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Dihydromorin

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Dihydromorin
Names
IUPAC name (2R,3R)-2′,3,4′,5,7-Pentahydroxyflavan-4-one
Systematic IUPAC name (2R,3R)-2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H12O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,14-19,21H/t14-,15+/m0/s1Key: QIWOFDHUQPJCJF-LSDHHAIUSA-N
  • InChI=1/C15H12O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,14-19,21H/t14-,15+/m0/s1Key: QIWOFDHUQPJCJF-LSDHHAIUBR
SMILES
  • C1=CC(=C(C=C1O)O)2(C(=O)C3=C(C=C(C=C3O2)O)O)O
Properties
Chemical formula C15H12O7
Molar mass 304.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Dihydromorin is a flavanonol, a type of flavonoid. It can be found in plants of the family Moraceae including Morus nigra (Black mulberry), in Morus alba, Maclura pomifera (Maclura aurantiaca or Osage-Orange), in the jackfruit (Artocarpus heterophyllus) and in Artocarpus dadah.

Dihydromorin is an inhibitor of tyrosinase.

See also

References

  1. Black mulberry on naturalstandard.com
  2. ^ Dihydromorin on liberherbarum.com
  3. ^ Zheng, Zong-Ping; Chen, Sibao; Wang, Shiyun; Wang, Xia-Chang; Cheng, Ka-Wing; Wu, Jia-Jun; Yang, Dajiang; Wang, Mingfu (2009). "Chemical Components and Tyrosinase Inhibitors from the Twigs of Artocarpus heterophyllus". Journal of Agricultural and Food Chemistry. 57 (15): 6649–55. doi:10.1021/jf9014685. PMID 19588925.
  4. Su, BN; Cuendet, M; Hawthorne, ME; Kardono, LB; Riswan, S; Fong, HH; Mehta, RG; Pezzuto, JM; Kinghorn, AD (2002). "Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity". Journal of Natural Products. 65 (2): 163–9. doi:10.1021/np010451c. PMID 11858749.
Flavanonols and their glycosides
3-Hydroxyflavanones:
O-methylated flavanonols
dihydroflavonol 3-O-glycosides
Glycosides
Acetylated glycosides
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