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
Influence of sunscreening agents on color stability of tablets coated with certified dyes III: FD&C Yellow No. 6.
1977 Jan
Acute photosensitivity from the sunscreen 2-ethoxyethyl-p-methoxycinnamate.
1982 May
A study of the photochemical properties of some cinnamate sunscreens by steady state and laser flash photolysis.
1982 Oct
Photoallergic contact dermatitis to 2-ethoxyethyl-p-methoxycinnamate.
1987 May
[Simultaneous determination of 9 ultraviolet absorbers in cosmetics by high-performance liquid chromatography].
2007
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 Sat Dec 16 17:47:18 GMT 2023
Edited
by admin
on Sat Dec 16 17:47:18 GMT 2023
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 [INN]
Common Name English
Cinoxate [WHO-DD]
Common Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHOXYETHYL ESTER
Common Name English
CINOXATE [INCI]
Common Name English
CINOXATE [MI]
Common Name English
CINOXATE [VANDF]
Common Name English
CINOXATE [USAN]
Common Name English
CINOXATE [HSDB]
Common Name English
CINOXATE [MART.]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 76604
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
CFR 21 CFR 352.10
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
CFR 21 CFR 352.20
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
NCI_THESAURUS C851
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
Code System Code Type Description
DRUG BANK
DB15467
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID2025264
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
INN
2761
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
SMS_ID
100000081071
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
MERCK INDEX
m3580
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY Merck Index
CAS
104-28-9
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
NCI_THESAURUS
C76987
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
FDA UNII
5437O7N5BH
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
PUBCHEM
5373773
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-191-0
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
WIKIPEDIA
CINOXATE
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
HSDB
7424
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
EVMPD
SUB06310MIG
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
RXCUI
288262
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL2104045
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
MESH
C018952
Created by admin on Sat Dec 16 17:47:18 GMT 2023 , Edited by admin on Sat Dec 16 17:47:18 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY