Exact Mass: 547.327387

An ergot alkaloid isolated from the fungus Epichloe typhina. CONFIDENCE Claviceps purpurea sclerotia

LysoPC(20:2(11Z,14Z)/0:0)

(2-{[(2R)-2-hydroxy-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

C28H54NO7P (547.3637704)

LysoPC(20:2(11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:2(11Z,14Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position. The eicosadienoic acid moiety is derived from fish oils and liver. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-Rs are members of the G protein-coupled receptor family of integral membrane proteins. [HMDB] LysoPC(20:2(11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:2(11Z,14Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position. The eicosadienoic acid moiety is derived from fish oils and liver. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-Rs are members of the G protein-coupled receptor family of integral membrane proteins.

Ergosine

N-[2-hydroxy-4-methyl-7-(2-methylpropyl)-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

C32H41N3O5 (547.3046056000001)

O-Methylroehybridine

(-)-O-Methylroehybridine

O-Methylroemeridine

(-)-O-Methylroemeridine

C32H41N3O5 (547.3046056000001)

CCG-237714

C31H41N5O4 (547.3158386)

Phosphatidylcholine lyso 20:2

C28H54NO7P (547.3637704)

Avellanin B

C23H41N5O10 (547.2853286000001)

petuniasterone C 22-nicotinate

C34H45NO5 (547.329756)

3-[(3-hydroxy-3-methylbutyl)-4-O-(alpha-L-arabinopyranosyl)]-5-(3-methyl-2-butenyl) benzoate lindelofidine ester|nervosine V

C30H45NO8 (547.3145010000001)

C30H45NO8

C30H45NO8 (547.3145010000001)

Leu Ser Ser Asp Ile

Prostaglandin E2 p-benzamidophenyl ester

9-oxo-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid, (4-benzoylamino)phenyl ester

C33H41NO6 (547.2933726000001)

Lys Ser Thr Arg Gly

C21H41N9O8 (547.3077946000001)

Glu Ile Met Arg

(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-4-carboxybutanamido]-3-methylpentanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanoic acid

Glu Ile Arg Met

(4S)-4-amino-4-{[(1S,2S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butyl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid

Glu Leu Met Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-4-methylpentanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanoic acid

Glu Leu Arg Met

(4S)-4-amino-4-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamoyl}butanoic acid

Glu Met Ile Arg

(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-4-(methylsulfanyl)butanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid

Glu Met Leu Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-4-(methylsulfanyl)butanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

Glu Met Arg Ile

(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-3-methylpentanoic acid

Glu Met Arg Leu

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-4-methylpentanoic acid

Glu Arg Ile Met

(4S)-4-amino-4-{[(1S)-4-carbamimidamido-1-{[(1S,2S)-1-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-2-methylbutyl]carbamoyl}butyl]carbamoyl}butanoic acid

Glu Arg Leu Met

(4S)-4-amino-4-{[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}butyl]carbamoyl}butanoic acid

Glu Arg Met Ile

(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-5-carbamimidamidopentanamido]-4-(methylsulfanyl)butanamido]-3-methylpentanoic acid

Glu Arg Met Leu

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-carboxybutanamido]-5-carbamimidamidopentanamido]-4-(methylsulfanyl)butanamido]-4-methylpentanoic acid

Phe Ile Ile Arg

(2S)-2-[(2S,3S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid

Phe Ile Leu Arg

(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

Phe Ile Arg Ile

(2S,3S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-5-carbamimidamidopentanamido]-3-methylpentanoic acid

Phe Ile Arg Leu

(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanamido]-5-carbamimidamidopentanamido]-4-methylpentanoic acid

Phe Leu Ile Arg

(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-4-methylpentanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid

Phe Leu Leu Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

Phe Leu Arg Ile

(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-methylpentanoic acid

Phe Leu Arg Leu

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-4-methylpentanoic acid

Phe Pro Val Trp

(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]-3-(1H-indol-3-yl)propanoic acid

Phe Pro Trp Val

(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3-methylbutanoic acid

Phe Arg Ile Ile

(2S,3S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-5-carbamimidamidopentanamido]-3-methylpentanamido]-3-methylpentanoic acid

Phe Arg Ile Leu

(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-5-carbamimidamidopentanamido]-3-methylpentanamido]-4-methylpentanoic acid

Phe Arg Leu Ile

(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-5-carbamimidamidopentanamido]-4-methylpentanamido]-3-methylpentanoic acid

Phe Arg Leu Leu

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-5-carbamimidamidopentanamido]-4-methylpentanamido]-4-methylpentanoic acid

Phe Val Pro Trp

(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid

Phe Val Trp Pro

(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylbutanamido]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid

Phe Trp Pro Val

(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(1H-indol-3-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanoic acid

Phe Trp Val Pro

(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

His His Arg Val

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-3-methylbutanoic acid

His His Val Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido]-5-carbamimidamidopentanoic acid

His Arg His Val

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanoic acid

His Arg Val His

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanoic acid

His Val His Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanoic acid

His Val Arg His

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylbutanamido]-5-carbamimidamidopentanamido]-3-(1H-imidazol-4-yl)propanoic acid

Ile Glu Met Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-4-carboxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanoic acid

Ile Glu Arg Met

(4S)-4-[(2S,3S)-2-amino-3-methylpentanamido]-4-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butyl]carbamoyl}butanoic acid

Ile Phe Ile Arg

(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]-3-methylpentanamido]-5-carbamimidamidopentanoic acid

Ile Phe Leu Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

Ile Phe Arg Ile

(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]-3-methylpentanoic acid

Ile Phe Arg Leu

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]-4-methylpentanoic acid

Ile Ile Phe Arg

(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-methylpentanamido]-3-phenylpropanamido]-5-carbamimidamidopentanoic acid

Ile Ile Arg Phe

(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-methylpentanamido]-5-carbamimidamidopentanamido]-3-phenylpropanoic acid

Ile Leu Phe Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-4-methylpentanamido]-3-phenylpropanamido]-5-carbamimidamidopentanoic acid

Ile Leu Arg Phe

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-phenylpropanoic acid

Ile Met Glu Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-4-(methylsulfanyl)butanamido]-4-carboxybutanamido]-5-carbamimidamidopentanoic acid

Ile Met Arg Glu

(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]pentanedioic acid