CHEBI:2567 - alendronic acid

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ChEBI Name alendronic acid
ChEBI ID CHEBI:2567
Definition A 1,1-bis(phosphonic acid) that is methanebis(phosphonic acid) in which the two methylene hydrogens are replaced by hydroxy and 3-aminopropyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H13NO7P2
Net Charge 0
Average Mass 249.09600
Monoisotopic Mass 249.017
InChI InChI=1S/C4H13NO7P2/c5-3-1-2-4(6,13(7,8)9)14(10,11)12/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12)
InChIKey OGSPWJRAVKPPFI-UHFFFAOYSA-N
SMILES NCCCC(O)(P(O)(O)=O)P(O)(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of dimethylallyltranstransferase (EC 2.5.1.1).
Application(s): bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
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ChEBI Ontology
Outgoing alendronic acid (CHEBI:2567) has role bone density conservation agent (CHEBI:50646)
alendronic acid (CHEBI:2567) has role EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor (CHEBI:50643)
alendronic acid (CHEBI:2567) is a 1,1-bis(phosphonic acid) (CHEBI:77383)
alendronic acid (CHEBI:2567) is a primary amino compound (CHEBI:50994)
alendronic acid (CHEBI:2567) is conjugate acid of alendronate(1-) (CHEBI:50647)
Incoming alendronate(1-) (CHEBI:50647) is conjugate base of alendronic acid (CHEBI:2567)
IUPAC Name
(4-amino-1-hydroxybutane-1,1-diyl)bis(phosphonic acid)
INNs Sources
acide alendronique ChemIDplus
ácido alendrónico ChemIDplus
acidum alendronicum ChemIDplus
alendronic acid ChemIDplus
Synonyms Sources
(4-Amino-1-hydroxybutylidene)bisphosphonic acid KEGG COMPOUND
Alendronate KEGG COMPOUND
Alendronic acid KEGG COMPOUND
Manual Xrefs Databases
112 DrugCentral
AHD PDBeChem
ALENDRONATE MetaCyc
Alendronic_acid Wikipedia
BE903519 Patent
C07752 KEGG COMPOUND
D07119 KEGG DRUG
DB00630 DrugBank
HMDB0001915 HMDB
LSM-5831 LINCS
US4705651 Patent
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Registry Numbers Types Sources
2275403 Reaxys Registry Number Reaxys
2275403 Beilstein Registry Number Beilstein
66376-36-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017