Carnosol

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

What is the Carnosol?

The molecule Carnosol presents a molecular formula of C20H26O4 and its IUPAC name is (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one.

Carnosol is a natural phenolic compound found in the leaves and twigs of rosemary (Rosmarinus officinalis), a popular herb used in cooking. It is a member of the carnosic acid family, which also includes carnosic acid and rosmarinic acid..

Carnosol has a number of potential health benefits due to its antioxidant, anti-inflammatory, and antimicrobial properties. It is thought to have the ability to protect cells from oxidative stress and damage caused by free radicals, which can lead to the development of chronic diseases such as cancer and cardiovascular disease..

Carnosol has also been shown to have anti-inflammatory effects, making it a potential treatment for conditions such as asthma, allergies, and arthritis. In addition, it has been found to have antimicrobial properties, making it effective against a number of bacteria and fungi..

Carnosol has been studied for its potential use in the treatment of various types of cancer, including breast, colon, and prostate cancer. It has been shown to induce cell death in cancer cells and to inhibit the growth of cancer cells in lab studies. However, more research is needed to confirm its effectiveness in humans..

Carnosol is available in supplement form and can also be found in some natural health products, such as creams and ointments. It is generally considered safe when taken in recommended doses, but it is always important to speak with a healthcare provider before starting any new supplement or treatment..

In conclusion, carnosol is a promising natural compound with a number of potential health benefits. While more research is needed to fully understand its effects, it is worth considering as a potential treatment for a variety of conditions..

Carnosol is a natural phenolic compound found in the leaves and twigs of rosemary (Rosmarinus officinalis), a popular herb used in cooking. It is a member of the carnosic acid family, which also includes carnosic acid and rosmarinic acid..

Carnosol has a number of potential health benefits due to its antioxidant, anti-inflammatory, and antimicrobial properties. It is thought to have the ability to protect cells from oxidative stress and damage caused by free radicals, which can lead to the development of chronic diseases such as cancer and cardiovascular disease..

Carnosol has also been shown to have anti-inflammatory effects, making it a potential treatment for conditions such as asthma, allergies, and arthritis. In addition, it has been found to have antimicrobial properties, making it effective against a number of bacteria and fungi..

Carnosol has been studied for its potential use in the treatment of various types of cancer, including breast, colon, and prostate cancer. It has been shown to induce cell death in cancer cells and to inhibit the growth of cancer cells in lab studies. However, more research is needed to confirm its effectiveness in humans..

Carnosol is available in supplement form and can also be found in some natural health products, such as creams and ointments. It is generally considered safe when taken in recommended doses, but it is always important to speak with a healthcare provider before starting any new supplement or treatment..

Summary

From all the above, this molecule is a promising natural compound with a number of potential health benefits. While more research is needed to fully understand its effects, it is worth considering as a potential treatment for a variety of conditions..

3D structure

Cartesian coordinates

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

2D drawing

 

Carnosol XUSYGBPHQBWGAD-PJSUUKDQSA-N chemical compound 2D structure molecule svg
Carnosol

 

Molecule descriptors

 
IUPAC name(1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
InChI codeInChI=1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1
InChI KeyXUSYGBPHQBWGAD-PJSUUKDQSA-N
SMILESCC(C)c1cc2c(c(O)c1O)[C@@]13CCCC(C)(C)[C@@H]1C[C@@H]2OC3=O

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,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[6.6.2.0^{1,10}.0^{2,7}]hexadeca-2,4,6-trien-15-one
  • (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
  • (4aR,9S,10aS)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydro-1H-9,4a-(epoxymethano)phenanthren-12-one
  • 1,3,4,9,10,10aS-Hexahydro-5,6-dihydroxy-1,1-dimethyl-7-isopropyl-2H-9S,4aR-(epoxymethano)phenanthren-12-one
  • 2H-9,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6-DIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR,9S,10AS)-
  • 2H-9,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6-DIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR-(4A.ALPHA.,9.ALPHA.,10A.BETA.))-
  • 2H-9,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR-(4aalpha,9alpha,10abeta))-
  • 483O455CKD
  • 5957-80-2
  • 957C802
  • AC-34727
  • BDBM50213683
  • C09069
  • CCG-208130
  • CCRIS 7122
  • CS-0009670
  • Carnosol
  • HSDB 7680
  • HY-N0643
  • MFCD02752467
  • N2566
  • NSC 39143
  • NSC-39143
  • PODOCARPA-8,11,13-TRIEN-17-OIC ACID, 7.BETA.,11,12-TRIHYDROXY-13-ISOPROPYL-, 17,7-LACTONE
  • Picrosalvin
  • Q16634054
  • carnosol
  • s9127

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3871891
  • UNII-483O455CKD
  • AKOS015897159
  • BRD-K67265981-001-01-5
  • DTXSID80904451
  • CHEMBL218693
  • CHEBI:3429
  • SCHEMBL42365

Physico-Chemical properties

IUPAC name(1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
Molecular formulaC20H26O4
Molecular weight330.418
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity92.83
LogP4.3
Topological polar surface area66.8

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.