3-Dehydroshikimic acid - Moligand™,≥98% , CAS No.2922-42-1

CAS: 2922-42-1 Cat. No.: D769204 Molecular Weight: 172.14 EC Number: 634-499-7 PubChem CID: 439774

GRADE & PURITY Moligand™, ≥98%

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

(-)-3-Dehydroshikimic acid (3-DHS; 5-Dehydroshikimic acid) is an intermediate in the biosynthesis of aromatic amino acids. (-)-3-Dehydroshikimic acid shows antioxidant activity.

Specifications

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(C(C(=O)C=C1C(=O)O)O)O
• IUPAC Name: (4S,5R)-4,5-dihydroxy-3-oxocyclohexene-1-carboxylic acid
• InChIKey: SLWWJZMPHJJOPH-PHDIDXHHSA-N
• INCHI: 1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1
• Isomeric SMILES: C1[C@H]([C@@H](C(=O)C=C1C(=O)O)O)O
• WGK Germany: 3
• PubChem CID: 439774
• Molecular Weight: 172.14

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Cyclic ketones
            • Level7 Cyclohexenones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Cyclic ketones
• Direct Parent: Cyclohexenones
• Alternative Parents: Secondary alcohols 1,2-diols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Cyclohexenone - Secondary alcohol - 1,2-diol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as cyclohexenones. These are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
• External Descriptors: alpha,beta-unsaturated monocarboxylic acid - 4-oxo monocarboxylic acid - 5-hydroxy monocarboxylic acid - 4-hydroxy monocarboxylic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: light & Moisture & air sensitive
• Molecular Weight: 172.130 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 172.037 Da
• Monoisotopic Mass: 172.037 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 255.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chengbin Wang, Jingxin Yin, Yali Ban, Jing Qiu, Xiaobing Yang, Chenxu Wang, Hancheng Yao, Yongjun Feng, Haijun Gao.  (2026)  Metabolic Engineering of Plasmid-Free Escherichia coli for the Highly Efficient Biosynthesis of cis,cis-Muconic Acid From Glucose.  Biotechnology Journal,  21  (2): (e70186).  [PMID:41645579] [10.1002/biot.70186]