Skip to Content
Merck
All Photos(2)

Key Documents

427764

Sigma-Aldrich

Geranic acid

technical grade, 85%

Synonym(s):

3,7-Dimethyl-2,6-octadienoic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCO2H
CAS Number:
Molecular Weight:
168.23
Beilstein:
1763804
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

Assay

85%

form

liquid

refractive index

n20/D 1.484 (lit.)

bp

250 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

C\C(C)=C\CC\C(C)=C\C(O)=O

InChI

1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+

InChI key

ZHYZQXUYZJNEHD-VQHVLOKHSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Geranic acid is a polyunsaturated fatty acid. It is used as a bio-friendly cross-linker in the fabrication of a molecularly imprinted polymer. Geranic acid belongs to the terpenoid family. It exists as two stereoisomers with trans and cis geometry across the conjugated double bond.

Application

  • Enhancement of antibiotic properties: Capric acid and geranic acid were used to improve the pharmaceutical properties and antibacterial activity of levofloxacin (Alkhawaja et al., 2023).
  • Aryl hydrocarbon receptor modulation: Research on natural deep eutectic solvents including fatty acids like geranic acid has demonstrated their capability to modulate the aryl hydrocarbon receptor independently of traditional ligands, suggesting potential in metabolic regulation and therapeutic applications (Denis et al., 2023).
  • Transdermal delivery systems: A study on ionic liquids composed of geranic acid for obesity treatment highlighted their use in transdermal drug delivery systems, presenting a non-invasive alternative for therapeutic management (Lu et al., 2023).
  • Antimicrobial and antielastase properties: Geranic acid has been shown to inhibit elastase activity and bacterial growth, offering potential applications in oral health products and treatments for conditions involving pathogenic bacteria and inflammation (Laird et al., 2023).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

271.4 °F - closed cup

Flash Point(C)

133 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Monitoring tea fermentation/manufacturing by direct analysis in real time (DART) mass spectrometry.
Fraser K, et al.
Food Chemistry, 141(3), 2060-2065 (2013)
On the constituents of a Chinese rose oil.
Ohno Y and Tanaka S.
Agricultural and Biological Chemistry, 41(2), 399-401 (1977)
T Yamaguchi et al.
Journal of the National Cancer Institute, 73(4), 903-907 (1984-10-01)
The antitumor effects of combinations of synthetic isoprenoids-decaprenylamine.HCl, N-(p-methylbenzyl)decaprenylamine.HCl [N-(PMB)-decaprenylamine.HCl], and decaprenoic acid-with anticancer agents were studied in male ICR mice with ascites sarcoma 180 (S180) and in male BALB/c mice with fibrosarcoma Meth A. Decaprenylamine.HCl, N-(PMB)-decaprenylamine.HCl, and decaprenoic acid
Andrea Ilg et al.
The FEBS journal, 276(3), 736-747 (2009-01-06)
Carotenoid cleavage products--apocarotenoids--include biologically active compounds, such as hormones, pigments and volatiles. Their biosynthesis is initiated by the oxidative cleavage of C-C double bonds in carotenoid backbones, leading to aldehydes and/or ketones. This step is catalyzed by carotenoid oxygenases, which
Ting Yang et al.
Metabolic engineering, 13(4), 414-425 (2011-02-08)
Many terpenoids are known to have antifungal properties and overexpression of these compounds in crops is a potential tool in disease control. In this study, 15 different mono- and sesquiterpenoids were tested in vitro against two major pathogenic fungi of

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