General Information of Natural Product (ID: NP1286)
  Natural Product Name
Ergosterol
  Synonyms
ERGOSTEROL; 57-87-4; Provitamin D2; Ergosterin; Ergosta-5,7,22-trien-3-ol, (3b,22E)-; UNII-Z30RAY509F; Ergosta-5,7,22E-trien-3beta-ol; Z30RAY509F; CHEBI:16933; 5,7,22-Ergostatrien-3beta-ol; 3beta-Hydroxy-5,7,22-ergostatriene; (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol; (22E)-ergosta-5,7,22-trien-3beta-ol; 24-Methylcholesta-5,7,22-trien-3beta-ol; Ergosta-5,7,22-trien-3beta-ol; (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol; ergosta-5,7,22-trien-3-ol; NSC62791; CCRIS 7220; HSDB 395; Provitamine D2; Ergosta-5,7,22-trien-3-ol, (3beta,22E)-; (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol; EINECS 200-352-7; MFCD00003623; 24alpha-Methyl-22E-dehydrocholesterol; Ergosterol, >=75%; AI3-18876; 24R-Methylcholesta-5,7,2E-trien-3beta-ol; bmse000494; Ergosterol (Provitamin D2); SCHEMBL43194; MEGxm0_000450; CHEMBL1232562; ACon0_000429; ACon1_000637; DTXSID90878679; 24a-Methyl-22E-dehydrocholesterol; Ergosterol, >=95.0% (HPLC); HY-N0181; ZINC4084618; BDBM50378884; LMST01030093; s2297; 24alpha-Methyl-22E-dehydrocholestero; AKOS015918128; AC-8370; DB04038; DS-4956; (24R)-Ergosta-5,7,22-trien-3b-ol; (3beta)-Ergosta-5,7,22-trien-3-ol; NCGC00168889-01; NCGC00168889-02; 14-((2E)(1R,4R)-1,4,5-trimethylhex-2-enyl)(1S,5S,2R,11R,14R,15R)-2,15-dimethyl tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-7,9-dien-5-ol; 24-Methylcholesta-5,7,22-trien-3b-ol; 24R-Methylcholesta-5,7,22E-trien-3b-ol; (3beta,2E)-Ergosta-5,7,22-trien-3-ol; CS-0007890; N2279; (22E)-Ergosta-5,7,22-trien-3.beta.-ol; (3beta,22E)-Ergosta-5,7,22-trien-3-ol; 24R-Methylcholesta-5,7,22E-trien-3beta-ol; C01694; Ergosta-5,7,22-trien-3-ol,(3; A,22E)-; 003E623; mixed with Plinia cauliflora ethyl acetate fraction; Q143263; 45ED0A4C-6FDA-443F-B886-D6C805A76AF2; Ergosterol, 10 mg/mL in chloroform, analytical standard; (3beta,14beta,17alpha,22E)-ergosta-5,7,22-trien-3-ol; Ergosterol, European Pharmacopoeia (EP) Reference Standard; Ergosterol, United States Pharmacopeia (USP) Reference Standard; mixed with active tannen enriched fraction of Plinia cauliflora; Ergosterol, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C28H44O
  Weight 396.6
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
  InChI Key DNVPQKQSNYMLRS-APGDWVJJSA-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]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
  Canonical SMILES CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
  External Links PubChem ID 444679
CAS ID 57-87-4
NPASS ID NPC18603
HIT ID C0049
CHEMBL ID CHEMBL1232562
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aspergillus austroafricanus
  Factor Name: Rice medium [1]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus A. austroafricanus strain was isolated under aseptic conditions from fresh, healthy leaves of E. crassipes. The fresh plant was gathered at the end of 2014 close to the shore of the Nile branch in Mansoura, Egypt. Cocultivation Experiment of A. austroafricanus with B. subtilis 168 trpC2: Fermentation of the fungus with the bacteria in coculture was conducted in an Erlenmeyer flask (1 L) on solid rice medium. Fifteen Erlenmeyer flasks (5 flasks for axenic A. austroafricanus, 5 for cocultures of A. austroafricanus and B. subtilis, and 5 for axenic B. subtilis) containing 60.0 mL of distilled water and 50.0 g of commercially available milk rice (Milch-Reis, ORYZA) each were autoclaved before inoculating the fungus and the bacterium. An overnight culture of B. subtilis grown in lysogeny broth (LB) was used to inoculate prewarmed LB medium (1:20), which was then incubated at 37 ℃ with shaking at 200 rpm to mid exponential growth phase (optical density at 600 nm of 0.2-0.4). To the rice medium was added 10 mL of the bacterial culture followed by incubation for 4 days at 37 ℃. After 4 days five pieces (1 cm × 1 cm) of A. austroafricanus growing on malt agar were added to the flasks that had been preincubated with B. subtilis. Fungal and bacterial controls were grown axenically on solid rice medium. Cocultures and axenic cultures of A. austroafricanus and B. subtilis were kept at 23 ℃ under static conditions until they reached their stationary phase of growth (2 weeks for controls of A. austroafricanus and bacteria; 4 weeks for cocultures). Cocultivation Experiment of A. austroafricanus with S. lividans TK24: Fifteen Erlenmeyer flasks (5 flasks for axenic A. austroafricanus, 5 for coculture of A. austroafricanus and S. lividans, and 5 for axenic S. lividans) containing 60.0 mL of yeast malt (YM) medium and 50.0 g of commercially available milk rice (Milch-Reis, ORYZA) each were autoclaved before inoculating the fungus and the bacterium. An overnight culture of S. lividans was used to inoculate prewarmed YM medium (1:20), which was then incubated at 30 ℃ with shaking at 200 rpm to mid exponential growth phase. This preculture was then incubated in fresh YM medium overnight to reach mid exponential growth phase. After that, to the rice medium was added a 10 mL volume of the bacterial culture, followed by incubation for 6 days at 30 ℃; then, the same steps as previously described under B. subtilis 168 trpC2 were taken. The fungal strain was cultivated axenically on solid rice medium, prepared by autoclaving 100 g of rice and 100 mL of water in a 1 L Erlenmeyer flask. Fermentation was carried out in five Erlenmeyer flasks for 21 days at 25 ℃ under static conditions. After 21 days' fermentation, the fungal culture in each flask was exhaustively extracted with ethyl acetate overnight (3 × 500 mL) followed by filtration and solvent evaporation under reduced pressure.
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               Factor Part Location NP Content
 
Solid rice medium (25℃ + 21 days)
Leaves Mansoura, Egypt
NP Content: 5.4 mg
      Species Name: Aspergillus flocculosus strain CBS 112784
  Factor Name: Rice medium [2]
              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.
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               Factor Part Location NP Content
 
Medium-scale fermentation: Rice medium (25℃ + 30 days)
Fresh stems Al-Zamalek, Giza, Egypt
NP Content: 8 mg
      Species Name: Curvularia sp. T12
  Factor Name: Rice medium [3]
              Species Info Factor Info
               Experiment Detail
The fungal strain T12 was isolated from the stem bark of Rauwolfia macrophylla (Apocynaceae) collected from Mount Kalla in Cameroon. Inocula of the endophytic fungus Curvularia sp. T12 were introduced to five 1L-flasks, each containing sterilized solid-rice medium (100 g rice, 100 mL distilled water, followed by sterilization in an autoclave). The flasks were incubated at room temperature (25 ℃ ) for 21 days.
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               Factor Part Location NP Content
 
Solid rice medium (25℃ + 21 days)
Stem bark Mount Kalla, Cameroon
NP Content: 10 mg
      Species Name: Fusarium solani strain DI16
  Factor Name: PDA medium [4]
              Species Info Factor Info
               Experiment Detail
Isolation of fungal material: The fungus Fusarium solani was isolated from fresh healthy roots of Cassia alata Linn. The plant samples were collected from conservation forest of Gazipur, Bangladesh in August, 2013. Fusarium solani species (internal strain no. CARE-1), which had been isolated following surface sterilization from the root of the plant C. alata were cultivated at 28 ℃ for 28 days on potato dextrose agar medium.
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               Factor Part Location NP Content
 
PDA medium (28℃ + 28 days)
Fresh healthy roots Gazipur, Bangladesh
NP Content: 39.7 mg
References
1 Metabolites from the Fungal Endophyte Aspergillus austroafricanus in Axenic Culture and in Fungal-Bacterial Mixed Cultures
2 Isolation of anticancer and anti-trypanosome secondary metabolites from the endophytic fungus Aspergillus flocculus via bioactivity guided isolation and MS based metabolomics
3 Bioactive secondary metabolites from new endophytic fungus Curvularia. sp isolated from Rauwolfia macrophylla
4 Endophytic Fusarium solani: A rich source of cytotoxic and antimicrobial napthaquinone and aza-anthraquinone derivatives