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
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+
Molecular Formula | C18H26O3 |
Molecular Weight | 290.3972 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Optical Activity | ( + / - ) |
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
PubMed
Title | Date | PubMed |
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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 |
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Additive estrogenic effects of mixtures of frequently used UV filters on pS2-gene transcription in MCF-7 cells. | 2005 Oct 15 |
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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 |
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Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism. | 2008 Apr |
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Octyl methoxycinnamate modulates gene expression and prevents cyclobutane pyrimidine dimer formation but not oxidative DNA damage in UV-exposed human cell lines. | 2010 Apr |
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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 |
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Effects of in vivo exposure to UV filters (4-MBC, OMC, BP-3, 4-HB, OC, OD-PABA) on endocrine signaling genes in the insect Chironomus riparius. | 2013 Jul 1 |
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Monitoring of deiodinase deficiency based on transcriptomic responses in SH-SY5Y cells. | 2013 Jun |
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Mixtures of environmentally relevant endocrine disrupting chemicals affect mammary gland development in female and male rats. | 2015 Jul |
Substance Class |
Chemical
Created
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on
Edited
Fri Dec 15 16:20:24 GMT 2023
by
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Fri Dec 15 16:20:24 GMT 2023
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Record UNII |
4Y5P7MUD51
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 352.20
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WHO-ATC |
D02BA02
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FDA ORPHAN DRUG |
142401
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CFR |
21 CFR 352.10
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WHO-VATC |
QD02BA02
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NCI_THESAURUS |
C851
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EPA PESTICIDE CODE |
88407
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26466
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SUB20704
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13369
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PRIMARY | RxNorm | ||
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OCTYL METHOXYCINNAMATE
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4236
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DTXSID9047205
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52441-07-3
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NO STRUCTURE GIVEN | |||
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4Y5P7MUD51
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5355130
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226-775-7
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CHEMBL1200608
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1477900
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C66252
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LL-25
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100000091481
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m8129
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DB09496
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5466-77-3
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NON-SPECIFIC STEREOCHEMISTRY | |||
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4Y5P7MUD51
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5466-77-3
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7945
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83834-59-7
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Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE | |||
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (HPLC)
USP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |