(S)-octinoxate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (S)-octinoxate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the (S)-octinoxate?

The molecule (S)-octinoxate presents a molecular formula of C18H26O3 and its IUPAC name is [(2S)-2-ethylhexyl] (E)-3-(4-methoxyphenyl)prop-2-enoate.

(S)-Octinoxate is an organic compound used as an ultraviolet light absorber and sunscreen agent. It is a derivative of 2-methyl-1,3-benzenediol..

Octinoxate is a clear liquid with a faint odor. It is insoluble in water but soluble in most organic solvents. Octinoxate is used in a wide variety of personal care and cosmetic products, including sunscreens, makeup, and moisturizers..

When used as a sunscreen, octinoxate absorbs ultraviolet light, which helps protect the skin from damage. Octinoxate is also used as an ultraviolet light absorber in some plastics to protect them from degradation..

While octinoxate is considered safe for use in cosmetics, it has come under scrutiny in recent years for its potential to disrupt hormones and cause other health problems. Some studies have linked octinoxate to thyroid problems, developmental issues, and reproductive problems in animals. However, more research is needed to determine if these effects occur in humans..

If you are concerned about the potential risks of octinoxate, you can look for cosmetics and personal care products that do not contain it. There are many safe and effective sunscreens available that do not contain octinoxate..

3D structure

Cartesian coordinates

Geometry of (S)-octinoxate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(S)-octinoxate YBGZDTIWKVFICR-VOMSXAGXSA-N chemical compound 2D structure molecule svg
(S)-octinoxate

 

Molecule descriptors

 
IUPAC name[(2S)-2-ethylhexyl] (E)-3-(4-methoxyphenyl)prop-2-enoate
InChI codeInChI=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+/t15-/m0/s1
InChI KeyYBGZDTIWKVFICR-VOMSXAGXSA-N
SMILESCCCC[C@H](CC)COC(=O)/C=C/c1ccc(OC)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (S)-octinoxate
  • 2-PROPENOIC ACID, 3-(4-METHOXYPHENYL)-, 2-ETHYLHEXYL ESTER, (2E)-, (S)-
  • BIDD:ER0152
  • OCTINOXATE, (S)-
  • Octyl methoxy cinnamate (OMC)
  • Q27293402
  • X279J6U828

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1633889
  • SCHEMBL15803545

Physico-Chemical properties

IUPAC name[(2S)-2-ethylhexyl] (E)-3-(4-methoxyphenyl)prop-2-enoate
Molecular formulaC18H26O3
Molecular weight290.397
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity87.57
LogP4.5
Topological polar surface area35.5

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.