Aminocaproic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Aminocaproic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Aminocaproic acid?

The molecule Aminocaproic acid presents a molecular formula of C6H13NO2 and its IUPAC name is 6-aminohexanoic acid.

Aminocaproic acid is a molecule that belongs to the class of compounds known as amino acids. It is a white, crystalline solid that is soluble in water and has a slightly bitter taste. Aminocaproic acid is also known by its chemical name, 6-aminocaproic acid, or by its trade name, Amicar..

Aminocaproic acid is used in the treatment of bleeding disorders, such as hemophilia and von Willebrand disease. It works by inhibiting the enzyme plasmin, which is responsible for breaking down fibrin, a protein that helps blood clot. By inhibiting the action of plasmin, aminocaproic acid helps to prevent the breakdown of blood clots and reduce bleeding..

Aminocaproic acid is typically administered intravenously or orally in the form of tablets or a solution. It is usually used in combination with other medications, such as anti-fibrinolytic agents, to help control bleeding..

In addition to its use in the treatment of bleeding disorders, aminocaproic acid has also been studied for its potential use in the treatment of other conditions, including kidney disease and cancer. However, more research is needed to determine the effectiveness of aminocaproic acid in these areas..

Aminocaproic acid is generally well-tolerated, with the most common side effects being mild gastrointestinal symptoms, such as nausea, vomiting, and diarrhea. Rarely, aminocaproic acid may cause allergic reactions or abnormal liver function..

Summary

From all the above, this molecule is a useful medication for the treatment of bleeding disorders. It is important to follow the instructions of a healthcare provider when taking aminocaproic acid, as it can have serious consequences if used improperly..

3D structure

Cartesian coordinates

Geometry of Aminocaproic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Aminocaproic acid SLXKOJJOQWFEFD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Aminocaproic acid

 

Molecule descriptors

 
IUPAC name6-aminohexanoic acid
InChI codeInChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
InChI KeySLXKOJJOQWFEFD-UHFFFAOYSA-N
SMILESC(CCC(=O)[O-])CC[NH3+]

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (6-)
  • (6-)epsilon-Aminocaproic acid
  • .epsilon. S
  • .epsilon.-Amino-n-caproic acid
  • .epsilon.-Amino-n-hexanoic acid
  • .epsilon.-Aminocaproic acid
  • .epsilon.-Aminohexanoic acid
  • .epsilon.-Leucine
  • .epsilon.-Norleucine
  • .omega.-Aminocaproic acid
  • .omega.-Aminohexanoic acid
  • 008e238
  • 1319-82-0
  • 177 J.D
  • 177 J.D.
  • 177 JD
  • 177-JD
  • 1cea
  • 3-Propyl-2'-(N-methyl-N-ethynylamino)pyridine
  • 319A820
  • 3kiv
  • 6-ACA
  • 6-Amino-n-hexanoate
  • 6-Amino-n-hexanoic acid
  • 6-Aminocaproate
  • 6-Aminocaproic acid
  • 6-Aminocaproic acid; EACA
  • 6-amino caproic acid
  • 6-amino-Hexanoate
  • 6-amino-hexanoic acid
  • 6-amino-n-caproic acid
  • 6-aminohexanoate
  • 6-aminohexanoic acid
  • 60-32-2
  • 6Aminocaproic acid
  • A 7824
  • A-5295
  • A-?Aminocaproic acid
  • A-Aminocaproic acid
  • A0312
  • A15677
  • A929179
  • AB00051911
  • AB00051911-08
  • AB00051911_09
  • AB00051911_10
  • AC-035
  • ACS
  • AI3-14512
  • AM82438
  • AMINOCAPROIC ACID (aminocaproic acid).
  • Acepramin
  • Acepramine
  • Acepramine; 6-Amino-n-hexanoic Acid; 6-Aminocaproic Acid; 6-Aminohexanoic Acid
  • Acide aminocaproique
  • Acido aminocaproico
  • Acidum aminocaproicum
  • Acikaprin
  • Afibrin
  • Amikar
  • Amino Caproic Acid
  • Aminocaproic
  • Aminocaproic Acid In Plastic Container
  • Aminocaproic acid
  • Aminocaproic acid (Amicar)
  • Aminocaproic acid (USP/INN)
  • Aminohexanoic acid
  • Aminokapron
  • Atsemin
  • BCP24729
  • BCP27495
  • BDBM50357211
  • BIDD:GT0162
  • BP-20395
  • BPBio1_001056
  • BRN 0906872
  • BSPBio_000960
  • C02378
  • C3BDD377-8F43-4BEC-900A-D5850050BA82
  • CBDivE_004370
  • CCG-38935
  • CCRIS 7706
  • CL 10304
  • CL-10304
  • CY 116
  • CY-116
  • CY116
  • Caplamin
  • Capracid
  • Capralense
  • Capramol
  • Capranol
  • Caproamin
  • Caprocid
  • Caprolisin
  • D00160
  • DB00513
  • DSSTox_CID_70
  • DSSTox_GSID_20070
  • DSSTox_RID_75347
  • DivK1c_000551
  • EACA
  • EACA;Epsilon-Amino-n-caproic Acid;6-Aminohexanoic acid
  • EACS
  • EPSILON-AMINOCAPROIC ACID
  • EU-0100082
  • Eaca kabi
  • Epsamon
  • Epsicaprom
  • Epsicapron
  • Epsikapron
  • Epsilcapramin
  • Epsilon
  • Epsilon S
  • Epsilon-Aminocapronsaeure
  • Epsilon-aminocapronzuur
  • Epsillon-Aminocaproate
  • Epsillon-Aminocaproic acid
  • Epsillon-Aminocaproic acid' Epsilcapramin
  • F2191-0201
  • FT-0620933
  • GTPL6574
  • H-6-Ahx-OH
  • H-Acp(6)-OH
  • H-Acp-OH
  • H-EAhx-OH
  • H-epsilon-Acp-OH
  • HEXANOIC ACID,6-AMINO
  • HMS1570P22
  • HMS1920C07
  • HMS2091I07
  • HMS2097P22
  • HMS2231F21
  • HMS3260A06
  • HMS3373F09
  • HMS3655M17
  • HMS3714P22
  • HMS501L13
  • HSDB 3005
  • HY-B0236
  • Hemocaprol
  • Hemopar
  • Hepin
  • Hexanoic acid, 6-amino-
  • IDI1_000551
  • Ipsilon
  • JD 177
  • KBio1_000551
  • KBio2_000398
  • KBio2_002966
  • KBio2_005534
  • KBioGR_000586
  • KBioSS_000398
  • KS-5276
  • Kyselina omega-aminokapronova
  • LMFA01100035
  • LP00082
  • Lopac-A-7824
  • Lopac0_000082
  • MFCD00008238
  • MLS001335991
  • MLS002695931
  • NCGC00015092-01
  • NCGC00015092-02
  • NCGC00015092-03
  • NCGC00015092-04
  • NCGC00015092-05
  • NCGC00015092-06
  • NCGC00015092-07
  • NCGC00015092-09
  • NCGC00015092-10
  • NCGC00015092-17
  • NCGC00093587-01
  • NCGC00093587-02
  • NCGC00093587-03
  • NCGC00093587-04
  • NCGC00260767-01
  • NH2-(CH2)5-COOH
  • NINDS_000551
  • NSC 26154
  • NSC 400230
  • NSC-212532
  • NSC-26154
  • NSC-400230
  • NSC-755867
  • NSC212532
  • NSC26154
  • NSC400230
  • NSC755867
  • P19609
  • PB43139
  • Pharmakon1600-01500114
  • Prestwick0_000960
  • Prestwick1_000960
  • Prestwick2_000960
  • Prestwick3_000960
  • Q255968
  • Respramin
  • SBI-0050070.P004
  • SDCCGSBI-0050070.P005
  • SMR000059162
  • SPECTRUM1500114
  • SR-01000075688
  • SR-01000075688-1
  • SR-01000075688-3
  • SR-01000075688-6
  • STK246894
  • SW197248-3
  • SY003109
  • U6F3787206
  • WLN: Z5VQ
  • _6-__-_Aminocaproic acid
  • acide aminocaproque
  • amicar
  • amino caproic
  • aminocaproic acid
  • aminocaproic-acid
  • bmse000394
  • e-Amino-n-hexanoate
  • e-Amino-n-hexanoic acid
  • e-Aminocaproate
  • e-Aminocaproic acid
  • e-Aminocaproic acid USP
  • e-Aminohexanoate
  • e-Aminohexanoic acid
  • e-Leucine
  • e-Norleucine
  • e-amino-n-caproic acid
  • epsilcapramine
  • epsilon Aminocaproic Acid
  • epsilon-Ahx
  • epsilon-Amino-n-caproic acid
  • epsilon-Amino-n-hexanoate
  • epsilon-Amino-n-hexanoic acid
  • epsilon-Aminocaproic acid (JAN)
  • epsilon-Aminocaproic acid USP
  • epsilon-Aminohexanoate
  • epsilon-Aminohexanoic acid
  • epsilon-Leucine
  • epsilon-Norleucine
  • epsilon-S
  • epsilon-amino caproic acid
  • epsilon-aminocaproate
  • omega-Aminocaproate
  • omega-Aminocaproic acid
  • omega-Aminohexanoate
  • omega-Aminohexanoic acid
  • pound 6- pound(c)
  • s1671
  • trifluoroacctic acid
  • w-Aminocaproate
  • w-Aminocaproic acid
  • w-Aminohexanoate
  • w-Aminohexanoic acid

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1529425
  • ZINC ACEXAMATE IMPURITY B [EP IMPURITY]
  • CAS-60-32-2
  • UNII-U6F3787206
  • AKOS000118734
  • ALBB-022460
  • DTXSID0020070
  • CHEMBL1046
  • CHEBI:16586
  • CHEBI:79212
  • Tox21_110081
  • Tox21_500082
  • Tox21_110081_1
  • EINECS 200-469-3
  • SPBio_000202
  • SPBio_003109
  • SCHEMBL15293
  • Spectrum_000038
  • Spectrum2_000131
  • Spectrum4_000143
  • Spectrum5_000780

Physico-Chemical properties

IUPAC name6-aminohexanoic acid
Molecular formulaC6H13NO2
Molecular weight131.17
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity34.8
LogP-3.0
Topological polar surface area67.8

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.