ginkgolide-B

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

What is the ginkgolide-B?

The molecule ginkgolide-B presents a molecular formula of C20H24O10 and its IUPAC name is (1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione.

Ginkgolide-B is a molecule that has been shown to be effective in the treatment of Alzheimer's disease. It is a derivative of the herb ginkgo biloba, and works by inhibiting the formation of beta-amyloid plaques in the brain. These plaques are believed to be one of the main causes of Alzheimer's disease..

Ginkgolide-B has been shown to be effective in slowing the progression of Alzheimer's disease, and in some cases, even reversing the symptoms of the disease. It is thought to work by preventing the formation of new beta-amyloid plaques, and by clearing existing plaques from the brain..

There is currently no cure for Alzheimer's disease, and treatments are focused on managing the symptoms and slowing the progression of the disease. Ginkgolide-B shows promise as a treatment for Alzheimer's disease, and further research is needed to confirm its efficacy..

3D structure

Cartesian coordinates

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

2D drawing

 

ginkgolide-B SQOJOAFXDQDRGF-MMQTXUMRSA-N chemical compound 2D structure molecule svg
ginkgolide-B

 

Molecule descriptors

 
IUPAC name(1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
InChI codeInChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17+,18+,19-,20-/m1/s1
InChI KeySQOJOAFXDQDRGF-MMQTXUMRSA-N
SMILESC[C@@H]1C(=O)O[C@H]2[C@H](O)[C@@]34[C@H]5C[C@@H](C(C)(C)C)[C@]36[C@@H](OC(=O)[C@@H]6O)O[C@@]4(C(=O)O5)[C@@]12O

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,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione.
  • 15291-77-7
  • 291G777
  • BDBM50251276
  • BN 52021
  • BN-52021
  • BN-52021;Ginkgolide-B
  • DB06744
  • G-170
  • Gingkolide B
  • Ginkgolide B
  • Ginkgolide B from Ginkgo biloba leaves
  • Ginkgolide B,(S)
  • Ginkolide B
  • HMS2864N19
  • MLS001216216
  • MLS006011991
  • Q-100180
  • Q27095719
  • SMR000544403
  • ginkgolide-B

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8552017
  • AKOS025311549
  • CHEMBL514432
  • SCHEMBL12714280

Physico-Chemical properties

IUPAC name(1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
Molecular formulaC20H24O10
Molecular weight424.399
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity93.29
LogP-1.4
Topological polar surface area148.8

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.