Eriodictyol

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

What is the Eriodictyol?

The molecule Eriodictyol presents a molecular formula of C15H12O6 and its IUPAC name is (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one.

Eriodictyol is a molecule found in the essential oil of the Eriodictyon californicum plant. This plant is also known as yerba santa, and the oil is used in traditional medicine to treat a variety of conditions. Eriodictyol has been shown to have antioxidant, anti-inflammatory, and anticancer properties in vitro and in animal models..

Eriodictyol is a flavonoid, a type of phytochemical that belongs in a variety of plants. Flavonoids have a wide range of biological activities, and many are known to have health-promoting effects. Eriodictyol is one of the most abundant flavonoids in the essential oil of yerba santa..

The health benefits of Eriodictyol are thought to be due to its antioxidant and anti-inflammatory properties. In vitro, Eriodictyol has been shown to scavenge a variety of reactive oxygen species, including superoxide and hydroxyl radicals. Eriodictyol has also been shown to inhibit the production of pro-inflammatory cytokines, such as tumor necrosis factor-alpha and interleukin-1beta, in vitro..

In animal models, Eriodictyol has been shown to protect against a variety of diseases. In rats, Eriodictyol has been shown to protect against gastric ulcers, and in mice, it has been shown to protect against colitis. In addition, Eriodictyol has been shown to inhibit the growth of a variety of cancer cells, including breast, lung, and colon cancer cells, in vitro and in animal models..

The health benefits of Eriodictyol are thought to be due to its antioxidant and anti-inflammatory properties. Eriodictyol has the potential to protect against a variety of diseases, including gastric ulcers, colitis, and cancer..

3D structure

Cartesian coordinates

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

2D drawing

 

Eriodictyol SBHXYTNGIZCORC-ZDUSSCGKSA-N chemical compound 2D structure molecule svg
Eriodictyol

 

Molecule descriptors

 
IUPAC name(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
InChI codeInChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1
InChI KeySBHXYTNGIZCORC-ZDUSSCGKSA-N
SMILESO=C1C[C@@H](c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c21

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.

  • (+)-Eriodictyol
  • (2S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
  • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
  • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
  • (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
  • (S)-2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chroman-4-one
  • (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone
  • (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
  • (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-4-one
  • (S)-3',4',5,7-Tetrahydroxyflavanone
  • (S)-Eriodictyol
  • 3' 4' 5 7-tetrahydroxyflavanone
  • 3',4',5,7-Tetrahydroxyflavanone
  • 5,7,3'',4''-tetrahydroxyflavanone
  • 5,7,3'',4''-tetrahydroxyflavon
  • 552-58-9
  • 552E589
  • A830557
  • AC-6043
  • AS-72316
  • BCP13401
  • BDBM50325671
  • C05631
  • CCG-267356
  • CS-0009666
  • ERIODICTYOL
  • Eriodictiol
  • Eriodictyol
  • HY-N0637
  • Huazhongilexone
  • LMPK12140002
  • MFCD00135890
  • N2309
  • NSC 649412
  • NSC-649412
  • Q-100627
  • Q3459685
  • Q520486B8Y
  • eriodicryol
  • eryodictiol
  • s9123

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC58117
  • UNII-Q520486B8Y
  • AKOS025311577
  • DTXSID70877706
  • CHEMBL8996
  • CHEBI:28412
  • EINECS 209-016-4
  • SCHEMBL19180

Physico-Chemical properties

IUPAC name(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
Molecular formulaC15H12O6
Molecular weight288.252
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity73.59
LogP2.2
Topological polar surface area107.2

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.