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82934

Sigma-Aldrich

7-Hydroxycitronellal

Odorant used in allergy studies

Synonym(s):

7-Hydroxy-3,7-dimethyloctanal, Citronellal hydrate

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About This Item

Empirical Formula (Hill Notation):
C10H20O2
CAS Number:
107-75-5
Molecular Weight:
172.26
EC Number:
203-518-7
MDL number:
MFCD00014681
UNSPSC Code:
12352200
PubChem Substance ID:
57652938
NACRES:
NA.52

grade

for molecular biology

assay

≥95.0% (GC)

form

powder

density

0.92 g/mL at 20 °C (lit.)

storage temp.

room temp

SMILES string

[H]C(CC(C)CCCC(O)(C)C)=O

InChI

1S/C10H20O2/c1-9(6-8-11)5-4-7-10(2,3)12/h8-9,12H,4-7H2,1-3H3

InChI key

WPFVBOQKRVRMJB-UHFFFAOYSA-N

General description

7-Hydroxycitronellal is fragrant sensitizer added frequently to deodorants and perfumes. It is one of the allergens responsible for axillary dermatitis.

Application

Suitable for
  • contact sensitization studies to identify allergens present in cosmetic preparations
  • elucidation of molecular pathways related to allergic reactions
  • analytical standard

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Nadège Ade et al.
Toxicological sciences : an official journal of the Society of Toxicology, 107(2), 451-460 (2008-11-27)
Electrophilicity is one of the most common features of skin contact sensitizers and is necessary for protein haptenation. The Keap1 (Kelch-like ECH-associated protein 1)/Nrf2 -signaling pathway is dedicated to the detection of electrophilic stress in cells leading to the upregulation
R A Ford et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 26(11-12), 921-926 (1988-11-01)
Hydroxycitronellal, an important ingredient in fragrances, was studied for its sensitizing potential in human skin. Fifteen human maximization tests were conducted with hydroxycitronellal obtained from four different sources at induction concentrations from 5 to 12%. No reactions were induced at
S Sieben et al.
Toxicology and applied pharmacology, 172(3), 172-178 (2001-04-21)
Fragrances are worldwide a major cause of allergic contact dermatitis (ACD), a delayed-type hypersensitivity reaction mediated by T lymphocytes. We investigated T cell responses to fragrances using peripheral blood mononuclear cells (PBMC) and T cells from skin lesions of fragrance-allergic
Fabien Merckel et al.
Chemical research in toxicology, 23(9), 1433-1441 (2010-08-28)
In chemico methods, based on the assessment of hapten reactivity toward peptides, have been proposed as alternative methods for the assessment of the skin sensitizing potential of chemicals. However, even if these approaches seem very promising, a major drawback inherent
B Kreilgård et al.
Journal of the American Academy of Dermatology, 21(4 Pt 2), 836-838 (1989-10-01)
The choice of vehicle for patch test materials is important for the bioavailability and stability of the allergens. Examples are given from the standardization of the TRUE Test and include caine mix, Kathon CG, and fragrance mix.
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