U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of HOMOSALATE

SMILES

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

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
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Korean women: breast cancer knowledge, attitudes and behaviors.
2001
Determination of UV-filters in sunscreens by HPLC.
2001 Apr
Comments on "In vitro and in vivo estrogenicity of UV screens".
2001 Aug
Determination of the UV filters worldwide authorised in sunscreens by high-performance liquid chromatography. Use of cyclodextrins as mobile phase modifier.
2001 Jul 6
In vitro and in vivo estrogenicity of UV screens.
2001 Mar
Filipina American women's breast cancer knowledge, attitudes, and screening behaviors.
2003 Aug 15
Skin penetration and sun protection factor of five UV filters: effect of the vehicle.
2003 Jan-Feb
UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay.
2003 Jul
Liquid chromatographic assay for common sunscreen agents: application to in vivo assessment of skin penetration and systemic absorption in human volunteers.
2004 Apr 25
Active ingredients in sunscreens act as topical penetration enhancers for the herbicide 2,4-dichlorophenoxyacetic acid.
2004 Mar 15
Determination of sixteen UV filters in suncare formulations by high-performance liquid chromatography.
2004 Sep 17
Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays.
2005 Feb
Estrogenic activity of cosmetic components in reporter cell lines: parabens, UV screens, and musks.
2005 Feb 27
Spectroscopic and photochemical properties of the lichen compound lobaric acid.
2005 Nov-Dec
Influence of anatomical site and topical formulation on skin penetration of sunscreens.
2005 Sep
3,3,5-Trimethylcyclohexanols and derived esters: green synthetic procedures, odour evaluation and in vitro skin cytotoxicity assays.
2006 Dec
Validation of a HPLC method for simultaneous determination of five sunscreens in lotion preparation.
2006 Jun
Design of a photostabilizer having built-in antioxidant functionality and its utility in obtaining broad-spectrum sunscreen formulations.
2006 May-Jun
Study of the efficacy of 18 sun filters authorized in European Union tested in vitro.
2007 Jun
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008 Apr
Photoprotective activity of propolis.
2008 Feb 15
Quercetin and rutin as potential sunscreen agents: determination of efficacy by an in vitro method.
2008 Jun
Underarm antiperspirants/deodorants and breast cancer.
2009
Sensitive determination of salicylate and benzophenone type UV filters in water samples using solid-phase microextraction, derivatization and gas chromatography tandem mass spectrometry.
2009 Apr 6
Determination of selected UV filters in indoor dust by matrix solid-phase dispersion and gas chromatography-tandem mass spectrometry.
2009 Jul 31
Non-porous membrane-assisted liquid-liquid extraction of UV filter compounds from water samples.
2009 Jun 12
A randomized, controlled comparative study of the wrinkle reduction benefits of a cosmetic niacinamide/peptide/retinyl propionate product regimen vs. a prescription 0.02% tretinoin product regimen.
2010 Mar
On-line renewable solid-phase extraction hyphenated to liquid chromatography for the determination of UV filters using bead injection and multisyringe-lab-on-valve approach.
2010 May 28
Simultaneous determination of the UV-filters benzyl salicylate, phenyl salicylate, octyl salicylate, homosalate, 3-(4-methylbenzylidene) camphor and 3-benzylidene camphor in human placental tissue by LC-MS/MS. Assessment of their in vitro endocrine activity.
2013 Oct 1
FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1.
2013 Sep 5
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: 30 min after application the remaining product was removed from the skin with two dry cotton swabs and the skin was tape-stripped 16 times with D-Squames. The total amount of UV filters penetrating into the stratum corneum (strips 2–16) from the emulsion gel formulation was 25.7+/-6.4 ug/cm2 (23.2 % applied dose). The total amount of UV filters penetrating from the petroleum formulation was 8.3+/-3.6 ug/cm2 (9.0 % applied dose).
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
HOMOSALATE
INCI   INN   MART.   MI   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN   INCI  
Official Name English
HOMOSALATE [USP MONOGRAPH]
Common Name English
HOMOMENTHYL SALICYLATE
Common Name English
HOMOSALATE [INCI]
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
EUSOLEX
Brand Name 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
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
CFR 21 CFR 352.20
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
EPA PESTICIDE CODE 76603
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
NCI_THESAURUS C851
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
Code System Code Type Description
INN
3183
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
MESH
C060446
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
NCI_THESAURUS
C83760
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
ECHA (EC/EINECS)
204-260-8
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID1026241
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL1377575
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PRIMARY
RXCUI
91326
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PRIMARY RxNorm
RS_ITEM_NUM
1311408
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PRIMARY
DAILYMED
V06SV4M95S
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
NSC
164918
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
DRUG BANK
DB11064
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
WIKIPEDIA
HOMOSALATE
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
USAN
KK-99
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
EVMPD
SUB08053MIG
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
PUBCHEM
8362
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
SMS_ID
100000083986
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
CAS
118-56-9
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
MERCK INDEX
m6047
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
3279
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY
FDA UNII
V06SV4M95S
Created by admin on Sat Dec 16 16:21:29 UTC 2023 , Edited by admin on Sat Dec 16 16:21:29 UTC 2023
PRIMARY