Details of Natural Product (NP)

General Information of Natural Product (ID: NP1342)
  Natural Product Name
Brefeldin A
  Synonyms
brefeldin A; Ascotoxin; Synergisidin; Decumbin; Nectrolide; Cyanein; 20350-15-6; Cyanaein; Brefeldin-A; Brefeldin A prodrug; (+)-Brefeldin A; Bredfeldin A; UNII-XG0D35F9K6; NSC-89671; MLS001074108; XG0D35F9K6; CHEBI:48080; SMR000653527; Pfizer B 174987; (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one; Antibiotic from Penicillium cyaneum; NSC 56310; SR-01000000180; MLS002701937; MLS002702862; CCRIS 9386; NSC107456; NSC244390; NSC 89671; B 174987; Probes1_000313; SCHEMBL29267; MLS002153500; CHEMBL19980; PFIZER B174987; BDBM97307; cid_5287620; DTXSID00880041; HMS2233O20; 60132-23-2; BFA; EX-A5726; 2283AH; NSC-56310; s7046; ZINC12371944; AM84700; CCG-208161; CS-3783; DB07348; NSC 107456; NSC 244390; NSC-107456; NSC-244390; NCGC00022909-02; (1S,2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one; 4H-Cyclopent(f)oxacyclotridecin-4-one,1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl-; HY-16592; SMR000768725; TOXIC SOLID, N.O.S. (BREFELDIN A); SW220015-1; C73840; Q168790; SR-01000000180-5; SR-01000000180-7; W-201775; BRD-K77841042-001-14-1; Brefeldin A, from Penicillium brefeldianum, >=99% (HPLC and TLC); Brefeldin A, >=99% (HPLC and TLC), BioXtra, for molecular biology; (1S,2E,7S,10E,12R,13R,15S)-7-methyl-12,15-bis(oxidanyl)-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one; 11006-23-8; 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl-; 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a,12,13, 14,14a-decahydro-1,13-dihydroxy-6-methyl-, [1R-(1R*,2E,6S*, 10E,11aS*,13S*,14aR*)]-; 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a.beta.,12,13,14,14a.alpha.-decahydro- 1.beta.,13.alpha.-dihydroxy-6.beta.-methyl-; Brefeldin A, from Penicillium brefeldianum, Ready Made Solution, 10 mg/mL in DMSO, 0.2 mum filtered; Pfizer B 174987 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-
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  Formula C16H24O4
  Weight 280.36
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
  InChI Key KQNZDYYTLMIZCT-KQPMLPITSA-N
  Isomeric SMILES C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
  Canonical SMILES CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O
  External Links PubChem ID 5287620
CAS ID 20350-15-6
NPASS ID NPC55304
CHEMBL ID CHEMBL19980
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Penicillium janthinellum strain SYP-F-7899
  Factor Name: Rice medium [1]
              Species Info Factor Info
               Experiment Detail
Isolation of fungal material: The three-year-old healthy P. notoginseng was collected from Wenshan, Yunnan province of China. After surface sterilization with 75% EtOH for 60 s, the root of P. notoginseng was rinsed in sterile water. Fermentation: Fermentation was carried out in 50 Erlenmeyer flasks (250 mL) each containing 75 g rice. Sterile water (100 mL) was added to each flask, and the contents were autoclaved at 121 ℃ for 30 min. After cooling to room temperature, each flask was inoculated with 2.0 mL of the spore and incubated at 28 ℃ for 30 days.
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               Factor Part Location NP Content
 
Rice medium (28℃ + 30 days)
 Roots Wenshan, Yunnan, China
NP Content: 38.9 mg
References
1 New and bioactive natural products from an endophyte of Panax notoginseng