Compound ID | 3175

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Rubeomycin

Class: Natural product antibiotic (anthracycline)

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus and Streptococcus faecalis; binds to DNA via intercalation and/or covalent complex formation
Description: Natural product from Actinomadura roseoviolacea var. biwakoensis; also shows anti-cancer properties; anthracycline-type antibiotic
Institute where first reported: Central Research Laboratory, Ishihara Sangyo Kaisha, Ltd.
Year first mentioned: 1981
Development status: Experimental
Chemical structure(s):
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Molecular weight: 659.68
Iso. SMILES: C[C@H]1[C@H]([C@H](CC(O1)OC2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)O)O)(C(=O)C)O)N)OC(C[C@H](C)O)O[C@H](C)CO
InChI Key: DNHXZQIEIKSDIK-WRVCICEWSA-N
Can. SMILES: C[C@@H](CC(O[C@H](C)CO)O[C@@H]1[C@H](C)OC(C[C@@H]1N)OC2C[C@@](CC3=C(C4=C(C(=O)C5=C(C=CC=C5C4=O)O)C(=C32)O)O)(C(=O)C)O)O
InChI: InChI=1S/C33H41NO13/c1-13(36)8-22(44-14(2)12-35)47-32-15(3)45-23(9-19(32)34)46-21-11-33(43,16(4)37)10-18-25(21)31(42)27-26(29(18)40)28(39)17-6-5-7-20(38)24(17)30(27)41/h5-7,13-15,19,21-23,32,35-36,38,40,42-43H,8-12,34H2,1-4H3/t13-,14+,15-,19-,21?,22?,23?,32+,33-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/139589099
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10951976/
  • https://www.jstage.jst.go.jp/article/antibiotics1968/34/8/34_8_938/_article/-char/en

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