(2S)-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 72958
• Molecular Formular: C29H36O15
• Molecular Mass: 624.58714
• Monoisotopic Mass: 624.20542045
• SMILES: [C@H]1([C@H]([C@H]([C@@H](O[C@H]1C)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)Oc1cc(c2c(c1)O[C@@H](CC2=O)c1ccc(c(c1)O)OC)OC)O)O)O)O)O)O
• Canonical SMILES: COc1cc(O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c1C(=O)C[C@H](O2)c1ccc(c(c1)O)OC
• InChI: InChI=1S/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+/m0/s1
• InChIKey: DXLXVXKGRBYXPK-SLRPQMTOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (2S)-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Methyl-Hesperidin

Database IDs

• CAS Number: 11013-97-1
• PubChem SID: 162037878
• PubChem CID: 46783847

CALCULATED PROPERTIES

• Acid pKa: 9.790433
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -0.81868505
• LogD (pH = 7.4): -0.8204151
• Log P: -0.81866294
• Molar Refractivity: 145.2493 cm^3
• Polarizability: 58.561928 Å^3
• Polar Surface Area: 223.29 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2323

Research Area: Cardiovascular Disease , Inflammation
Biological Activity:
Methyl-Hesperidin is a flavanone glycoside (flavonoid) (C28H34O15) found abundantly in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the Hesperides nymphs of Greek mythology. Hesperidin is believed to play a role in plant defense. Hesperidin reduced cholesterol and blood pressure in rats. Hesperidin has anti-inflammatory effects. Hesperidin is also a potential sedative, possibly acting through opioid or adenosine receptors.Some in vitro results applied only to the aglycone form. Hesperidin also showed the ability to penetrate the blood-brain barrier in an in vitro model. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Hesperidin