Jaceidin

Jaceidin is an O-methylated flavonol. It can be found in Chamomilla recutita,[1] in Centaurea jacea and can be synthesized.[2] Jaceidin has many different characteristics, such as a molar mass of 360.31 g/mol. It also has a melting point of 130-135 °C.[3]

Jaceidin
Chemical structure of jaceidin
Names
IUPAC name
4′,5,7-Trihydroxy-3,3′,6-trimethoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxy-4H-1-benzopyran-4-one
Other names
Jaceidine
Quercetagetin 3,3′,6-trimethyl ether
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C18H16O8/c1-23-11-6-8(4-5-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3 ☒N
    Key: XUWTZJRCCPNNJR-UHFFFAOYSA-N ☒N
  • InChI=1/C18H16O8/c1-23-11-6-8(4-5-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3
    Key: XUWTZJRCCPNNJR-UHFFFAOYAP
  • COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)O)OC)O)OC)O
Properties
C18H16O8
Molar mass 360.318 g·mol−1
Melting point 130–135 °C (266–275 °F; 403–408 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Glycosides
  • Jacein

References
  1. Repčák, Miroslav; Švehlı́Ková, Vanda; Imrich, Ján; Pihlaja, Kalevi (1999). "Jaceidin and chrysosplenetin chemotypes of Chamomilla recutita (L.) Rauschert". Biochemical Systematics and Ecology. 27 (7): 727–732. doi:10.1016/S0305-1978(98)00124-0.
  2. Fukui, K.; Matsumoto, T.; Nakamura, S.; Nakayama, M.; Horie, T. (1968). "The synthesis of jaceidin". Experientia. 24 (2): 108–109. doi:10.1007/BF02146923. PMID 5643784. S2CID 9912322.
  3. "Jaceidin". Human Metabolome Database. HMDB0033819.


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