:Stizolobic acid
{{chembox
| ImageFile =Stizolobic acid.svg
| IUPACName = 4-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6-oxo-pyran-2-carboxylic acid
| SystematicName = 4-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-6-oxo-pyran-2-carboxylic acid
| OtherNames =
|Section1={{Chembox Identifiers
| Abbreviations =
| CASNo = 15911-87-2
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = QXP0P9096P
| PubChem = 161158
| KEGG = C06047
| SMILES = c1c(cc(=O)oc1C(=O)O)C[C@@H](C(=O)O)N
| InChI = InChI=1/C9H9NO6/c10-5(8(12)13)1-4-2-6(9(14)15)16-7(11)3-4/h2-3,5H,1,10H2,(H,12,13)(H,14,15)/t5-/m0/s1
| ChemSpiderID =141574}}
|Section2={{Chembox Properties
| Formula = | C=9 | H=9 | N=1 | O=6
| Appearance =
| Density = 1.604 g/cm3
| MeltingPtC = 304.65
| MeltingPt_notes =
| BoilingPtC = 528.25
| BoilingPt_notes = at 760 mmHg
| Solubility = 2.634e+005 mg/L
| SolubleOther =
| Solvent =
| LogP =
| VaporPressure = 1.44E-12 mmHg
| HenryConstant =
| AtmosphericOHRateConstant =
| pKa =
| pKb = }}
|Section7={{Chembox Hazards
| ExternalSDS =
| MainHazards =
| NFPA-H =
| NFPA-F =
| NFPA-R =
| NFPA-S =
| HPhrases =
| PPhrases =
| GHS_ref =
| FlashPtC = 273.2
| AutoignitionPtC =
| ExploLimits =
| LD50 =
| PEL = }}
|Section8={{Chembox Related
| OtherAnions = stizolobinic acid
| OtherCations =
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}}
Stizolobic acid is an amino acid found in the sap epicotyl tips of etiolated seedlings of Stizolobium hassjoo - Mucuna pruriens.{{cite journal | doi = 10.1038/1831116a0 | title = Stizolobic Acid: a New Amino-Acid in Stizolobium hassjoo | year = 1959 | last1 = Hattori | first1 = S. | last2 = Komamine | first2 = A. | journal = Nature | volume = 183 | issue = 4668 | pages = 1116| bibcode = 1959Natur.183.1116H | s2cid = 4219696 }}
Biosynthesis
Stizolobium hassjoo catalyzes the conversion of L-dihydroxyphenylalanine into stizolobinic acid, alpha-amino-6-carboxy-2-oxo-2H-pyran-3-propionic acid, and stizolobic acid, alpha-amino-6-carboxy-2-oxo-2H-pyran-4-propionic acid, in the presence of NADP+ or NAD+ under aerobic conditions.