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Merck
CN

W412101

Geranic acid

85%, stabilised

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
Flavis number:
8.081
PubChem Substance ID:
24901980
UNSPSC Code:
12164502
FEMA Number:
4121
NACRES:
NA.21
EC Number:
207-299-9
MDL number:
MFCD00036493
Beilstein/REAXYS Number:
1763804
Organoleptic:
green; floral; woody
Grade:
Halal
Kosher
Biological source:
synthetic
Food allergen:
no known allergens

Key Documents

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Product Name

Geranic acid, 85%, stabilised

Quality Level

400
300

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

InChI key

ZHYZQXUYZJNEHD-VQHVLOKHSA-N

biological source

synthetic

grade

Halal
Kosher

description

Natural occurrence: tea, tomato, wine.

assay

85%

contains

synthetic α-tocopherol as stabilizer

refractive index

n20/D 1.484 (lit.)

bp

250 °C (lit.)

solubility

H2O: insoluble
alcohol: soluble

density

0.97 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

green; floral; woody

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Application

Possible uses: orange, tea, mint, ripe fruit and melon notes.

Biochem/physiol Actions

Odor (neat): sweet, floral green, geranium leaf-like, woody with a citrus orange body nuance.
Taste at 20 ppm: sweet, woody, leafy, fruity body with some mouthfeel effects.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

General description

Geranic acid is a monoterpenemainly used in flavor, fragrance, cosmetics and agro-industries. In vitro studies show that geranic acid exhibits strong inhibitory activity against Fusarium graminearum and Colletotrichum graminicola, the two main fungal pathogens of maize. It may be responsible for the potent tyrosinase inhibitory activity of lemongrass (Cymbopogon citratus).

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
SHBS7610
SHBR4521
SHBS0441
SHBQ4299
SHBP2193

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Identification of geranic acid, a tyrosinase inhibitor in lemongrass (Cymbopogon citratus).
Masuda T, et al.
Journal of Agricultural and Food Chemistry, 56(2), 597-601 (2007)
De novo production of the monoterpenoid geranic acid by metabolically engineered Pseudomonas putida.
Mi J, et al.
Microbial cell factories, 13(1), 170-170 (2014)
D C Alexander et al.
Journal of bacteriology, 176(22), 7079-7084 (1994-11-01)
We report that rfe mutants of wild-type strains of Escherichia coli O7, O18, O75, and O111 did not express O-specific polysaccharide unless the rfe mutation was complemented by a cloned rfe gene supplied in a plasmid. The O polysaccharides in
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
W A Wolken et al.
Applied microbiology and biotechnology, 57(5-6), 731-737 (2002-01-10)
Spores of Penicillium digitatum ATCC 201167 transform geraniol, nerol, citral, and geranic acid into methylheptenone. Spore extracts of P. digitatum convert geraniol and nerol NAD+-dependently into citral. Spore extract also converts citral NAD+-dependently into geranic acid. Furthermore, a novel enzymatic
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