Resistomycin

Resistomycin is an antibiotic with the molecular formula C22H16O6.[3][1][4] Resistomycin is similar to hypericin.[5] Resistomyci…

Resistomycin
Resistomycin
Names
IUPAC name
6,10,14,19-Tetrahydroxy-4,9,9-trimethylpentacyclo[13.3.1.05,18.08,17.011,16]nonadeca-1(19),3,5,7,10,13,15,17-octaene-2,12-dione[1]
Other names
    • Heliomycin
    • Geliomycin
    • Itamycin
    • 3,5,7,10-tetrahydroxy-1,1,9-trimethyl-2H-Benzo[cf]pyrene-2,6(1H)-dione
    • 3,5,7,10-tetrahydroxy-1,1,9-trimethyl-2H-Benzo[cd]pyrene-2,6(1H)-dione
    • 3,5,7,10-Tetrahydroxy-1,1,9-trimethyl-2H-benzo[cf]pyrene-2,6(1H)-dione
    • 3,5,7,10-Tetrahydroxy-1,1,9-trimethyl-1H-benzo[cd]pyrene-2,6-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C22H16O6/c1-7-4-9(23)15-18-13(7)10(24)5-8-14(18)19-16(20(15)27)11(25)6-12(26)17(19)21(28)22(8,2)3/h4-6,24-25,27-28H,1-3H3
    Key: MJKDGCARCYPVQG-UHFFFAOYSA-N
  • CC1(C)C2=C3C=4C(C(=O)C=5C3=C(C(O)=C2)C(C)=CC5O)=C(O)C=C(O)C4C1=O
Properties
C22H16O6
Molar mass 376.364 g·mol−1
Boiling point 315°C[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Resistomycin is an antibiotic with the molecular formula C22H16O6.[3][1][4] Resistomycin is similar to hypericin.[5] Resistomycin was first isolated in 1951 from the bacterium Streptomyces resistomycificus.[6]

References

  1. ^ a b "Resistomycin". Pubchem.ncbi.NLM.nih.gov.
  2. ^ Fugmann, Burkhard (14 May 2014). RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997 (in German). Georg Thieme Verlag. p. 545. ISBN 978-3-13-179291-4.
  3. ^ Brockmann, Hans; Schmidt-Kastner, Günter (1951). "Resistomycin, ein neues Antibioticum aus Actinomyceten". Die Naturwissenschaften. 38 (20): 479–480. Bibcode:1951NW.....38..479B. doi:10.1007/BF00622090. S2CID 33750932.
  4. ^ Ho, Tse-Lok (1996). Evolution of Synthetic Pathways: Parallax and Calibration. World Scientific. p. 301. ISBN 978-981-02-2669-5.
  5. ^ Shiono, Yoshihito; Shiono, Nobuyo; Seo, Shujiro; Oka, Syuichi; Yamazaki, Yoshimitsu (1 October 2002). "Effects of Polyphenolic Anthrone Derivatives, Resistomycin and Hypericin, on Apoptosis in Human Megakaryoblastic Leukemia CMK-7 Cell Line". Zeitschrift für Naturforschung C. 57 (9–10): 923–929. doi:10.1515/znc-2002-9-1028. PMID 12440735. S2CID 9120617.
  6. ^ Korzybski, Tadeusz; Kowszyk-Gindifer, Zuzanna; Kurylowicz, Wlodzimierz (3 September 2013). Antibiotics: Origin, Nature and Properties. Elsevier. p. 289. ISBN 978-1-4832-2305-6.

Further reading

  • Brockmann, Hans; Meyer, Ernst; Schrempp, Klaus; Reiners, Fritz; Reschke, Till (April 1969). "Resistomycin, IV. Die Konstitution des Resistomycins". Chemische Berichte. 102 (4): 1224–1246. doi:10.1002/cber.19691020415. PMID 5802095.
  • Comprehensive Natural Products II: Chemistry and Biology. Elsevier. 5 March 2010. p. 266. ISBN 978-0-08-045382-8.


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