<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:48 UTC</creation_date>
  <update_date>2025-11-18 22:27:18 UTC</update_date>
  <accession>FDB001018</accession>
  <name>Etidronic acid</name>
  <description>Food contaminant arising from its use as a boiler water additive for prepn. of steam used in food processing. Component of antimicrobial washes for poultry carcasses and fruit

Etidronic acid is a first generation (non-nitrogenous) bisphosphonate in the same family as clodronate and tiludronate. Etidronic acid affects calcium metabolism and inhibits bone resorption and soft tissue calcification. Of the etidronic acid that is resorbed (from oral preparation) or infused (for intravenous drugs), about 50% is excreted unchanged by the kidney. The remainder has a very high affinity for bone tissue, and is rapidly absorbed onto the bone surface. Etidronic acid has been shown to prevent or delay skeletal-related events and decrease bone pain as well as normalize calcium levels in the presence of hypercalcemia.</description>
  <synonyms>
    <synonym>(1-hydroxy-1-phosphonoethyl)phosphonic acid</synonym>
    <synonym>(1-hydroxyethane-1,1-diyl)bis(phosphonic acid)</synonym>
    <synonym>(1-Hydroxyethylene)dionate</synonym>
    <synonym>(1-Hydroxyethylene)dionic acid</synonym>
    <synonym>(1-Hydroxyethylene)diphosphonic acid</synonym>
    <synonym>(1-Hydroxyethylidene)bis(onate)</synonym>
    <synonym>(1-Hydroxyethylidene)bis(onic acid)</synonym>
    <synonym>(1-Hydroxyethylidene)bis(phosphonic acid)</synonym>
    <synonym>(1-Hydroxyethylidene)bisonate</synonym>
    <synonym>(1-Hydroxyethylidene)bisonic acid</synonym>
    <synonym>(1-Hydroxyethylidene)bisphosphonic acid</synonym>
    <synonym>(1-Hydroxyethylidene)bisphosphonic acid, 9CI</synonym>
    <synonym>(1-Hydroxyethylidene)dionate</synonym>
    <synonym>(1-Hydroxyethylidene)dionic acid</synonym>
    <synonym>(1-Hydroxyethylidene)diphoshonic acid</synonym>
    <synonym>(1-Hydroxyethylidene)diphosphonic acid</synonym>
    <synonym>(Hydroxyethylidene)dionate</synonym>
    <synonym>(Hydroxyethylidene)dionic acid</synonym>
    <synonym>(hydroxyethylidene)diphosphonic acid</synonym>
    <synonym>1-Hydroxy-1,1-dionoethane</synonym>
    <synonym>1-Hydroxy-1,1-diphosphonoethane</synonym>
    <synonym>1-Hydroxyethane-1, 1-bisphosphonic acid</synonym>
    <synonym>1-Hydroxyethane-1,1-bisonate</synonym>
    <synonym>1-Hydroxyethane-1,1-bisonic acid</synonym>
    <synonym>1-Hydroxyethane-1,1-bisphosphonic acid</synonym>
    <synonym>1-Hydroxyethane-1,1-dionate</synonym>
    <synonym>1-Hydroxyethane-1,1-dionic acid</synonym>
    <synonym>1-Hydroxyethane-1,1-diphosphonate</synonym>
    <synonym>1-Hydroxyethane-1,1-diphosphonic acid</synonym>
    <synonym>1-Hydroxyethane-1,1,-diphosphonic acid</synonym>
    <synonym>1-Hydroxyethanedionate</synonym>
    <synonym>1-Hydroxyethanedionic acid</synonym>
    <synonym>1-Hydroxyethanediphosphonic acid</synonym>
    <synonym>1-Hydroxyethylidene-1, 1-diphosphonic acid</synonym>
    <synonym>1-Hydroxyethylidene-1,1-biphosphonate</synonym>
    <synonym>1-Hydroxyethylidene-1,1-bisonate</synonym>
    <synonym>1-Hydroxyethylidene-1,1-bisonic acid</synonym>
    <synonym>1-Hydroxyethylidene-1,1-bisphosphonate</synonym>
    <synonym>1-Hydroxyethylidene-1,1-dionate</synonym>
    <synonym>1-Hydroxyethylidene-1,1-dionic acid</synonym>
    <synonym>1-Hydroxyethylidene-1,1-diphosphonic acid</synonym>
    <synonym>1-Hydroxyethylidenediphosphonic acid</synonym>
    <synonym>1,1,1-Ethanetriol dionate</synonym>
    <synonym>1,1,1-Ethanetriol dionic acid</synonym>
    <synonym>1,1,1-Ethanetriol diphosphonate</synonym>
    <synonym>Acetodionate</synonym>
    <synonym>Acetodionic acid</synonym>
    <synonym>Acetodiphosphonic acid</synonym>
    <synonym>Acide etidronique</synonym>
    <synonym>Acido etidronico</synonym>
    <synonym>Acidum etidronicum</synonym>
    <synonym>Dequest 2010</synonym>
    <synonym>Dequest 2015</synonym>
    <synonym>Dequest Z 010</synonym>
    <synonym>Diphosphonate (base)</synonym>
    <synonym>EHDP</synonym>
    <synonym>Ethane-1-hydroxy-1, 1-diphosphonate</synonym>
    <synonym>Ethane-1-hydroxy-1,1-bisonate</synonym>
    <synonym>Ethane-1-hydroxy-1,1-bisonic acid</synonym>
    <synonym>Ethane-1-hydroxy-1,1-bisphosphonate</synonym>
    <synonym>Ethane-1-hydroxy-1,1-dionate</synonym>
    <synonym>Ethane-1-hydroxy-1,1-dionic acid</synonym>
    <synonym>Ethane-1-hydroxy-1,1-diphosphonate</synonym>
    <synonym>Ethane-1-hydroxy-1,1-diphosphonic acid</synonym>
    <synonym>Etidronate</synonym>
    <synonym>Etidronate disodium</synonym>
    <synonym>Etidronic acid</synonym>
    <synonym>Etidronic acid (usan/inn)</synonym>
    <synonym>Etidronic acid [usan:inn:ban]</synonym>
    <synonym>Etidronic acid monohydrate</synonym>
    <synonym>Etidronic acid, BAN, INN, USAN</synonym>
    <synonym>Etidronic acid(usan)</synonym>
    <synonym>Etidronsaeure</synonym>
    <synonym>Ferrofos 510</synonym>
    <synonym>HEBP</synonym>
    <synonym>HEDP</synonym>
    <synonym>Hydroxyethane-1,1-diphosphonic acid</synonym>
    <synonym>Hydroxyethanedionate</synonym>
    <synonym>Hydroxyethanedionic acid</synonym>
    <synonym>Hydroxyethanediphosphonic acid</synonym>
    <synonym>Ksidifon</synonym>
    <synonym>Oxyethylidenedionate</synonym>
    <synonym>Oxyethylidenedionic acid</synonym>
    <synonym>Oxyethylidenediphosphonic acid</synonym>
    <synonym>Phosphonic acid, (1-hydroxyethylidene)bis-</synonym>
    <synonym>Phosphonic acid, (1-hydroxyethylidene)di-</synonym>
    <synonym>Phosphonic acid, 1-hydroxy-1,1-ethanediyl ester</synonym>
    <synonym>Phosphonic acid, P,P'-(1-hydroxyethylidene)bis-</synonym>
    <synonym>Turpinal SL</synonym>
    <synonym>Xidiphone</synonym>
  </synonyms>
  <chemical_formula>C2H8O7P2</chemical_formula>
  <average_molecular_weight>206.027</average_molecular_weight>
  <monisotopic_moleculate_weight>205.974526594</monisotopic_moleculate_weight>
  <iupac_name>(1-hydroxy-1-phosphonoethyl)phosphonic acid</iupac_name>
  <traditional_iupac>etidronic acid</traditional_iupac>
  <cas_registry_number>7414-83-7</cas_registry_number>
  <smiles>CC(O)(P(O)(O)=O)P(O)(O)=O</smiles>
  <inchi>InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)</inchi>
  <inchikey>DBVJJBKOTRCVKF-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as bisphosphonates. These are organic compounds containing two phosphonate groups linked together through a carbon atoms.</description>
    <direct_parent>Bisphosphonates</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Organic phosphonic acids and derivatives</class>
    <sub_class>Bisphosphonates</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organic phosphonic acids</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organophosphorus compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Bisphosphonate</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organophosphonic acid</substituent>
      <substituent>Organophosphorus compound</substituent>
      <substituent>Organopnictogen compound</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>1,1-bis(phosphonic acid)</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.77</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.25</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.15e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 105°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-2.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>0.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-5.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(1-hydroxy-1-phosphonoethyl)phosphonic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>206.027</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>205.974526594</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC(O)(P(O)(O)=O)P(O)(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C2H8O7P2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C2H8O7P2/c1-2(3,10(4,5)6)11(7,8)9/h3H,1H3,(H2,4,5,6)(H2,7,8,9)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>DBVJJBKOTRCVKF-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>135.29</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>34.51</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>13.97</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>3202</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>3203</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>3204</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12802</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12803</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12804</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12805</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12806</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12807</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12808</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12809</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12810</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12811</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12812</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12813</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12814</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12815</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12816</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12817</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12818</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12819</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12820</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>12821</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>12056</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>40608</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>168176</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>90225</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>90226</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>90227</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>153330</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>153331</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>153332</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437614</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437615</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437616</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437617</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>437618</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220330</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220331</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220332</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220333</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220334</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3220335</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB15210</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id>911</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
    <enzyme>
      <name>Receptor-type tyrosine-protein phosphatase S</name>
      <uniprot_id>Q13332</uniprot_id>
      <uniprot_name/>
      <gene_name>PTPRS</gene_name>
    </enzyme>
    <enzyme>
      <name>V-type proton ATPase catalytic subunit A</name>
      <uniprot_id>P38606</uniprot_id>
      <uniprot_name/>
      <gene_name>ATP6V1A</gene_name>
    </enzyme>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
