Compound ID | 2089

Update compound information

Actinorhodin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Membrane-active agent. Triggers rapid dissipation of the proton motive force, and may also have other effects on the bacterial cell envelope
Description: Natural product produced by Streptomyces; blue pigment; total synthesis and several analogues
Year first mentioned: 1947
Development status: Experimental
Chemical structure(s):
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Molecular weight: 634.54
Iso. SMILES: C[C@@H]1C2=C(C[C@H](O1)CC(=O)O)C(=O)C3=C(C2=O)C(=O)C(=CC3=O)C4=CC(=C5C(=C4O)C(=C6[C@H](O[C@@H](CC6=C5O)CC(=O)O)C)O)O
InChI Key: MGFJRQUGYNFFDQ-WYUUTHIRSA-N
Can. SMILES: C[C@@H]1C2=C(C[C@@H](CC(=O)O)O1)C(=C3C(=CC(=C(C3=C2O)O)C4=CC(=O)C5=C(C4=O)C(=O)C6=C(C[C@@H](CC(=O)O)O[C@@H]6C)C5=O)O)O
InChI: InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33,39,41,43H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/441143
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/28906045/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727142/
  • https://pubmed.ncbi.nlm.nih.gov/993778/

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