Aminolevulinic acid

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

What is the Aminolevulinic acid?

The molecule Aminolevulinic acid presents a molecular formula of C5H9NO3 and its IUPAC name is 5-amino-4-oxopentanoic acid.

Aminolevulinic acid (ALA) is a molecule that is produced naturally in the body. It participes in the production of heme, a component of hemoglobin. ALA is necessary for the proper function of many enzymes, including those involved in the production of energy, detoxification, and the synthesis of DNA..

ALA is produced in the liver and is transported to other tissues in the body where it is needed. It is also found in some foods, such as green leafy vegetables, and can be taken as a supplement..

ALA is converted into heme in the body. Heme is a component of hemoglobin, which carries oxygen in the blood. ALA is also necessary for the proper function of enzymes involved in the production of energy, detoxification, and the synthesis of DNA..

ALA is considered a safe supplement with few side effects. However, high doses may cause nausea, vomiting, and diarrhea. ALA should be used with caution in people with liver disease or kidney disease..

3D structure

Cartesian coordinates

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

2D drawing

 

Aminolevulinic acid ZGXJTSGNIOSYLO-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Aminolevulinic acid

 

Molecule descriptors

 
IUPAC name5-amino-4-oxopentanoic acid
InChI codeInChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
InChI KeyZGXJTSGNIOSYLO-UHFFFAOYSA-N
SMILESNCC(=O)CCC(=O)O

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.

  • .delta.-aminolevulinic acid
  • 106-60-5
  • 106A605
  • 35BEC718-C970-426A-9859-BF58284C60B4
  • 4-Carboxy-2-Oxobutylamine
  • 4-oxo-5-amino-pentanoic acid
  • 5-ALA
  • 5-Amino-4-oxopentanoate
  • 5-Amino-4-oxopentanoic acid
  • 5-Amino-4-oxovalerate
  • 5-Amino-4-oxovaleric acid
  • 5-Aminolaevulinate
  • 5-Aminolaevulinic acid
  • 5-Aminolevulinate
  • 5-Aminolevulinic acid
  • 5-amino-4-oxo-Pentanoate
  • 5-amino-4-oxo-pentanoic acid
  • 5-amino-levulinate
  • 5-amino-levulinic acid
  • 5-aminolevulinic-acid
  • 5-azanyl-4-oxidanylidene-pentanoic acid
  • 88755TAZ87
  • A801471
  • AB00053763-07
  • AB00053763-08
  • AB00053763_09
  • AB00053763_10
  • AC-054
  • AS-30950
  • Aladerm
  • Amino-levulinic acid
  • Aminolevulinate
  • Aminolevulinic
  • Aminolevulinic Acid;ALA;5-Amino-4-oxopentanoic acid;5-amino-4-oxo-pentanoic acid;5-amino-4-keto-valeric acid
  • Aminolevulinic acid
  • BCP23830
  • BDBM50240386
  • BF-200 ALA
  • BIDD:GT0260
  • BSPBio_003407
  • C00430
  • CCRIS 8958
  • CS-W000450
  • D-aminolevulinic acid
  • D07567
  • DALA
  • DB-040692
  • DB00855
  • DivK1c_006954
  • FT-0620021
  • FVT
  • GTPL4784
  • HMS2231I19
  • HMS3259E22
  • HMS3369O14
  • HY-W000450
  • KBio1_001898
  • KBio2_002062
  • KBio2_004630
  • KBio2_007198
  • KBio3_002627
  • KBioGR_001176
  • KBioSS_002062
  • Kerastick
  • LMFA01100055
  • LS41389
  • Levulinic acid, 5-amino-
  • Levulinic acid, 5-amino- (8CI)
  • MFCD00044485
  • MLS001333097
  • MLS001333098
  • NC00601
  • NCGC00178086-01
  • NCGC00178086-06
  • Pentanoic acid, 5-amino-4-oxo-
  • Pentanoic acid, 5-amino-4-oxo- (9CI)
  • Q238474
  • SBI-0206721.P001
  • SMR000857229
  • SpecPlus_000858
  • delta-ALA
  • delta-aminolevulinate
  • delta-aminolevulinic acid

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3782550
  • UNII-88755TAZ87
  • AKOS003587520
  • ALBB-023627
  • DTXSID8048490
  • CHEMBL601
  • CHEBI:17549
  • EINECS 203-414-1
  • SPBio_001843
  • SCHEMBL8243
  • Spectrum_001582
  • Spectrum2_001662
  • Spectrum3_001654
  • Spectrum4_000618
  • Spectrum5_001505

Physico-Chemical properties

IUPAC name5-amino-4-oxopentanoic acid
Molecular formulaC5H9NO3
Molecular weight131.13
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity30.83
LogP0.1
Topological polar surface area80.4

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.