<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:16 UTC</creation_date>
  <update_date>2019-11-26 03:04:03 UTC</update_date>
  <accession>FDB010731</accession>
  <name>N2-Succinoylarginine</name>
  <description>Constituent of the shoots of pear trees

Busulfan is an antineoplastic in the class of alkylating agents and is used to treat various forms of cancer. Alkylating agents are so named because of their ability to add alkyl groups to many electronegative groups under conditions present in cells. They stop tumor growth by cross-linking guanine bases in DNA double-helix strands - directly attacking DNA. This makes the strands unable to uncoil and separate. As this is necessary in DNA replication, the cells can no longer divide. In addition, these drugs add methyl or other alkyl groups onto molecules where they do not belong which in turn inhibits their correct utilization by base pairing and causes a miscoding of DNA. Alkylating agents are cell cycle-nonspecific. Alkylating agents work by three different mechanisms all of which achieve the same end result - disruption of DNA function and cell death. N2-Succinoylarginine is found in pomes.</description>
  <synonyms>
    <synonym>1, 4-Dimethanesulfonoxybutane</synonym>
    <synonym>1, 4-Dimethylsulfonoxybutane</synonym>
    <synonym>1,4-Bis(methanesulfonoxy)butane</synonym>
    <synonym>1,4-Bis(methanesulfonyloxy)butane</synonym>
    <synonym>1,4-Bis[methanesulfonoxy]butane</synonym>
    <synonym>1,4-Butanedi yl dimethanesulfonate</synonym>
    <synonym>1,4-Butanediol dimethanesulfonate</synonym>
    <synonym>1,4-Butanediol dimethanesulphonate</synonym>
    <synonym>1,4-Butanediol dimethylsulfonate</synonym>
    <synonym>1,4-Butanediol, dimethanesulfonate</synonym>
    <synonym>1,4-Butanediol, dimethanesulphonate</synonym>
    <synonym>1,4-Butanediyl dimethanesulfonate</synonym>
    <synonym>1,4-Di(methylsulfonoxy)butane</synonym>
    <synonym>1,4-Dimesyloxybutane</synonym>
    <synonym>1,4-Dimethane sulfonyl oxybutane</synonym>
    <synonym>1,4-Dimethanesulfonoxybutane</synonym>
    <synonym>1,4-Dimethanesulfonoxylbutane</synonym>
    <synonym>1,4-Dimethanesulfonyloxybutane</synonym>
    <synonym>1,4-Dimethanesulphonyloxybutane</synonym>
    <synonym>1,4-Dimethylsulfonoxybutane</synonym>
    <synonym>1,4-Dimethylsulfonyloxybutane</synonym>
    <synonym>4-((Methylsulfonyl)oxy)butyl methanesulfonate</synonym>
    <synonym>4-methylsulfonyloxybutyl methanesulfonate</synonym>
    <synonym>Alkylating agent: crosslinks guanine residues</synonym>
    <synonym>Busulfan</synonym>
    <synonym>BUSULFAN (1,4-BUTANEDIOL, DIMETHANESULFONATE)</synonym>
    <synonym>Busulfan (JP15/USP/INN)</synonym>
    <synonym>Busulfan [inn:jan]</synonym>
    <synonym>Busulfan glaxosmithkline brand</synonym>
    <synonym>Busulfan orphan brand</synonym>
    <synonym>Busulfan wellcome</synonym>
    <synonym>Busulfan wellcome brand</synonym>
    <synonym>Busulfano</synonym>
    <synonym>Busulfanum</synonym>
    <synonym>Busulfex</synonym>
    <synonym>Busulphan</synonym>
    <synonym>Busulphane</synonym>
    <synonym>butane-1,4-diyl dimethanesulfonate</synonym>
    <synonym>Butanedioldimethanesulfonate</synonym>
    <synonym>Buzulfan</synonym>
    <synonym>Citosulfan</synonym>
    <synonym>Glaxo wellcome brand of busulfan</synonym>
    <synonym>Glaxosmithkline brand of busulfan</synonym>
    <synonym>Glyzophrol</synonym>
    <synonym>Leucosulfan</synonym>
    <synonym>Mablin</synonym>
    <synonym>Methanesulfonic acid, tetram ethylene ester</synonym>
    <synonym>Methanesulfonic acid, tetramethylene ester</synonym>
    <synonym>Mielevcin</synonym>
    <synonym>Mielosan</synonym>
    <synonym>Mielucin</synonym>
    <synonym>Milecitan</synonym>
    <synonym>Mileran</synonym>
    <synonym>Misulban</synonym>
    <synonym>Mitostan</synonym>
    <synonym>Myeleukon</synonym>
    <synonym>Myeloleukon</synonym>
    <synonym>Myelosan</synonym>
    <synonym>Myelosanum</synonym>
    <synonym>Mylecytan</synonym>
    <synonym>Myleran</synonym>
    <synonym>Myleran (TN)</synonym>
    <synonym>Mylerlan</synonym>
    <synonym>n-Butane-1,3-di(methylsulfonate)</synonym>
    <synonym>N2-Succinoylarginine</synonym>
    <synonym>NSC-750sulphabutin</synonym>
    <synonym>Orphan brand of busulfan</synonym>
    <synonym>Sulfabutin</synonym>
    <synonym>Sulfabutin (van)</synonym>
    <synonym>Sulphabutin</synonym>
    <synonym>Tetramethylene bis(methanesulfonate)</synonym>
    <synonym>Tetramethylene bis[methanesulfonate]</synonym>
    <synonym>Tetramethylene dimethane sulfonate</synonym>
    <synonym>Tetramethylenester kyseliny methansulfonove</synonym>
    <synonym>Wellcome brand of busulfan</synonym>
    <synonym>Wellcome, busulfan</synonym>
  </synonyms>
  <chemical_formula>C10H18N4O5</chemical_formula>
  <average_molecular_weight>274.2737</average_molecular_weight>
  <monisotopic_moleculate_weight>274.127719706</monisotopic_moleculate_weight>
  <iupac_name>5-carbamimidamido-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanoic acid</iupac_name>
  <traditional_iupac>5-carbamimidamido-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanoic acid</traditional_iupac>
  <cas_registry_number>2478-02-6</cas_registry_number>
  <smiles>NC(=N)NCCCC(N=C(O)CCC(O)=O)C(O)=O</smiles>
  <inchi>InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)</inchi>
  <inchikey>UMOXFSXIFQOWTD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.</description>
    <direct_parent>N-acyl-alpha amino acids</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Carboxylic acids and derivatives</class>
    <sub_class>Amino acids, peptides, and analogues</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboximidamides</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Dicarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Fatty acids and conjugates</alternative_parent>
      <alternative_parent>Guanidines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-acyl amines</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
      <alternative_parent>Secondary carboxylic acid amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxamide group</substituent>
      <substituent>Carboximidamide</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Dicarboxylic acid or derivatives</substituent>
      <substituent>Fatty acid</substituent>
      <substituent>Fatty acyl</substituent>
      <substituent>Fatty amide</substituent>
      <substituent>Guanidine</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>N-acyl-alpha-amino acid</substituent>
      <substituent>N-acyl-amine</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Secondary carboxylic acid amide</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.58</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.97</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.97e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>3.32</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>12.16</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>5-carbamimidamido-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanoic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>274.2737</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>274.127719706</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>NC(=N)NCCCC(N=C(O)CCC(O)=O)C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C10H18N4O5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>UMOXFSXIFQOWTD-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>169.09</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>74.78</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>27.08</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>9</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>9</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>20377</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>42950</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>151300</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>97128</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>97129</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>97130</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>161784</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>161785</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>161786</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2679370</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2679371</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2679372</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3026091</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3026092</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3026093</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115018</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115019</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115020</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115021</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115022</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115023</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115024</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115025</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115026</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115027</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115028</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115029</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115030</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115031</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115032</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115033</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115034</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115035</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115036</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>115037</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB32764</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>28901</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce318e06e8&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Pomes</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
