Fertaric acid

Fertaric acid
	; (2S,3S)-stereoisomer
Names
	IUPAC name 2-Hydroxy-3-{[(2E)-3-(4-hydroxy-3methoxyphenyl)prop-2-enoyl]oxy}butandioic acid
Identifiers
CAS Number	2S,3S,trans: 74282-22-7;
3D model (JSmol)	Interactive image; 2S,3S,trans: Interactive image;
ChEBI	2S,3S,trans: CHEBI:76120; 2S,3S,cis: CHEBI:76118; 2R,3R,trans: CHEBI:76116; 2R,3R,cis: CHEBI:76115;
ChemSpider	20058463 ;
PubChem CID	22298372; 2S,3S,trans: 641605;
CompTox Dashboard (EPA)	DTXSID001029675 ;
	InChI InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+ Key: XIWXUSFCUBAMFH-HWKANZROSA-N; 2S,3S,trans: InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+/t11-,12-/m0/s1 Key: XIWXUSFCUBAMFH-SCBUBVSKSA-N;
	SMILES Oc1ccc(cc1OC)/C=C/C(=O)OC(C(=O)O)C(O)C(=O)O; 2S,3S,trans: COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]([C@@H](C(=O)O)O)C(=O)O)O;
Properties
Chemical formula	C14H14O9
Molar mass	326.257 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Fertaric acid is a hydroxycinnamic acid found in wine and grapes.^[1] It is an ester formed from ferulic acid bound to tartaric acid.

It is a metabolite of caftaric acid after caftaric acid has been fed to rats. Fertaric acid is then found in plasma, kidney, and urine.^[2]

References

^ Branka Mozetič; Irma Tomažič; Andreja Škvarč; Polonca Trebše (2006). "Determination of Polyphenols in White grape Berries cv. Rebula" (PDF). Acta Chim. Slov. 53: 58–64. Archived from the original (PDF) on 2011-08-07.
^ Vanzo, A; Cecotti, R; Vrhovsek, U; Torres, AM; Mattivi, F; Passamonti, S (2007). "The fate of trans-caftaric acid administered into the rat stomach". Journal of Agricultural and Food Chemistry. 55 (4): 1604–11. doi:10.1021/jf0626819. PMID 17300159.

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Names
(2S,3S)-stereoisomer
IUPAC name 2-Hydroxy-3-{[(2E)-3-(4-hydroxy-3methoxyphenyl)prop-2-enoyl]oxy}butandioic acid
Identifiers
CAS Number	2S,3S,trans: 74282-22-7
3D model (JSmol)	Interactive image 2S,3S,trans: Interactive image
ChEBI	2S,3S,trans: CHEBI:76120 2S,3S,cis: CHEBI:76118 2R,3R,trans: CHEBI:76116 2R,3R,cis: CHEBI:76115
ChemSpider	20058463^N
PubChem CID	22298372 2S,3S,trans: 641605
CompTox Dashboard (EPA)	DTXSID001029675
InChI InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+ Key: XIWXUSFCUBAMFH-HWKANZROSA-N 2S,3S,trans: InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+/t11-,12-/m0/s1 Key: XIWXUSFCUBAMFH-SCBUBVSKSA-N
SMILES Oc1ccc(cc1OC)/C=C/C(=O)OC(C(=O)O)C(O)C(=O)O 2S,3S,trans: COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]([C@@H](C(=O)O)O)C(=O)O)O
Properties
Chemical formula	C₁₄H₁₄O₉
Molar mass	326.257 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references