Methyl hesperidin
Methyl hesperidin Basic information
- Product Name:
- Methyl hesperidin
- Synonyms:
-
- 4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, monomethyl ether, (2S)-
- VITAMIN P (WATER SOLUBLE)
- 5,7-Dihydroxy-3',4'-Dimethoxyflavanone 7-O-α-L-
- (2S)-7-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one
- (2S)-7-[[6-O-(α-L-Rhamnopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one
- (S)-7-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-3',4'-dimethoxyflavanone
- Methylated hesperidine
- Methyl Hesperdin
- CAS:
- 11013-97-1
- MF:
- C29H36O15
- MW:
- 624.59
- EINECS:
- 600-945-4
- Product Categories:
-
- plant extract
- Biochemistry
- Flavonoids
- Natural Plant Extract
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- CITRIMORE
- Inhibitors
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- 11013-97-1
- Mol File:
- 11013-97-1.mol
Methyl hesperidin Chemical Properties
- Melting point:
- >124°C (Subl.)
- Boiling point:
- 583.81°C (rough estimate)
- Density
- 1.3090 (rough estimate)
- refractive index
- 1.5940 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Pyridine (Slightly), Water (Slightly)
- form
- Solid
- color
- Yellow
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChI
- InChI=1/C29H36O15/c1-11-22(32)24(34)26(36)28(41-11)40-10-20-23(33)25(35)27(37)29(44-20)42-13-7-18(39-3)21-15(31)9-17(43-19(21)8-13)12-4-5-16(38-2)14(30)6-12/h4-8,11,17,20,22-30,32-37H,9-10H2,1-3H3/t11-,17-,20+,22-,23+,24+,25-,26+,27+,28+,29+/s3
- InChIKey
- DXLXVXKGRBYXPK-CGODLKQONA-N
- SMILES
- C12C(=O)C[C@@H](C3=CC=C(OC)C(O)=C3)OC=1C=C(O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO[C@@H]3O[C@H]([C@H](O)[C@@H](O)[C@H]3O)C)O1)O)C=C2OC |&1:4,19,20,22,23,25,28,30,31,33,35,r|
Methyl hesperidin Usage And Synthesis
Chemical Properties
The white needle-shaped crystals are highly water-soluble and soluble in organic solvents such as methanol, ethanol, and DMSO. They are derived from Citrus aurantium and Mandarin orange.
Uses
Methylated Hesperidin inhibits the phosphorylation of Akt and PKC pathway thus reducing TNF-alpha-induced VCAM-1 expression. Methylhesperidin inhibits nitrendipine transport in the ileum and jejunum, but not in the duodenum.
Definition
ChEBI: A flavanone glycoside that is hesperidin in which the hydroxy group at position 3' has been replaced by a methoxy group.
Synthesis
Methyl hesperidin is derived from the methylation of hesperidin (hesperidin R), the traditional process is by the liquid alkali method (sodium hydroxide method), the hesperidin is dissolved in sodium hydroxide solution, and then add methylation reagent - dimethyl sulfate for methylation reaction to obtain methyl hesperidin, the yield of this method is only 70.0%.
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