Skip to Content
MilliporeSigma
All Photos(1)

Documents

SMB01000

Sigma-Aldrich

Grandiflorenic acid

≥90% (LC/MS-ELSD)

Synonym(s):

(4S,5R,9R)-5,9-Dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid, Kaura-9(11),16-dien-18-oic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
22338-67-6
Molecular Weight:
300.44
MDL number:
MFCD23103740
UNSPSC Code:
12352205

assay

≥90% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

InChI

1S/C20H28O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h6,14-15H,1,4-5,7-12H2,2-3H3,(H,21,22)/t14?,15-,18+,19+,20?/m0/s1

InChI key

RJIPNPHMQGDUBW-MZWQVCBVSA-N

Related Categories

General description

Grandiflorenic acid, a diterpenoid, is a natural product commonly derived from Wedelia trilobata, Sphagneticola trilobata and Siegesbeckia orientalis L. It exhibits various biological activities such as anti-inflammatory, anti-depressant, anti-fertility, and anti-microbial properties.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem/physiol Actions

Grandiflorenic acid exhibits antibacterial, anti-inflammatory, antileishmanial and wound-healing properties.
Grandiflorenic acid shows moderate cytotoxic (IC50 15μM in RAW264.7 cells) and antiplasmodial activities (IC50 23μM against P. falciparum).
Grandiflorenic acid (GFA) shows promise as an anticancer agent by inhibiting cell proliferation and reducing cell size in breast (MCF7), lung (A549), and liver (HuH7.5) tumor cell lines. Further, it also shows effects on uterine motility throughout the estrus cycle suggesting it may have antifertility properties, possibly by affecting hormones and adrenergic pathways in the uterus.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Amira Arciniegas et al.
Chemistry & biodiversity, 15(3), e1700529-e1700529 (2018-02-11)
The chemical study of Ageratina deltoidea afforded grandiflorenic acid (1), ent-kaurenoic acid (2), and eight benzylbenzoates (3 - 10), two of them, 3,5-dimethoxybenzyl 2,3,6-trimethoxybenzoate (5) and 4-(β-d-glucopyranosyloxy)-3-hydroxybenzyl 2,6-dimethoxybenzoate (9), described for the first time. In addition, the new sesquiterpene lactone deltoidin C

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service