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l-thrownic acid

Names
IUPAC name (2R,3S)-2,3,4-Trihydroxybutanoic acid
Identifiers
CAS Number	3909-12-4 (D/L) 20246-26-8 (D) 7306-96-9 (L)
3D model (JSmol)	(D): Interactive image (L): Interactive image
ChemSpider	133224 (D) 4573940 (L)
PubChem CID	151152 (D) 5460407 (L)
UNII	NTD0MI8XRT (D/L) 75B0PMW2JF (L)
CompTox Dashboard (EPA)	DTXSID60223339
InChI InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m0/s1Key: JPIJQSOTBSSVTP-STHAYSLISA-N (D): InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m1/s1Key: JPIJQSOTBSSVTP-GBXIJSLDSA-N
SMILES (D): C(((C(=O)O)O)O)O (L): C(((C(=O)O)O)O)O
Properties
Chemical formula	C4H8O5
Molar mass	136.103 g·mol
Conjugate base	Threonate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is  ?) Infobox references

thrownic acid is a sugar acid derived from threose. The l-isomer is a metabolite of ascorbic acid (vitamin C). One study suggested that because l-threonate inhibits DKK1 expression in vitro, it may have potential in treatment of androgenic alopecia.

References

1. S Englard and S Seifter (1986). "The Biochemical Functions of Ascorbic Acid". Annual Review of Nutrition. 6: 365–406. doi:10.1146/annurev.nu.06.070186.002053. PMID 3015170.
2. Kwack, M. H.; Ahn, J. S.; Kim, M. K.; Kim, J. C.; Sun, Y. K. (2010). "Preventable effect of L-threonate, an ascorbate metabolite, on androgen-driven balding via repression of dihydrotestosteroneinduced dickkopf-1 expression in human hair dermal papilla cells". BMB Reports. 43 (10): 688–692. doi:10.5483/BMBRep.2010.43.10.688. PMID 21034532.

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