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Safety Information

SBR00026

Sigma-Aldrich

Ligstroside

Nitric oxide inhibitor, ≥95%

Synonym(s):

(-)-ligstroside, Ligustroside

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About This Item

Empirical Formula (Hill Notation):
C25H32O12
CAS Number:
35897-92-8
Molecular Weight:
524.51
UNSPSC Code:
12352200
NACRES:
NA.25

biological source

plant

Quality Level

100

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

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

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

Storage and Stability

Hygroscopic; store in dry place with desiccant

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SBR00026-1MG:
SBR00026-BULK:
SBR00026-VAR:
SBR00026-1MG-PW:

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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)
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 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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