1.0 2011-09-21 00:20:07 UTC 2018-05-29 01:52:53 UTC FDB022818 L,L-Cyclo(histidylprolyl) A cyclic dipeptide initially described in both the hypothalamus and cerebral tissues, has been detected in various sites outside the central nervous system, including the gastrointestinal tract and, more specifically, the endocrine pancreas. [HMDB] Metabolite of Pseudoalteromonas haloplanktis. Metabolite of thyrotropin releasing hormone [CCD] Cyclo(His-Pro) Cyclo(histidyl-prolyl) His-Pro-DKP Histidyl-proline diketopiperazine Histidyl-proline-diketopiperazine Histidylproline diketopiperazine L,L-Cyclo(histidyl-prolyl) C12H16N4O2 248.281 248.127325776 (3S,9aS)-3-(1H-imidazol-5-ylmethyl)-octahydro-1H-pyrido[1,2-a]piperazine-1,4-dione (3S,9aS)-3-(3H-imidazol-4-ylmethyl)-hexahydro-2H-pyrido[1,2-a]piperazine-1,4-dione 53109-32-3 [H][C@@]12CCCCN1C(=O)[C@H](CC1=CN=CN1)NC2=O InChI=1S/C12H16N4O2/c17-11-10-3-1-2-4-16(10)12(18)9(15-11)5-8-6-13-7-14-8/h6-7,9-10H,1-5H2,(H,13,14)(H,15,17)/t9-,10-/m0/s1 LCXWQHWWTPOAFI-UWVGGRQHSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Alpha amino acids and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic heteropolycyclic compounds Azacyclic compounds Carbonyl compounds Cyclic carboximidic acids Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Piperidines Propargyl-type 1,3-dipolar organic compounds Tertiary carboxylic acid amides Alpha-amino acid or derivatives Aromatic heteropolycyclic compound Azacycle Azole Carbonyl group Carboxamide group Cyclic carboximidic acid Heteroaromatic compound Hydrocarbon derivative Imidazole Lactam Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Propargyl-type 1,3-dipolar organic compound Tertiary carboxylic acid amide Solid logp -0.36 ALOGPS logs -1.44 ALOGPS solubility 9.12e+00 g/l ALOGPS melting_point Mp 162 - 165° logp -1.1 ChemAxon pka_strongest_acidic 10.95 ChemAxon pka_strongest_basic 6.74 ChemAxon iupac (3S,9aS)-3-(1H-imidazol-5-ylmethyl)-octahydro-1H-pyrido[1,2-a]piperazine-1,4-dione ChemAxon average_mass 248.281 ChemAxon mono_mass 248.127325776 ChemAxon smiles [H][C@@]12CCCCN1C(=O)[C@H](CC1=CN=CN1)NC2=O ChemAxon formula C12H16N4O2 ChemAxon inchi InChI=1S/C12H16N4O2/c17-11-10-3-1-2-4-16(10)12(18)9(15-11)5-8-6-13-7-14-8/h6-7,9-10H,1-5H2,(H,13,14)(H,15,17)/t9-,10-/m0/s1 ChemAxon inchikey LCXWQHWWTPOAFI-UWVGGRQHSA-N ChemAxon polar_surface_area 78.09 ChemAxon refractivity 64.45 ChemAxon polarizability 24.5 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15029 Specdb::CMs 150376 Specdb::NmrOneD 109118 Specdb::NmrOneD 109119 Specdb::NmrOneD 109120 Specdb::NmrOneD 109121 Specdb::NmrOneD 109122 Specdb::NmrOneD 109123 Specdb::NmrOneD 109124 Specdb::NmrOneD 109125 Specdb::NmrOneD 109126 Specdb::NmrOneD 109127 Specdb::NmrOneD 109128 Specdb::NmrOneD 109129 Specdb::NmrOneD 109130 Specdb::NmrOneD 109131 Specdb::NmrOneD 109132 Specdb::NmrOneD 109133 Specdb::NmrOneD 109134 Specdb::NmrOneD 109135 Specdb::NmrOneD 109136 Specdb::NmrOneD 109137 Specdb::MsMs 299308 Specdb::MsMs 299309 Specdb::MsMs 299310 Specdb::MsMs 341284 Specdb::MsMs 341285 Specdb::MsMs 341286 Specdb::MsMs 2831281 Specdb::MsMs 2831282 Specdb::MsMs 2831283 Specdb::MsMs 2847374 Specdb::MsMs 2847375 Specdb::MsMs 2847376 HMDB02053 #<Reference:0x000055ce3322c818> #<Reference:0x000055ce3322c660> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823