Naphthablin is a naphthoquinone compound with the molecular formula C29H36O8 which is produced by the bacterium Streptomyces aculeolatus.[1][2][3]

Naphthablin
Names
IUPAC name
[8,10-dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydronaphtho[2,3-c]isochromen-3-yl] 2-methylpropanoate[1]
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C29H36O8/c1-8-29(7,12-30)22-18(31)10-16-20(24(22)33)25(34)26-21(23(16)32)15-9-14(4)19(36-27(35)13(2)3)11-17(15)28(5,6)37-26/h8,10,13-15,17,19,30-31,33H,1,9,11-12H2,2-7H3
    Key: NPKRLSYRZGLPCT-UHFFFAOYSA-N
  • CC1CC2C(CC1OC(=O)C(C)C)C(OC3=C2C(=O)C4=CC(=C(C(=C4C3=O)O)C(C)(CO)C=C)O)(C)C
Properties
C29H36O8
Molar mass 512.599 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ a b "Naphthablin". Pubchem.ncbi.NLM.nih.gov.
  2. ^ Umezawa, Kazuo; Masuoka, Shojiro; Ohse, Takuhito; Naganawa, Hiroshi; Kondo, Shinichi; Ikeda, Yoko; Kinoshita, Naoko; Hamada, Masa; Sawa, Tsutomu; Takeuchi, Tomio (1995). "Isolation from Streptomyces of a Novel Naphthoquinone Compound, Naphthablin, That Inhibits Abl Oncogene Functions". The Journal of Antibiotics. 48 (7): 604–607. doi:10.7164/antibiotics.48.604. PMID 7649855.
  3. ^ Buckingham, John (25 September 1997). Dictionary of Natural Products, Supplement 4. CRC Press. p. 235. ISBN 978-0-412-60440-9.