnitine

3-[(3-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


3-Hydroxydecanoyl carnitine is an acylcarnitine. More specifically, it is an 3-hydroxydecanoic 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. 3-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3-hydroxydecanoyl carnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

7-Hydroxydecanoylcarnitine

3-[(7-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


7-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 7-hydroxydecanoic 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. 7-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 7-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

6-Hydroxydecanoylcarnitine

3-[(6-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


6-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 6-hydroxydecanoic 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. 6-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 6-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

2-Hydroxydecanoylcarnitine

3-[(2-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


2-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 2-hydroxydecanoic 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. 2-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 2-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

8-Hydroxydecanoylcarnitine

3-[(8-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


8-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 8-hydroxydecanoic 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. 8-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 8-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

5-Hydroxydecanoylcarnitine

3-[(5-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


5-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 5-hydroxydecanoic 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. 5-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 5-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

4-Hydroxydecanoylcarnitine

3-[(4-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


4-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 4-hydroxydecanoic 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. 4-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 4-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

9-Hydroxydecanoylcarnitine

3-[(9-hydroxydecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


9-Hydroxydecanoylcarnitine is an acylcarnitine. More specifically, it is an 9-hydroxydecanoic 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. 9-Hydroxydecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 9-Hydroxydecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). 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].

   

N-Lauroyl Methionine

2-[(1-Hydroxydodecylidene)amino]-4-(methylsulphanyl)butanoic acid

C17H33NO3S (331.2181028)


N-lauroyl methionine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Lauric acid amide of Methionine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Lauroyl Methionine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Lauroyl Methionine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

   

N-Myristoyl Cysteine

3-sulfanyl-2-tetradecanamidopropanoic acid

C17H33NO3S (331.2181028)


N-myristoyl cysteine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Myristic acid amide of Cysteine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Myristoyl Cysteine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Myristoyl Cysteine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

   

2H-1,2-Oxazin-3(4H)-one, 4-((3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl)methylene)dihydro-2-methyl-

2H-1,2-Oxazin-3(4H)-one, 4-((3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl)methylene)dihydro-2-methyl-

C20H29NO3 (331.2147324)


   

N-Methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidone

3-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]-1-methoxypyrrolidin-2-one

C20H29NO3 (331.2147324)


   

N-Methylfuntumine

N-Methylfuntumine

C22H37NO (331.2874992)


   
   
   
   
   
   
   

15alpha-Hydroxyholamine

(+)-15alpha-Hydroxyholamine

C21H33NO2 (331.25111580000004)


   

19-O-deethyl spiramine N

19-O-deethyl spiramine N

C20H29NO3 (331.2147324)


   
   

(Z)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide|(Z)-N-[2-(4-Hydroxyphenyl)-ethyl]-3-methyl-2-dodecenamide|(Z)-N-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enamide

(Z)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide|(Z)-N-[2-(4-Hydroxyphenyl)-ethyl]-3-methyl-2-dodecenamide|(Z)-N-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enamide

C21H33NO2 (331.25111580000004)


   

N(1)-acetyl-N(1)-deoxymayfoline

N(1)-acetyl-N(1)-deoxymayfoline

C19H29N3O2 (331.2259654)


   

1,2-Dihydrocomosidine

1,2-Dihydrocomosidine

C20H29NO3 (331.2147324)


   

20-(methylamino)pregn-5-en-3-ol

20-(methylamino)pregn-5-en-3-ol

C22H37NO (331.2874992)


   
   

(+)-elisabethamine|elisabethamine

(+)-elisabethamine|elisabethamine

C21H33NO2 (331.25111580000004)


   
   

10-Isothiocyanatobiflora-4,15-diene

10-Isothiocyanatobiflora-4,15-diene

C21H33NS (331.2333578000001)


   

(3aR)-3c-methyl-4t-[trans-2-((2S)-6t-methyl-piperidin-2r-yl)-vinyl]-(3ar,4ac,8ac,9ac)-decahydro-naphtho[2,3-c]furan-1-one|(3S,3aR,4R,4aS,8aR,9aS)-decahydro-3-methyl-4-[2-(E)-[(2S,6R)-6-methylpiperidin-2-yl]ethenyl]naphtho[2,3-c]furan-1(3H)-one|Himandravin|Himbelin|Himbeline|Himbellin

(3aR)-3c-methyl-4t-[trans-2-((2S)-6t-methyl-piperidin-2r-yl)-vinyl]-(3ar,4ac,8ac,9ac)-decahydro-naphtho[2,3-c]furan-1-one|(3S,3aR,4R,4aS,8aR,9aS)-decahydro-3-methyl-4-[2-(E)-[(2S,6R)-6-methylpiperidin-2-yl]ethenyl]naphtho[2,3-c]furan-1(3H)-one|Himandravin|Himbelin|Himbeline|Himbellin

C21H33NO2 (331.25111580000004)


   

(-)-(2R*,3S*,6S*)-N,2-dimethyl-3-hydroxy-6-(9-phenylnonyl)piperidine

(-)-(2R*,3S*,6S*)-N,2-dimethyl-3-hydroxy-6-(9-phenylnonyl)piperidine

C22H37NO (331.2874992)


   
   
   
   
   
   

(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide|dehydroretrofractamide C

(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide|dehydroretrofractamide C

C20H29NO3 (331.2147324)


   

(6Z,9Z,12Z,15Z)-1-(diethylamino)octadeca-6,9,12,15-tetraen-3-one

(6Z,9Z,12Z,15Z)-1-(diethylamino)octadeca-6,9,12,15-tetraen-3-one

C22H37NO (331.2874992)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

phenylethylamide 331

phenylethylamide 331

C22H37NO (331.2874992)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

N-ethyl arachidonoylamide

N-ethyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C22H37NO (331.2874992)


   

N,N-dimethylarachidonoylamide

N,N-dimethyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C22H37NO (331.2874992)


   
   

Marimastat

(2S,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N,2-dihydroxy-3-(2-methylpropyl)butanediamide

C15H29N3O5 (331.2107104)


C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C1970 - Matrix Metalloproteinase Inhibitor C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor D004791 - Enzyme Inhibitors

   

2-[Octahydro-4,7-dimethyl-1-oxocyclopenta[c]pyran-3-yl]nepetalactam

2-{4,7-dimethyl-1-oxo-octahydrocyclopenta[c]pyran-3-yl}-4,7-dimethyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridin-1-one

C20H29NO3 (331.2147324)


   
   
   
   
   

CAR 10:0;O

3S-{[-3-hydroxydecanoyl]oxy}-4-(trimethylazaniumyl)butanoate

C17H33NO5 (331.2358608)


   

NA 22:4

N,N-dimethyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine

C22H37NO (331.2874992)


   

trans-4-(4-Pentylcyclohexyl)-4-biphenylcarbonitrile

trans-4-(4-Pentylcyclohexyl)-4-biphenylcarbonitrile

C24H29N (331.2299874)


   

2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

C17H27B2NO4 (331.21260820000003)


   

3,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

3,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

C17H27B2NO4 (331.21260820000003)


   

(2S,4R)-1-Boc-4-(tert-butyldimethylsilyloxy)-2-(hydroxyMethyl)pyrrolidine

(2S,4R)-1-Boc-4-(tert-butyldimethylsilyloxy)-2-(hydroxyMethyl)pyrrolidine

C16H33NO4Si (331.2178738)


   

1,9-BIS-BOC-1,5,9-TRIAZANONANE

1,9-BIS-BOC-1,5,9-TRIAZANONANE

C16H33N3O4 (331.2470938)


   

1-(2-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOXY)ETHYL)PIPERIDINE

1-(2-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOXY)ETHYL)PIPERIDINE

C19H30BNO3 (331.231862)


   

Methyl 3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxylate

Methyl 3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxylate

C20H29NO3 (331.2147324)


   

1H-Pyrrolo[2,3-b]pyridine-3-methanamine, N,N-dimethyl-1-[tris(1-methylethyl)silyl]-

1H-Pyrrolo[2,3-b]pyridine-3-methanamine, N,N-dimethyl-1-[tris(1-methylethyl)silyl]-

C19H33N3Si (331.24436180000004)


   

Hexadecanamide,N-phenyl-

Hexadecanamide,N-phenyl-

C22H37NO (331.2874992)


   

(1-methylpiperidin-3-yl) 2-cyclohexyl-2-hydroxy-2-phenylacetate

(1-methylpiperidin-3-yl) 2-cyclohexyl-2-hydroxy-2-phenylacetate

C20H29NO3 (331.2147324)


   

Undecylenoyl Phenylalanine

Undecylenoyl Phenylalanine

C20H29NO3 (331.2147324)


   

2-ethylhexan-1-amine,furan-2,5-dione,styrene

2-ethylhexan-1-amine,furan-2,5-dione,styrene

C20H29NO3 (331.2147324)


   

4-[3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]morpholine

4-[3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]morpholine

C19H30BNO3 (331.231862)


   

N-{3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyoxy]propyl}pyrrolidine

N-{3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyoxy]propyl}pyrrolidine

C19H30BNO3 (331.231862)


   

1,5-bis-Boc-1,5,9-triazanonane

1,5-bis-Boc-1,5,9-triazanonane

C16H33N3O4 (331.2470938)


   

2-[bis(2-hydroxyethyl)amino]ethyl laurate

2-[bis(2-hydroxyethyl)amino]ethyl laurate

C18H37NO4 (331.27224420000005)


   
   

(3S,4S)-3,4-BIS[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]PYRROLIDINE

(3S,4S)-3,4-BIS[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]PYRROLIDINE

C16H37NO2Si2 (331.23627020000004)


   

(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

C20H29NO3 (331.2147324)


   

2-(Dodecanoylamino)-4-methylsulfanylbutanoic acid

2-(Dodecanoylamino)-4-methylsulfanylbutanoic acid

C17H33NO3S (331.2181028)


   

(2S)-6-amino-2-[[2-[[(2S)-2,6-diaminohexanoyl]amino]acetyl]amino]hexanoic Acid

(2S)-6-amino-2-[[2-[[(2S)-2,6-diaminohexanoyl]amino]acetyl]amino]hexanoic Acid

C14H29N5O4 (331.22194340000004)


   

N-(2-Phenylethyl)tetradecanamide

N-(2-Phenylethyl)tetradecanamide

C22H37NO (331.2874992)


   
   

(8r)-8-[(Dimethylamino)methyl]-1-[3-(Dimethylamino)propyl]-1,7,8,9-Tetrahydrochromeno[5,6-D]imidazol-2-Amine

(8r)-8-[(Dimethylamino)methyl]-1-[3-(Dimethylamino)propyl]-1,7,8,9-Tetrahydrochromeno[5,6-D]imidazol-2-Amine

C18H29N5O (331.2371984)


   
   

(2S,3S,8S,9S)-3-Amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

(2S,3S,8S,9S)-3-Amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid

C20H29NO3 (331.2147324)


   

Arachidonoyl-N,N-dimethyl amide

Arachidonoyl-N,N-dimethyl amide

C22H37NO (331.2874992)


   

(7Z,10Z,13Z,16Z)-Docosatetraenoate

(7Z,10Z,13Z,16Z)-Docosatetraenoate

C22H35O2- (331.263691)


   

9,10,18-Trihydroxystearate

9,10,18-Trihydroxystearate

C18H35O5- (331.248436)


   

(3Z)-3-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]-1-methoxypyrrolidin-2-one

(3Z)-3-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]-1-methoxypyrrolidin-2-one

C20H29NO3 (331.2147324)


   

7-Hydroxydecanoylcarnitine

7-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

6-Hydroxydecanoylcarnitine

6-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

2-Hydroxydecanoylcarnitine

2-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

8-Hydroxydecanoylcarnitine

8-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

5-Hydroxydecanoylcarnitine

5-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

4-Hydroxydecanoylcarnitine

4-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

9-Hydroxydecanoylcarnitine

9-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


   

(4Z)-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]-2-methyloxazinan-3-one

(4Z)-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]-2-methyloxazinan-3-one

C20H29NO3 (331.2147324)


   

[2-(8-Amino-7-oxononanoyl)oxy-3-carboxypropyl]-trimethylazanium

[2-(8-Amino-7-oxononanoyl)oxy-3-carboxypropyl]-trimethylazanium

C16H31N2O5+ (331.2232856)


   

(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide

(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide

C20H29NO3 (331.2147324)


A natural product found in Piper boehmeriaefolium.

   
   

Leu-Leu-Ser

Leu-Leu-Ser

C15H29N3O5 (331.2107104)


A tripeptide composed of two L-leucine units and L-serine joined in sequence by peptide linkages.

   

Propenzolate

Propenzolate

C20H29NO3 (331.2147324)


C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent

   

3-Hydroxydecanoylcarnitine

3-Hydroxydecanoylcarnitine

C17H33NO5 (331.2358608)


An O-acylcarnitine having 3-hydroxydecanoyl as the acyl substituent.

   

4-Anilino-4-oxobutanoic acid (4-tert-butylcyclohexyl) ester

4-Anilino-4-oxobutanoic acid (4-tert-butylcyclohexyl) ester

C20H29NO3 (331.2147324)


   

3-(3-hydroxypropylamino)-7-methyl-1-(pentylamino)-6,8-dihydro-5H-2,7-naphthyridine-4-carbonitrile

3-(3-hydroxypropylamino)-7-methyl-1-(pentylamino)-6,8-dihydro-5H-2,7-naphthyridine-4-carbonitrile

C18H29N5O (331.2371984)


   
   
   
   
   
   
   
   

1-[4-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]butyl]-3,5-dimethylpiperidine

1-[4-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]butyl]-3,5-dimethylpiperidine

C21H33NO2 (331.25111580000004)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

N-[(2S,3S,4R)-1,3,4-trihydroxy-15-methylhexadecan-2-yl]formamide

N-[(2S,3S,4R)-1,3,4-trihydroxy-15-methylhexadecan-2-yl]formamide

C18H37NO4 (331.27224420000005)


   

11-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoate

11-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]undecanoate

C17H31O6- (331.2120526)


   
   

(10R)-10-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyundecanoate

(10R)-10-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyundecanoate

C17H31O6- (331.2120526)


   

Pyrrolidine, 1-(1-oxo-9,12,15-octadecatrienyl)-

Pyrrolidine, 1-(1-oxo-9,12,15-octadecatrienyl)-

C22H37NO (331.2874992)


   

(2S)-2-[4-(1-Ethoxyethoxy)-1-hydroxybutyl]pyrrolidine-1-carboxylic acid tert-butyl ester

(2S)-2-[4-(1-Ethoxyethoxy)-1-hydroxybutyl]pyrrolidine-1-carboxylic acid tert-butyl ester

C17H33NO5 (331.2358608)


   

all-cis-docosa-7,10,13,16-tetraenoate

all-cis-docosa-7,10,13,16-tetraenoate

C22H35O2 (331.263691)


A polyunsaturated fatty acid anion that is the conjugate base of all-cis-docosa-7,10,13,16-tetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

3-hydroxydecanoyl carnitine

3-hydroxydecanoyl carnitine

C17H33NO5 (331.2358608)


   

N-ethyl arachidonoyl amine

N-ethyl arachidonoyl amine

C22H37NO (331.2874992)


   

oscr#18(1-)

oscr#18(1-)

C17H31O6 (331.2120526)


A hydroxy fatty acid ascaroside anion that is the conjugate base of oscr#18, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   
   
   
   
   
   

{[(2r,4ar,7r,8as,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl]oxy}methanimidic acid

{[(2r,4ar,7r,8as,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl]oxy}methanimidic acid

C21H33NO2 (331.25111580000004)


   

3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoic acid

3-{13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl}propanoic acid

C21H33NO2 (331.25111580000004)


   

(3r,5r,7s,10s,11e,13s)-10,15-dihydroxy-3,6,6,10,16-pentamethyl-14-azatricyclo[11.2.1.0⁵,⁷]hexadeca-1(16),11,14-trien-2-one

(3r,5r,7s,10s,11e,13s)-10,15-dihydroxy-3,6,6,10,16-pentamethyl-14-azatricyclo[11.2.1.0⁵,⁷]hexadeca-1(16),11,14-trien-2-one

C20H29NO3 (331.2147324)


   

5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

(1r,2s,4s,6s,7r,8r,10s,11r,12r)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2⁴,⁷.0¹,¹⁰.0²,⁷]nonadec-13-ene-6,8,12-triol

(1r,2s,4s,6s,7r,8r,10s,11r,12r)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2⁴,⁷.0¹,¹⁰.0²,⁷]nonadec-13-ene-6,8,12-triol

C20H29NO3 (331.2147324)


   

n-[4-(5-methyl-2-oxo-4-phenyl-1,5-diazocan-1-yl)butyl]ethanimidic acid

n-[4-(5-methyl-2-oxo-4-phenyl-1,5-diazocan-1-yl)butyl]ethanimidic acid

C19H29N3O2 (331.2259654)


   

(1s,3s,5r,8r,9s,10s,11r,14s,17r,18r,19s)-5-methyl-12-methylidene-7-azahexacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-3,10,19-triol

(1s,3s,5r,8r,9s,10s,11r,14s,17r,18r,19s)-5-methyl-12-methylidene-7-azahexacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-3,10,19-triol

C20H29NO3 (331.2147324)


   

(4ar,5s,6r,8ar)-5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(4ar,5s,6r,8ar)-5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

(1s,4s,9r,12s,13r,16r,17r)-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

(1s,4s,9r,12s,13r,16r,17r)-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

C20H29NO3 (331.2147324)


   

1-[(1s,3s,3as,3br,7r,9ar,9bs,11ar)-7-amino-3-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(1s,3s,3as,3br,7r,9ar,9bs,11ar)-7-amino-3-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]ethanone

C21H33NO2 (331.25111580000004)


   

(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-3-hydroxypropanoic acid

(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-4-methylpentylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-3-hydroxypropanoic acid

C15H29N3O5 (331.2107104)


   

14,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-1,14-dien-5-one

14,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-1,14-dien-5-one

C20H29NO3 (331.2147324)


   

[(7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl)oxy]methanimidic acid

[(7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl)oxy]methanimidic acid

C21H33NO2 (331.25111580000004)


   

(8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)non-8-enimidic acid

(8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)non-8-enimidic acid

C20H29NO3 (331.2147324)


   

1-[(1s,3as,3br,5as,7r,9as,9bs,11ar)-9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(1s,3as,3br,5as,7r,9as,9bs,11ar)-9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

C22H37NO (331.2874992)


   

{[(2r,4ar,7s,8as,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl]oxy}methanimidic acid

{[(2r,4ar,7s,8as,10as)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-2-yl]oxy}methanimidic acid

C21H33NO2 (331.25111580000004)


   

3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-3,13(16),14-triene-1,5,14-triol

3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-3,13(16),14-triene-1,5,14-triol

C20H29NO3 (331.2147324)


   

17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

C20H29NO3 (331.2147324)


   

1-[9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

C22H37NO (331.2874992)


   

n,n'-bis(3,7-dimethylocta-2,6-dien-1-yl)guanidine

n,n'-bis(3,7-dimethylocta-2,6-dien-1-yl)guanidine

C21H37N3 (331.2987322)


   

n,n'-bis[(2e)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

n,n'-bis[(2e)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

C21H37N3 (331.2987322)


   

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)non-8-enimidic acid

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)non-8-enimidic acid

C20H29NO3 (331.2147324)


   

n,n-bis(3,7-dimethylocta-2,6-dien-1-yl)guanidine

n,n-bis(3,7-dimethylocta-2,6-dien-1-yl)guanidine

C21H37N3 (331.2987322)


   

5-methyl-12-methylidene-7-azahexacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-3,10,19-triol

5-methyl-12-methylidene-7-azahexacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-3,10,19-triol

C20H29NO3 (331.2147324)


   

n-{4-[(4s)-5-methyl-2-oxo-4-phenyl-1,5-diazocan-1-yl]butyl}ethanimidic acid

n-{4-[(4s)-5-methyl-2-oxo-4-phenyl-1,5-diazocan-1-yl]butyl}ethanimidic acid

C19H29N3O2 (331.2259654)


   

1-{7-amino-3-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

1-{7-amino-3-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}ethanone

C21H33NO2 (331.25111580000004)


   

2,5-dimethyl-3-(methylamino)-8-(6-methylhept-5-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1,4-diol

2,5-dimethyl-3-(methylamino)-8-(6-methylhept-5-en-2-yl)-5,6,7,8-tetrahydronaphthalene-1,4-diol

C21H33NO2 (331.25111580000004)


   
   

1-[(1s,3as,3br,5as,7r,9as,9bs,11as)-9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

1-[(1s,3as,3br,5as,7r,9as,9bs,11as)-9a,11a-dimethyl-7-(methylamino)-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]ethanone

C22H37NO (331.2874992)


   

n-benzylpentadecanimidic acid

n-benzylpentadecanimidic acid

C22H37NO (331.2874992)


   

n-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-n-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

n-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-n-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

C21H37N3 (331.2987322)


   

5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

(4as,5r,6s,8as)-5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(4as,5r,6s,8as)-5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

1-(6-hydroxy-8-phenyl-1,5,10-triazacyclotetradec-5-en-1-yl)ethanone

1-(6-hydroxy-8-phenyl-1,5,10-triazacyclotetradec-5-en-1-yl)ethanone

C19H29N3O2 (331.2259654)


   

n-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enimidic acid

n-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enimidic acid

C21H33NO2 (331.25111580000004)


   

(5s,8r)-2,5-dimethyl-3-(methylamino)-8-[(2s)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalene-1,4-diol

(5s,8r)-2,5-dimethyl-3-(methylamino)-8-[(2s)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalene-1,4-diol

C21H33NO2 (331.25111580000004)


   

3-[(1r,2r,3s,7r,10s,12s,13r)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoic acid

3-[(1r,2r,3s,7r,10s,12s,13r)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoic acid

C21H33NO2 (331.25111580000004)


   

(4as,5r,6s,8as)-5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(4as,5r,6s,8as)-5-[2-(5-hydroxy-2h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

(1z,3s,10s,13r,16s)-14,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-1,14-dien-5-one

(1z,3s,10s,13r,16s)-14,16-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-1,14-dien-5-one

C20H29NO3 (331.2147324)


   

(4ar,5s,6r,8ar)-5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(4ar,5s,6r,8ar)-5-[2-(2-hydroxy-5h-pyrrol-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H29NO3 (331.2147324)


   

(1s,4s,9r,12s,13s,16r,17r)-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

(1s,4s,9r,12s,13s,16r,17r)-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5,7-diene-7,17-diol

C20H29NO3 (331.2147324)


   

10,15-dihydroxy-3,6,6,10,16-pentamethyl-14-azatricyclo[11.2.1.0⁵,⁷]hexadeca-1(16),11,14-trien-2-one

10,15-dihydroxy-3,6,6,10,16-pentamethyl-14-azatricyclo[11.2.1.0⁵,⁷]hexadeca-1(16),11,14-trien-2-one

C20H29NO3 (331.2147324)


   

1-[(8s)-6-hydroxy-8-phenyl-1,5,10-triazacyclotetradec-5-en-1-yl]ethanone

1-[(8s)-6-hydroxy-8-phenyl-1,5,10-triazacyclotetradec-5-en-1-yl]ethanone

C19H29N3O2 (331.2259654)


   

[(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid

[(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid

C21H33NO2 (331.25111580000004)


   

3-[(1r,2r,3s,10s,12s,13r)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoic acid

3-[(1r,2r,3s,10s,12s,13r)-13-isopropyl-1-methyl-11-azapentacyclo[8.5.0.0²,¹².0³,⁷.0⁷,¹¹]pentadecan-2-yl]propanoic acid

C21H33NO2 (331.25111580000004)


   

(2z)-n-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enimidic acid

(2z)-n-[2-(4-hydroxyphenyl)ethyl]-3-methyldodec-2-enimidic acid

C21H33NO2 (331.25111580000004)


   

(2r,4s,5r,6s)-2-nonyl-6-phenyl-7-oxa-1-azabicyclo[3.2.1]octan-4-ol

(2r,4s,5r,6s)-2-nonyl-6-phenyl-7-oxa-1-azabicyclo[3.2.1]octan-4-ol

C21H33NO2 (331.25111580000004)


   

(2r,3s,4s,6s)-6-(2-hydroxydodecyl)-2-(hydroxymethyl)piperidine-3,4-diol

(2r,3s,4s,6s)-6-(2-hydroxydodecyl)-2-(hydroxymethyl)piperidine-3,4-diol

C18H37NO4 (331.27224420000005)


   

n,n-bis[(2e)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

n,n-bis[(2e)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

C21H37N3 (331.2987322)


   

(1s,3e,5s,10r)-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-3,13(16),14-triene-1,5,14-triol

(1s,3e,5s,10r)-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0¹³,¹⁶]heptadeca-3,13(16),14-triene-1,5,14-triol

C20H29NO3 (331.2147324)


   

n,n'-bis[(2z)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

n,n'-bis[(2z)-3,7-dimethylocta-2,6-dien-1-yl]guanidine

C21H37N3 (331.2987322)


   

(2s,3r,12r)-2-amino-3,12-dihydroxyoctadecanoic acid

(2s,3r,12r)-2-amino-3,12-dihydroxyoctadecanoic acid

C18H37NO4 (331.27224420000005)