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Key Documents

W412101

Sigma-Aldrich

Geranic acid

85%, stabilised

Sinonimo/i:

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

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About This Item

Formula condensata:
(CH3)2C=CHCH2CH2C(CH3)=CHCO2H
Numero CAS:
Peso molecolare:
168.23
Numero FEMA:
4121
Beilstein:
1763804
Numero CE:
Numero MDL:
Codice UNSPSC:
12164502
ID PubChem:
Numero Flavis:
8.081
NACRES:
NA.21

Origine biologica

synthetic

Livello qualitativo

Grado

Halal
Kosher

Descrizione

Natural occurrence: tea, tomato, wine.

Saggio

85%

contiene

synthetic α-tocopherol as stabilizer

Indice di rifrazione

n20/D 1.484 (lit.)

P. eboll.

250 °C (lit.)

Solubilità

H2O: insoluble
alcohol: soluble

Densità

0.97 g/mL at 25 °C (lit.)

applicazioni

flavors and fragrances

Documentazione

see Safety & Documentation for available documents

Allergene alimentare

no known allergens

Organolettico

green; floral; woody

Stringa SMILE

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+
ZHYZQXUYZJNEHD-VQHVLOKHSA-N

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Categorie correlate

Descrizione generale

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).

Applicazioni

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

Azioni biochim/fisiol

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.

Esclusione di responsabilità

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Dermal - Skin Irrit. 2

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

271.4 °F - closed cup

Punto d’infiammabilità (°C)

133 °C - closed cup

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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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)
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
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
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
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)

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