General Information of Natural Product (ID: NP1575)
  Natural Product Name
Xiamycin Methyl Ester
  Synonyms
Xiamycin methyl ester; CHEMBL1270031; methyl hydroxy(dimethyl)[?]carboxylate; Methyl (3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-2,3,4,4a,5,6,8,13b-octahydro-1H-naphtho[2,1-b]carbazole-4-carboxylate
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  Formula C24H27NO3
  Weight 377.5
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C24H27NO3/c1-23-11-10-21(26)24(2,22(27)28-3)20(23)9-8-14-12-19-16(13-17(14)23)15-6-4-5-7-18(15)25-19/h4-7,12-13,20-21,25-26H,8-11H2,1-3H3/t20-,21+,23-,24+/m1/s1
  InChI Key QGSPVLSFRSZVTG-JSRBNTPPSA-N
  Isomeric SMILES C[C@]12CC[C@@H]([C@@]([C@@H]1CCC3=CC4=C(C=C23)C5=CC=CC=C5N4)(C)C(=O)OC)O
  Canonical SMILES CC12CCC(C(C1CCC3=CC4=C(C=C23)C5=CC=CC=C5N4)(C)C(=O)OC)O
  External Links PubChem ID 50898452
CHEMBL ID CHEMBL1270031
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Streptomyces sp. strain GT20021503
  Factor Name: Fermentation medium [1]
              Species Info Factor Info
               Experiment Detail
Streptomyces sp. GT20021503 was isolated from the stem of B. gymnorrhiza. Liquid organic medium 79 (dextrose 10 g, bacto peptone 10 g, casamino acids 1 g, yeast extract 2 g, NaCl 6 g, H2O 1 L) (2 × 100 mL/flask) was inoculated with a suspension of mycelium and spores (about 1 × 1 cm) of the title strain grown on agar slants or agar plates (oatmeal 20 g, agar 18 g, H2O 1 L, pH 7.2,). After incubation for 48 h on a rotary shaker at 28 ℃, the culture was transferred to 3200 mL of medium 2 (oatmeal 20 g, CaCl2 5.7 × 10-3 g, Fe-citrate 2.5 × 10-3 g, MnSO4 5.0 × 10-4 g, ZnCl2 2.5 × 10-4 g, CuSO4 4.0 × 10-5 g, Na2B4O2 5.0 × 10-5g, CoCl 1.0 × 10-5 g, NaMoO4 2.1x 10-5g, H2O 1 L, pH 7.8) (eight 1000 mL-scale Erlenmeyer flasks with 400 mL of medium 2 each) and incubated at 28 ℃ under shaking conditions for 48 h to yield prefermentation culture, which was poured into a 300 L-scale fermenter filled with 200 L of medium 2 and fermented for 5 days.
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               Factor Part Location NP Content
 
Fermentation medium containing oatmeal 20 g, CaCl22 5.7 × 10-3 g, Fe-citrate 2.5 × 10-3 g, MnSO4 5.0 × 10-4 g, ZnCl22 2.5 × 10-4 g, CuSO4 4.0 × 10-5 g, Na2B4O2 5.0 × 10-5g, CoCl 1.0 × 10-5 g, NaMoO4 2.1x 10-5g, H2O 1 L (28℃ + 5 days)
Stems NA
NP Content: 1.5 mg
References
1 Xiamycin, a pentacyclic indolosesquiterpene with selective anti-HIV activity from a bacterial mangrove endophyte