| Identification | Back Directory | [Name]
LIGSTROSIDE | [CAS]
35897-92-8 | [Synonyms]
LIGSTROSIDE
Ligustroside
(2S)-3-[(E)-Ethylidene]-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid 2-(4-hydroxyphenyl)ethyl ester
(2S)-3-[(E)-Ethylidene]-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid 2-(4-hydroxyphenyl)ethyl ester
2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2S,3E,4S)- | [Molecular Formula]
C25H32O12 | [MDL Number]
MFCD31654138 | [MOL File]
35897-92-8.mol | [Molecular Weight]
524.52 |
| Chemical Properties | Back Directory | [Boiling point ]
736.9±60.0 °C(Predicted) | [density ]
1.44±0.1 g/cm3(Predicted) | [storage temp. ]
4°C, away from moisture and light | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
9.91±0.15(Predicted) | [color ]
White to Off-White | [biological source]
plant | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Uses]
Ligustroside is a chemical constituent isolated from the flowers of Osmanthus fragrans var. aurantiacus which significantly inhibited nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophages. | [Definition]
ChEBI: Ligstroside is a secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 4-hydroxyphenethyl ester (the 2S,3E,4S stereoisomer). An important phenolic compound present in olive cultivars. It has a role as a plant metabolite and an antineoplastic agent. It is a secoiridoid glycoside, a methyl ester, a diester, a member of pyrans, a member of phenols and a beta-D-glucoside. | [Biological Activity]
Ligstroside is a natural product derived from leaves of Olea europaea. Ligstroside displays several potentially beneficial anti-inflammatory properties by exhibiting selective inhibition effect on COX-1 enzyme of arachidonate cascade metabolism. Ligstroside generates a reduction of the PGE2 (prostaglandin E2) levels in activated mouse macrophage (IC50 = 48.53 μM) and also reduction of the TXB2 (thromboxane B2) levels in human platelets (IC50 = 122.63 μM). MoreoverLigstroside exhibits inhibition activity of NO production in LPS-activated RAW264.7 macrophages (17.8% at 30 μM and 40.7% at 100 μM) without any cytotoxic effect in these cells.AdditionallyLigstroside exhibits in vitro antiviral activity against parainfluenza type 3 virus (IC50 = 15.6 μM). | [target]
EGFR | COX | LOX | PGE | Influenza virus | [storage]
4°C, away from moisture and light |
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| Company Name: |
BioBioPha Co., Ltd.
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| Tel: |
0871-65217109 13211707573; |
| Website: |
http://www.biobiopha.com |
| Company Name: |
parabiochem
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025-83453382-8005 |
| Website: |
www.parabiochem.cn |
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