Details of Natural Product (NP)

General Information of Natural Product (ID: NP1523)
  Natural Product Name
(3S,8As)-3-Isobutylhexahydropyrrolo[1,2-A]Pyrazine-1,4-Dione
  Synonyms
Cyclo(-Leu-Pro); 2873-36-1; (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione; Gancidin W; cyclo(Leu-Pro); Cyclo(L-leucyl-L-prolyl); Cyclo(L-prolyl-L-leucyl); L-Leucyl-L-proline lactam; L-cyclo(Leu-pro); L-cyclo(Leucyloprolyl); L,L-Cyclo(leucylprolyl); Cyclo-L-leu-L-pro; Maculosin 6; Cyclo(leucyl-prolyl); cyclo(L-leu-L-pro); UNII-KQV8MY059B; Cyclo(L-Pro-L-Leu); KQV8MY059B; Cyclo(leucylprolyl); cyclo-(L-Pro-L-Leu); Cyclo(L-Leu-L-Pro-); CHEMBL508326; SCHEMBL2037800; DTXSID40905040; CHEBI:133094; BDBM163709; ZINC4023243; Cyclo L-Pro-L-Leu (Fr. 1-6); MFCD00237617; AKOS024463311; AS-40794; CS-0065365; J-017224; (3S,8aS)-3-(2-methylpropyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (3S,8aS)-3-isobutyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl)-, (3S,8aS)-
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  Formula C11H18N2O2
  Weight 210.27
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C11H18N2O2/c1-7(2)6-8-11(15)13-5-3-4-9(13)10(14)12-8/h7-9H,3-6H2,1-2H3,(H,12,14)/t8-,9-/m0/s1
  InChI Key SZJNCZMRZAUNQT-IUCAKERBSA-N
  Isomeric SMILES CC(C)C[C@H]1C(=O)N2CCC[C@H]2C(=O)N1
  Canonical SMILES CC(C)CC1C(=O)N2CCCC2C(=O)N1
  External Links PubChem ID 7074739
CAS ID 2873-36-1
NPASS ID NPC161774
CHEMBL ID CHEMBL508326
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aeromicrobium sp. strain LGMB491
  Factor Name: SG medium [1]
              Species Info Factor Info
               Experiment Detail
V. divergens leaves with no marks or injuries were collected from 21 plants located in the Pantanal sul-mato-grossense/Brazil, specifically in two regions of the Pantanal of Miranda, Abobral (19° 30′ 09.5″ S, 57° 02′ 32.2″ W) and Sao Bento (19° 28′ 53.9″ S, 57° 02′ 36.9″ W). A large-scale fermentation (10 L) of strain LGMB491 was performed using SG culture medium at 36 ℃ for 10 days.
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               Factor Part Location NP Content
 
SG medium (36℃ + 10 days)
 Leaves Pantanal, Brazil
NP Content: 50.1 mg
      Species Name: Streptomyces sp. SUK10
  Factor Name: NB medium [2]
              Species Info Factor Info
               Experiment Detail
In this work, the DKP gancidin W (GW) was isolated from the crude extract of an endophytic Streptomyces strain designated as SUK10, which was obtained from the bark of the Shorea ovalis tree. Nutrient broth (NB) (Sigma-Aldrich, Kuala Lumpur, Malaysia) was prepared at pH 7.0. To produce sufficient amount of isolates for extraction, five blocks of 5x5 mm International Streptomyces Project 2 agar enriched with Streptomyces SUK10 were cut and inoculated into 400 mL of autoclaved NB at pH 7.0 in a 1,000 mL conical flask. Fermentation was carried out using an orbital shaker at 28℃ at rotation rate of 200 rpm for 21 days.
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               Factor Part Location NP Content
 
NB medium (28℃ + 21 days)
 Bark Malaysian tropical forests, Malaysia
NP Content: 16.2 mg
References
1 Antibacterial Activity of Endophytic Actinomycetes Isolated from the Medicinal Plant Vochysia divergens (Pantanal, Brazil)
2 Gancidin W, a potential low-toxicity antimalarial agent isolated from an endophytic Streptomyces SUK10