Histidylproline diketopiperazine
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Histidylproline diketopiperazine
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CAS No:
53109-32-3
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Formula:
C11H14N4O2
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Chemical Name:
Histidylproline diketopiperazine
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Synonyms:
Pyrrolo[1,2-a]pyrazine-1,4-dione,hexahydro-3-(1H-imidazol-4-ylmethyl)-,(3S,8aS)-;Pyrrolo[1,2-a]pyrazine-1,4-dione,hexahydro-3-(1H-imidazol-4-ylmethyl)-,(3S-trans)-;(3S,8aS)-Hexahydro-3-(1H-imidazol-4-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione;Histidylproline diketopiperazine;Cyclo(histidyl-proline);Histidylproline dioxopiperazine;Cyclo(L-histidyl-L-proline);Cyclo(prolylhistidine);96887-26-2;102937-72-4
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CAS No:
Description
Cyclo(L-His-L-Pro) is a homodetic cyclic peptide resulting from the formal condensation of both the amino and acid groups of L-histidine with the acid and amino groups of L-proline. It is a metabolite of thyrotropin-releasing hormone (TRH). It has a role as a human blood serum metabolite, a dopamine uptake inhibitor and an anti-inflammatory agent. It is a homodetic cyclic peptide, a dipeptide, a pyrrolopyrazine and a member of imidazoles. It derives from a L-histidine and a L-proline.
Characteristics
78.09000
-0.29170
1.41±0.1 g/cm3
162-164 °C
659.3±48.0 °C(Predicted)
347.1ºC
2-8ºC
12.73±0.40
Drug Information
Drugs that inhibit the transport of neurotransmitters into axon terminals or into storage vesicles within terminals. For many transmitters, uptake determines the time course of transmitter action so inhibiting uptake prolongs the activity of the transmitter. Blocking uptake may also deplete available transmitter stores. Many clinically important drugs are uptake inhibitors although the indirect reactions of the brain rather than the acute block of uptake itself is often responsible for the therapeutic effects. (See all compounds classified as Neurotransmitter Uptake Inhibitors.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)
cyclo(His-Pro)
Computed Properties
Molecular Weight:234.25
XLogP3:-0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:234.11167570
Monoisotopic Mass:234.11167570
Topological Polar Surface Area:78.1
Heavy Atom Count:17
Complexity:346
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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