Details of Natural Product (NP)

General Information of Natural Product (ID: NP2015)
  Natural Product Name
Harpagoside
  Synonyms
Harpagoside|19210-12-9|UNII-8KGS1DC5ZU|8KGS1DC5ZU|CHEBI:5625|[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate|SMR001233395|Harpaside|E-harpagoside|EINECS 242-881-6|Prestwick3_000988|BSPBio_001055|MLS002154086|MLS002473324|SCHEMBL893387|BPBio1_001161|CHEMBL516702|MEGxp0_000469|Harpagoside, analytical standard|ACon0_000056|ACon1_000134|HMS2098E17|HMS2231N12|HY-N0396|ZINC8214398|MFCD00017415|s9171|AKOS015896715|CCG-269650|LMPR0102070010|MCULE-8388168328|NCGC00179325-01|NCGC00179325-02|NCGC00179325-04|AC-34268|AS-56071|AB00513986|CS-0008931|V0696|C09783|H10494|210H129|A880338|Q-100231|BRD-K07996107-001-01-7|BRD-K07996107-001-03-3|Harpagoside, primary pharmaceutical reference standard|Q25099323|Harpagoside, European Pharmacopoeia (EP) Reference Standard|(1S,4aS,5R,7S,7aS)-4a,5-Dihydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamate|(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamate|(1S-(1alpha,4aalpha,5alpha,7alpha(E),7aalpha))-1,4a,5,6,7,7a-Hexahydro-4a,5-dihydroxy-7-methyl-7-((allyl-1-oxo-3-phenyl)oxy)cyclopenta(c)pyran-1-yl-beta-D-glucopyranoside|NCGC00179325-04_C24H30O11_(1S,4aS,5R,7S,7aS)-1-(beta-D-Glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2E)-3-phenylacrylate
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  Formula C24H30O11
  Weight 494.5
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
  InChI Key KVRQGMOSZKPBNS-FMHLWDFHSA-N
  Isomeric SMILES C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4
  Canonical SMILES CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=CC=CC=C4
  External Links PubChem ID 5281542
CAS ID 19210-12-9
NPASS ID NPC276047
HIT ID C0116
CHEMBL ID CHEMBL516702
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Penicillium expansum strain WF7
  Factor Name: Rice Medium [1]
              Species Info Factor Info
               Experiment Detail
In brief, commercial finger millet seeds originating from India were germinated and grown in pails of Turface clay placed in the field (Arkell Field Station, Arkell, ON, Canada, GPS: 43°39′ N, 80°25′ W, and 375 m above sea level). At the pre-flowering stage, five samples were collected from seeds, intact roots and shoots. For large scale fermentation, each endophyte was fermented in 2 L flasks (five flasks per each endophyte) containing 50 g white rice and 100 mL H2O. The flasks were incubated at 25 °C for 30 days without shaking.
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               Factor Part Location NP Content
 
Rice Medium (25 degrees Celsius + 30Days)
 roots Arkell Field Station, Arkell, ON, Canada
NP Content: 5 mg
References
1 Characterization of Antifungal Natural Products Isolated from Endophytic Fungi of Finger Millet (Eleusine coracana)