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Morindin

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Morindin
Names
IUPAC name 1,5-Dihydroxy-2-methyl-6-anthracene-9,10-dione
Systematic IUPAC name 1,5-Dihydroxy-2-methyl-6-{oxy}methyl)oxan-2-yl]oxy}anthracene-9,10-dione
Other names Morindone 6-beta-primeveroside
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: UVLAQGRQOILFBG-UHCLWRNRSA-N
SMILES
  • 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
Chemical formula C26H28O14
Molar mass 564.5 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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.

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

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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