5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 72961
• Molecular Formular: C21H20O12
• Molecular Mass: 464.3763
• Monoisotopic Mass: 464.09547608
• SMILES: c1(cc(c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)C)c1cc(c(c(c1)O)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1cc(O)c(c(c1)O)O
• InChI: InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1
• InChIKey: DCYOADKBABEMIQ-OWMUPTOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: myricitrine; myricitrin
• Synonyms: Myricitrine; Myricitroside; Myricetol 3-rhamnoside; Myricetin 3-O-rhamnoside; Myricitrin; 3,3′,4′,5,5′,7-Hexahydroxyflavone 3-O-rhamnoside; Myricetin 3-O-α-L-rhamnopyranoside; Myricitrin; Myricetrin; Myricetin 3-rhamnoside

Database IDs

• CAS Number: 17912-87-7
• EC Number: 241-856-7
• MDL Number: MFCD00016930
• PubChem SID: 162037881
• PubChem CID: 5281673
• CHEMBL: 454576
• Chemspider ID: 4444992
• Wikipedia Title: Myricitrin

CALCULATED PROPERTIES

• Acid pKa: 6.3673024
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): 0.54337704
• LogD (pH = 7.4): -0.60431015
• Log P: 0.5985094
• Molar Refractivity: 109.7127 cm^3
• Polarizability: 42.182587 Å^3
• Polar Surface Area: 206.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder
• Density: 1.882 g/mL

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); ≥99.0% (HPLC); 98.0
• Grade: analytical standard
• Salt Data: Free Base
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C21H20O12

DETAILS

Selleck Chemicals - S2327

Research Area: Inflammation , Neurological Disease
Biological Activity:
Myricitrin(Myricitrine) is a chemical compound. It can be isolated from the root bark of Myrica cerifera (Bayberry, a small tree native to North America) and in Chrysobalanus icaco.Myricitrin is the 3-O-rhamnoside of myricetin. Myricitrin is used by several beetle species in their communication system. [1]

Sigma Aldrich - 91255

Biochem/physiol Actions
Myricitrin, the 3-O-rhamnoside of the flavonoid myricetin, was shown not to inhibit expreβion or activity of MMP-2 unlike myricetin. 1

REFERENCES

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