Morindin

Morindin is an anthraquinone glycoside present in several Morinda species, especially M. tinctoria (the Indian mulberry tree) and M. citrifolia (noni). Chemical…

Morindin
Morindin
Names
IUPAC name
1,5-Dihydroxy-2-methyl-6-[β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyloxy]anthracene-9,10-dione
Systematic IUPAC name
1,5-Dihydroxy-2-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione
Other names
Morindone 6-beta-primeveroside
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C26H28O14/c1-8-2-3-9-14(16(8)28)17(29)10-4-5-12(20(32)15(10)18(9)30)39-26-24(36)22(34)21(33)13(40-26)7-38-25-23(35)19(31)11(27)6-37-25/h2-5,11,13,19,21-28,31-36H,6-7H2,1H3/t11-,13-,19+,21-,22+,23-,24-,25+,26-/m1/s1
    Key: UVLAQGRQOILFBG-UHCLWRNRSA-N
  • CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
Properties
C26H28O14
Molar mass 564.5 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Morindin is an anthraquinone glycoside present in several Morinda species, especially M. tinctoria (the Indian mulberry tree) and M. citrifolia (noni). Chemical or enzymatic hydrolysis of morindin yields its bright red aglycone, morindone.[citation needed]

The structure and formula of morindin were first elucidated by Thomas Edward Thorpe and T. H. Greenall in 1887.[1][2]

References

  1. ^ Simonsen, John Lionel (1918). "LXVI.—Morindone". J. Chem. Soc., Trans. 113: 766–774. doi:10.1039/CT9181300766. ISSN 0368-1645.
  2. ^ Thorpe, T. E.; Greenall, T. H. (1887). "VI.—On morindin and morindon". J. Chem. Soc., Trans. 51: 52–58. doi:10.1039/CT8875100052. ISSN 0368-1645.

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