Catalogue Number
BD-P0977
Analysis Method
HPLC,NMR,MS
Specification
98.0%(HPLC)
Storage
2-8°C
Molecular Weight
260.2
Appearance
Yellow crystalline powder
Botanical Source
Gentiana bellidifolia and of Swertia spp.
Structure Type
Category
Standards;Natural Pytochemical;API
SMILES
C1=CC(=C2C(=C1O)C(=O)C3=C(C=C(C=C3O2)O)O)O
Synonyms
Demethylbellidifolin/Xanthen-9-one,1,3,5,8-tetrahydroxy/Desmethylbellidifolin/Bellidin/norbellidifolin/1,3,5,8-tetrahydroxyxanthone/Desmethybellidifolin/norbellidifodin/1,3,5,8-Tetrahydroxy-9H-xanthen-9-one/9H-Xanthen-9-one, 1,3,5,8-tetrahydroxy-/1,3,5,8-tetrahydroxy-xanthen-9-one/1,3,5,8-tetrahydroxyxanthen-9-one
IUPAC Name
1,3,5,8-tetrahydroxyxanthen-9-one
Density
1.8±0.1 g/cm3
Solubility
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Flash Point
242.0±25.0 °C
Boiling Point
605.6±55.0 °C at 760 mmHg
Melting Point
317ºC
InChl
InChI=1S/C13H8O6/c14-5-3-8(17)10-9(4-5)19-13-7(16)2-1-6(15)11(13)12(10)18/h1-4,14-17H
InChl Key
MPXAWSABMVLIBU-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
2933990000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:2980-32-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
29997352
This study used the 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide radical (PTIO•) trapping model to study the antioxidant activities of 16 natural xanthones in aqueous solution, including garcinone C, γ-mangostin, subelliptenone G, mangiferin, 1,6,7-trihydroxy-xanthone, 1,2,5-trihydroxyxanthone, 1,5,6-trihydroxyxanthone, norathyriol, 1,3,5,6-tetrahydroxy-xanthone, isojacareubin, 1,3,5,8-tetrahydroxyxanthone, isomangiferin, 2-hydroxyxanthone, 7-O-methylmangiferin, neomangiferin, and lancerin. It was observed that most of the 16 xanthones could scavenge the PTIO• radical in a dose-dependent manner at pH 4.5 and 7.4. Among them, 12 xanthones of the para-di-OHs (or ortho-di-OHs) type always exhibited lower half maximal inhibitory concentration (IC50) values than those not of the para-di-OHs (or ortho-di-OHs) type. Ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC-ESI-Q-TOF-MS/MS) analysis revealed that most of these xanthones gave xanthone-xanthone dimers after incubation with PTIO•, except for neomangiferin. Based on these data, we concluded that the antioxidant activity of phenolic xanthone may be mediated by electron-transfer (ET) plus H+-transfer mechanisms. Through these mechanisms, some xanthones can further dimerize unless they bear huge substituents with steric hindrance. Four substituent types (i.e., para-di-OHs, 5,6-di-OHs, 6,7-di-OHs, and 7,8-di-OHs) dominate the antioxidant activity of phenolic xanthones, while other substituents (including isoprenyl and 3-hydroxy-3-methylbutyl substituents) play a minor role as long as they do not break the above four types.
xanthone, structure-activity relationship, antioxidant, ortho-di-OHs, para-di-OHs
2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide Radical (PTIO•) Trapping Activity and Mechanisms of 16 Phenolic Xanthones
Xican Li,1,2,*† Ban Chen,1,2,† Xiaojun Zhao,1,2 and Dongfeng Chen3,4,*
2018 Jul;
30258745
The structure-activity relationships of 31 xanthones were analyzed by using the ferric reducing antioxidant power (FRAP) assay to determine their electron‐transfer (ET) potential. It was proven that the ET potential of xanthones was dominated by four moieties (i.e. hydroquinone moiety, 5,6‐catechol moiety, 6,7‐catechol moiety, and 7,8‐catechol moiety) and was only slightly affected by other structural features, including a single phenolic OH group, the resorcinol moiety, the transannular dihydroxy moiety, a methoxy group, a sugar residue, an isoprenyl group, a cyclized isoprenyl group, and an isopentanol group. The results could be used to predict the ET potentials of other antioxidant xanthones.
antioxidants, electron transfer, fused-ring systems, structure-activity relationships, xanthones
Structure-Activity Relationship and Prediction of the Electron‐Transfer Potential of the Xanthones Series
Prof. Xican Li,corresponding author 1 , 2 Qian Jiang, 1 , 2 Ban Chen, 1 , 2 Xiaoling Luo, 1 and Prof. Dongfeng Chencorresponding author 3 , 4
2018 Sep;
