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Dihydromorin

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChemSpider
UNII
  • 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/s1 ☒N
    Key: QIWOFDHUQPJCJF-LSDHHAIUSA-N ☒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/s1
    Key: QIWOFDHUQPJCJF-LSDHHAIUBR
  • C1=CC(=C(C=C1O)O)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O
Properties
C15H12O7
Molar mass 304.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dihydromorin is a flavanonol, a type of flavonoid. It can be found in plants of the family Moraceae including Morus nigra (Black mulberry),[1] in Morus alba,[2] Maclura pomifera (Maclura aurantiaca or Osage-Orange),[2] in the jackfruit (Artocarpus heterophyllus)[3] and in Artocarpus dadah.[4]

Dihydromorin is an inhibitor of tyrosinase.[3]

See also

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References

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  1. ^ Black mulberry on naturalstandard.com
  2. ^ a b Dihydromorin on liberherbarum.com
  3. ^ a b 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.