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Diosmin

CAT: 0013-GTR19162176-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162176-01Size:200 mg
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Description
Diosmin is a semisynthetic phlebotropic agent and a member of the flavonoid family. Extracted from hesperidin; Store the product in sealed, cool and dry condition. (In Vitro) :Treatment with Diosmin causes a dose dependent increase in the amount of adducts formed (up to a 7-fold increase in adducts at 5 μM Diosmin) . At 5 μM, Diosmin increases the cytotoxicity of 7,12-dimethylbenz (a) anthracene, shifting the IC50 from an estimated 1.2 μM to 400 nM. Diosmin is not cytotoxic in itself at the concentrations tested. Diosmin causes an increase in CYPIAI activity in MCF-7 cells in a time- and dose-dependent fashion. Diosmin causes a dose-dependent increase in CYPIAI mRNA after 24 h of incubation, causes a long-lasting increase in CYPIAI mRNA accumu lation that reaches its peak after 48 h of incubation. (In Vivo) :Diosmin significantly decreases the malondialdehyde (MDA) levels and increases the activities of total-superoxide dismutase (T-SOD), glutathione peroxidase (GSH-Px), and catalase (CAT) in the retina of rats compare with the ischemia group (P<0.05), and suppresses the ischemia/reperfusion (I/R) -induced reduction in the a- and b-wave amplitudes of the electroretinograms (ERGs) (P<0.05) . The thickness of the entire retina, inner nuclear layer, inner plexiform layer, and outer retinal layer and the number of cells in the ganglion cell layer are significantly less after I/R injury (P<0.05), and Diosmin remarkably ameliorates these changes on retinal morphology. Diosmin also attenuates the I/R-induced loss of retinal ganglion cells (RGCs) of the rat retina (P<0.05) .
CAS Number
520-27-4
Product Name Alternative
3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO: 6 mg/mL (9.85 mM)
Smiles
OC1=C (C (C=C (C2=CC=C (OC) C (O) =C2) O3) =O) C3=CC (O[C@H]4[C@H] (O) [C@@H] (O) [C@H] (O) [C@@H] (CO[C@H]5[C@H] (O) [C@H] (O) [C@@H] (O) [C@H] (C) O5) O4) =C1
Molecular Formula
C28H32O15
Molecular Weight
608.54
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
5-hydroxy-2- (3-hydroxy-4-methoxyphenyl) -7- (((2S,3R,4S,5S,6R) -3,4,5-trihydroxy-6- ((((2R,3R,4R,5R,6S) -3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl) oxy) methyl) tetrahydro-2H-pyran-2-yl) oxy) -4H-chromen-4-one

Chemical Information

Diosmin

Diosmin is a disaccharide derivative that consists of diosmetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant and an anti-inflammatory agent. It is a monomethoxyflavone, a rutinoside, a dihydroxyflavanone, a glycosyloxyflavone and a disaccharide derivative. It is functionally related to a diosmetin.

CAS Number520-27-4
PubChem CID5281613
IUPAC Name5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Molecular FormulaC28H32O15
Molecular Weight608.5
XLogP-0.8
Topological Polar Surface Area234
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Heavy Atom Count43
Formal Charge0
Complexity995
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
InChI
InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChIKey
GZSOSUNBTXMUFQ-YFAPSIMESA-N
Chemical Structure
2D Structure
2D structure of Diosmin
CAS: 520-27-4
CID: 5281613
Formula: C28H32O15
MW: 608.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight608.5
XLogP3-0.8
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Exact Mass608.17412031
Monoisotopic Mass608.17412031
Topological Polar Surface Area234 Ų
Heavy Atom Count43
Formal Charge0
Complexity995
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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