4-Methylbenzylidene-camphor

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-Methylbenzylidene-camphor are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 4-Methylbenzylidene-camphor?

The molecule 4-Methylbenzylidene-camphor presents a molecular formula of C18H22O and its IUPAC name is (1R,3Z,4S)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one.

4-Methylbenzylidene-camphor (4-MBC) is a molecule used in the production of sunscreen and cosmetics. It is a white, crystalline solid with a melting point of 122-124°C. 4-MBC is insoluble in water and has a low volatility..

4-MBC is used as an ultraviolet light absorber in sunscreen and cosmetics. It is effective in the wavelength range of 290-340 nm. The absorption of ultraviolet light by 4-MBC prevents the formation of harmful free radicals in the skin..

4-MBC is a safe and effective ultraviolet light absorber. It is not a skin irritant or sensitiser. 4-MBC has low toxicity and is not considered a health hazard..

3D structure

Cartesian coordinates

Geometry of 4-Methylbenzylidene-camphor in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-Methylbenzylidene-camphor HEOCBCNFKCOKBX-LBONJMQPSA-N chemical compound 2D structure molecule svg
4-Methylbenzylidene-camphor

 

Molecule descriptors

 
IUPAC name(1R,3Z,4S)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
InChI codeInChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/b14-11-/t15-,18+/m1/s1
InChI KeyHEOCBCNFKCOKBX-LBONJMQPSA-N
SMILESCc1ccc(/C=C2\C(=O)[C@]3(C)CC[C@H]2C3(C)C)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.

  • (1R,4S)-1,7,7-Trimethyl-3-[(E)-4-methylbenzylidene]bicyclo[2.2.1]heptane-2-one
  • (1R,4alpha)-1beta,7,7-Trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one
  • 3-(4-Methylbenzylidene)camphor
  • 36861-47-9
  • 4-Methylbenzylidene-camphor
  • BIDD:ER0102
  • M3357

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2008310

Physico-Chemical properties

IUPAC name(1R,3Z,4S)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
Molecular formulaC18H22O
Molecular weight254.367
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity80.21
LogP4.4
Topological polar surface area17.1

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.