General Information of Natural Product (ID: NP1379)
  Natural Product Name
Ergosterol Peroxide
  Synonyms
Ergosterol peroxide; Ergosterol-5,8-peroxide; Ergosterol endoperoxide; Peroxyergosterol; UNII-UG9TN81TGH; 2061-64-5; Ergosterol 5alpha,8alpha-epidioxide; UG9TN81TGH; CHEMBL434750; CHEBI:65858; 5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol; NSC31324; (1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-ol; 5alpha,8alpha-epidioxy-22E-ergosta-6,22-dien-3beta-ol; (22E,24R)-5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol; (24R)-5alpha,8alpha-epidioxy-24-methylcholesta-6,22-dien-3beta-ol; NSC 31324; (3S,5S,8S,9R,10R,13R,14R,17R)-17-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol; (3beta,5alpha,8alpha,22E)-5,8-epidioxyergosta-6,22-dien-3-ol; Ergosterol 5.alpha.,8.alpha.-epidioxide; Ergosterol 5-alpha,8-alpha-epidioxide; BRN 0096852; 5-19-03-00043 (Beilstein Handbook Reference); Ergosterol Peroxide_120246; SCHEMBL3281353; 5,8-Epidioxy-5-alpha,8-alpha-ergosta-6,22-dien-3-beta-ol; HY-N3845; BDBM50334064; NSC-31324; ZINC38139718; CS-0024320; 5.alpha.,22-dien-3.beta.-ol, 5,8-epidioxy-; 5alpha,8alpha-Epidioxyergosta-6,22-diene-3beta-ol; Q5385831; 5-alpha,8-alpha-ERGOSTA-6,22-DIEN-3-beta-OL, 5,8-EPIDIOXY-; 5alpha,8alpha-Ergosta-6,22-dien-3beta-ol, 5,8-epidioxy- (8CI); Ergosta-6, 5,8-epidioxy-, (3.beta.,5.alpha.,8.alpha.,22E)-; Ergosta-6,22-dien-3-ol, 5,8-epidioxy-, (3-beta,5-alpha,8-alpha,22E)- (9CI); Ergosta-6,22-dien-3-ol, 5,8-epidioxy-, (3beta,5alpha,8alpha,22E)- (9CI); (1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol
Click to Show/Hide
  Formula C28H44O3
  Weight 428.6
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
  InChI Key VXOZCESVZIRHCJ-KGHQQZOUSA-N
  Isomeric SMILES C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@]24C=C[C@@]5([C@@]3(CC[C@@H](C5)O)C)OO4)C
  Canonical SMILES CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24C=CC5(C3(CCC(C5)O)C)OO4)C
  External Links PubChem ID 5351516
CAS ID 2061-64-5
NPASS ID NPC4574
HIT ID C0549
CHEMBL ID CHEMBL434750
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aspergillus flocculosus strain CBS 112784
  Factor Name: Rice medium [1]
              Species Info Factor Info
               Experiment Detail
Fungal material: The endophytic fungus was isolated from the fresh stems of Markhamia platycalyx family (Bignoniaceae) collected in October 2010 from Al-Zohriya gardens (Al-Zamalek, Giza, Egypt). Small-scale fermentation: A small-scale fermentation was carried out in two Erlenmeyer flasks (1 L each) on rice medium, which was prepared with 100 g of rice powder and approximately 100 mL of demineralized water just enough to cover the rice layer. The rice media was autoclaved prior to fungal inoculation. A 15-day fungal inoculum grown on petri dish was inoculated on the sterile rice medium and was allowed to grow at room temperature under static condition for 30 days. Medium-scale 30-day rice culture fermentation: A medium scale fermentation was performed in 10 Erlenmeyer flasks (1 L each) on rice solid medium for 30 days under same condition applied to small scale culture.
Click to Show/Hide
               Factor Part Location NP Content
 
Medium-scale fermentation: Rice medium (25℃ + 30 days)
Fresh stems Al-Zamalek, Giza, Egypt
NP Content: 7 mg
      Species Name: Botryosphaeria dothidea strain KJ-1
  Factor Name: Rice Medium [2]
              Species Info Factor Info
               Experiment Detail
The endophytic fungal strain KJ-1 was isolated from the symptomless tissue of stem bark of M. azedarach L., which was collected at Yangling, Shaanxi province, China, in August 2011. The producing strain was cultured on a plate of potato dextrose agar (PDA) medium at 28 ± 0.5 °C for 5 days. Then one piece (approximately 7 mm2) of mycelium was inoculated aseptically to 50 mL Erlenmeyer flasks each containing 20 mL of PD liquid medium, and the seed liquids were incubated at 28 ± 0.5 °C for 3 days on a rotary shaker at 120 rpm. A suspension (100 µL) of the seed liquid was inoculated aseptically to 500 mL Erlenmeyer flasks each containing 60 g of rice and 90 mL of distilled water. There were 300 flasks in total, and the flask cultures were incubated at 28 ± 0.5 °C for 4 weeks.
Click to Show/Hide
               Factor Part Location NP Content
 
Rice Medium (28 ± 0.5 degrees Celsius + 28Days)
tissue of stem bark Yangling, Shaanxi province, China
NP Content: 6.5 mg
References
1 Isolation of anticancer and anti-trypanosome secondary metabolites from the endophytic fungus Aspergillus flocculus via bioactivity guided isolation and MS based metabolomics
2 Secondary metabolites from the endophytic Botryosphaeria dothidea of Melia azedarach and their antifungal, antibacterial, antioxidant, and cytotoxic activities