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Details

Stereochemistry RACEMIC
Molecular Formula C10H20O2
Molecular Weight 172.2646
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROXYCITRONELLAL

SMILES

CC(CCCC(C)(C)O)CC=O

InChI

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

HIDE SMILES / InChI

Molecular Formula C10H20O2
Molecular Weight 172.2646
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Hydroxycitronellal is a perfume ingredient with a medium strength floral scent, reminiscent of lily and sweet tropical melon. It is produced synthetically from naturally occurring scent chemical citronellal. It is on the CFR - Code of Federal Regulations Title 21 list of synthetic flavoring substances and adjuvants. Hydroxycitronellal is banned in the European Union because of its toxic properties. Hydroxycitronellal is an allergen. Hydroxycitronellal has being shown to consistently modulate CCR5, CCL27, CCL2 and CCR7 in immature dendritic cells. Hydroxycitronellal is a TRPM8 agonist.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
19.6 mM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
ESIKA EXPRESSION ANTIPERSPIRANT ROLL-ON DEODORANT

PubMed

Sample Use Guides

In Vivo Use Guide
Deodorants containing hydroxycitronellal in the concentration range of 0.032-0.32% used twice daily on healthy skin in individuals hypersensitive to hydroxycitronellal can elicit axillary dermatitis in a few weeks.
Route of Administration: Topical
In Vitro Use Guide
PHA-induced mitogenesis assays revealed that Hydroxycitronellal could be applied to PBMC in final concentrations of 0.1 to 100 ug/ml
Substance Class Chemical
Record UNII
8SQ0VA4YUR
Record Status Validated (UNII)
Record Version