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

Details

Stereochemistry ACHIRAL
Molecular Formula C14H18O4
Molecular Weight 250.2903
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CINOXATE

SMILES

CCOCCOC(=O)\C=C\C1=CC=C(OC)C=C1

InChI

InChIKey=CMDKPGRTAQVGFQ-RMKNXTFCSA-N
InChI=1S/C14H18O4/c1-3-17-10-11-18-14(15)9-6-12-4-7-13(16-2)8-5-12/h4-9H,3,10-11H2,1-2H3/b9-6+

HIDE SMILES / InChI

Molecular Formula C14H18O4
Molecular Weight 250.2903
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: Description was created using several sources including: http://www.particlesciences.com/docs/A_review_of_sunscreen_safety_and_efficacy.pdf; http://www.ncbi.nlm.nih.gov/pubmed/?term=23112351 http://www.ncbi.nlm.nih.gov/pubmed/2499777; http://www.ncbi.nlm.nih.gov/pubmed/3621935;

Cinoxate, a cinnamate, is a potent ultraviolet absorber at 289 nm. It is approved by FDA as the active ingredient in sunscreen compositions for over-the-counter (OTC) use at concentrations up to 3% and a minimum SPF value of not less than 2 in the finished product but is rarely used It can cause photoallergic contact dermatitis.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Simultaneous determination of 9 ultraviolet absorbers in cosmetics by high-performance liquid chromatography].
2007
Enhancing effects of cinoxate and methyl sinapate on the frequencies of sister-chromatid exchanges and chromosome aberrations in cultured mammalian cells.
1989-06
Photoallergic contact dermatitis to 2-ethoxyethyl-p-methoxycinnamate.
1987-05
A study of the photochemical properties of some cinnamate sunscreens by steady state and laser flash photolysis.
1982-10
Acute photosensitivity from the sunscreen 2-ethoxyethyl-p-methoxycinnamate.
1982-05
Influence of sunscreening agents on color stability of tablets coated with certified dyes III: FD&C Yellow No. 6.
1977-01
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Apr 02 09:30:40 GMT 2025
Edited
by admin
on Wed Apr 02 09:30:40 GMT 2025
Record UNII
5437O7N5BH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CINOXATE
HSDB   INCI   INN   MART.   MI   USAN   VANDF   WHO-DD  
INCI   USAN   INN  
Official Name English
CINOXATE [HSDB]
Preferred Name English
cinoxate [INN]
Common Name English
Cinoxate [WHO-DD]
Common Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHOXYETHYL ESTER
Common Name English
CINOXATE [MI]
Common Name English
CINOXATE [VANDF]
Common Name English
CINOXATE [USAN]
Common Name English
CINOXATE [MART.]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 76604
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
CFR 21 CFR 352.10
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
CFR 21 CFR 352.20
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
NCI_THESAURUS C851
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
Code System Code Type Description
DRUG BANK
DB15467
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID2025264
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
INN
2761
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
SMS_ID
100000081071
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
MERCK INDEX
m3580
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY Merck Index
CAS
104-28-9
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
NCI_THESAURUS
C76987
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
FDA UNII
5437O7N5BH
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
PUBCHEM
5373773
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-191-0
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
WIKIPEDIA
CINOXATE
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
HSDB
7424
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
EVMPD
SUB06310MIG
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
RXCUI
288262
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY RxNorm
ChEMBL
CHEMBL2104045
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
MESH
C018952
Created by admin on Wed Apr 02 09:30:40 GMT 2025 , Edited by admin on Wed Apr 02 09:30:40 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY