asparagusic acid
1,2-dithiolane-4-carboxylic acid
Identification
| Name | asparagusic acid |
| CAS Number | 2224-02-4 |
| FDA UNII | VAD3XV509R |
| Molecular Formula | C4 H6 O2 S2 |
| Molecular Weight | 150.22022000 |
| MDL Number | MFCD01729684 |
| Nikkaji Number | J13.270E |
| Beilstein | 0112178 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 232.00 to 234.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000051 mmHg @ 25.00 °C. (est) |
| Flash Point | 301.00 °F. TCC ( 149.70 °C. ) (est) |
| logP (o/w) | 1.480 (est) |
| Soluble in | water, 1.123e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 27 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for asparagusic acid usage levels up to | not for fragrance use. |
| Recommendation for asparagusic acid flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
dithiolane-4-carboxylic acid
1,2-
dithiolane-4-carboxylic acid
PubMed:
Asparagusic acid.
PubMed:
Asparagus, urinary odor, and 1,2-dithiolane-4-carboxylic acid.
PubMed:
Comparison of lipoic and asparagusic acid for surface-initiated disulfide-exchange polymerization.
PubMed:
Photoresponsive SAMs on gold fabricated from azobenzene-functionalised asparagusic acid derivatives.
PubMed:
Exploring the interest of 1,2-dithiolane ring system in peptide chemistry. Synthesis of a chemotactic tripeptide and x-ray crystal structure of a 4-amino-1,2-dithiolane-4-carboxylic acid derivative.
PubMed:
Dihydroasparagusic acid: antioxidant and tyrosinase inhibitory activities and improved synthesis.
PubMed:
Peptides containing 4-amino-1,2-dithiolane-4-carboxylic acid (Adt): conformation of Boc-Adt-Adt-NHMe and NH...S interactions.
PubMed:
Peptide backbone folding induced by the C(alpha)-tetrasubstituted cyclic alpha-amino acids 4-amino-1,2-dithiolane-4-carboxylic acid (Adt) and 1-aminocyclopentane-1-carboxylic acid (Ac5c). A joint computational and experimental study.
PubMed:
4-Amino-1,2-dithiolane-4-carboxylic acid (Adt) as cysteine conformationally restricted analogue. Synthetic protocol for Adt containing peptides.
PubMed:
Preparation and determination of asparagusic acid.
PubMed:
Peptide flatlandia: a new-concept peptide for positioning of electroactive probes in proximity to a metal surface.
PubMed:
Multistep organic synthesis of modular photosystems.
PubMed:
Identification of Sensory-Active Phytochemicals in Asparagus (Asparagus officinalis L.).
PubMed:
Investigation of amino acid containing [FeFe] hydrogenase models concerning pendant base effects.
PubMed:
Constituents of Asparagus officinalis evaluated for inhibitory activity against cyclooxygenase-2.
PubMed:
Asparagusate dehydrogenases and lipoyl dehydrogenase from asparagus mitochondria.
PubMed:
The chemical nature of the urinary odour produced by man after asparagus ingestion.