1.02011-09-21 00:10:18 UTC2015-10-09 22:28:48 UTCFDB022217HomocarnosineHomocarnosine is a normal human metabolite, the brain-specific dipeptide of gamma-aminobutyric acid (GABA) and histidine. (PMID 1266573)
Increased concentration of CSF homocarnosine has been found in familial spastic paraplegia. (PMID 842287)
Homocarnosinosis (an inherited disorder, OMIM 236130) is characterized by an elevated level of the dipeptide homocarnosine (Hca) in the Cerebrospinal fluid (CSF) and the brain and by carnosinuria and serum carnosinase deficiency, and can co-exist with paraplegia, retinitis pigmentosa, and a progressive mental deficiency. (PMID 3736769)
In glial tumors of human brain the content of homocarnosine has been found to be lower than in brain tissue (PMID 1032224), while an increase in content of homocarnosine was observed in brain tissue of animals under experimental trauma of cranium. (PMID 1025883) [HMDB]g-Aminobutyryl histidineg-Aminobutyryl-L-histidineg-Aminobutyrylhistidinegamma-Aminobutyryl histidinegamma-Aminobutyryl-L-histidinegamma-AminobutyrylhistidineHomocarnosineL-HomocarnosineN-(4-amino-1-Oxobutyryl)histidineN-(4-aminobutyryl)-HistidineN-(4-aminobutyryl)-L-Histidineγ-aminobutyryl histidineC10H16N4O3240.259240.122240398(2S)-2-(4-aminobutanamido)-3-(1H-imidazol-4-yl)propanoic acid(2S)-2-(4-aminobutanamido)-3-(1H-imidazol-4-yl)propanoic acid3650-73-5NCCCC(=O)N[C@@H](CC1=CNC=N1)C(O)=OInChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)/t8-/m0/s1CCLQKVKJOGVQLU-QMMMGPOBSA-N belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.Hybrid peptidesOrganic compoundsOrganic acids and derivativesPeptidomimeticsHybrid peptidesAromatic heteromonocyclic compoundsAmino acidsAzacyclic compoundsCarbonyl compoundsCarboxylic acidsGamma amino acids and derivativesHeteroaromatic compoundsHistidine and derivativesHydrocarbon derivativesImidazolyl carboxylic acids and derivativesMonoalkylaminesMonocarboxylic acids and derivativesN-acyl aminesN-acyl-L-alpha-amino acidsOrganic oxidesOrganopnictogen compoundsSecondary carboxylic acid amidesAlpha-amino acid or derivativesAmineAmino acidAmino acid or derivativesAromatic heteromonocyclic compoundAzacycleAzoleCarbonyl groupCarboxamide groupCarboxylic acidCarboxylic acid derivativeFatty acylFatty amideGamma amino acid or derivativesHeteroaromatic compoundHistidine or derivativesHybrid peptideHydrocarbon derivativeImidazoleImidazolyl carboxylic acid derivativeMonocarboxylic acid or derivativesN-acyl-alpha amino acid or derivativesN-acyl-alpha-amino acidN-acyl-amineN-acyl-l-alpha-amino acidOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPrimary aliphatic aminePrimary amineSecondary carboxylic acid amideL-histidine derivativeN-acyl-L-alpha-amino acidhomocarnosineSolidlogp-2.85logs-1.51solubility7.37e+00 g/llogp-3.9pka_strongest_acidic3.45pka_strongest_basic9.99iupac(2S)-2-(4-aminobutanamido)-3-(1H-imidazol-4-yl)propanoic acidaverage_mass240.259mono_mass240.122240398smilesNCCCC(=O)N[C@@H](CC1=CNC=N1)C(O)=OformulaC10H16N4O3inchiInChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)/t8-/m0/s1inchikeyCCLQKVKJOGVQLU-QMMMGPOBSA-Npolar_surface_area121.1refractivity59.75polarizability24.49rotatable_bond_count7acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::NmrTwoD1461Specdb::CMs635Specdb::CMs636Specdb::CMs637Specdb::CMs17203Specdb::CMs30205Specdb::CMs30311Specdb::CMs30884Specdb::CMs37737Specdb::CMs155367Specdb::CMs1074597Specdb::CMs1074599Specdb::CMs1074601Specdb::CMs1074603Specdb::CMs1074604Specdb::CMs1074606Specdb::CMs1074608Specdb::NmrOneD1515Specdb::NmrOneD145190Specdb::NmrOneD145191Specdb::NmrOneD145192Specdb::NmrOneD145193Specdb::NmrOneD145194Specdb::NmrOneD145195Specdb::NmrOneD145196Specdb::NmrOneD145197Specdb::NmrOneD145198Specdb::NmrOneD145199Specdb::NmrOneD145200Specdb::NmrOneD145201Specdb::NmrOneD145202Specdb::NmrOneD145203Specdb::NmrOneD145204Specdb::NmrOneD145205Specdb::NmrOneD145206Specdb::NmrOneD145207Specdb::NmrOneD145208Specdb::NmrOneD145209Specdb::MsMs1059Specdb::MsMs1060Specdb::MsMs1061Specdb::MsMs4599Specdb::MsMs4600Specdb::MsMs4601Specdb::MsMs4602Specdb::MsMs4603Specdb::MsMs4604Specdb::MsMs4605Specdb::MsMs4606Specdb::MsMs4607Specdb::MsMs4608Specdb::MsMs4609Specdb::MsMs4610Specdb::MsMs4611Specdb::MsMs4615Specdb::MsMs304051Specdb::MsMs304052Specdb::MsMs304053Specdb::MsMs347158Specdb::MsMs347159Specdb::MsMs347160Specdb::MsMs437786Specdb::MsMs437787HMDB00745#<Reference:0x000055567601de08>#<Reference:0x000055567601db88>#<Reference:0x000055567601d930>#<Reference:0x000055567601d688>#<Reference:0x000055567601d390>#<Reference:0x000055567601d098>#<Reference:0x000055567601cd78>#<Reference:0x000055567601cb20>#<Reference:0x000055567601c8a0>#<Reference:0x000055567601c5a8>#<Reference:0x000055567601c3a0>#<Reference:0x000055567601c198>#<Reference:0x000055567601bdd8>#<Reference:0x000055567601b978>#<Reference:0x000055567601b680>#<Reference:0x000055567601b2c0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823