(-)-3-Dehydroshikimic acid (Standard)

cas: 2922-42-1 — see every product listed under this CAS number, including other names

(-)-3-Dehydroshikimic acid (Standard) (CAS 2922-42-1) is a chemical reagent available from Chemat. Available pack sizes: Get quote. Offered by: MedChemExpress.

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3-dehydroshikimic acid is a 4-oxo monocarboxylic acid that is shikimic acid in which the allylic hydroxy group has been oxidised to the corresponding keto group. It has a role as a plant metabolite. It is a secondary alpha-hydroxy ketone, a 4-oxo monocarboxylic acid, a 4-hydroxy monocarboxylic acid, a 5-hydroxy monocarboxylic acid and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to a shikimic acid. It is a conjugate acid of a 3-dehydroshikimate.

Source: ChEBI

Identity
Molecular formulaC7H8O5
Molecular weight172.13 g/mol
IUPAC name(4S,5R)-4,5-dihydroxy-3-oxocyclohexene-1-carboxylic acid
InChIKeySLWWJZMPHJJOPH-PHDIDXHHSA-N
SMILESC1[C@H]([C@@H](C(=O)C=C1C(=O)O)O)O

Computed by PubChem (NCBI)

Synonyms: 3-dehydroshikimate, (4S,5R)-4,5-dihydroxy-3-oxocyclohexene-1-carboxylic acid, (4S,5R)-4,5-bis(oxidanyl)-3-oxidanylidene-cyclohexene-1-carboxylic acid, (4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylate, (-)-3-dehydroshikimic acid, (-)-3-Dehydro Shikimic Acid, 3-dehydroshikimic acid, (4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylic acid, 1-Cyclohexene-1-carboxylic acid, 4,5-dihydroxy-3-oxo-, (4S,5R)-, Shikimic Acid Impurity 9
Isomers (same molecular formula)
3-hydroxy-2,6-bis(hydroxymethyl)pyran-4-one C7H8O5
3,4,5-trihydroxybenzaldehyde;hydrate C7H8O5
trans-(1R,2R)-4-oxocyclopentane-1,2-dicarboxylic acid C7H8O5
dimethyl (E)-4-oxopent-2-enedioate C7H8O5
4-methyl-5-oxohex-2-enedioic acid C7H8O5
2-oxo-5-propyl-1,3-dioxole-4-carboxylic acid C7H8O5
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl acetate C7H8O5
2-oxo-5-propan-2-yl-1,3-dioxole-4-carboxylic acid C7H8O5
4-oxocyclopentane-1,2-dicarboxylic acid C7H8O5
5-(hydroxymethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione C7H8O5
(4S,7S,7aR)-4,7-dihydroxy-4,5,7,7a-tetrahydrofuro[2,3-c]pyran-2-one C7H8O5
dimethyl (E)-4-oxopent-2-enedioate C7H8O5

Also listed as

(-)-3-Dehydroshikimic acid, 95% Combi-blocks CAS 2922-42-1
(-)-3-Dehydroshikimic acid Chemat Brand CAS 2922-42-1
(-)-3-Dehydro Shikimic Acid, >95% (HPLC) TRC CAS 2922-42-1
(-)-3-Dehydroshikimic acid, 98% AmBeed CAS 2922-42-1
(-)-3-Dehydro shikimic acid Biosynth CAS 2922-42-1
(-)-3-Dehydroshikimic acid, 99.82% MedChemExpress CAS 2922-42-1
3-Dehydroshikimic acid >= 95.0 % HPLC Sigma-Aldrich CAS 2922-42-1

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