HOMOSALATE

Details

Stereochemistry	MIXED
Molecular Formula	C16H22O3
Molecular Weight	262.3441
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1CC(CC(C)(C)C1)OC(=O)C2=CC=CC=C2O

InChI

InChIKey=WSSJONWNBBTCMG-UHFFFAOYSA-N

InChI=1S/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3

HIDE SMILES / InChI

Description
Sources: http://ec.europa.eu/health/ph_risk/committees/04_sccp/docs/sccp_o_097.pdf
Curator's Comment: http://www.fda.gov/downloads/ForConsumers/ConsumerUpdates/UCM258718.pdf

Homosalate is used as a broad-band UV filter in concentrations of up to 10% in the EU or 15% depending upon where the product is used (e.g. in the USA) in sunscreen products alone or in combination with other UV absorbers to protect the skin against harmful effects of the UV radiation.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Skin sun damage 1 Sources: https://clinicaltrials.gov/ct2/show/NCT01001975	Preventing		Phase III 665	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
7.6 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
23.1 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
4.6 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
17.9 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
3.8 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
14.3 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
104 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
350.8 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
62.3 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
267.4 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
47.6 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
199 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² 4 times / day multiple, topical dose: 2 mg/cm² route of administration: Topical experiment type: MULTIPLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
67.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
78.4 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
46.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31961417/	2 mg/cm² single, topical dose: 2 mg/cm² route of administration: Topical experiment type: SINGLE co-administered:	HOMOSALATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
3 % 1 times / 2 hours multiple, topical Recommended Dose: 3 %, 1 times / 2 hours Route: topical Route: multiple Dose: 3 %, 1 times / 2 hours Sources: https://www.drugs.com/pro/sun-defense-cream.html	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: unknown Food Status: UNKNOWN Sources: https://www.drugs.com/pro/sun-defense-cream.html	Sources: https://www.drugs.com/pro/sun-defense-cream.html
20 g/m2 4 times / day multiple, topical Studied dose Dose: 20 g/m2, 4 times / day Route: topical Route: multiple Dose: 20 g/m2, 4 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/31961417/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/31961417/	Sources: https://pubmed.ncbi.nlm.nih.gov/31961417/

PubMed

Title	Date	PubMed
Determination of UV-filters in sunscreens by HPLC.	2001 Apr	11371063
Comments on "In vitro and in vivo estrogenicity of UV screens".	2001 Aug	11564627
Determination of sixteen UV filters in suncare formulations by high-performance liquid chromatography.	2004 Sep 17	15499924
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
Non-porous membrane-assisted liquid-liquid extraction of UV filter compounds from water samples.	2009 Jun 12	19419722

Patents

Sample Use Guides

In Vivo Use Guide

2 mg/cm2 Homosalate was applied to area (2x2 cm) on the volar side of the forearm.

Route of Administration: Other

In Vitro Use Guide

Human full-thickness skin was mounted in a conventional static Franz diffusion cells with a receptor volume of 12.4 ml. The UV filters were readily soluble in the receptor fluid. Epidermis and dermis separated by the hot plate method (60°C for 2 min) and punch biopsies (8 mm) from the tissue samples were taken. Homosalate did not permeate through the skin after 6 h application.

Name

Type

Language

EUSOLEX

Preferred Name

English

HOMOSALATE

Official Name

English

HOMOSALATE [USP MONOGRAPH]

Common Name

English

HOMOMENTHYL SALICYLATE

Common Name

English

3,3,5-Trimethylcyclohexyl salicylate

Systematic Name

English

HOMOSALATE [MART.]

Common Name

English

Homosalate [WHO-DD]

Common Name

English

HOMOSALATE [MI]

Common Name

English

2-HYDROXYBENZOIC ACID 3,3,5-TRIMETHYLCYCLOHEXYL ESTER

Systematic Name

English

NSC-164918

Code

English

homosalate [INN]

Common Name

English

HOMOSALATE [USP-RS]

Common Name

English

HOMOSALATE [USAN]

Common Name

English

BENZOIC ACID, 2-HYDROXY-, 3,3,5-TRIMETHYLCYCLOHEXYL ESTER

Common Name

English

HOMOSALATE [USP IMPURITY]

Common Name

English

SALICYLIC ACID 3,3,5-TRIMETHYLCYCLOHEXYL ESTER

Systematic Name

English

Classification Tree Code System Code

CFR

21 CFR 352.10