SBR00026
Ligstroside
Nitric oxide inhibitor, ≥95%
Synonym(s):
(-)-ligstroside, Ligustroside
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About This Item
Empirical Formula (Hill Notation):
C25H32O12
CAS Number:
Molecular Weight:
524.51
UNSPSC Code:
12352200
NACRES:
NA.25
InChI
1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3+/t16-,18+,20+,21-,22+,24-,25-/m0/s1
InChI key
GMQXOLRKJQWPNB-MVVLSVRYSA-N
biological source
plant
assay
≥95%
form
lyophilized powder
mol wt
524.51
solubility
DMSO: ≥10 mg/mL (19 mM), methanol: ≥10 mg/mL
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
Quality Level
General description
Ligstroside, also known as ligusroside, is a secoiridoid glycoside, a bioactive natural compound commonly derived from plants like Ligustrum lucidum, Jasminum officinale, and Osmanthus heterophyllus. Existing research suggests that this metabolite functions as an nitric oxide inhibitor and may exhibit diverse biological activities, including anti-neoplastic, antioxidant, antiviral, and anti-inflammatory properties.
Application
Ligstroside is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
Biochem/physiol Actions
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). Moreover, Ligstroside 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., Additionally, Ligstroside exhibits in vitro antiviral activity against parainfluenza type 3 virus (IC50 = 15.6 μM).
Features and Benefits
- Suitable for Biochemical and Biomedical research
- Versatile and adaptable for wide variety of laboratory and research applications
Preparation Note
Hygroscopic; store in dry place with desiccant
Other Notes
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Chemical structures of constituents from the flowers of Osmanthus fragrans var. aurantiacus.
Liu, J., Nakamura, S., Xu, B., Matsumoto, T., Ohta, T., Fujimoto, K., ... & Matsuda, H.
Journal of Natural Medicines, 69(1), 135-141 (2015)
In African Natural Plant Products Volume II: Discoveries and Challenges in Chemistry, Health, and Nutrition.
Bai, N., He, K., Roller, M., Lai, C.S., Shao, X., Pan, M.H., & Ho, C.T.
Journal of the American Chemical Society, 2, 115-125 (2013)
In vitro anti-inflammatory activity of iridoids and triterpenoid compounds isolated from Phillyrea latifolia L.
Diaz, A.M., Abad, M.J., Fernandez, L., Recuero, C., Villaescusa, L., Silvan, A.M., & Bermejo, P.
Biological & Pharmaceutical Bulletin, 23(11), 1307-1313 (2000)
In vitro evaluation of secoiridoid glucosides from the fruits of Ligustrum lucidum as antiviral agents.
Ma, S.C., He, Z.D., Deng, X.L., But, P.P.H., Ooi, V.E.C., Xu, H.X., ... & Lee, S.F.
Chemical & Pharmaceutical Bulletin, 49(11), 1471-1473 (2001)
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