Compound: DL-Citrulline
SMILES: O=C(NCCCC(N)C(=O)O)N
InChIKey: RHGKLRLOHDJJDR-UHFFFAOYSA-N
Synonyms: DL-Citrulline, DL-2-Amino-5-ureidovaleric acid, 1OYO2NV4NM, DL-Ornithine, N5-(aminocarbonyl)-, EINECS 211-012-2, NSC-46711, NSC 46711, NORVALINE, 5-((AMINOCARBONYL)AMINO)-, Citrulline, (+-)-, RefChem:577488, 2-azaniumyl-5-(carbamoylamino)pentanoate, 627-77-0, 2-Amino-5-ureidopentanoic acid, Citrullin, 2-amino-5-(carbamoylamino)pentanoic acid, CITRULLINE, (DL), 2-amino-5-ureido-pentanoic acid, Ornithine, N5-carbamoyl-, DL-, .delta.-Ureidonorvaline, N~5~-carbamoylornithine, Citrulline, (+/-)-, MFCD00007955, DL-Ornithine, N(5)-(aminocarbonyl)-, NSC46711, C6H13N3O3, H-D-Orn(carbamoyl)-OH, L-citrullin, H-DL-Cit-OH, citrulina, H-Orn(carbamoyl)-OH;L-Citrulline, N(5)-(aminocarbonyl)-DL-ornithine, DL-Citrullin, Citrulline,(l), cit, citrulline (DL-form), Spectrum_000037, CITRULLINE, DL-, SpecPlus_000523, L(+)CITRULLINE, N(5)-carbamoylornithine, Spectrum2_001371, Spectrum3_001045, Spectrum4_001185, Spectrum5_001792, UNII-1OYO2NV4NM, N.delta.-Carbamylornithine, bmse000209, SCHEMBL20587, BSPBio_002570, KBioGR_001849, KBioSS_000397, N(.delta.)-Carbamylornithine, N(5)-carbamoyl-DL-ornithine, DivK1c_006619, SPBio_001322, N(5)-(aminocarbonyl)ornithine, N~5~-(aminocarbonyl)ornithine, orb1304832, orb3141135, SGCUT00061, KBio1_001563, KBio2_000397, KBio2_002965, KBio2_005533, KBio3_001790, DTXSID40861910, to_000034, BBL027668, CCG-38847, EBC-03299, MSK001350, NSC206276, s5124, STK802460, STL455121, AKOS005622468, L-(+)-2-Amino-5-ureidovaleric acid, L-CITRULLINE (1.12117), N~5~-[hydroxy(imino)methyl]ornithine, CS-W017450, HY-W016734, PB48354, SDCCGMLS-0066976.P001, 2aAminoa5a(carbamoylamino)pentanoic acid, NCGC00178596-01, .alpha.-Amino-.delta.-ureidovaleric acid, AS-60168, SY048344, DB-049088, DB-054282, NS00013538, D89239, EN300-1168657, L000975, SR-05000002410, SR-05000002410-1, BRD-A12237696-001-04-2, Q27102910
Theoretical properties:
molecular_formula: C6H13N3O3
molecular_weight: 175.19 g/mol
exact_mass: 175.09569129 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 12
topological_polar_surface_area: 118 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Citrulline is the parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N5-position. It has a role as a hapten and a Daphnia magna metabolite. It is a conjugate acid of a citrullinate.
chebi: The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the <em>N</em><small><sup>5</small></sup>-position.
wikipedia: In enzymology, a citrullinase (EC 3.5.1.20) is an enzyme that catalyzes the chemical reaction

L-citrulline + H2O 
  
    
      
        ⇌
      
    
    {\displaystyle \rightleftharpoons }
  
 L-ornithine + CO2 + NH3
Thus, the two substrates of this enzyme are L-citrulline and H2O, whereas its 3 products are L-ornithine, CO2, and NH3.
This enzyme belongs to the family of hydrolases, those acting on carbon-nitrogen bonds other than peptide bonds, specifically in linear amides.  The systematic name of this enzyme class is L-citrulline N5-carbamoyldihydrolase. Other names in common use include citrulline ureidase, citrulline hydrolase, and L-citrulline 5-N-carbamoyldihydrolase.