General Information of Natural Product (ID: NP2019)
  Natural Product Name
Alternariol monomethyl ether
  Synonyms
Alternariol monomethyl ether|23452-05-3|Djalonensone|Alternariol-9-methyl ether|Alternariol monomethylether|26894-49-5|alternariol 5-O-methyl ether|3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one|Alternariol methyl ether|UNII-Y79STA800H|3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one|CHEMBL483526|Y79STA800H|3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo(b,d)pyran-6-one|NSC638262|Alternariol monomethyl ether from Alternaria alternata (tenuis)|CCRIS 2898|BRN 0253553|3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one|6H-DIBENZO(b,d)PYRAN-6-ONE, 3,7-DIHYDROXY-9-METHOXY-1-METHYL-|alternariol5-O-methylether|5-18-04-00517 (Beilstein Handbook Reference)|Alternariol 9-O-methyl ether|MLS004711973|Dexamfetamine-d3 Hydrochloride|MEGxm0_000058|DTXSID30178004|CHEBI:141315|ZINC5765088|BDBM50276157|MFCD00058532|Alternariol monomethyl ether_120111|AKOS027295171|BS-1261|CS-W014579|HY-W013863|MCULE-9702870667|NSC-638262|2-Biphenylcarboxylic acid, 2',3',4'-trihydroxy-5-methoxy-6'-methyl-, delta-lactone|6H-Dibenzo[b,d]pyran-6-one, 3,7(3,9 or 7,9)-dihydroxy-9(7 or 3)-methoxy-1-methyl-|SMR003474896|FT-0661537|Standard Solution Alternariol monomethyl ether|Alternariol-9-methyl ether, analytical standard|J-016590|Q27294342|3,7-dihydroxy-9-methoxy-1-methyl-benzo[c]chromen-6-one|3,7-Dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one #
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  Formula C15H12O5
  Weight 272.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3
  InChI Key LCSDQFNUYFTXMT-UHFFFAOYSA-N
  Isomeric SMILES CC1=CC(=CC2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O
  Canonical SMILES CC1=CC(=CC2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O
  External Links PubChem ID 5360741
CAS ID 23452-05-3
NPASS ID NPC267509
CHEMBL ID CHEMBL483526
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Botryosphaeria dothidea strain KJ-1
  Factor Name: Rice Medium [1]
              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.
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               Factor Part Location NP Content
 
Rice Medium (28 ± 0.5 degrees Celsius + 28Days)
tissue of stem bark Yangling, Shaanxi province, China
NP Content: 8.5 mg
      Species Name: Hyalodendriella sp. Ponipodef 12
  Factor Name: PDB Medium [2]
              Species Info Factor Info
               Experiment Detail
The fungus was obtained from the fresh leaves of Euphorbia sieboldiana, which were collected from the campus of China Pharmaceutical University, Nanjing, Jiangsu, People's Republic of China, in April 2013. After cultivation on potato dextrose agar (PDA) at 28 °C for 7 days, two pieces of the agar (about 1.0 cm3) were added to an Erlenmeyer flask (500 mL) with 150 mL of potato dextrose liquid medium, and the flask was incubated on a rotary shaker at 28 °C and 150 rpm for 5 days to prepare seed culture. Solid fermentation was carried out in 12 Erlenmeyer flasks (500 mL) each containing 120 g of sterilized rice and 10 mL of seed culture, and the flaks were cultivated at 28 °C for 30 days.
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               Factor Part Location NP Content
 
PDB Medium (25 degrees Celsius + 20Days + 150 rpm)
healthy stems China
NP Content: 28 mg
  Factor Name: Rice Medium [3]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus Hyalodendriella sp. Ponipodef12 (GenBank accession number HQ731647) was isolated from the healthy stems of the 'Neva' hybrid of Populus deltoides Marsh × P. nigra L.. The fungus was cultured on PDA (potato 200 g/L, dextrose 20 g/L and agar 20 g/L) medium in Petri dishes at 25 °C for 10 days. For seed culture, two to three plugs of agar medium (0.5 × 0.5 cm) with fungal cultures were inoculated in each 250-mL Erlenmeyer flask containing 100 mL potato dextrose broth (PDB) medium, and incubated on a rotary shaker at 150 rpm and 25 °C for 5 days. For fermentation culture, about 50 mycelium pellets were inoculated in each 1,000-mL Erlenmeyer flask containing 300 mL PDB medium, and incubated on a rotary shaker at 150 rpm and 25 °C for 20 days.
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               Factor Part Location NP Content
 
Rice Medium (25 degrees Celsius + 45Days)
healthy stems China
NP Content: 13.5 mg
      Species Name: Rhizopycnis sp. Nitaf22
  Factor Name: Rice Medium [4]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus (strain Nitaf22) was isolated from the inner tissue of the healthy root of a three-year-old tobacco N. tabacum L. grown in the greenhouse of the campus at China Agricultural University (CAU) in July 2014. The fungus was cultured on PDA (potato dextrose agar) medium for 5 days at 25 °C, and then a slice of agar containing fungal hyphae was transferred to a 250 mL Erlenmeyer flask containing 150 mL of PDB (potato dextrose broth). The cultivation was performed in a rotatory shaker for another 7 days at 150 rpm and 25 °C to produce the seed culture, which was used to inoculate the autoclaved rice media in 1 L Erlenmeyer flasks each containing 100 g of rice and 110 mL of distilled water. The scale-up fermentation was carried out using a total of 4.5 kg of rice under static conditions at room temperature (RT) in the dark for 35 days.
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               Factor Part Location NP Content
 
Rice Medium (25 degrees Celsius + 35Days)
healthy root China Agricultural University, Beijing, China
NP Content: 4 mg
References
1 Secondary metabolites from the endophytic Botryosphaeria dothidea of Melia azedarach and their antifungal, antibacterial, antioxidant, and cytotoxic activities
2 Benzopyranones from the endophytic fungus Hyalodendriella sp. Ponipodef12 and their bioactivities
3 Dibenzo-alpha-pyrones: a new class of larvicidal metabolites against Aedes aegypti from the endophytic fungus Hyalodendriella sp. Ponipodef12
4 Bioactive Dibenzo-alpha-pyrone Derivatives from the Endophytic Fungus Rhizopycnis vagum Nitaf22