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Tomaymycin
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    Tomaymycin

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    Tomaymycin
    Tomaymycin.svg
    Names
    IUPAC name
    (6R,6aS,8Z)-8-ethylidene-3-hydroxy-2,6-dimethoxy-6,6a,7,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one
    Other names
    GNF-Pf-1072
    Identifiers
    3D model (JSmol)
    ChEBI
    ChEMBL
    ChemSpider
    PubChem CID
    • InChI=1S/C16H20N2O4/c1-4-9-5-12-15(22-3)17-11-7-13(19)14(21-2)6-10(11)16(20)18(12)8-9/h4,6-7,12,15,17,19H,5,8H2,1-3H3/b9-4-/t12-,15+/m0/s1
      Key: UQVNRKBFAXNOGA-OHLDGCSVSA-N
    • C/C=C\1/C[C@H]2[C@H](NC3=CC(=C(C=C3C(=O)N2C1)OC)O)OC
    Properties
    C16H20N2O4
    Molar mass 304.346 g·mol−1
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Tomaymycin is an antitumor and antibiotic pyrrolobenzodiazepine with the molecular formula C16H20N2O4. Tomaymycin is produced by the bacterium Streptomyces achromogenes.

    Further reading

    • Szeinbach, Sheryl Lynn (1983). The Genetic Activity of Anthramycin, Tomaymycin and Sibiromycin in Bacterial Forward- and Reverse-mutation Assays and in the Mouse Bone-marrow Micronucleus Test. University of Kentucky.
    • Corcoran, John W. (6 December 2012). Biosynthesis. Springer Science & Business Media. p. 290. ISBN 978-3-642-67724-3.
    • Benedetti, Françoise; Perrin, Marc-Antoine; Bosc, Sebastien; Chouteau, Franck; Champion, Nicolas; Bigot, Antony (15 May 2020). "Total Synthesis of (+)-Oxo-tomaymycin". Organic Process Research & Development. 24 (5): 762–768. doi:10.1021/acs.oprd.0c00009. S2CID 213969939.



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