Compound ID | 636

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Sch 38519

Class: Naphthaquinone

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: This was isolated fromm Thermomonospora spp. and is related to medermycin. It possesses activity against both Gram positives and negatives. It also has activity as a platelet aggregation inhibitor
Institute where first reported: Duke University
Year first mentioned: 1986
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Quite Toxic to mice (IV LD50: 11mg/kg)
Chemical structure(s):
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Molecular weight: 455.46
Iso. SMILES: C[C@@H]1C2=C([C@@H]3[C@H](O1)CC(=O)O3)C(=O)C4=C5[C@H]6C[C@H]([C@@H]([C@@](C5=CC(=C4C2=O)O)(O6)C)O)N(C)C
InChI Key: JZGRDBGLULKCDD-HFJLKIIDSA-N
Can. SMILES: C[C@@H]1C2=C(C(=O)C3=C(C(=CC4=C3[C@H]5C[C@H]([C@@H]([C@]4(C)O5)O)N(C)C)O)C2=O)[C@@H]6[C@@H](CC(=O)O6)O1
InChI: InChI=1S/C24H25NO8/c1-8-15-19(22-13(31-8)7-14(27)32-22)21(29)18-16-9(5-11(26)17(18)20(15)28)24(2)23(30)10(25(3)4)6-12(16)33-24/h5,8,10,12-13,22-23,26,30H,6-7H2,1-4H3/t8-,10-,12-,13-,22+,23+,24-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10005853
Citations:
  • https://www.semanticscholar.org/paper/Pyranonaphthoquinone-antibiotics--isolation%2C-and-Brimble-Duncalf/d3d103299aa5d81cec649d7e065cd8dafb170f79
  • https://books.google.co.uk/books?id=1W0NUD42fA4C&pg=PA419&lpg=PA419&dq=Sch+38519&source=bl&ots=3wPuvGEGAC&sig=w3Dif9bgF2kD9NzhZX0cxXDEM3M&hl=en&sa=X&ei=0hidVZbdKsatUYS7gagL&ved=0CE4Q6AEwCA#v=onepage&q=Sch%2038519&f=false

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