Compound ID | 2713

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Rhodirubin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: RNA synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Corynebacterium bovis, and Mycobacterium smegmatis
Description: Natural product from Streptomyces; shows anti-tumour activity
Year first mentioned: 1977
Development status: Experimental
Chemical structure(s):
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Molecular weight: 829.88
Iso. SMILES: CC[C@]1(C[C@@H](C2=C(C3=C(C=C2[C@H]1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)O[C@H]5C[C@H]([C@@H]([C@H](O5)C)O[C@@H]6C[C@@H]([C@@H]([C@@H](O6)C)O[C@H]7CC[C@@H]([C@H](O7)C)O)O)N(C)C)O
InChI Key: WGXOAYYFWFRVSV-DUFCRWRKSA-N
Can. SMILES: CC[C@]1(C[C@@H](C2=C(C=C3C(=C2O)C(=O)C4=C(C(=CC=C4O)O)C3=O)[C@H]1C(=O)OC)O[C@H]5C[C@H]([C@@H]([C@@H](C)O5)O[C@@H]6C[C@@H]([C@@H]([C@H](C)O6)O[C@H]7CC[C@@H]([C@@H](C)O7)O)O)N(C)C)O
InChI: InChI=1S/C42H55NO16/c1-8-42(52)16-27(31-20(35(42)41(51)53-7)13-21-32(37(31)49)38(50)34-25(46)10-9-24(45)33(34)36(21)48)57-29-14-22(43(5)6)39(18(3)55-29)59-30-15-26(47)40(19(4)56-30)58-28-12-11-23(44)17(2)54-28/h9-10,13,17-19,22-23,26-30,35,39-40,44-47,49,52H,8,11-12,14-16H2,1-7H3/t17-,18-,19+,22-,23+,26+,27+,28+,29+,30-,35+,39-,40-,42-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/139589150
Citations:
  • https://patentimages.storage.googleapis.com/32/3f/a7/049b71fffdf01e/US4127714.pdf
  • https://www.jstage.jst.go.jp/article/antibiotics1968/30/7/30_7_616/_pdf

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