AMH

TRANS-4-AMINOMETHYLCYCLOHEXANE-1-CARBOXYLIC ACID

Created: 1999-07-08
Last modified:  2011-06-04

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Chemical Details

Formal Charge0
Atom Count26
Chiral Atom Count0
Bond Count26
Aromatic Bond Count0
2D diagram of AMH
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Chemical Component Summary

NameTRANS-4-AMINOMETHYLCYCLOHEXANE-1-CARBOXYLIC ACID
Systematic Name (OpenEye OEToolkits)4-(aminomethyl)cyclohexane-1-carboxylic acid
FormulaC8 H15 N O2
Molecular Weight157.21
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C1CCC(CN)CC1
SMILESCACTVS3.341NC[CH]1CC[CH](CC1)C(O)=O
SMILESOpenEye OEToolkits1.5.0C1CC(CCC1CN)C(=O)O
Canonical SMILESCACTVS3.341 NC[C@@H]1CC[C@H](CC1)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 C1CC(CCC1CN)C(=O)O
InChIInChI1.03 InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)/t6-,7-
InChIKeyInChI1.03 GYDJEQRTZSCIOI-LJGSYFOKSA-N

Drug Info: DrugBank

DrugBank IDDB00302 
NameTranexamic acid
Groups approved
DescriptionTranexamic acid is a synthetic derivative of [lysine] used as an antifibrinolytic in the treatment and prevention of major bleeding. It possesses a similar mechanism of action to [aminocaproic acid] but is approximately 10-fold more potent.[L31883] It was first patented in 1957[A230108] and received its initial US approval in 1986.[L31858]
Synonyms
  • Acide tranéxamique
  • trans-4-(Aminomethyl)cyclohexanecarboxylic acid
  • Tranexamic acid
  • Trans AMCHA
  • Acidum tranexamicum
Brand Names
  • Cyklokapron 500 mg
  • Cyklokapron 100 mg/ml
  • Cyklokapron
  • Tranexamic Acid Injection, USP
  • Tranexamic Acid
IndicationTaken orally, tranexamic acid is indicated for the treatment of hereditary angioedema,[L31883] cyclic heavy menstrual bleeding in premenopausal females,[L31858] and other instances of significant bleeding in the context of hyperfibrinolysis.[L31883] Given intravenously, tranexamic acid is indicated for short-term use (2-8 days) in patients with hemophilia to prevent or reduce bleeding following tooth extraction.[L31853]
Categories
  • Acids, Carbocyclic
  • Amino Acids
  • Amino Acids, Peptides, and Proteins
  • Antifibrinolytic Agents
  • Blood and Blood Forming Organs
ATC-CodeB02AA02
CAS number1197-18-8

Drug Targets

NameTarget SequencePharmacological ActionActions
PlasminogenMEHKEVVLLLLLFLKSGQGEPLDDYVNTQGASLFSVTKKQLGAGSIEECA...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
CCDC/CSD JIQGAU, JIQFIB, JIQGIC, KIBSOE, JIQFOH, ZUTZIA, COPWEK, JIQFAT, AMMCHC11, JIQFUN, AMMCHC10, JIQFEX, JIQHAV, JIQGUO, AMCHCA, JIQGEY, JIQGOI, ELOJUN