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Details

Stereochemistry RACEMIC
Molecular Formula C18H26O3
Molecular Weight 290.3972
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of OCTINOXATE

SMILES

CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1

InChI

InChIKey=YBGZDTIWKVFICR-JLHYYAGUSA-N
InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

HIDE SMILES / InChI

Description

Octinoxate, also called Octyl methoxycinnamate or (OMC), is a UV filter. It can be absorbed rapidly through skin.Octinoxate filters UV‐B rays from the sun, although it does not protect against UV-A rays. Octinoxate dissolves in oil, which makes it a fat-seeking substance in the body. It is formed by combining methoxycinnamic acid and 2-ethylhexanol compounds which are not harmful on their own. When mixed together, they form a clear liquid that does not dissolve in water. Octinoxate is found in hair color products and shampoos, sunscreen, lipstick, nail polish, and skin creams. In products other than sunscreens, it is used as a UV filter to protect the products from degrading when exposed to the sun.

Approval Year

1984
108
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8307
SHADE UVAGUARD

Approved Use

Uses • helps prevent sunburn

Launch Date

7.2368639E11
PubMed

PubMed

TitleDatePubMed
Additive estrogenic effects of mixtures of frequently used UV filters on pS2-gene transcription in MCF-7 cells.
2005 Oct 15
Comparison of effects of estradiol (E2) with those of octylmethoxycinnamate (OMC) and 4-methylbenzylidene camphor (4MBC)--2 filters of UV light - on several uterine, vaginal and bone parameters.
2006 Feb 1
Octyl methoxycinnamate modulates gene expression and prevents cyclobutane pyrimidine dimer formation but not oxidative DNA damage in UV-exposed human cell lines.
2010 Apr
Effects of pre- and postnatal exposure to the UV-filter octyl methoxycinnamate (OMC) on the reproductive, auditory and neurological development of rat offspring.
2011 Feb 1
Mixtures of environmentally relevant endocrine disrupting chemicals affect mammary gland development in female and male rats.
2015 Jul
Patents

Patents

JP2005104899A
1
JP2009001828A
1
JPH09263524A
2
JPH10182406A
1

Sample Use Guides

In Vivo Use Guide
Apply evenly and liberally to all exposed areas of the skin 30 minutes before any sun exposure.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
OCTINOXATE
HSDB   INN   MART.   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INN   USAN  
Official Name English
ETHYLHEXYL METHOXYCINNAMATE [INCI]
Common Name English
SUN CAPS 664
Common Name English
EUSOLEX 2292
Brand Name English
P-METHOXYCINNAMIC ACID 2-ETHYLHEXYL ESTER
Common Name English
ESCALOL 557T
Brand Name English
NEO HELIOPAN AV
Brand Name English
OCINOXATE
Common Name English
OCTINOXATE [USP-RS]
Common Name English
OCTINOXATE COMPONENT OF SHADE UVAGUARD
Common Name English
JEESCREEN OMC
Brand Name English
SUNSCREEN AV
Common Name English
Octinoxate [WHO-DD]
Common Name English
PARSOL MCX-SA
Brand Name English
2-ETHYLHEXYL METHOXYCINNAMATE
Systematic Name English
ESCALOL 557
Brand Name English
UVINUL 3088
Brand Name English
NSC-26466
Code English
OCTYL METHOXYCINNAMATE [VANDF]
Common Name English
UVINUL MC 90
Brand Name English
4-METHOXYCINNAMIC ACID 2-ETHYLHEXYL ESTER
Systematic Name English
PARSOL MCX
Brand Name English
2-ETHYLHEXYL P-METHOXYCINNAMATE
Common Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHYLHEXYL ESTER
Common Name English
2-ETHYLHEXYL TRANS-4-METHOXYCINNAMATE
Systematic Name English
OCTYL 4-METHOXYCINNAMATE
Systematic Name English
UVINUL MC80
Brand Name English
ETHYLHEXYL P-METHOXYCINNAMATE
VANDF  
Common Name English
OCTINOXATE [ORANGE BOOK]
Common Name English
OCTINOXATE [HSDB]
Common Name English
OCTYL METHOXYCINNAMATE
MI   VANDF  
Systematic Name English
OCTINOXATE [MART.]
Common Name English
ETHYLHEXYL P-METHOXYCINNAMATE [VANDF]
Common Name English
OCTYL METHOXYCINNAMATE [MI]
Common Name English
OCTYLMETHOXYCINNAMATE
Systematic Name English
SOLAROM OMC
Common Name English
OCTYL P-METHOXYCINNAMATE
Common Name English
ETHYLHEXYL METHOXYCINNAMATE
INCI  
INCI  
Official Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHYLHEXYL ESTER, (2E)-
Systematic Name English
2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHYLHEXYL ESTER, (E)-
Systematic Name English
OCTINOXATE [VANDF]
Common Name English
PARSOL
Brand Name English
UVINUL MC 80
Brand Name English
PARSOL MOX
Common Name English
ESCALOL 557NB
Brand Name English
2-Ethylhexyl 4-methoxycinnamate
Systematic Name English
EUSOLEX UV-PEARLS OMC
Brand Name English
SHADE UVAGUARD COMPONENT OCTINOXATE
Common Name English
octinoxate [INN]
Common Name English
2-ETHYLHEXYL-P-METHOXYCINNAMATE
Common Name English
TINOSORB OMC
Brand Name English
OCTINOXATE [USP MONOGRAPH]
Common Name English
OCTINOXATE [USAN]
Common Name English
UVINUL MC 80N
Brand Name English
Classification Tree Code System Code
CFR 21 CFR 352.20
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
WHO-ATC D02BA02
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
FDA ORPHAN DRUG 142401
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
CFR 21 CFR 352.10
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
WHO-VATC QD02BA02
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
NCI_THESAURUS C851
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
EPA PESTICIDE CODE 88407
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
Code System Code Type Description
NSC
26466
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
EVMPD
SUB20704
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
RXCUI
13369
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY RxNorm
WIKIPEDIA
OCTYL METHOXYCINNAMATE
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
DRUG CENTRAL
4236
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
EPA CompTox
DTXSID9047205
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
CAS
52441-07-3
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
NO STRUCTURE GIVEN
DAILYMED
4Y5P7MUD51
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
PUBCHEM
5355130
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
ECHA (EC/EINECS)
226-775-7
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
ChEMBL
CHEMBL1200608
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
RS_ITEM_NUM
1477900
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
NCI_THESAURUS
C66252
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
USAN
LL-25
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
MERCK INDEX
M8129
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY Merck Index
DRUG BANK
DB09496
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
CAS
5466-77-3
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
4Y5P7MUD51
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
HSDB
5466-77-3
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
INN
7945
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
CAS
83834-59-7
Created by admin on Fri Dec 16 19:55:17 UTC 2022 , Edited by admin on Fri Dec 16 19:55:17 UTC 2022
PRIMARY
ACTIVE MOIETY
Structure of OCTINOXATE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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