Coelogin

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Coelogin

Chemical structure of coelogin
Names
Preferred IUPAC name
4,5-Dimethoxy-6,7-dihydro-2H-naphtho[8,1,2-cde][1]benzopyran-3,9-diol
Other names
2,6-Dihydroxy-7,8-dimethoxy-9,10-dihydro-5H-phenanthro[4,5-bcd]pyran
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C17H16O5/c1-20-16-10-4-3-8-5-9(18)6-12-13(8)14(10)11(7-22-12)15(19)17(16)21-2/h5-6,18-19H,3-4,7H2,1-2H3
    Key: QLYYIQVXUQYKGV-UHFFFAOYSA-N
  • InChI=1/C17H16O5/c1-20-16-10-4-3-8-5-9(18)6-12-13(8)14(10)11(7-22-12)15(19)17(16)21-2/h5-6,18-19H,3-4,7H2,1-2H3
    Key: QLYYIQVXUQYKGV-UHFFFAOYAH
  • COC1=C(C(=C2COC3=C4C2=C1CCC4=CC(=C3)O)O)OC
Properties
C17H16O5
Molar mass 300.310 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Coelogin is a phenanthrenoid found in the high altitude Himalayan orchid Coelogyne cristata. This molecule has a phenanthro[4,5-bcd]pyran structure.[1][2]

References

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  1. ^ Majumder, Priyalal; Bandyopadhyay, Debabrata; Joardar, Subhendu (1982). "Coelogin and coeloginin: Two novel 9,10-dihydrophenanthrene derivatives from the orchid Coelogyne cristata". Journal of the Chemical Society, Perkin Transactions 1: 1131. doi:10.1039/P19820001131.
  2. ^ Majumder, P. L; Sen, S; Majumder, S (2001). "Phenanthrene derivatives from the orchid Coelogyne cristata". Phytochemistry. 58 (4): 581–6. Bibcode:2001PChem..58..581M. doi:10.1016/s0031-9422(01)00287-4. PMID 11576602.