chrysosplenetin B
chrysosplenetin B Basic information
- Product Name:
- chrysosplenetin B
- Synonyms:
-
- chrysosplenetin B
- 3,6,7,3'-Tetramethylquercetagetin
- 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one
- EMD-20940
- 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-
- chrgsosplenetin B
- 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxychromen-4-one
- CAS:
- 603-56-5
- MF:
- C19H18O8
- MW:
- 374.34
- Mol File:
- 603-56-5.mol
chrysosplenetin B Chemical Properties
- 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)
chrysosplenetin B Usage And Synthesis
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.
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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