Maximiscin

Maximiscin

Names
IUPAC name Methyl (3S,4S,5S,6R)-6-({3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-4-hydro-oxo-1,2-dihydropyridin-1-yl}oxy)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate
Identifiers
ChemSpider	34485502
Jmol interactive 3D	Image
InChI InChI=1S/C23H31NO8/c1-5-13-9-11(2)8-12(3)17(13)18-15(25)6-7-24(22(18)29)32-21-14(23(30)31-4)10-16(26)19(27)20(21)28/h5-7,10-13,16-17,19-21,25-28H,1,8-9H2,2-4H3/t11-,12+,13-,16+,17-,19+,20+,21-/m1/s1 Key: BHUFOFQGYXAGAC-XMGLCDBZSA-N
SMILES COC(=O)C1=C[C@H](O)[C@H](O)[C@H](O)[C@@H]1ON1C=CC(O)=C([C@@H]2[C@@H](C)C[C@@H](C)C[C@H]2C=C)C1=O
Properties
Chemical formula	C23H31NO8
Molar mass	449.50 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Maximiscin is a polyketide-shikimate isolate of Tolypocladium with anticancer activity.^[1] The discovery of maximiscin was the result of a citizen scientist crowdsourcing project by the University of Oklahoma.^[2] The soil sample which yielded maximiscin was sent by a woman from Salcha, Alaska.^[3]

References

1. Du, L; Robles, AJ; King, JB; Powell, DR; Miller, AN; Mooberry, SL; Cichewicz, RH (2013). "Maximiscin, a Novel Shikimate-Polyketide-NRPS Hybrid Metabolite Obtained from Tolypocladium Sp. With Potent Antitumor Activities". Planta Medica 79 (10). doi:10.1055/s-0033-1348528.
2. Du, L; Robles, AJ; King, JB; Powell, DR; Miller, AN; Mooberry, SL; Cichewicz, RH (2013). "Crowdsourcing Natural Products Discovery to Access Uncharted Dimensions of Fungal Metabolite Diversity". Angewandte Chemie International Edition in English 53 (3): n/a. doi:10.1002/anie.201306549. PMID 24285637.
3. Crowdsourcing unearths promising anticancer compound