Compound ID | 2224

Update compound information

Thermorubin

Synonym(s): Antibiotic BT-3-3

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Perturbs protein synthesis by inhibiting translation termination and subsequent ribosome recycling
Description: Natural product from thermophilic actinomycete Thermoactinomyces antibioticus; resembles tetracycline containing aromatic anthracenopyranone
Year first mentioned: 1964
Development status: Experimental
Chemical structure(s):
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Molecular weight: 600.53
Iso. SMILES: COC1=C2C(=CC3=CC(=C(C(=C31)OC)C(=O)/C=C(/C4=CC=CC=C4O)\O)CC(=O)O)C=C5C=C(OC(=O)C5=C2O)C(=O)OC
InChI Key: GGEDVBUCHDZLTH-MOSHPQCFSA-N
Can. SMILES: COC1=C(C(=CC2=CC3=CC4=C(C(=C3C(=C21)OC)O)C(=O)OC(=C4)C(=O)OC)CC(=O)O)C(=O)/C=C(/C5=C(C=CC=C5)O)\O
InChI: InChI=1S/C32H24O12/c1-41-29-24(21(35)13-20(34)18-6-4-5-7-19(18)33)17(12-23(36)37)10-15-8-14-9-16-11-22(31(39)43-3)44-32(40)26(16)28(38)25(14)30(42-2)27(15)29/h4-11,13,33-34,38H,12H2,1-3H3,(H,36,37)/b20-13-
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5458199
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/38/12/38_12_1752/_article
  • https://www.nature.com/articles/s41467-023-36528-7

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