Calcium bis{4-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]butanoate}
[CAS 17097-76-6]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Salt of carboxylic acid ester and its derivatives
• Name: Calcium bis{4-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]butanoate}
• Synonyms: Hopantenate Calcium
• Molecular Formula: C20H36CaN2O10
• Molecular Weight: 504.59
• CAS Registry Number: 17097-76-6
• SMILES: CC(C)(CO)[C@H](C(=O)NCCCC(=O)[O-])O.CC(C)(CO)[C@H](C(=O)NCCCC(=O)[O-])O.[Ca+2]

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Discovery and Applications

Calcium bis{4-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]butanoate} is a calcium coordination compound composed of a divalent calcium ion associated with two carboxylate-containing organic ligands derived from 4-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]butanoic acid. Structurally, it can be viewed as a calcium salt in which the organic anions provide negatively charged carboxylate groups capable of interacting with the metal center.

The molecule contains several chemically important structural features. Each ligand possesses a terminal carboxylate functionality, an amide linkage, and a substituted dihydroxy ketone-like side chain containing two hydroxyl groups and geminal dimethyl substitution. These functional groups create a highly oxygen-rich environment with multiple potential coordination sites.

The calcium ion, Ca²⁺, commonly forms coordination complexes with oxygen-containing ligands such as carboxylates, alcohols, and carbonyl compounds. In compounds of this type, calcium–oxygen interactions contribute significantly to structural organization and solid-state properties. Calcium frequently adopts coordination numbers ranging from six to eight depending on ligand arrangement and hydration state.

The carboxylate groups are expected to play a primary role in calcium binding. Carboxylates commonly coordinate metal ions through one oxygen atom (monodentate binding) or through both oxygen atoms (bidentate binding), and in some structures they may bridge between metal centers. The exact coordination geometry of this compound depends on experimentally determined crystallographic information.

The amide functionality contributes additional polarity and hydrogen-bonding capability. Although the amide nitrogen itself is generally not strongly involved in metal coordination because of resonance stabilization, the carbonyl oxygen can participate in intermolecular interactions. The hydroxyl groups present in the dihydroxy side chain may also contribute to hydrogen-bond networks and potentially participate in coordination under suitable conditions.

From a physicochemical perspective, the compound is expected to possess substantial polarity because of its multiple oxygen-containing functional groups and ionic calcium center. Hydrogen bonding and ionic interactions are likely to strongly influence crystal packing, solubility behavior, and intermolecular association.

The geminal dimethyl substitution on the side chain increases steric bulk around part of the molecule and can influence conformational preferences. Such substitution may affect molecular packing and accessibility of neighboring functional groups.

Without verified literature specific to this compound, additional claims regarding biological activity, pharmaceutical use, or specialized applications should not be made. Based on established structural information alone, it can be reliably described as an oxygen-rich calcium carboxylate complex containing amide and polyhydroxyl functionalities capable of participating in metal coordination and extensive intermolecular interactions.

References

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2019. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology.
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