SMB01000

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
• Empirical Formula (Hill Notation): C₂₀H₂₈O₂
• CAS Number: 22338-67-6
• Molecular Weight: 300.44
• UNSPSC Code: 12352205
• NACRES: NA.25
• MDL number: MFCD23103740

Properties

• Product Name: Grandiflorenic acid, ≥90% (LC/MS-ELSD)
• SMILES string: OC(=O)[C@]1([C@@H]2[C@@](CCC1)(C3=CCC4CC3(CC2)CC4=C)C)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
• biological source: plant
• assay: ≥90% (LC/MS-ELSD)
• form: solid
• mol wt: 300.44
• solubility: water: slightly soluble
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C

Description

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[1]. 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[2].

Features and Benefits

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

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.

Other Notes

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Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable