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CHEBI:16586 - 6-aminohexanoic acid

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ChEBI Name 6-aminohexanoic acid
ChEBI ID CHEBI:16586
Definition An ε-amino acid comprising hexanoic acid carrying an amino substituent at position C-6. Used to control postoperative bleeding, and to treat overdose effects of the thrombolytic agents streptokinase and tissue plasminogen activator.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40458, CHEBI:227755, CHEBI:2171
Supplier Information
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Formula C6H13NO2
Net Charge 0
Average Mass 131.17290
Monoisotopic Mass 131.095
InChI InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
InChIKey SLXKOJJOQWFEFD-UHFFFAOYSA-N
SMILES NCCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antifibrinolytic drug
A drug that prevent fibrinolysis or lysis of a blood clot or thrombus.
hematologic agent
Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6-aminohexanoic acid (CHEBI:16586) has functional parent hexanoic acid (CHEBI:30776)
6-aminohexanoic acid (CHEBI:16586) has role antifibrinolytic drug (CHEBI:48675)
6-aminohexanoic acid (CHEBI:16586) has role hematologic agent (CHEBI:50248)
6-aminohexanoic acid (CHEBI:16586) has role metabolite (CHEBI:25212)
6-aminohexanoic acid (CHEBI:16586) is a ε-amino acid (CHEBI:35958)
6-aminohexanoic acid (CHEBI:16586) is a ω-amino fatty acid (CHEBI:59758)
6-aminohexanoic acid (CHEBI:16586) is conjugate acid of 6-aminohexanoate (CHEBI:32396)
6-aminohexanoic acid (CHEBI:16586) is tautomer of 6-aminohexanoic acid zwitterion (CHEBI:57826)
Incoming 6-(4-hydroxy-3-nitrobenzamido)hexanoic acid (CHEBI:53077) has functional parent 6-aminohexanoic acid (CHEBI:16586)
6-(4-hydroxy-5-iodo-3-nitrobenzamido)hexanoic acid (CHEBI:53087) has functional parent 6-aminohexanoic acid (CHEBI:16586)
6-[(3-bromo-4-hydroxy-5-nitrophenyl)acetamido]caproic acid (CHEBI:63483) has functional parent 6-aminohexanoic acid (CHEBI:16586)
6-[(4-hydroxy-3-nitrophenyl)acetamido]caproic acid (CHEBI:44604) has functional parent 6-aminohexanoic acid (CHEBI:16586)
6-{[5-(p-nitrophenoxy)-5-oxopentanoyl]amino}hexanoic acid (CHEBI:63747) has functional parent 6-aminohexanoic acid (CHEBI:16586)
N-(2,4-dinitrophenyl)aminohexanoic acid (CHEBI:53698) has functional parent 6-aminohexanoic acid (CHEBI:16586)
N-purin-6-oyl-ε-aminocaproic acid (CHEBI:63086) has functional parent 6-aminohexanoic acid (CHEBI:16586)
6-aminohexanoate (CHEBI:32396) is conjugate base of 6-aminohexanoic acid (CHEBI:16586)
6-aminohexanoic acid zwitterion (CHEBI:57826) is tautomer of 6-aminohexanoic acid (CHEBI:16586)
IUPAC Name
6-aminohexanoic acid
INNs Sources
acide aminocaproque ChemIDplus
ácido aminocapróico ChemIDplus
acidum aminocaproicum ChemIDplus
aminocaproic acid ChemIDplus
Synonyms Sources
6-Aminocaproic acid KEGG COMPOUND
6-Aminohexanoic acid KEGG COMPOUND
6-AMINOHEXANOIC ACID PDBeChem
Ahx ChEBI
AMINOCAPROIC ChEMBL
aminohexanoic acid ChEBI
EACA NIST Chemistry WebBook
Epsilcapramine KEGG COMPOUND
ε-Ahx ChEBI
ε-amino-n-hexanoic acid ChemIDplus
ε-aminocaproic acid NIST Chemistry WebBook
ε-aminohexanoic acid NIST Chemistry WebBook
ε-leucine ChemIDplus
ε-norleucine ChemIDplus
ω-aminocaproic acid ChemIDplus
ω-aminohexanoic acid ChemIDplus
Z ChEBI
Brand Names Sources
Amicar ChemIDplus
Amikar ChemIDplus
Capralense ChemIDplus
Capramol ChemIDplus
Caproamin ChEBI
Caprocid ChemIDplus
Caprolisin ChemIDplus
Epsamon ChemIDplus
Epsicaprom DrugBank
Epsicapron ChemIDplus
Epsikapron ChemIDplus
Epsilcapramin ChemIDplus
Epsilon S ChemIDplus
Respramin ChemIDplus
Database Links Databases
ACA PDBeChem
Aminocaproic_acid Wikipedia
C02378 KEGG COMPOUND
CPD-884 MetaCyc
D00160 KEGG DRUG
DB00513 DrugBank
HMDB01901 HMDB
LMFA01100035 LIPID MAPS
LSM-5733 LINCS
View more database links
Registry Numbers Types Sources
101724 Gmelin Registry Number Gmelin
1319-82-0 CAS Registry Number ChemIDplus
60-32-2 CAS Registry Number KEGG COMPOUND
60-32-2 CAS Registry Number NIST Chemistry WebBook
60-32-2 CAS Registry Number ChemIDplus
906872 Reaxys Registry Number Reaxys
906872 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10930630 PubMed citation Europe PMC
12141409 PubMed citation Europe PMC
14050038 PubMed citation Europe PMC
19086806 PubMed citation Europe PMC
21904257 PubMed citation Europe PMC
22339947 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
22847395 PubMed citation Europe PMC
22995453 PubMed citation Europe PMC
23187124 PubMed citation Europe PMC
23213034 PubMed citation Europe PMC
23353035 PubMed citation Europe PMC
23434921 PubMed citation Europe PMC
23921838 PubMed citation Europe PMC
Last Modified
25 February 2016