Structure Database (LMSD)
Common Name
Galactaric acid
Systematic Name
2R,3S,4R,5S-tetrahydroxy-hexanedioic acid
Synonyms
3D model of Galactaric acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Galactaric acid is a monosaccharide that has been found in grape musts and wine and an oxidized form of galacturonic acid.1,2,3 Galactaric acid (5-10 µM) increases mRNA expression of Runx2 in C3H/10T1/2 mouse mesenchymal stem cells.4 It increases alkaline phosphatase (ALP) levels in, and mineralization of, C3H/10T1/2 cells when used in combination with gelatin as a coating on a 3D-poly (lactic acid) (PLA) scaffold at concentrations ranging from 10 to 20 µM.
This information has been provided by Cayman Chemical
References
2. Barth, D., and Wiebe, M.G. Enhancing fungal production of galactaric acid. Appl. Microbiol. Biotechnol. 101(10), 4033-4040 (2017).
3. Rautiainen, S., Lehtinen, P., Chen, J., et al. Selective oxidation of uronic acids into aldaric acids over gold catalyst. RSC Adv. 25, 19502-19507 (2015).
4. Žulj, M.M., Puhelek, I., Korenika, A.M.J., et al. Organic acid composition in croatian predicate wines. Agriculturae Conspectus Scientificus 80, 113-117 (2015).
String Representations
InChiKey (Click to copy)
DSLZVSRJTYRBFB-DUHBMQHGSA-N
InChi (Click to copy)
InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4-
SMILES (Click to copy)
C(=O)(O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
14
Rings
0
Aromatic Rings
0
Rotatable Bonds
5
Van der Waals Molecular Volume
177.40
Topological Polar Surface Area
155.52
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
8
logP
-2.26
Molar Refractivity
41.35
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Updated at
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