L,L-Cyclo(leucylprolyl)

(3S,8aS)-1-hydroxy-3-(2-methylpropyl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

C11H18N2O2 (210.1368208)


L,L-Cyclo(leucylprolyl) is found in alcoholic beverages. L,L-Cyclo(leucylprolyl) is produced by microorganisms and is a bitter component of sake and contributes to the flavour of beer. L,L-Cyclo(leucylprolyl), also known as cyclo(leu-pro) or cyclo(L-prolyl-L-leucyl), belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. L,L-Cyclo(leucylprolyl) is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L,L-Cyclo(leucylprolyl). L-Leucyl-L-proline lactam. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2873-36-1 (retrieved 2024-07-10) (CAS RN: 2873-36-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Cyclo(L-Leu-L-Pro) is an inhibitory substance targeting to production of norsolorinic acid (NA,a precursor of aflatoxin),which can be isolated from A. xylosoxidans NFRI-A1. Cyclo(L-Leu-L-Pro) inhibits accumulation of NA by A. parasiticus NFRI-95 and inhibits spore formation. Cyclo(L-Leu-L-Pro) inhibits aflatoxin production with an IC50 of 0.2 mg/mL in A. parasiticus SYS-4[1].

   

Cyclo(pro-val)

(3S,8aS)-1-hydroxy-3-(propan-2-yl)-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-4-one

C10H16N2O2 (196.1211716)


Cyclo(L-Pro-L-Val) is a 2,5-diketopiperazine, with toxic activity against phytopathogenic microorganisms (such as R. fascians LMG 3605). Cyclo(L-Pro-L-Val) shows toxicity similar to Chloramphenicol (HY-B0239) with comparable concentration. Cyclo(L-Pro-L-Val) can also inhibit gram-positive phytopathogenic bacterium. Cyclo(L-Pro-L-Val) has potential development as biopesticide[1]. Cyclo(L-Pro-L-Val) is a 2,5-diketopiperazine, with toxic activity against phytopathogenic microorganisms (such as R. fascians LMG 3605). Cyclo(L-Pro-L-Val) shows toxicity similar to Chloramphenicol (HY-B0239) with comparable concentration. Cyclo(L-Pro-L-Val) can also inhibit gram-positive phytopathogenic bacterium. Cyclo(L-Pro-L-Val) has potential development as biopesticide[1]. Cyclo(Pro-Val) can be isolated from Pseudomonas fluorescens GcM5-1A and has cytotoxicity[1].

   

3,9,15-trimethyl-6,12-bis(2-methylpropyl)-18-(sec-butyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

3,9,15-trimethyl-6,12-bis(2-methylpropyl)-18-(sec-butyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

C27H48N6O6 (552.3635148)


   

(4e,6e,8e,10e,12e,14e,16e,18e,20e)-2,6,10,14,19,23-hexamethyltetracosa-4,6,8,10,12,14,16,18,20,22-decaen-2-ol

(4e,6e,8e,10e,12e,14e,16e,18e,20e)-2,6,10,14,19,23-hexamethyltetracosa-4,6,8,10,12,14,16,18,20,22-decaen-2-ol

C30H42O (418.3235482)


   

3-isopropyl-6-(sec-butyl)-3,6-dihydropyrazine-2,5-diol

3-isopropyl-6-(sec-butyl)-3,6-dihydropyrazine-2,5-diol

C11H20N2O2 (212.15247000000002)


   

1-hydroxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

1-hydroxy-3-(2-methylpropyl)-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C11H18N2O2 (210.1368208)


   

methyl 23-hydroxy-2,6,11,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,20-decaenoate

methyl 23-hydroxy-2,6,11,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,20-decaenoate

C31H42O3 (462.3133782)


   

3,9-bis(2-methylpropyl)-6,12-bis(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

3,9-bis(2-methylpropyl)-6,12-bis(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C24H44N4O4 (452.3362384)


   

(3s,6s,9s,12s,15s,18s)-3-[(2s)-butan-2-yl]-6,12,18-trimethyl-9,15-bis(2-methylpropyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

(3s,6s,9s,12s,15s,18s)-3-[(2s)-butan-2-yl]-6,12,18-trimethyl-9,15-bis(2-methylpropyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

C27H48N6O6 (552.3635148)


   

(3s,6s,9s,12s)-3,9-bis[(2s)-butan-2-yl]-6,12-bis(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

(3s,6s,9s,12s)-3,9-bis[(2s)-butan-2-yl]-6,12-bis(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C24H44N4O4 (452.3362384)


   

methyl (2e,4e,6e,8e,10e,12e,14e,16e,18e,20e)-23-hydroxy-2,6,11,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,20-decaenoate

methyl (2e,4e,6e,8e,10e,12e,14e,16e,18e,20e)-23-hydroxy-2,6,11,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,20-decaenoate

C31H42O3 (462.3133782)


   

(3s,6s)-3-[(2s)-butan-2-yl]-6-isopropyl-3,6-dihydropyrazine-2,5-diol

(3s,6s)-3-[(2s)-butan-2-yl]-6-isopropyl-3,6-dihydropyrazine-2,5-diol

C11H20N2O2 (212.15247000000002)


   

(3s,6s,9s,12s)-3,9-bis[(2s)-butan-2-yl]-6-isopropyl-12-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

(3s,6s,9s,12s)-3,9-bis[(2s)-butan-2-yl]-6-isopropyl-12-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C23H42N4O4 (438.32058920000003)


   

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(6s,10s,14r,23r)-2,6,10,14,19,23,27,31-octamethyldotriacont-30-en-2-yl]oxy}oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-{[(6s,10s,14r,23r)-2,6,10,14,19,23,27,31-octamethyldotriacont-30-en-2-yl]oxy}oxane-3,4,5-triol

C46H90O6 (738.673704)


   

(3s,6s,9s,12s,15s,18s)-3,9,15-trimethyl-6,12-bis(2-methylpropyl)-18-(sec-butyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

(3s,6s,9s,12s,15s,18s)-3,9,15-trimethyl-6,12-bis(2-methylpropyl)-18-(sec-butyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1,4,7,10,13,16-hexaene-2,5,8,11,14,17-hexol

C27H48N6O6 (552.3635148)


   

3-isopropyl-6,12-bis(2-methylpropyl)-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

3-isopropyl-6,12-bis(2-methylpropyl)-9-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C23H42N4O4 (438.32058920000003)


   

(3s,6s,9s,12s)-3-[(2s)-butan-2-yl]-9-isopropyl-6,12-bis(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

(3s,6s,9s,12s)-3-[(2s)-butan-2-yl]-9-isopropyl-6,12-bis(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C23H42N4O4 (438.32058920000003)


   

1-hydroxy-3-isopropyl-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

1-hydroxy-3-isopropyl-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one

C10H16N2O2 (196.1211716)


   

3-isopropyl-9-(2-methylpropyl)-6,12-bis(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

3-isopropyl-9-(2-methylpropyl)-6,12-bis(sec-butyl)-1,4,7,10-tetraazacyclododeca-1,4,7,10-tetraene-2,5,8,11-tetrol

C23H42N4O4 (438.32058920000003)


   

2,6,10,14,19,23-hexamethyltetracosa-4,6,8,10,12,14,16,18,20,22-decaen-2-ol

2,6,10,14,19,23-hexamethyltetracosa-4,6,8,10,12,14,16,18,20,22-decaen-2-ol

C30H42O (418.3235482)