(-)-3-DEHYDROSHIKIMIC ACID
Synonym(s):(4S,5R)-(−)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid;3-DHS;5-Dehydroshikimic acid
- CAS NO.：2922-42-1
- Empirical Formula: C7H8O5
- Molecular Weight: 172.14
- MDL number: MFCD00216518
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-05-28 03:57:39
What is (-)-3-DEHYDROSHIKIMIC ACID?
Chemical properties
Off-White Powder
The Uses of (-)-3-DEHYDROSHIKIMIC ACID
A metabolite of Shikimic Acid
The Uses of (-)-3-DEHYDROSHIKIMIC ACID
3-Dehydroshikimic acid is a biochemical intermediate from D-glucose in the synthesis of pro-catechuic acid. 3-Dehydroshikimic acid has been used in a study to describe the synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived β-ketoester. 3-Dehydroshikimic acid has also been used in studies to evaluate the shikimate biosynthetic pathway, in order to develop nontoxic antimicrobial agents, herbicides, and antiparasite drugs.
What are the applications of Application
(?)-3-Dehydro Shikimic Acid is a Shikimic Acid metabolite
Definition
ChEBI: A 4-oxo monocarboxylic acid that is shikimic acid in which the allylic hydroxy group has been oxidised to the corresponding keto group.
Biochem/physiol Actions
Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms.
Properties of (-)-3-DEHYDROSHIKIMIC ACID
| Melting point: | 150-152 °C |
| Boiling point: | 405.1±45.0 °C(Predicted) |
| Density | 1.713±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Methanol (Slightly), Water (Slightly) |
| form | Solid |
| pka | 3.03±0.60(Predicted) |
| color | Off-White to Beige |
| optical activity | [α]/D -59.0±3.0°, c = 1 in ethanol |
| Stability: | Temperature Sensitive |
Safety information for (-)-3-DEHYDROSHIKIMIC ACID
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (-)-3-DEHYDROSHIKIMIC ACID
New Products
2-Bromo-4-hydroxypyridine Dibenzoyl-L-tartaric acid Anhydrous (Resolution Reagent) Dibenzo[b,f][1,4]thiazepin-11(10H)-one 1,2,3,9-Tetrahydro-9-Methyl-4H-Carbazole-4-One Cis-Tosylate 1-(4-methoxyphenyl)-4-(4-Nitrophenyl)Piperazine (IT-1) 1-aminocyclobutanecarbonitrile hydrochloride AMINO-O-TOLYL-ACETIC ACID 1-Aminocyclobutanecarboxylic Acid Hydrochloride AMINO(2-BROMOPHENYL)ACETIC ACID 6-BROMOTETRAZOLO[1,5-A]PYRIDINE 3-Oxocyclobutanecarboxylic acid METHANOL-D1(OD) TERTIARY BUTANOL-D9 N-ETHYL-D5-AMINE HYDROCHLORIDE BENZOIC ACID-D CHLOROFORM-D TOLUENE-D3 2-(2-Bromophenyl)ethanol Boc-D-Glu(OMe)-OMe 2,5 Dibromopyridine Ethyl 4-hydroxy-3-oxobutanoate Dimethyl (2S)-2-((tert-butoxycarbonyl)amino)-4-(cyanomethyl)pentanedioate 1-(3-Chlorophenyl)piperazine hydrochlorideRelated products of tetrahydrofuran
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