Jaceidin - Misplaced Pages

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
CAS Number	10173-01-0
3D model (JSmol)	Interactive image
ChemSpider	4576662
PubChem CID	5464461
CompTox Dashboard (EPA)	DTXSID30144148
InChI 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,1-3H3Key: XUWTZJRCCPNNJR-UHFFFAOYSA-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,1-3H3Key: XUWTZJRCCPNNJR-UHFFFAOYAP
SMILES COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)O)OC)O)OC)O
Properties
Chemical formula	C₁₈H₁₆O₈
Molar mass	360.318 g·mol
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 , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Jaceidin is an O-methylated flavonol. It can be found in Chamomilla recutita, in Centaurea jacea and can be synthesized. 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.

Glycosides

Jacein

References

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.
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.
"Jaceidin". Human Metabolome Database. HMDB0033819.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Flavonols

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

Avicularin (quercetin-3-O-α-L-arabinofuranoside)
CTN-986
Guaijaverin (quercetin 3-O-arabinoside)
Heliosin (quercetin 3-digalactoside)
Hyperoside (quercetin 3-O-galactoside)
Isoquercetin (quercetin 3-O-glucoside)
Miquelianin (quercetin 3-O-glucuronide)
Quercetin 3,4'-diglucoside
Quercetin-3-sophorodide
Quercitrin (quercetin 3-O-rhamnoside)
Rutin (quercetin rutinoside)
Reinutrin (quercetin-3-D-xyloside)
Spiraeoside (quercetin 4'-O-glucoside)
Taxillusin (galloylated 3-O-glucoside of quercetin°

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin
Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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