Introduction:Basic information about CAS 3650-73-5|Homocarnosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Homocarnosine |
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| CAS Number | 3650-73-5 | Molecular Weight | 240.25900 |
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| Density | / | Boiling Point | 646.9ºC at 760mmHg |
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| Molecular Formula | C10H16N4O3 | Melting Point | / |
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| MSDS | / | Flash Point | 345.1ºC |
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Names
| Name | .γ.-Aminobutyryl-L-histidine |
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| Synonym | More Synonyms |
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Homocarnosine BiologicalActivity
| Description | Homocarnosine is a dipeptide of γ-aminobutyric acid (GABA) and histidine unique to brain. Homocarnosine is an inhibitory neuromodulator synthesized in the neuron from GABA and exhibiting anticonvulsant effects[1].Homocarnosine has antioxidant and anti-inflammatory actions, prevention of DNA damage, and inhibition of advanced glycation end-product formation[2]. |
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| Related Catalog | Research Areas >>Inflammation/ImmunologySignaling Pathways >>Membrane Transporter/Ion Channel >>GABA ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>GABA Receptor |
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| Target | Human Endogenous Metabolite |
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| In Vitro | Homocarnosine, a dipeptide of γ-aminobutyric acid (GABA) and histidine, is an inhibitory neuromodulator synthesized in subclasses of GABAergic neurons[1].Homocarnosine is a potent alternative imidazole peptide for skeletal muscle based on its structural similarity to Carnosine. Homocarnosine is composed of γ-aminobutyric acid (GABA) and histidine and has a similar structure to Carnosine, with the only difference being an extra carbon atom in GABA compared to that in β-alanine of carnosine. Homocarnosine possesses greater tolerance to degradation by serum carnosinase relative to Carnosine. Homocarnosine is known to be exclusively present in brain and cerebrospinal fluid and acts as a neuroprotective agent in a broad range of disease conditions. Homocarnosine exerts antioxidant activity and prevent DNA oxidative damage to a similar extent as Carnosine[2]. |
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| References | [1]. O A Petroff, et al. Vigabatrin increases human brain homocarnosine and improves seizure control. Ann Neurol. 1998 Dec;44(6):948-52. [2]. Thanutchaporn Kumrungsee, et al. Dietary GABA induces endogenous synthesis of a novel imidazole peptide homocarnosine in mouse skeletal muscles. Amino Acids. 2020 May;52(5):743-753. |
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Chemical & Physical Properties
| Boiling Point | 646.9ºC at 760mmHg |
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| Molecular Formula | C10H16N4O3 |
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| Molecular Weight | 240.25900 |
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| Flash Point | 345.1ºC |
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| Exact Mass | 240.12200 |
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| PSA | 121.10000 |
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| LogP | 0.35170 |
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| Index of Refraction | 1.579 |
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| InChIKey | CCLQKVKJOGVQLU-QMMMGPOBSA-N |
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| SMILES | NCCCC(=O)NC(Cc1cnc[nH]1)C(=O)O |
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Safety Information
| WGK Germany | 3 |
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| HS Code | 2933290090 |
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Customs
| HS Code | 2933290090 |
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| Summary | 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| L-homocarnosine |
| <4-Amino-butyryl>-L-histidin,Homocarnosin |
| L-HOMOCARNOSINE FREE BASE |