Exact Mass: 331.20666500000004

Exact Mass Matches: 331.20666500000004

Found 500 metabolites which its exact mass value is equals to given mass value 331.20666500000004, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Tetramethrin

2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid, ester with N-(hydroxymethyl)-1-cyclo hexene 1,2-dicarboximide

C19H25NO4 (331.178349)


P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03B - Insecticides and repellents > P03BA - Pyrethrines D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins D016573 - Agrochemicals

   

Bucharaine

CBMicro_015380

C19H25NO4 (331.178349)


Origin: Plant; SubCategory_DNP: Alkaloids derived from anthranilic acid, Quinoline alkaloids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.132 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.131 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.129 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.128

   

(+)-Mahanimbine

(+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)pyrano[3,2-a]carbazole

C23H25NO (331.193604)


(±)-Mahanimbine is found in herbs and spices. (±)-Mahanimbine is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree Alkaloid from the stem bark of Murraya koenigii (curryleaf tree). (±)-Mahanimbine is found in herbs and spices.

   
   
   
   

Salmefamol

1-(4-Hydroxy-3-(hydroxymethyl)phenyl)-2-(4-methoxy-alpha-methylphenethylamino)ethanol

C19H25NO4 (331.178349)


C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist

   

O-Methyllycorenine

O-Methyllycorenine

C19H25NO4 (331.178349)


   

(+)-Mahanimbicine

5,13-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene

C23H25NO (331.193604)


(+)-Mahanimbicine is found in herbs and spices. (+)-Mahanimbicine is an alkaloid from the leaves of Murraya koenigii (curryleaf tree (+)-Mahanimbicine is a member of carbazoles. (+)-Mahanimbicine is a natural product found in Murraya koenigii with data available.

   

(±)-Currayangine

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1^{2,17}.0^{5,20}.0^{6,11}.0^{14,19}]henicosa-1(20),2,4,6,8,10-hexaene

C23H25NO (331.193604)


Currayangine is a member of phenanthridines. Curryangine is a natural product found in Murraya koenigii and Murraya paniculata with data available. (±)-Currayangine is found in herbs and spices. (±)-Currayangine is an alkaloid from the leaves and stem bark of Murraya koenigii (curryleaf tree

   

Isomurrayazoline

8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6,8,10-hexaene

C23H25NO (331.193604)


Isomurrayazoline is found in herbs and spices. Isomurrayazoline is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree

   

Currayanine

13,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰]icosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


Currayanine is found in herbs and spices. Currayanine is an alkaloid from the leaves and stem bark of Murraya koenigii (curryleaf tree

   

Pandamarilactone 31

6-methoxy-6-methyl-1-{4-[(2E)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]butyl}-1H,2H,3H,4H,5H,6H,7H-cyclopenta[b]pyridin-5-one

C19H25NO4 (331.178349)


Pandamarilactone 31 is a food flavouring. Pandamarilactone 31 is an alkaloid from leaves of Pandanus amaryllifolius. Food flavouring. Alkaloid from leaves of Pandanus amaryllifolius

   

Bicyclomahanimbine

13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5,7,9,12-hexaene

C23H25NO (331.193604)


Bicyclomahanimbine is found in herbs and spices. Bicyclomahanimbine is an alkaloid from the leaves of Murraya koenigii (curryleaf tree

   

Bicyclomahanimbicine

8,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


Bicyclomahanimbicine is found in herbs and spices. Bicyclomahanimbicine is an alkaloid from the leaves of Murraya koenigii (curryleaf tree

   

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

   

5-hydroxy saxagliptin

(1R,3R,5R)-2-[(2S)-2-amino-2-(3,5-dihydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

C18H25N3O3 (331.189582)


5-hydroxy saxagliptin is a metabolite of saxagliptin. Saxagliptin, previously identified as BMS-477118, is a new oral hypoglycemic of the new dipeptidyl peptidase-4 (DPP-4) inhibitor class of drugs. Early development was solely by Bristol-Myers Squibb; in 2007 AstraZeneca joined with Bristol-Myers Squibb to co-develop the final compound and collaborate on the marketing of the drug. A New Drug Application for saxagliptin in the treatment of type 2 diabetes was submitted to the FDA in June 2008. (Wikipedia)

   

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].

   

3-methyloctanedioylcarnitine

3-[(7-carboxy-3-methylheptanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C16H29NO6 (331.1994774)


3-methyloctanedioylcarnitine is an acylcarnitine. More specifically, it is an 3-methyloctanedioic 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-methyloctanedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3-methyloctanedioylcarnitine 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].

   

2,4-dimethylheptanedioylcarnitine

3-[(6-carboxy-2,4-dimethylhexanoyl)oxy]-4-(trimethylazaniumyl)butanoate

C16H29NO6 (331.1994774)


2,4-dimethylheptanedioylcarnitine is an acylcarnitine. More specifically, it is an 2,4-dimethylheptanedioic 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. 2,4-dimethylheptanedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 2,4-dimethylheptanedioylcarnitine 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].

   

6-Hydroxyoct-2-enedioylcarnitine

3-[(7-carboxy-6-hydroxyhept-2-enoyl)oxy]-4-(trimethylazaniumyl)butanoate

C15H25NO7 (331.163094)


6-hydroxyoct-2-enedioylcarnitine is an acylcarnitine. More specifically, it is an 6-hydroxyoct-2-enedioic 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-hydroxyoct-2-enedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 6-hydroxyoct-2-enedioylcarnitine 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-Hydroxyoct-3-enedioylcarnitine

3-[(7-carboxy-6-hydroxyhept-3-enoyl)oxy]-4-(trimethylazaniumyl)butanoate

C15H25NO7 (331.163094)


6-hydroxyoct-3-enedioylcarnitine is an acylcarnitine. More specifically, it is an 6-hydroxyoct-3-enedioic 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-hydroxyoct-3-enedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 6-hydroxyoct-3-enedioylcarnitine 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-Hydroxyoct-3-enedioylcarnitine

3-[(7-carboxy-7-hydroxyhept-3-enoyl)oxy]-4-(trimethylazaniumyl)butanoate

C15H25NO7 (331.163094)


7-hydroxyoct-3-enedioylcarnitine is an acylcarnitine. More specifically, it is an 7-hydroxyoct-3-enedioic 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-hydroxyoct-3-enedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 7-hydroxyoct-3-enedioylcarnitine 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-Hydroxyoct-4-enedioylcarnitine

3-[(7-carboxy-7-hydroxyhept-4-enoyl)oxy]-4-(trimethylazaniumyl)butanoate

C15H25NO7 (331.163094)


7-hydroxyoct-4-enedioylcarnitine is an acylcarnitine. More specifically, it is an 7-hydroxyoct-4-enedioic 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-hydroxyoct-4-enedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 7-hydroxyoct-4-enedioylcarnitine 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-Hydroxyoct-2-enedioylcarnitine

3-[(7-carboxy-5-hydroxyhept-2-enoyl)oxy]-4-(trimethylazaniumyl)butanoate

C15H25NO7 (331.163094)


5-hydroxyoct-2-enedioylcarnitine is an acylcarnitine. More specifically, it is an 5-hydroxyoct-2-enedioic 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-hydroxyoct-2-enedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 5-hydroxyoct-2-enedioylcarnitine 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].

   

Nonanedioylcarnitine

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

C16H29NO6 (331.1994774)


nonanedioylcarnitine is an acylcarnitine. More specifically, it is an nonanedioic 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. nonanedioylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine nonanedioylcarnitine 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)


   

Centhaquine

2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline

C22H25N3 (331.204837)


   

Cocapropylene

3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid propyl ester

C19H25NO4 (331.178349)


   

Prizidilol

1-(tert-butylamino)-3-[2-(6-hydrazinylpyridazin-3-yl)phenoxy]propan-2-ol

C17H25N5O2 (331.200815)


C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

   

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)


   
   
   
   
   
   
   
   

3,7-Dihydro-3,10-dimethyl-3-(4-methyl-3-pentenyl)pyrano[2,3-c]carbazole

3,7-Dihydro-3,10-dimethyl-3-(4-methyl-3-pentenyl)pyrano[2,3-c]carbazole

C23H25NO (331.193604)


   

19-O-deethyl spiramine N

19-O-deethyl spiramine N

C20H29NO3 (331.2147324)


   
   
   

1-NM-PP1

1-(1,1-dimethylethyl)-3-(1-naphthalenylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

C20H21N5 (331.1796866)


   
   

Galanthamine, 3-O-acetyl-1,2-dihydro-

Galanthamine, 3-O-acetyl-1,2-dihydro-

C19H25NO4 (331.178349)


   
   
   
   
   

N-(3,4-Dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine

N-(3,4-Dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine

C19H25NO4 (331.178349)


   

2-hydroxyisotaxodine|2-hydroxytaxodine

2-hydroxyisotaxodine|2-hydroxytaxodine

C19H25NO4 (331.178349)


   

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

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

C19H29N3O2 (331.2259654)


   

2-Hydroxyisotaxodine

2-Hydroxyisotaxodine

C19H25NO4 (331.178349)


   

(-)-O-methylpapyramine|O-Methylpapyramine

(-)-O-methylpapyramine|O-Methylpapyramine

C19H25NO4 (331.178349)


   

1,2-Dihydrocomosidine

1,2-Dihydrocomosidine

C20H29NO3 (331.2147324)


   

Aad(-Ala-D-Val)|L,L,D-alpha-aminodipoyl-alanyl-valine

Aad(-Ala-D-Val)|L,L,D-alpha-aminodipoyl-alanyl-valine

C14H25N3O6 (331.174327)


   
   

O-Acetylmesembrenol

O-Acetylmesembrenol

C19H25NO4 (331.178349)


   

Chingchengenamide B

Chingchengenamide B

C19H25NO4 (331.178349)


   
   

15,16-ethane-1,2-diyldioxy-3beta-methoxy-(6xi)-erythrinan-2alpha-ol|Erythratin

15,16-ethane-1,2-diyldioxy-3beta-methoxy-(6xi)-erythrinan-2alpha-ol|Erythratin

C19H25NO4 (331.178349)


   

3,3,5,7-tetramethyl-1,2,3,4,5,13-hexahydro-1,5;2,4-dimethano-oxocino[3,2-a]carbazole|Bicyclomahamimbin|Bicyclomahanimbin

3,3,5,7-tetramethyl-1,2,3,4,5,13-hexahydro-1,5;2,4-dimethano-oxocino[3,2-a]carbazole|Bicyclomahamimbin|Bicyclomahanimbin

C23H25NO (331.193604)


   
   
   

10-Isothiocyanatobiflora-4,15-diene

10-Isothiocyanatobiflora-4,15-diene

C21H33NS (331.2333578000001)


   
   
   
   

3,3,5,10-tetramethyl-1,2,3,4,5,13-hexahydro-1,5;2,4-dimethano-oxocino[3,2-a]carbazole|Bicyclomahanimbicin

3,3,5,10-tetramethyl-1,2,3,4,5,13-hexahydro-1,5;2,4-dimethano-oxocino[3,2-a]carbazole|Bicyclomahanimbicin

C23H25NO (331.193604)


   
   

12-methoxy-kesselringane-2,11beta-diol|Kesselringin|kesselringine|O-Methyl-kesselringin

12-methoxy-kesselringane-2,11beta-diol|Kesselringin|kesselringine|O-Methyl-kesselringin

C19H25NO4 (331.178349)


   
   
   

(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)


   
   

5,5,7-trimethyl-2-methylene-1,2,3,4,4a,5,13,13c-octahydro-isochromeno[4,3-a]carbazole|Murrayazolidin

5,5,7-trimethyl-2-methylene-1,2,3,4,4a,5,13,13c-octahydro-isochromeno[4,3-a]carbazole|Murrayazolidin

C23H25NO (331.193604)


   
   
   
   
   
   
   
   
   
   
   

alanylasparagyllysine

alanylasparagyllysine

C13H25N5O5 (331.18556)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

asparagylalanyllysine

asparagylalanyllysine

C13H25N5O5 (331.18556)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

DIHYDROSINOMENINE

7(R)-7,8-Dihydrosinomenine

C19H25NO4 (331.178349)


   

Lotusine hydroxide

Lotusine (hydroxide)

C19H25NO4 (331.178349)


Lotusine (hydroxide) is a pure alkaloid extracted from the green seed embryo of Nelumbo nucifera Gaertn. Lotusine (hydroxide) shows effects on the action potentials in myocardium and slow inward current in cardiac Purkinje fibers[1].

   

BUCHARAINE

NCGC00017368-03!BUCHARAINE

C19H25NO4 (331.178349)


   

MAHANIMBINE

NCGC00160181-01!MAHANIMBINE

C23H25NO (331.193604)


   

2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid

NCGC00347880-02!2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid

C14H25N3O6 (331.174327)


   

C23H25NO_Pyrano[3,2-a]carbazole, 3,11-dihydro-3,5-dimethyl-3-(4-methyl-3-penten-1-yl)

NCGC00160181-03_C23H25NO_Pyrano[3,2-a]carbazole, 3,11-dihydro-3,5-dimethyl-3-(4-methyl-3-penten-1-yl)-

C23H25NO (331.193604)


   
   
   

2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid [IIN-based on: CCMSLIB00000847807]

NCGC00347880-02!2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid [IIN-based on: CCMSLIB00000847807]

C14H25N3O6 (331.174327)


   

2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid [IIN-based: Match]

NCGC00347880-02!2-[2-[(2-acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid [IIN-based: Match]

C14H25N3O6 (331.174327)


   

mahanimbine_major

mahanimbine_major

C23H25NO (331.193604)


   

Ala Gly Gly Lys

(2S)-6-amino-2-(2-{2-[(2S)-2-aminopropanamido]acetamido}acetamido)hexanoic acid

C13H25N5O5 (331.18556)


   

Ala Gly Lys Gly

2-[(2S)-6-amino-2-{2-[(2S)-2-aminopropanamido]acetamido}hexanamido]acetic acid

C13H25N5O5 (331.18556)


   

Ala Lys Gly Gly

2-{2-[(2S)-6-amino-2-[(2S)-2-aminopropanamido]hexanamido]acetamido}acetic acid

C13H25N5O5 (331.18556)


   

Gly Ala Gly Lys

(2S)-6-amino-2-{2-[(2S)-2-(2-aminoacetamido)propanamido]acetamido}hexanoic acid

C13H25N5O5 (331.18556)


   

Gly Ala Lys Gly

2-[(2S)-6-amino-2-[(2S)-2-(2-aminoacetamido)propanamido]hexanamido]acetic acid

C13H25N5O5 (331.18556)


   

Gly Gly Ala Lys

(2S)-6-amino-2-[(2S)-2-[2-(2-aminoacetamido)acetamido]propanamido]hexanoic acid

C13H25N5O5 (331.18556)


   

Gly Gly Lys Ala

(2S)-2-[(2S)-6-amino-2-[2-(2-aminoacetamido)acetamido]hexanamido]propanoic acid

C13H25N5O5 (331.18556)


   

Gly Lys Ala Gly

2-[(2S)-2-[(2S)-6-amino-2-(2-aminoacetamido)hexanamido]propanamido]acetic acid

C13H25N5O5 (331.18556)


   

Gly Lys Gly Ala

(2S)-2-{2-[(2S)-6-amino-2-(2-aminoacetamido)hexanamido]acetamido}propanoic acid

C13H25N5O5 (331.18556)


   
   
   
   
   
   
   
   

Lys Ala Gly Gly

2-{2-[(2S)-2-[(2S)-2,6-diaminohexanamido]propanamido]acetamido}acetic acid

C13H25N5O5 (331.18556)


   
   

Lys Gly Ala Gly

2-[(2S)-2-{2-[(2S)-2,6-diaminohexanamido]acetamido}propanamido]acetic acid

C13H25N5O5 (331.18556)


   

Lys Gly Gly Ala

(2S)-2-(2-{2-[(2S)-2,6-diaminohexanamido]acetamido}acetamido)propanoic acid

C13H25N5O5 (331.18556)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

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

   

Bicyclomahanimbicine

8,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0^{2,14}.0^{3,11}.0^{5,10}.0^{19,21}]henicosa-2,5,7,9,11,13-hexaene

C23H25NO (331.193604)


   

Bicyclomahanimbine

13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0^{2,14}.0^{3,11}.0^{5,10}.0^{19,21}]henicosa-2,5,7,9,11,13-hexaene

C23H25NO (331.193604)


   

curryangin

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1^{2,17}.0^{5,20}.0^{6,11}.0^{14,19}]henicosa-1(20),2,4,6,8,10-hexaene

C23H25NO (331.193604)


   

(+)-Mahanimbicine

5,13-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene

C23H25NO (331.193604)


   

Isomurrayazoline

8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1^{2,17}.0^{5,20}.0^{6,11}.0^{14,19}]henicosa-1(20),2,4,6,8,10-hexaene

C23H25NO (331.193604)


   

Curryanine

13,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0^{2,14}.0^{3,11}.0^{5,10}]icosa-2,5,7,9,11,13-hexaene

C23H25NO (331.193604)


   

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)


   

Pandamarilactone 31

6-methoxy-6-methyl-1-{4-[(2E)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]butyl}-1H,2H,3H,4H,5H,6H,7H-cyclopenta[b]pyridin-5-one

C19H25NO4 (331.178349)


   

N-Acetylleucylalanylserine

N-Acetylleucylalanylserine

C14H25N3O6 (331.174327)


   

CAR 10:0;O

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

C17H33NO5 (331.2358608)


   

(4-hydroxypiperidin-1-yl)-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone

(4-hydroxypiperidin-1-yl)-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone

C18H26BNO4 (331.19547860000006)


   

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

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

C24H29N (331.2299874)


   

1-(4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-3-YL)PIPERAZIN-1-YL)ETHANONE

1-(4-(5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-3-YL)PIPERAZIN-1-YL)ETHANONE

C17H26BN3O3 (331.20671160000006)


   

4-[(3-acetoxypropyl)amino]-2,2-dimethyl-4-oxobutane-1,3-diyl diacetate

4-[(3-acetoxypropyl)amino]-2,2-dimethyl-4-oxobutane-1,3-diyl diacetate

C15H25NO7 (331.163094)


   

4-N-BOC-SPIRO-INDANE-PIPERIDINE-3-CARBOXYLIC ACID

4-N-BOC-SPIRO-INDANE-PIPERIDINE-3-CARBOXYLIC ACID

C19H25NO4 (331.178349)


   

(R)-(-)-1-CYCLOHEXYLETHYLAMINE

(R)-(-)-1-CYCLOHEXYLETHYLAMINE

C23H25NO (331.193604)


   

4-(4-benzylpiperidin-1-yl)quinazoline-6-carbaldehyde

4-(4-benzylpiperidin-1-yl)quinazoline-6-carbaldehyde

C21H21N3O (331.1684536)


   

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)


   

tert-Butyl 4-(3-oxo-3-phenylpropanoyl)piperidine-1-carboxylate

tert-Butyl 4-(3-oxo-3-phenylpropanoyl)piperidine-1-carboxylate

C19H25NO4 (331.178349)


   

Uracil,6-amino-5-[2-(benzylmethylamino)acetamido]-1,3-dimethyl- (6CI)

Uracil,6-amino-5-[2-(benzylmethylamino)acetamido]-1,3-dimethyl- (6CI)

C16H21N5O3 (331.16443160000006)


   

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL PIPERIDINE-1-CARBOXYLATE

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL PIPERIDINE-1-CARBOXYLATE

C18H26BNO4 (331.19547860000006)


   

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)


   

TERT-BUTYL 4-(3-METHYL-2-OXO-2,3-DIHYDRO-1H-BENZO[D]IMIDAZOL-1-YL)PIPERIDINE-1-CARBOXYLATE

TERT-BUTYL 4-(3-METHYL-2-OXO-2,3-DIHYDRO-1H-BENZO[D]IMIDAZOL-1-YL)PIPERIDINE-1-CARBOXYLATE

C18H25N3O3 (331.189582)


   

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

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

C16H33NO4Si (331.2178738)


   

Hydroxy Saxagliptin

5-hydroxy saxagliptin

C18H25N3O3 (331.189582)


D007004 - Hypoglycemic Agents > D054873 - Dipeptidyl-Peptidase IV Inhibitors D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors

   

3-DIMETHYLAMINO-2-[1-(4-METHOXY-BENZYL)-1H-TETRAZOL-5-YL]-ACRYLIC ACID ETHYL ESTER

3-DIMETHYLAMINO-2-[1-(4-METHOXY-BENZYL)-1H-TETRAZOL-5-YL]-ACRYLIC ACID ETHYL ESTER

C16H21N5O3 (331.16443160000006)


   

4-(Tetrahydrofurfurylaminocarbonyl)benzeneboronic acid pinacol ester

4-(Tetrahydrofurfurylaminocarbonyl)benzeneboronic acid pinacol ester

C18H26BNO4 (331.19547860000006)


   

ZM39923

3-[Benzyl(propan-2-yl)amino]-1-(naphthalen-2-yl)propan-1-one

C23H25NO (331.193604)


   

Acetamide, N-[1-[tris(1-methylethyl)silyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-

Acetamide, N-[1-[tris(1-methylethyl)silyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-

C18H29N3OSi (331.2079784)


   
   

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

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

C16H33N3O4 (331.2470938)


   

1-Benzyl 3-ethyl 3-allyl-1,3-piperidinedicarboxylate

1-Benzyl 3-ethyl 3-allyl-1,3-piperidinedicarboxylate

C19H25NO4 (331.178349)


   
   

TETRAPROPYLAMMONIUM HEXAFLUOROPHOSPHATE

TETRAPROPYLAMMONIUM HEXAFLUOROPHOSPHATE

C12H28F6NP (331.1863450000001)


   

3-DIMETHYLAMINO-2-[2-(4-METHOXY-BENZYL)-2H-TETRAZOL-5-YL]-ACRYLIC ACID ETHYL ESTER

3-DIMETHYLAMINO-2-[2-(4-METHOXY-BENZYL)-2H-TETRAZOL-5-YL]-ACRYLIC ACID ETHYL ESTER

C16H21N5O3 (331.16443160000006)


   

1-[1-[2-[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]ethyl]piperidin-4-yl]imidazolidin-2-one

1-[1-[2-[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]ethyl]piperidin-4-yl]imidazolidin-2-one

C18H25N3O3 (331.189582)


   

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)


   

1-(4-morpholinyl)-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-Ethanone

1-(4-morpholinyl)-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-Ethanone

C18H26BNO4 (331.19547860000006)


   

(S)-(+)-2-DIBENZYLAMINO-3-PHENYL-1-PROPANOL

(S)-(+)-2-DIBENZYLAMINO-3-PHENYL-1-PROPANOL

C23H25NO (331.193604)


   

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)


   

2-Phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline

2-Phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline

C21H22BNO2 (331.1743502)


   

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

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

C20H29NO3 (331.2147324)


   

azanium,butyl prop-2-enoate,ethyl prop-2-enoate,2-methylprop-2-enoate

azanium,butyl prop-2-enoate,ethyl prop-2-enoate,2-methylprop-2-enoate

C16H29NO6 (331.1994774)


   

ethyl 3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]indol-2-yl]propanoate

ethyl 3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]indol-2-yl]propanoate

C19H25NO4 (331.178349)


   

TERT-BUTYL 2-(2-ETHOXY-1,1-DIMETHYL-2-OXOETHYL)-1H-INDOLE-1-CARBOXYLATE

TERT-BUTYL 2-(2-ETHOXY-1,1-DIMETHYL-2-OXOETHYL)-1H-INDOLE-1-CARBOXYLATE

C19H25NO4 (331.178349)


   
   

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)


   

2-[[(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy]-N,N-dimethyl-ethanamine

2-[[(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy]-N,N-dimethyl-ethanamine

C16H29NO6 (331.1994774)


   

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

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

C16H33N3O4 (331.2470938)


   
   

N-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

N-(tetrahydro-2H-pyran-4-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

C18H26BNO4 (331.19547860000006)


   

3-(Tetrahydrofurfurylaminocarbonyl)benzeneboronic acid pinacol ester

3-(Tetrahydrofurfurylaminocarbonyl)benzeneboronic acid pinacol ester

C18H26BNO4 (331.19547860000006)


   
   

(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)


   

ETHYL 4-(BENZYLOXYCARBONYLAMINO)BICYCLO[2.2.2]OCTANE-1-CARBOXYLATE

ETHYL 4-(BENZYLOXYCARBONYLAMINO)BICYCLO[2.2.2]OCTANE-1-CARBOXYLATE

C19H25NO4 (331.178349)


   

(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)


   

Centhaquine

Centhaquine

C22H25N3 (331.204837)


C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

2-(Dodecanoylamino)-4-methylsulfanylbutanoic acid

2-(Dodecanoylamino)-4-methylsulfanylbutanoic acid

C17H33NO3S (331.2181028)


   

2-phenyl-N-(2-piperidin-1-ylethyl)quinolin-4-amine

2-phenyl-N-(2-piperidin-1-ylethyl)quinolin-4-amine

C22H25N3 (331.204837)


   

(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)


   
   
   

(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)


   
   

L-Glutamine, L-lysylglycyl-

L-Glutamine, L-lysylglycyl-

C13H25N5O5 (331.18556)


   

1-[(2r)-2-Aminobutanoyl]-N-(4-Carbamimidoylbenzyl)-L-Prolinamide

1-[(2r)-2-Aminobutanoyl]-N-(4-Carbamimidoylbenzyl)-L-Prolinamide

C17H25N5O2 (331.200815)


   

(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)


   
   
   

Carnosate

Carnosate

C20H27O4- (331.19092420000004)


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of carnosic acid. The major species at pH 7.3.

   

9,10,18-Trihydroxystearate

9,10,18-Trihydroxystearate

C18H35O5- (331.248436)


   

N-(6-Ethyl-1-oxoindan-4-ylcarbonyl)isoleucine methyl ester

N-(6-Ethyl-1-oxoindan-4-ylcarbonyl)isoleucine methyl ester

C19H25NO4 (331.178349)


   

4-{3-[(1E,3E,5E,8E,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate

4-{3-[(1E,3E,5E,8E,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate

C20H27O4- (331.19092420000004)


   

(11S,16S)-7-oxo-ent-kauran-11,16-epoxy-19-oate

(11S,16S)-7-oxo-ent-kauran-11,16-epoxy-19-oate

C20H27O4- (331.19092420000004)


   

(1R,2S,4R,5R,8R,9S,11S)-9-formyl-2-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylate

(1R,2S,4R,5R,8R,9S,11S)-9-formyl-2-(hydroxymethyl)-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylate

C20H27O4- (331.19092420000004)


   

(3E)-3-[(2S)-1-hydroxy-2,4-dimethylhexylidene]-5-[(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione

(3E)-3-[(2S)-1-hydroxy-2,4-dimethylhexylidene]-5-[(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione

C19H25NO4 (331.178349)


   

(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)


   

3-methyloctanedioylcarnitine

3-methyloctanedioylcarnitine

C16H29NO6 (331.1994774)


   

2,4-dimethylheptanedioylcarnitine

2,4-dimethylheptanedioylcarnitine

C16H29NO6 (331.1994774)


   

(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)


   

6-Hydroxyoct-2-enedioylcarnitine

6-Hydroxyoct-2-enedioylcarnitine

C15H25NO7 (331.163094)


   

6-Hydroxyoct-3-enedioylcarnitine

6-Hydroxyoct-3-enedioylcarnitine

C15H25NO7 (331.163094)


   

7-Hydroxyoct-3-enedioylcarnitine

7-Hydroxyoct-3-enedioylcarnitine

C15H25NO7 (331.163094)


   

7-Hydroxyoct-4-enedioylcarnitine

7-Hydroxyoct-4-enedioylcarnitine

C15H25NO7 (331.163094)


   

3-(2,6-Dimethylpiperidin-1-yl)-5-{(E)-[hydroxy(4-methoxyphenyl)methylidene]amino}-1,2,3-oxadiazol-3-ium

3-(2,6-Dimethylpiperidin-1-yl)-5-{(E)-[hydroxy(4-methoxyphenyl)methylidene]amino}-1,2,3-oxadiazol-3-ium

C17H23N4O3+ (331.17700679999996)


   

[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.

   

1-(3-Methoxyphenyl)-3-[(1,7,7-trimethylnorbornan-2-ylidene)amino]thiourea

1-(3-Methoxyphenyl)-3-[(1,7,7-trimethylnorbornan-2-ylidene)amino]thiourea

C18H25N3OS (331.171824)


   

N-[4-(1-piperidinyl)phenyl]-2-quinolinecarboxamide

N-[4-(1-piperidinyl)phenyl]-2-quinolinecarboxamide

C21H21N3O (331.1684536)


   

2-(3,5-Dimethyl-1-pyrazolyl)-4-(4-morpholinyl)-5-pyrimidinecarboxylic acid ethyl ester

2-(3,5-Dimethyl-1-pyrazolyl)-4-(4-morpholinyl)-5-pyrimidinecarboxylic acid ethyl ester

C16H21N5O3 (331.16443160000006)


   

1-tert-butyl-3-(naphthalen-2-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

1-tert-butyl-3-(naphthalen-2-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

C20H21N5 (331.1796866)


   

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.

   

1-(3,4-Dimethylphenyl)-4-(4-methylpiperidin-1-yl)phthalazine

1-(3,4-Dimethylphenyl)-4-(4-methylpiperidin-1-yl)phthalazine

C22H25N3 (331.204837)


   

5-(4-Methylpiperidin-1-yl)-2-(naphthalen-1-ylmethyl)-1,3-oxazole-4-carbonitrile

5-(4-Methylpiperidin-1-yl)-2-(naphthalen-1-ylmethyl)-1,3-oxazole-4-carbonitrile

C21H21N3O (331.1684536)


   

1-[[3-(2-Fluorophenyl)-1-methyl-4-pyrazolyl]methyl]-3-propoxypiperidine

1-[[3-(2-Fluorophenyl)-1-methyl-4-pyrazolyl]methyl]-3-propoxypiperidine

C19H26FN3O (331.2059798)


   

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)


   

5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate

5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate

C20H27O4- (331.19092420000004)


An epoxy hydroxyeicosapentaenoate anion arising from deprotonation of the carboxylic acid function of 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoic acid; major species at pH 7.3.

   

6-[2-(1-azepanyl)-2-oxoethoxy]-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

6-[2-(1-azepanyl)-2-oxoethoxy]-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

C19H25NO4 (331.178349)


   

(1R,3aR,4S,4aR,7R,7aR,8aS)-4-formyl-8a-(hydroxymethyl)-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate

(1R,3aR,4S,4aR,7R,7aR,8aS)-4-formyl-8a-(hydroxymethyl)-7-methyl-3-(propan-2-yl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate

C20H27O4- (331.19092420000004)


   
   

4-{(2S,3S)-3-[(1E,3E,5Z,8Z,10E)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate

4-{(2S,3S)-3-[(1E,3E,5Z,8Z,10E)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate

C20H27O4- (331.19092420000004)


   

(5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate

(5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate

C20H27O4- (331.19092420000004)


   

(1R)-tetramethrin

(1R)-tetramethrin

C19H25NO4 (331.178349)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

(5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,10,13,17-tetraen-1-oate

(5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,10,13,17-tetraen-1-oate

C20H27O4- (331.19092420000004)


   

4-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]-2-(hydroxymethyl)phenol

4-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]-2-(hydroxymethyl)phenol

C19H25NO4 (331.178349)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

N-{5-ethyl-1-[2-(morpholin-4-yl)ethyl]-2-oxo-2,3-dihydro-1H-indol-3-yl}acetamide

N-{5-ethyl-1-[2-(morpholin-4-yl)ethyl]-2-oxo-2,3-dihydro-1H-indol-3-yl}acetamide

C18H25N3O3 (331.189582)


   

(5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,8(12),13,17-tetraen-1-oate

(5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,8(12),13,17-tetraen-1-oate

C20H27O4- (331.19092420000004)


   

(5Z)-7-{(1S,5R)-5-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]-4-oxocyclopent-2-en-1-yl}hept-5-enoate

(5Z)-7-{(1S,5R)-5-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]-4-oxocyclopent-2-en-1-yl}hept-5-enoate

C20H27O4- (331.19092420000004)


   

All-trans-4,18-dihydroxyretinoate

All-trans-4,18-dihydroxyretinoate

C20H27O4- (331.19092420000004)


   

All-trans-4,16-dihydroxyretinoate

All-trans-4,16-dihydroxyretinoate

C20H27O4- (331.19092420000004)


   

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

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

C17H31O6- (331.2120526)


   

Delta(12)-prostaglandin J3(1-)

Delta(12)-prostaglandin J3(1-)

C20H27O4- (331.19092420000004)


A prostaglandin carboxylic acid anion that is the conjugate base of Delta(12)-prostaglandin J3. obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

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

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

C16H27O7- (331.1756692)


   

(9R)-9-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-3-oxodecanoate

(9R)-9-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-3-oxodecanoate

C16H27O7- (331.1756692)


   

(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)


   

(2S)-N-[2-[2-(4-fluorophenyl)-1,3-oxazol-4-yl]ethyl]-2-methylpiperidine-1-carboxamide

(2S)-N-[2-[2-(4-fluorophenyl)-1,3-oxazol-4-yl]ethyl]-2-methylpiperidine-1-carboxamide

C18H22FN3O2 (331.1695964)


   

2-[2-[(2-Acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid

2-[2-[(2-Acetamido-4-methylpentanoyl)amino]propanoylamino]-3-hydroxypropanoic acid

C14H25N3O6 (331.174327)


   

2-(2-Hydroxyethoxy)-N-(2-diethylaminoethyl)-4-quinolinecarboxamide

2-(2-Hydroxyethoxy)-N-(2-diethylaminoethyl)-4-quinolinecarboxamide

C18H25N3O3 (331.189582)


   

Ethyl (4R*,5R*)-(E)-5-(carbamoyl)oxy-4-(triethylsilyl)oxy-2-hexenoate

Ethyl (4R*,5R*)-(E)-5-(carbamoyl)oxy-4-(triethylsilyl)oxy-2-hexenoate

C15H29NO5Si (331.1814904)


   

2-Trimethylsilyloxy-N-(2-(ethylamino)ethyl)-4-quinolinecarboxamide

2-Trimethylsilyloxy-N-(2-(ethylamino)ethyl)-4-quinolinecarboxamide

C17H25N3O2Si (331.17159499999997)


   

Methyl (4S,5S)-(Z)-5-(carbamoyl)oxy-4-(triethylsilyl)oxy-3-methyl-2-hexenoate

Methyl (4S,5S)-(Z)-5-(carbamoyl)oxy-4-(triethylsilyl)oxy-3-methyl-2-hexenoate

C15H29NO5Si (331.1814904)


   

2-(3-Hydroxybutoxy)-N-[2-(ethylamino)ethyl]-4-quinolinecarboxamide

2-(3-Hydroxybutoxy)-N-[2-(ethylamino)ethyl]-4-quinolinecarboxamide

C18H25N3O3 (331.189582)


   

(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)


   

2-(3-Hydroxybutoxy)-N-(2-(dimethylamino)ethyl)-4-quinolinecarboxamide

2-(3-Hydroxybutoxy)-N-(2-(dimethylamino)ethyl)-4-quinolinecarboxamide

C18H25N3O3 (331.189582)


   

Tetramethrin

Tetramethrin

C19H25NO4 (331.178349)


P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03B - Insecticides and repellents > P03BA - Pyrethrines D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins D016573 - Agrochemicals

   
   

3-hydroxydecanoyl carnitine

3-hydroxydecanoyl carnitine

C17H33NO5 (331.2358608)


   

prostaglandin A3(1-)

prostaglandin A3(1-)

C20H27O4 (331.19092420000004)


A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin A3, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

Salmefamol

4-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]-2-(hydroxymethyl)phenol

C19H25NO4 (331.178349)


   

prostaglandin J3(1-)

prostaglandin J3(1-)

C20H27O4 (331.19092420000004)


A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin J3. obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

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.

   

sordaricin(1-)

sordaricin(1-)

C20H27O4 (331.19092420000004)


A 3-oxo monocarboxylic acid anion that is the conjugate base of sordaricin, arising from deprotonation of the carboxy group; major species at pH 7.3.

   

prostaglandin B3(1-)

prostaglandin B3(1-)

C20H27O4 (331.19092420000004)


A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin B3, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

5(S),6(S)-epoxy-18(S)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate

5(S),6(S)-epoxy-18(S)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate

C20H27O4 (331.19092420000004)


A 5(),6(S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate in which the 12-hydroxy group has S-configuration.

   
   
   
   
   
   
   
   

Acid Ceramidase-IN-1

Acid Ceramidase-IN-1

C18H25N3O3 (331.189582)


Acid Ceramidase-IN-1 is a potent and oral bioavailable acid ceramidase (AC, ASAH-1) inhibitor (hAC IC50=0.166 μM). Acid Ceramidase-IN-1 has excellent brain penetration in mice[1].

   

3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

C23H25NO (331.193604)


   

(3r)-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

(3r)-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

C23H25NO (331.193604)


   

(14s,19r)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

(14s,19r)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

(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)


   

(1s,8s,10r,17s)-4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

(1s,8s,10r,17s)-4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

C19H25NO4 (331.178349)


   

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)-1-[5-(1h-indol-3-yl)-1,3-oxazol-2-yl]-2-phenylethyl]dimethylamine

[(1s)-1-[5-(1h-indol-3-yl)-1,3-oxazol-2-yl]-2-phenylethyl]dimethylamine

C21H21N3O (331.1684536)


   

6-methoxy-6-methyl-1-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

6-methoxy-6-methyl-1-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

C19H25NO4 (331.178349)


   

(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)


   

(3s,6e)-8-[(2-hydroxyquinolin-4-yl)oxy]-2,6-dimethyloct-6-ene-2,3-diol

(3s,6e)-8-[(2-hydroxyquinolin-4-yl)oxy]-2,6-dimethyloct-6-ene-2,3-diol

C19H25NO4 (331.178349)


   

(1s,16r,17r)-5,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-4,16-diol

(1s,16r,17r)-5,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-4,16-diol

C19H25NO4 (331.178349)


   

3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

C19H25NO4 (331.178349)


   

(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)


   

5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

C19H25NO4 (331.178349)


   

2-epierythratidine

NA

C19H25NO4 (331.178349)


{"Ingredient_id": "HBIN005581","Ingredient_name": "2-epierythratidine","Alias": "NA","Ingredient_formula": "C19H25NO4","Ingredient_Smile": "NA","Ingredient_weight": "331.41","OB_score": "NA","CAS_id": "41431-23-6","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "8661","PubChem_id": "NA","DrugBank_id": "NA"}

   

3r*,4r*-1-hydroxy-3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]pyrrolidine-2,5-dione

NA

C19H25NO4 (331.178349)


{"Ingredient_id": "HBIN009518","Ingredient_name": "3r*,4r*-1-hydroxy-3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]pyrrolidine-2,5-dione","Alias": "NA","Ingredient_formula": "C19H25NO4","Ingredient_Smile": "CC(C)CC1C(C(=O)N(C1=O)O)C2=CC=C(C=C2)OCC=C(C)C","Ingredient_weight": "331.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10233","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "139583762","DrugBank_id": "NA"}

   

3r*,4s*-1-hydroxy-3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]pyrrolidine-2,5-dione

NA

C19H25NO4 (331.178349)


{"Ingredient_id": "HBIN009530","Ingredient_name": "3r*,4s*-1-hydroxy-3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]pyrrolidine-2,5-dione","Alias": "NA","Ingredient_formula": "C19H25NO4","Ingredient_Smile": "CC(C)CC1C(C(=O)N(C1=O)O)C2=CC=C(C=C2)OCC=C(C)C","Ingredient_weight": "331.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10234","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "10336811","DrugBank_id": "NA"}

   

bicyclomahanimbicine

NA

C23H25NO (331.193604)


{"Ingredient_id": "HBIN018471","Ingredient_name": "bicyclomahanimbicine","Alias": "NA","Ingredient_formula": "C23H25NO","Ingredient_Smile": "CC1=CC2=C(C=C1)NC3=C2C=CC4=C3C5C6C(C5(C)C)CCC6(O4)C","Ingredient_weight": "331.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "2354","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "102235879","DrugBank_id": "NA"}

   

(6s)-6-methoxy-6-methyl-1-{4-[(2z)-4-methyl-5-oxofuran-2-ylidene]butyl}-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

(6s)-6-methoxy-6-methyl-1-{4-[(2z)-4-methyl-5-oxofuran-2-ylidene]butyl}-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

C19H25NO4 (331.178349)


   

(3r,4s)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

(3r,4s)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

C19H25NO4 (331.178349)


   

(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)


   

[3-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl](phenyl)methyl acetate

[3-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl](phenyl)methyl acetate

C19H25NO4 (331.178349)


   

(4z,6e,8e,10e)-3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

(4z,6e,8e,10e)-3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

C19H25NO4 (331.178349)


   

(1s,16r,17r)-4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

(1s,16r,17r)-4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

C19H25NO4 (331.178349)


   

(1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate

(1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate

C19H25NO4 (331.178349)


   

(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)


   

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

C19H25NO4 (331.178349)


   

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-(acetyloxy)-2-phenylpropanoate

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-(acetyloxy)-2-phenylpropanoate

C19H25NO4 (331.178349)


   

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)


   

methyl 8-(acetyloxy)-13-azatetracyclo[7.7.0.0¹,⁶.0²,¹³]hexadeca-2,4-diene-4-carboxylate

methyl 8-(acetyloxy)-13-azatetracyclo[7.7.0.0¹,⁶.0²,¹³]hexadeca-2,4-diene-4-carboxylate

C19H25NO4 (331.178349)


   

(3s)-3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

(3s)-3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

C23H25NO (331.193604)


   

(14s,17r,19r)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

(14s,17r,19r)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

6-[(1r,2s,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-[(2-hydroxyethyl)amino]-2-oxopyran-3-carbaldehyde

6-[(1r,2s,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-[(2-hydroxyethyl)amino]-2-oxopyran-3-carbaldehyde

C19H25NO4 (331.178349)


   

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)


   

4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

C19H25NO4 (331.178349)


   

4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

C19H25NO4 (331.178349)


   

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)


   

(1s,17s)-5,6-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2,4,6,14-tetraene-4,17-diol

(1s,17s)-5,6-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2,4,6,14-tetraene-4,17-diol

C19H25NO4 (331.178349)


   

2-[(2-{[2,6-diamino-1-hydroxy-6-(c-hydroxycarbonimidoyl)hexylidene]amino}-1-hydroxypropylidene)amino]propanoic acid

2-[(2-{[2,6-diamino-1-hydroxy-6-(c-hydroxycarbonimidoyl)hexylidene]amino}-1-hydroxypropylidene)amino]propanoic acid

C13H25N5O5 (331.18556)


   

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)


   

13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5(10),6,8,12-hexaene

13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


   

(1r,4s,13r,14s)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

(1r,4s,13r,14s)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

C19H25NO4 (331.178349)


   

(s)-[(1r,2s,3r,5s)-3-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl](phenyl)methyl acetate

(s)-[(1r,2s,3r,5s)-3-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl](phenyl)methyl acetate

C19H25NO4 (331.178349)


   

7,8,11-trimethoxy-1h,2h,4h,5h,10h,11h,12h-indolo[7a,1-a]isoquinolin-12-ol

7,8,11-trimethoxy-1h,2h,4h,5h,10h,11h,12h-indolo[7a,1-a]isoquinolin-12-ol

C19H25NO4 (331.178349)


   

(1s,16s,19s)-13,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰]icosa-2(14),3(11),5(10),6,8,12-hexaene

(1s,16s,19s)-13,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰]icosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


   

8,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰]icosa-2(14),3(11),5(10),6,8,12-hexaene

8,16-dimethyl-19-(prop-1-en-2-yl)-15-oxa-4-azapentacyclo[14.3.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰]icosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


   

(14r,17s,19s)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

(14r,17s,19s)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

(6s)-6-methoxy-6-methyl-1-{4-[(2e)-4-methyl-5-oxofuran-2-ylidene]butyl}-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

(6s)-6-methoxy-6-methyl-1-{4-[(2e)-4-methyl-5-oxofuran-2-ylidene]butyl}-2h,3h,4h,7h-cyclopenta[b]pyridin-5-one

C19H25NO4 (331.178349)


   

(1r,16r,19s,21r)-13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5(10),6,8,12-hexaene

(1r,16r,19s,21r)-13,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.0²,¹⁴.0³,¹¹.0⁵,¹⁰.0¹⁹,²¹]henicosa-2(14),3(11),5(10),6,8,12-hexaene

C23H25NO (331.193604)


   

(4e,6e,8e,10e)-3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

(4e,6e,8e,10e)-3-hydroxy-n-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-8-methyltrideca-4,6,8,10-tetraenimidic acid

C19H25NO4 (331.178349)


   

(9bs,11r,12r)-7,8,11-trimethoxy-1h,2h,4h,5h,10h,11h,12h-indolo[7a,1-a]isoquinolin-12-ol

(9bs,11r,12r)-7,8,11-trimethoxy-1h,2h,4h,5h,10h,11h,12h-indolo[7a,1-a]isoquinolin-12-ol

C19H25NO4 (331.178349)


   

(5r)-1,5-dihydroxy-4-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-(2-methylpropyl)-5h-pyrrol-2-one

(5r)-1,5-dihydroxy-4-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-(2-methylpropyl)-5h-pyrrol-2-one

C19H25NO4 (331.178349)


   

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)


   

(4r,5r,14r)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

(4r,5r,14r)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

C19H25NO4 (331.178349)


   

(3r)-3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

(3r)-3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

C23H25NO (331.193604)


   

1-[(1r)-1-(dimethylamino)-2-phenylethyl]-9h-pyrido[3,4-b]indol-6-ol

1-[(1r)-1-(dimethylamino)-2-phenylethyl]-9h-pyrido[3,4-b]indol-6-ol

C21H21N3O (331.1684536)


   

(1s,3s,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

(1s,3s,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

C19H25NO4 (331.178349)


   

(3r)-3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

(3r)-3,10-dimethyl-3-(4-methylpent-3-en-1-yl)-7h-pyrano[2,3-c]carbazole

C23H25NO (331.193604)


   

4-[(2-hydroxyethyl)amino]-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

4-[(2-hydroxyethyl)amino]-6-(2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)-2-oxopyran-3-carbaldehyde

C19H25NO4 (331.178349)


   

(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)


   

(3s)-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

(3s)-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11h-pyrano[3,2-a]carbazole

C23H25NO (331.193604)


   

(1r,3s,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

(1r,3s,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

C19H25NO4 (331.178349)


   

(1s,16s,17r)-4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

(1s,16s,17r)-4,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-5,16-diol

C19H25NO4 (331.178349)


   

6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal

6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal

C19H25NO4 (331.178349)


   

7'-hydroxy-3,9'-dimethoxy-3'-methyl-11'-azaspiro[cyclohexane-1,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(12'),7',9'-trien-4-one

7'-hydroxy-3,9'-dimethoxy-3'-methyl-11'-azaspiro[cyclohexane-1,6'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(12'),7',9'-trien-4-one

C19H25NO4 (331.178349)


   

(1r,8r,10s,17r)-4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

(1r,8r,10s,17r)-4,5,8-trimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-2(7),3,5,12-tetraene

C19H25NO4 (331.178349)


   

(1r,12s)-4,5,8,12-tetramethoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene

(1r,12s)-4,5,8,12-tetramethoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene

C19H25NO4 (331.178349)


   

(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)


   

11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),8'(12'),9'-trien-4-one

C19H25NO4 (331.178349)


   

methyl (1s,6r,8s,9s)-8-(acetyloxy)-13-azatetracyclo[7.7.0.0¹,⁶.0²,¹³]hexadeca-2,4-diene-4-carboxylate

methyl (1s,6r,8s,9s)-8-(acetyloxy)-13-azatetracyclo[7.7.0.0¹,⁶.0²,¹³]hexadeca-2,4-diene-4-carboxylate

C19H25NO4 (331.178349)


   

(2e,8e,10z)-6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal

(2e,8e,10z)-6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal

C19H25NO4 (331.178349)


   

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)


   

(3s)-8-[(2-hydroxyquinolin-4-yl)oxy]-2,6-dimethyloct-6-ene-2,3-diol

(3s)-8-[(2-hydroxyquinolin-4-yl)oxy]-2,6-dimethyloct-6-ene-2,3-diol

C19H25NO4 (331.178349)


   

(1s,4s,5s,14r)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

(1s,4s,5s,14r)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),8,10(18)-triene-4,8-diol

C19H25NO4 (331.178349)


   

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)


   

5,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-4,16-diol

5,17-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2(7),3,5,14-tetraene-4,16-diol

C19H25NO4 (331.178349)


   

1,5-dihydroxy-4-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-(2-methylpropyl)-5h-pyrrol-2-one

1,5-dihydroxy-4-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-(2-methylpropyl)-5h-pyrrol-2-one

C19H25NO4 (331.178349)


   

6-[(1s,2r,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-[(2-hydroxyethyl)amino]-2-oxopyran-3-carbaldehyde

6-[(1s,2r,4as,8as)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-4-[(2-hydroxyethyl)amino]-2-oxopyran-3-carbaldehyde

C19H25NO4 (331.178349)


   

(3r,4r)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

(3r,4r)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

C19H25NO4 (331.178349)


   

(14r,17s,19s)-8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

(14r,17s,19s)-8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

(3s,4r)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

(3s,4r)-1-hydroxy-3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4-(2-methylpropyl)pyrrolidine-2,5-dione

C19H25NO4 (331.178349)


   

8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

8,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.1²,¹⁷.0⁵,²⁰.0⁶,¹¹.0¹⁴,¹⁹]henicosa-1,3,5(20),6(11),7,9-hexaene

C23H25NO (331.193604)


   

(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)


   

(1s,4s,13r,14r)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

(1s,4s,13r,14r)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

C19H25NO4 (331.178349)


   

10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.1¹,⁴.0²,¹¹.0³,⁸]octadeca-2(11),3(8),9-trien-14-ol

C19H25NO4 (331.178349)


   

5,6-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2,4,6,14-tetraene-4,17-diol

5,6-dimethoxy-11-azatetracyclo[9.7.0.0¹,¹⁴.0²,⁷]octadeca-2,4,6,14-tetraene-4,17-diol

C19H25NO4 (331.178349)