| Identification | Back Directory | [Name]
chrysosplenetin B | [CAS]
603-56-5 | [Synonyms]
EMD-20940
chrysosplenetin B
chrgsosplenetin B
3,6,7,3'-Tetramethylquercetagetin
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxychromen-4-one
5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one
4H-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-
4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy- | [Molecular Formula]
C19H18O8 | [MOL File]
603-56-5.mol | [Molecular Weight]
374.341 |
| Chemical Properties | Back Directory | [Melting point ]
203-205 °C | [Boiling point ]
615.8±55.0 °C(Predicted) | [density ]
1.44±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble; Methanol: soluble | [form ]
A crystalline solid | [pka]
6.13±0.40(Predicted) | [color ]
Light yellow to yellow | [InChI]
InChI=1S/C19H18O8/c1-23-11-7-9(5-6-10(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 | [InChIKey]
NBVTYGIYKCPHQN-UHFFFAOYSA-N | [SMILES]
O=C1C(=C(C2C=CC(=C(C=2)OC)O)OC2=CC(=C(C(=C21)O)OC)OC)OC | [LogP]
3.037 (est) |
| Questions And Answer | Back Directory | [Occurance]
Chrysosplenetin B is a tetramethoxyflavone that is the 3,6,7,3'-tetramethyl ether derivative of quercetagetin. It has a role as an antiviral agent and a plant metabolite. It is a tetramethoxyflavone and a dihydroxyflavone. It derives from a quercetagetin.
Chrysosplenetin B is an O-methylated flavonol. It can be found in the root of Berneuxia thibetica and in Chamomilla recutita.
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| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Laggera pterodonta. | [Uses]
Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1]. | [Definition]
ChEBI: A tetramethoxyflavone that is the 3,6,7,3'-tetramethyl ether derivative of quercetagetin. | [IC 50]
CYP3A | [References]
[1] Ma L, et al. Chrysosplenetin inhibits artemisinin efflux in P-gp-over-expressing Caco-2 cells and reverses P-gp/MDR1 mRNA up-regulated expression induced by artemisinin in mouse small intestine. Pharm Biol. 2017 Dec;55(1):374-380. DOI:10.1080/13880209.2016.1241810 |
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