Hopantenic acid

Hopantenic acid
Names
	Preferred IUPAC name 4-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanamido]butanoic acid
Identifiers
CAS Number	18679-90-8 ; 17097-76-6 (Calcium salt) ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2110783;
ChemSpider	26309 ;
KEGG	D08042 ;
PubChem CID	28281;
UNII	H473MVB16U ; LK8EOC1M6K (Calcium salt) ;
CompTox Dashboard (EPA)	DTXSID6048331 ;
	InChI InChI=1S/C10H19NO5/c1-10(2,6-12)8(15)9(16)11-5-3-4-7(13)14/h8,12,15H,3-6H2,1-2H3,(H,11,16)(H,13,14)/t8-/m0/s1 Key: SBBDHANTMHIRGW-QMMMGPOBSA-N ;
	SMILES CC(C)(CO)[C@@H](O)C(=O)NCCCC(O)=O;
Properties
Chemical formula	C10H19NO5
Molar mass	233.264 g·mol−1
Related compounds
Related alkanoic acids	Theanine; Pantothenic acid; 4-(γ-Glutamylamino)butanoic acid;
Related compounds	Panthenol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hopantenic acid (homopantothenic acid), also known as N-pantoyl-GABA, is a central nervous system depressant. Formulated as the calcium salt, it is used as a pharmaceutical drug in the Russian Federation for a variety of neurological, psychological and psychiatric conditions and sold as Pantogam (Russian: Пантогам).^[1]

Chemistry

Hopantenic acid is a homologue of pantothenic acid. While pantothenic acid is the amide of D-pantoate and β-alanine, hopantenic acid is the amide of D-pantoate and γ-aminobutyric acid (GABA). This change leads to an additional CH₂ in the molecule.^[2]

References

^ "Hopantenic acid". DrugBank. Retrieved 2023-09-18.
^ Kopelevich VM, Evdokimova GS, Marieva TD, Shmuilovich LM (1971). "Synthesis of D-homopantothenic acid". Pharmaceutical Chemistry Journal. 5 (9): 534–536. doi:10.1007/BF00771659. S2CID 33296093.

External links

pantogab (hopantenic acid) - Curehunter.com

[1] "Hopantenic acid". DrugBank. Retrieved 2023-09-18.

[2] Kopelevich VM, Evdokimova GS, Marieva TD, Shmuilovich LM (1971). "Synthesis of D-homopantothenic acid". Pharmaceutical Chemistry Journal. 5 (9): 534–536. doi:10.1007/BF00771659. S2CID 33296093.

[1]

[2]

Hopantenic acid

Contents

Chemistry

See also

References

External links