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MilliporeSigma

427764

Geranic acid

technical grade, 85%

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCO2H
CAS Number:
459-80-3
Molecular Weight:
168.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866778
EC Number:
207-299-9
Beilstein/REAXYS Number:
1763804
MDL number:
MFCD00036493
Assay:
85%
Form:
liquid

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InChI key

ZHYZQXUYZJNEHD-VQHVLOKHSA-N

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+

SMILES string

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

grade

technical grade

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

Quality Level

100

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This Item
173495W412101163333
Geranic acid technical grade, 85%

Sigma-Aldrich

427764

Geranic acid

Geranyl acetate ≥97%

Sigma-Aldrich

173495

Geranyl acetate

Geranic acid 85%, stabilised

Sigma-Aldrich

W412101

Geranic acid

Geraniol 98%

Sigma-Aldrich

163333

Geraniol

assay

85%

assay

≥97%

assay

85%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

400

Quality Level

100

density

0.97 g/mL at 25 °C (lit.)

density

0.916 g/mL at 25 °C

density

0.97 g/mL at 25 °C (lit.)

density

0.879 g/mL at 20 °C (lit.)

refractive index

n20/D 1.484 (lit.)

refractive index

n20/D 1.461 (lit.)

refractive index

n20/D 1.484 (lit.)

refractive index

n20/D 1.474 (lit.)

bp

250 °C (lit.)

bp

138 °C/25 mmHg (lit.)

bp

250 °C (lit.)

bp

229-230 °C (lit.)

form

liquid

form

liquid

form

-

form

liquid

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).

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.[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H312,H315

Hazard Classifications

Acute Tox. 4 Dermal - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

271.4 °F - closed cup

flash_point_c

133 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB1119
MKCZ4652
MKCX1470
MKCV2649
MKCR6191

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Structure and function of GPI-anchored surface proteins of Trypanosoma brucei.
Overath P, et al.
Brazilian journal of medical and biological research, 27(2), 343-347 (1994)
On the constituents of a Chinese rose oil.
Ohno Y and Tanaka S.
Agricultural and Biological Chemistry, 41(2), 399-401 (1977)
Monitoring tea fermentation/manufacturing by direct analysis in real time (DART) mass spectrometry.
Fraser K, et al.
Food Chemistry, 141(3), 2060-2065 (2013)
Tanaya Chatterjee
Biotechnology and applied biochemistry, 39(Pt 3), 303-306 (2004-05-25)
Microbial degradation of geraniol, a natural monoterpene alcohol, was studied using a Rhodococcus sp. strain GR3 isolated from soil. The bioconversion product was identified as geranic acid [(2 E )-3,7-dimethylocta-2,6-dienoic acid] and its structure was established by (1)H-NMR, Fourier-transform IR
U Heyen et al.
Applied and environmental microbiology, 66(7), 3004-3009 (2000-07-06)
Monoterpenes with an unsaturated hydrocarbon structure are mineralized anaerobically by the denitrifying beta-proteobacterium Alcaligenes defragrans. Organic acids occurring in cells of A. defragrans and culture medium were characterized to identify potential products of the monoterpene activation reaction. Geranic acid (E,E-3,7-dimethyl-2,6-octadienoic
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