| Identification | Back Directory | [Name]
Morroniside | [CAS]
25406-64-8 | [Synonyms]
Morronisid
Morroniside
Morroniside, 98%, from Cornus officinalis Sieb. et Zucc.
8-(β-D-Glucopyranosyloxy)-4,4a,8,8a-tetrahydro-3-hydroxy-1-methyl-1H,3H-pyrano[3,4-c]pyran-5-carboxylic acid methyl ester
1H,3H-Pyrano[3,4-c]pyran-5-carboxylicacid, 8-(b-D-glucopyranosyloxy)-4,4a,8,8a-tetrahydro-3-hydroxy-1-methyl-,methyl ester, (1S,3R,4aS,8S,8aS)-
(1S,3R,4aS,8S,8aS)-8-(beta-D-Glucopyranosyloxy)-4,4a,8,8a-tetrahydro-3-hydroxy-1-methyl-1H,3H-pyrano[3,4-c]pyran-5-carboxylic acid methyl ester
1H,3H-Pyrano[3,4-c]pyran-5-carboxylic acid, 8-(β-D-glucopyranosyloxy)-4,4a,8,8a-tetrahydro-3-hydroxy-1-methyl-, methyl ester, (1S,3R,4aS,8S,8aS)-
methyl 3-hydroxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate | [Molecular Formula]
C17H26O11 | [MDL Number]
MFCD00210532 | [MOL File]
25406-64-8.mol | [Molecular Weight]
406.38 |
| Chemical Properties | Back Directory | [Melting point ]
133 - 140°C | [Boiling point ]
635.6±55.0 °C(Predicted) | [density ]
1.52 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
12.54±0.70(Predicted) | [color ]
White to Off-White | [Stability:]
Hygroscopic | [InChIKey]
YTZSBJLNMIQROD-YRYPJNNANA-N | [SMILES]
[C@@]12([H])[C@H](C)OC(O)C[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:0,2,8,17,19,20,22,23,25,r| |
| Hazard Information | Back Directory | [Chemical Properties]
It is derived from the dried mature pulp of Cornus officinalis Sieb. et Zucc., a plant of the Cornaceae family. | [Uses]
Morroniside is a pharmaceutical agent improving microvascular functional integrity and vascular elements of the neurovascular unit in the treatment of cerebral ischemia. | [Definition]
ChEBI: Morroniside is a glycoside. | [Biological Activity]
Morroniside is a bioactive natural product with antioxidant and anti-inflammatory activity. Its activities have included protecttion against cerebral ischemia/reperfusion injury by inhibiting neuron apoptosis and MMP2/9 expression and regulation of hair growth and cycle transition via activation of the Wnt/β-catenin signaling pathway. | [in vivo]
Morroniside reduces the expression of MMP2 and MMP9 in an I/R injury model. Treatment with Morroniside significantly reduces I/R?associated neuron apoptosis in a dose dependent manner. The results demonstrate that active caspase?3 and Bax are significantly upregulated in the model group compared with the control group, while Bcl?2 is significantly downregulated. The expression of active caspase?3 and Bax is significantly downregulated by Morroniside treatment in a dose?dependent manner, while the expression of Bcl?2 is significantly upregulated[1]. Morroniside has an ameliorative effect on diabetes-induced alterations such as oxidative stress, inflammation, and apoptosis in the liver of type 2 diabetic db/db mice[2]. | [IC 50]
MMP2; MMP9 |
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