5,6-trans-Vitamin D3

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 5,6-trans-Vitamin D3 are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 5,6-trans-Vitamin D3?

The molecule 5,6-trans-Vitamin D3 presents a molecular formula of C27H44O and its IUPAC name is (1S,3E)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol.

Vitamin D3 is a molecule that has many benefits for the human body. It can be found in food sources such as fish, eggs, and dairy products. The body can also create vitamin D3 when the skin is exposed to sunlight. This vitamin is important for many different functions in the body, including bone health, immune function, and cell growth..

Vitamin D3 works by interacting with the cells in the body. It helps the body to absorb calcium and phosphorus, which are important for bone health. Vitamin D3 also helps to regulate the immune system and cell growth. This vitamin is important for people of all ages, but it is especially important for young children and older adults..

There are many different ways to get vitamin D3. The best way to get this vitamin is by spending time in the sun. However, people who do not have access to sunlight can get vitamin D3 from food sources or by taking supplements..

3D structure

Cartesian coordinates

Geometry of 5,6-trans-Vitamin D3 in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

5,6-trans-Vitamin D3 QYSXJUFSXHHAJI-FVUVGDFOSA-N chemical compound 2D structure molecule svg
5,6-trans-Vitamin D3

 

Molecule descriptors

 
IUPAC name(1S,3E)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
InChI codeInChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13+/t21-,24+,25-,26+,27-/m1/s1
InChI KeyQYSXJUFSXHHAJI-FVUVGDFOSA-N
SMILESC=C1CC[C@H](O)C/C1=C\C=C1/CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@H](C)CCCC(C)C

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.

  • (1S,3E)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
  • (1S,3E)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol
  • (3S,5E,7E)-9,10-secocholesta-5,7,10-trien-3-ol
  • (3beta,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
  • (5E)-calciol
  • (5E)-vitamin D3
  • (5E)-vitamin D3 / (5E)-cholecalciferol / (5E)-calciol
  • (5E,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatrien-3-ol
  • (5e)-cholecalciferol
  • (E,E)-9,10-secocholesta-5,7,10(19)-trien-3beta-ol
  • 22350-41-0
  • 5,6-trans-Cholecalciferol
  • 5,6-trans-Vitamin D3
  • AS-82639
  • CS-0111447
  • E85758
  • HY-15398A
  • LMST03020220
  • NCGC00159331-07
  • NCGC00179565-01
  • NCGC00179565-02
  • Toxiferol
  • Vitamin D3 (Cholecalciferol)
  • Vitamin D3, dry stabilized (100,000 IU/g)
  • Vitamin D3, dry stabilized (400,000 IU/g)
  • cholecalciferol EP impurity A
  • trans-Vitamin D3

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4521924
  • AKOS026750034
  • DTXSID901316617
  • CHEMBL1236645
  • CHEBI:145213
  • SCHEMBL3127

Physico-Chemical properties

IUPAC name(1S,3E)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
Molecular formulaC27H44O
Molecular weight384.638
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity125.04
LogP7.6
Topological polar surface area20.2

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.