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35897-92-8

35897-92-8 structure
35897-92-8 structure
  • Name: ligstroside
  • Chemical Name: Ligustroside
  • CAS Number: 35897-92-8
  • Molecular Formula: C25H32O12
  • Molecular Weight: 524.514
  • Catalog: Natural product Iridoid derivative
  • Create Date: 2016-02-03 05:07:56
  • Modify Date: 2024-01-04 13:38:30
  • Ligustroside (Ligstroside), a secoiridoid derivative, has outstanding performance on mitochondrial bioenergetics in models of early Alzheimer's disease (AD) and brain ageing by mechanisms that may not interfere with Aβ production. Ligustroside significantly inhibits nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophages[1][2].

Name Ligustroside
Synonyms 2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2S,3E,4S)-
Methyl (2S,3E,4S)-3-ethylidene-2-(β-D-glucopyranosyloxy)-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-3,4-dihydro-2H-pyran-5-carboxylate
2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2R,3E,4S)-
Methyl (2R,3E,4S)-3-ethylidene-2-(β-D-glucopyranosyloxy)-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-3,4-dihydro-2H-pyran-5-carboxylate
Description Ligustroside (Ligstroside), a secoiridoid derivative, has outstanding performance on mitochondrial bioenergetics in models of early Alzheimer's disease (AD) and brain ageing by mechanisms that may not interfere with Aβ production. Ligustroside significantly inhibits nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophages[1][2].
Related Catalog
In Vitro Ligstroside increases mRNA expression of SIRT1, CREB1, complex I, and GPx1 in SH-SY5Y-APP695 cells[1].
In Vivo Ligstroside (50 mg/kg; a supplemented diet for 6 months) protects against mitochondrial dysfunction in models of early Alzheimer's disease and brain ageing[1]. Animal Model: Female NMRI mice, aged 12 months[1] Dosage: 50 mg/kg Administration: Received a supplemented diet for 6 months (equivalent to 6.25 mg/kg b.w.) Result: Showed improved spatial working memory; Restored brain ATP levels in aged mice and led to a significant life extension compared to aged control animals.
References

[1]. Grewal R, et al. Purified oleocanthal and ligstroside protect against mitochondrial dysfunction in models of early Alzheimer's disease and brain ageing. Exp Neurol. 2020;328:113248.

[2]. Liu J, et al. Chemical structures of constituents from the flowers of Osmanthus fragrans var. aurantiacus. J Nat Med. 2015;69(1):135-141.

Density 1.4±0.1 g/cm3
Boiling Point 736.9±60.0 °C at 760 mmHg
Molecular Formula C25H32O12
Molecular Weight 524.514
Flash Point 245.1±26.4 °C
Exact Mass 524.189392
PSA 181.44000
LogP -0.31
Vapour Pressure 0.0±2.5 mmHg at 25°C
Index of Refraction 1.614
Hazard Codes Xi
Precursor  0

DownStream  2