Casticin

Casticin
Names
	IUPAC name 3′,5-Dihydroxy-3,4′,6,7-tetramethoxyflavone
	Systematic IUPAC name 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one
	Other names Vitexicarpin
Identifiers
CAS Number	479-91-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:69355;
ChEMBL	ChEMBL452767;
ChemSpider	4474632;
PubChem CID	5315263;
UNII	753GT729OU ;
CompTox Dashboard (EPA)	DTXSID80197326 ;
	InChI InChI=1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3 Key: PJQLSMYMOKWUJG-UHFFFAOYSA-N; InChI=1/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3 Key: PJQLSMYMOKWUJG-UHFFFAOYAH;
	SMILES COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O;
Properties
Chemical formula	C19H18O8
Molar mass	374.34 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Casticin is a methoxylated flavonol, meaning the core flavonoid structure has methyl groups attached. Found in Artemisia annua, the flavonoid has been shown to enhance the antimalarial activity of artemisinin though casticin itself has no direct antimalarial effects.^[1]^[2] It has been shown to have anti-mitotic activity. It is also found in Vitex agnus-castus.^[3]

References edit

^ Elford BC; Roberts MF; Phillipson JD; Wilson RJ (1987). "Potentiation of the antimalarial activity of qinghaosu by methoxylated flavones". Trans R Soc Trop Med Hyg. 81 (3): 434–436. doi:10.1016/0035-9203(87)90161-1. PMID 3318019.
^ Liu KC; Yang SL; Roberts MF; Elford BC; Phillipson JD (1992). "Antimalarial activity of Artemisia annua flavonoids from whole plants and cell cultures". Plant Cell Rep. 11 (12): 537–640. doi:10.1007/bf00236389. PMID 24213368. S2CID 9405266.
^ Hoberg, Eva; Meier, Beat; Sticher, Otto (2000). "An analytical high performance liquid chromatographic method for the determination of agnuside and p-hydroxybenzoic acid contents in Agni-casti fructus". Phytochemical Analysis. 11 (5): 327–329. doi:10.1002/1099-1565(200009/10)11:5<327::AID-PCA523>3.0.CO;2-0.

External links edit

Liu, Enyu; Kuang, Yongqin; He, Weiqi; Xing, Xuemin; Gu, Jianwen (2013). "Casticin induces human glioma cell death through apoptosis and mitotic arrest". Cell. Physiol. Biochem. 31 (6): 805–14. doi:10.1159/000350098. PMID 23816816.

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[1] Elford BC; Roberts MF; Phillipson JD; Wilson RJ (1987). "Potentiation of the antimalarial activity of qinghaosu by methoxylated flavones". Trans R Soc Trop Med Hyg. 81 (3): 434–436. doi:10.1016/0035-9203(87)90161-1. PMID 3318019.

[2] Liu KC; Yang SL; Roberts MF; Elford BC; Phillipson JD (1992). "Antimalarial activity of Artemisia annua flavonoids from whole plants and cell cultures". Plant Cell Rep. 11 (12): 537–640. doi:10.1007/bf00236389. PMID 24213368. S2CID 9405266.

[3] Hoberg, Eva; Meier, Beat; Sticher, Otto (2000). "An analytical high performance liquid chromatographic method for the determination of agnuside and p-hydroxybenzoic acid contents in Agni-casti fructus". Phytochemical Analysis. 11 (5): 327–329. doi:10.1002/1099-1565(200009/10)11:5<327::AID-PCA523>3.0.CO;2-0.

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