Basic information
- CAS
4257-92-5- Standard SMILES
O=C1N[C@@H](Cc2cnc[nH]2)C(=O)N2CCCC[C@@H]12- InChIKey
LCXWQHWWTPOAFI-UWVGGRQHSA-N- Molecular formula
- C12H16N4O2
- Average molar mass
- 248.28 g/mol
- Monoisotopic mass
- 248.12732577
Overview
biologically active cpd to which thyrotropin-releasing hormone (TRH) is metabolized; structure; RN given refers to cpd without isomeric designation
Names & identifiers
- Preferred name
- Histidyl-proline diketopiperazine
- IUPAC
- (3S,9aS)-3-(1H-imidazol-5-ylmethyl)-3,6,7,8,9,9a-hexahydro-2H-pyrido[1,2-a]pyrazine-1,4-dione
Names & synonyms
His-pro-dkpHistidyl-proline diketopiperazineHistidyl-proline-diketopiperazinePyrrolo(1,2-a)pyrazine-1,4-dione, hexahydro-3-(1H-imidazol-4-ylmethyl)-, (3S-trans)-RefChem:922996Cyclo(histidyl-prolyl)Histidylproline diketopiperazine(3S,9aS)-3-(1H-imidazol-5-ylmethyl)-3,6,7,8,9,9a-hexahydro-2H-pyrido[1,2-a]pyrazine-1,4-dioneSCHEMBL23928002Q27162262(3S,9aS)-3-(1H-imidazol-5-ylmethyl)-octahydro-1H-pyrido[1,2-a]piperazine-1,4-dione
Database identifiers
- CAS
4257-92-5、53109-32-3- PubChem CID
- 65137
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 78.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 360
Experimental & physicochemical properties
Physical DescriptionSolid
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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