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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-07 16:45:29 UTC
HMDB IDHMDB0001149
Secondary Accession Numbers
  • HMDB01149
Metabolite Identification
Common Name5-Aminolevulinic acid
Description5-Aminolevulinic acid, also known as 5-aminolevulinate or 5-amino-4-oxopentanoate, belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 5-Aminolevulinic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5-Aminolevulinic acid exists in all living species, ranging from bacteria to humans. 5-aminolevulinic acid can be biosynthesized from glycine and succinyl-CoA by the enzyme 5-aminolevulinate synthase. The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. In humans, 5-aminolevulinic acid is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Outside of the human body, 5-Aminolevulinic acid has been detected, but not quantified in several different foods, such as american butterfish, vaccinium (blueberry, cranberry, huckleberry), amaranths, purple mangosteens, and garden cress. Used (in the form of the hydrochloride salt) in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin.
Structure
Data?1594136962
Synonyms
ValueSource
5-ALAChEBI
5-Amino-4-oxopentanoateChEBI
5-Amino-4-oxovaleric acidChEBI
5-AminolevulinateChEBI
Aminolevulinic acidChEBI
DALAChEBI
delta-ALAChEBI
delta-Aminolevulinic acidChEBI
5-Amino-4-oxopentanoic acidGenerator
5-Amino-4-oxovalerateGenerator
AminolevulinateGenerator
Δ-alaGenerator
delta-AminolevulinateGenerator
Δ-aminolevulinateGenerator
Δ-aminolevulinic acidGenerator
5-Amino-4-oxo-pentanoateHMDB
5-Amino-4-oxo-pentanoic acidHMDB
5-Amino-levulinateHMDB
5-Amino-levulinic acidHMDB
5-AminolaevulinateHMDB
5-Aminolaevulinic acidHMDB
AladermHMDB
Amino-levulinic acidHMDB
KerastickHMDB
5 AminolevulinateHMDB
Acid, Delta-aminolevulinicHMDB
LevulanHMDB
5 AminolaevulinateHMDB
Acid hydrochloride, aminolevulinicHMDB
Bertek brand OF aminolevulinic acid hydrochlorideHMDB
Hydrochloride, aminolevulinic acidHMDB
Acid, aminolevulinicHMDB
Aminolevulinic acid hydrochlorideHMDB
Delta Aminolevulinic acidHMDB
Chemical FormulaC5H9NO3
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
IUPAC Name5-amino-4-oxopentanoic acid
Traditional Nameaminolevulinic acid
CAS Registry Number106-60-5
SMILES
NCC(=O)CCC(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
InChI KeyZGXJTSGNIOSYLO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDelta amino acids and derivatives
Alternative Parents
Substituents
  • Delta amino acid or derivatives
  • Gamma-keto acid
  • Short-chain keto acid
  • Keto acid
  • Alpha-aminoketone
  • Amino acid
  • Ketone
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organooxygen compound
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point156 - 158 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available130.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00002158
Predicted Molecular Properties
PropertyValueSource
Water Solubility173 g/LALOGPS
logP10(-2.8) g/LALOGPS
logP10(-3.3) g/LChemAxon
logS10(0.12) g/LALOGPS
pKa (Strongest Acidic)4.05ChemAxon
pKa (Strongest Basic)7.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.45 m³·mol⁻¹ChemAxon
Polarizability12.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.81331661259
DarkChem[M-H]-123.631661259
AllCCS[M+H]+130.01632859911
AllCCS[M-H]-125.85332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Aminolevulinic acidNCC(=O)CCC(O)=O2160.0Standard polar33892256
5-Aminolevulinic acidNCC(=O)CCC(O)=O1248.3Standard non polar33892256
5-Aminolevulinic acidNCC(=O)CCC(O)=O1299.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Aminolevulinic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=O)CN1389.2Semi standard non polar33892256
5-Aminolevulinic acid,1TMS,isomer #2C[Si](C)(C)OC(=CCC(=O)O)CN1473.0Semi standard non polar33892256
5-Aminolevulinic acid,1TMS,isomer #3C[Si](C)(C)OC(=CN)CCC(=O)O1507.8Semi standard non polar33892256
5-Aminolevulinic acid,1TMS,isomer #4C[Si](C)(C)NCC(=O)CCC(=O)O1433.3Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C1522.2Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C1519.5Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C2207.2Standard polar33892256
5-Aminolevulinic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C1517.2Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C1583.6Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C2172.5Standard polar33892256
5-Aminolevulinic acid,2TMS,isomer #3C[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C1530.6Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #3C[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C1555.6Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #3C[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C1826.2Standard polar33892256
5-Aminolevulinic acid,2TMS,isomer #4C[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C1605.6Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #4C[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C1678.5Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #4C[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C2022.6Standard polar33892256
5-Aminolevulinic acid,2TMS,isomer #5C[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C1668.6Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #5C[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C1661.6Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #5C[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C1980.5Standard polar33892256
5-Aminolevulinic acid,2TMS,isomer #6C[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C1687.0Semi standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #6C[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C1625.0Standard non polar33892256
5-Aminolevulinic acid,2TMS,isomer #6C[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C2004.9Standard polar33892256
5-Aminolevulinic acid,3TMS,isomer #1C[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1700.3Semi standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #1C[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1671.9Standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #1C[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1777.3Standard polar33892256
5-Aminolevulinic acid,3TMS,isomer #2C[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1637.2Semi standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #2C[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1707.7Standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #2C[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C1692.4Standard polar33892256
5-Aminolevulinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C)[Si](C)(C)C1715.9Semi standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C)[Si](C)(C)C1706.8Standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C)[Si](C)(C)C1721.3Standard polar33892256
5-Aminolevulinic acid,3TMS,isomer #4C[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1827.6Semi standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #4C[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1788.6Standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #4C[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1912.1Standard polar33892256
5-Aminolevulinic acid,3TMS,isomer #5C[Si](C)(C)OC(=CN([Si](C)(C)C)[Si](C)(C)C)CCC(=O)O1867.8Semi standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #5C[Si](C)(C)OC(=CN([Si](C)(C)C)[Si](C)(C)C)CCC(=O)O1721.9Standard non polar33892256
5-Aminolevulinic acid,3TMS,isomer #5C[Si](C)(C)OC(=CN([Si](C)(C)C)[Si](C)(C)C)CCC(=O)O1892.3Standard polar33892256
5-Aminolevulinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1838.0Semi standard non polar33892256
5-Aminolevulinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1715.2Standard non polar33892256
5-Aminolevulinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1743.0Standard polar33892256
5-Aminolevulinic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1826.7Semi standard non polar33892256
5-Aminolevulinic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1811.9Standard non polar33892256
5-Aminolevulinic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1645.3Standard polar33892256
5-Aminolevulinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CN1617.3Semi standard non polar33892256
5-Aminolevulinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CN1722.4Semi standard non polar33892256
5-Aminolevulinic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CN)CCC(=O)O1753.1Semi standard non polar33892256
5-Aminolevulinic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=O)CCC(=O)O1697.4Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C(C)(C)C1956.8Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C(C)(C)C1960.7Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN)O[Si](C)(C)C(C)(C)C2289.5Standard polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C(C)(C)C1970.3Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C(C)(C)C1964.2Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN)O[Si](C)(C)C(C)(C)C2242.8Standard polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C1967.9Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C1973.3Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C2007.1Standard polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C2090.5Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C2028.7Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C2145.0Standard polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C2165.0Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C2008.8Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C2131.3Standard polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C2114.5Semi standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C2019.1Standard non polar33892256
5-Aminolevulinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C2113.8Standard polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2312.6Semi standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2236.0Standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2127.8Standard polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2273.0Semi standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2259.0Standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2071.0Standard polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2349.8Semi standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2298.0Standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2077.9Standard polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2441.1Semi standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2341.8Standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2191.4Standard polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCC(=O)O2481.4Semi standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCC(=O)O2247.5Standard non polar33892256
5-Aminolevulinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCC(=O)O2181.2Standard polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2657.9Semi standard non polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2445.1Standard non polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCC(=CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2174.8Standard polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2655.5Semi standard non polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2527.3Standard non polar33892256
5-Aminolevulinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2117.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0fki-2910000000-12bd38ce6e25c61b8e602014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00dr-4900000000-c11a861a1638dd2c20d82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-00dr-2911000000-d5b5567862328f5a46cd2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-00dr-3900000000-538e027ec9932b3f56a52014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS; 1 MEOX)splash10-00di-9500000000-c0d571fa1aa74cf69ea62014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS; 1 MEOX)splash10-00di-9600000000-d0a9f31de64870117dfe2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-MS (1 MEOX; 3 TMS)splash10-00di-1911000000-117a44ade2fd70812e5c2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-MS (1 MEOX; 3 TMS)splash10-00dr-2900000000-635a7d4012b9ef5150f92014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-0fki-2910000000-12bd38ce6e25c61b8e602017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-00dr-4900000000-c11a861a1638dd2c20d82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-00dr-2911000000-d5b5567862328f5a46cd2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-00dr-3900000000-538e027ec9932b3f56a52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-00di-9500000000-c0d571fa1aa74cf69ea62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-EI-TOF (Non-derivatized)splash10-00di-9600000000-d0a9f31de64870117dfe2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-MS (Non-derivatized)splash10-00di-1911000000-117a44ade2fd70812e5c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-Aminolevulinic acid GC-MS (Non-derivatized)splash10-00dr-2900000000-635a7d4012b9ef5150f92017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Aminolevulinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-b1941f10190ebb6e13432016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Aminolevulinic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05ai-9200000000-6a559cb30668be35a1ed2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Aminolevulinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0udi-5900000000-cf9a0266243b1a1d0f732012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-000i-9000000000-995eb11961b16f254be22012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0fb9-9000000000-64b1ef51cceb8d346f522012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-01q9-1900000000-a5686c059e357bc14e962012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-000i-9300000000-8e219c18bb0fd0837d822012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0avr-9000000000-b0d0d9b25a36e5c49f2a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0a4i-9000000000-96cc61ad07db2c38c9522012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0a4i-9000000000-7b8165e702ac7e6d5f342012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-01p9-8900000000-0b739a89ed524e47e3a22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-001i-0900000000-1ffb96adb6268888f7222012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QTOF , negative-QTOFsplash10-001i-0900000000-1ffb96adb6268888f7222017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ , positive-QTOFsplash10-01q9-1900000000-a5686c059e357bc14e962017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-Aminolevulinic acid LC-ESI-QQ , positive-QTOFsplash10-000i-9300000000-8e219c18bb0fd0837d822017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 10V, Positive-QTOFsplash10-03di-4900000000-1669ed2d77c2a1921a2d2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 20V, Positive-QTOFsplash10-0292-9300000000-c07de16859b85d8fb54c2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 40V, Positive-QTOFsplash10-067j-9000000000-316eb66f80f8b40f4ae22015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 10V, Positive-QTOFsplash10-03di-4900000000-1669ed2d77c2a1921a2d2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 20V, Positive-QTOFsplash10-0292-9300000000-c07de16859b85d8fb54c2015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 40V, Positive-QTOFsplash10-067j-9000000000-316eb66f80f8b40f4ae22015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 10V, Negative-QTOFsplash10-001i-2900000000-e2f3aecb5b3f533e49052015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 20V, Negative-QTOFsplash10-0bu0-9600000000-fc4f9eaeca47b90745ae2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 40V, Negative-QTOFsplash10-0a4l-9000000000-304beef010b4b4fdbb532015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 10V, Negative-QTOFsplash10-001i-2900000000-e2f3aecb5b3f533e49052015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 20V, Negative-QTOFsplash10-0bu0-9600000000-fc4f9eaeca47b90745ae2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Aminolevulinic acid 40V, Negative-QTOFsplash10-0a4l-9000000000-304beef010b4b4fdbb532015-05-27Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Mitochondria
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Bladder
  • Epidermis
  • Fibroblasts
  • Kidney
  • Spleen
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.35 +/- 0.09 uMNewborn (0-30 days old)BothNormal
    • Geigy Scientific ...
details
UrineDetected and Quantified0-20 umol/mmol creatinineNewborn (0-30 days old)Both
Normal
details
UrineDetected and Quantified1.97 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified1.1-1.4 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified1.28 +/- 0.57 umol/mmol creatinineChildren (1-13 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
details
UrineDetected and Quantified1.45 +/- 0.72 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
details
UrineDetected and Quantified7.953 +/- 2.681 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
details
UrineDetected and Quantified0-35 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified1.1-1.2 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified2.9 (1.2-4.4) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified19.24 +/- 16.586 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
details
UrineDetected and Quantified11.0 (95.8-28.7) umol/mmol creatinineAdult (>18 years old)Both
Acute intermittent porphyria
details
UrineDetected and Quantified6.6 (34.8-15.4) umol/mmol creatinineAdult (>18 years old)Both
Acute intermittent porphyria
details
UrineDetected and Quantified4.2 (9.9-6.7) umol/mmol creatinineAdult (>18 years old)Both
Acute intermittent porphyria
details
UrineDetected and Quantified1.5 (3.8-2.6) umol/mmol creatinineAdult (>18 years old)Both
Asymptomatic acute intermittent porphyria (AIP)
details
UrineDetected and Quantified1.0168-1.373 umol/mmol creatinineAdult (>18 years old)MaleProtoporphyria, Erythropoietic details
Associated Disorders and Diseases
Disease References
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Acute intermittent porphyria
  1. Marsden JT, Rees DC: Urinary excretion of porphyrins, porphobilinogen and delta-aminolaevulinic acid following an attack of acute intermittent porphyria. J Clin Pathol. 2014 Jan;67(1):60-5. doi: 10.1136/jclinpath-2012-201367. Epub 2013 Aug 1. [PubMed:23908454 ]
Protoporphyria, Erythropoietic
  1. MAGNUS IA, JARRETT A, PRANKERD TA, RIMINGTON C: Erythropoietic protoporphyria. A new porphyria syndrome with solar urticaria due to protoporphyrinaemia. Lancet. 1961 Aug 26;2(7200):448-51. [PubMed:13765301 ]
Associated OMIM IDs
  • 610247 (Eosinophilic esophagitis)
  • 176000 (Acute intermittent porphyria)
  • 177000 (Protoporphyria, Erythropoietic)
DrugBank IDDB00855
Phenol Explorer Compound IDNot Available
FooDB IDFDB022452
KNApSAcK IDC00007378
Chemspider ID134
KEGG Compound IDC00430
BioCyc ID5-AMINO-LEVULINATE
BiGG ID34963
Wikipedia LinkAminolevulinic_acid
METLIN ID6037
PubChem Compound137
PDB IDNot Available
ChEBI ID17549
Food Biomarker OntologyNot Available
VMH ID5AOP
MarkerDB IDMDB00000303
Good Scents IDNot Available
References
Synthesis ReferenceGoli?ski J., D?browski Z., Obukowicz B., Kami?ski J., Be?dowicz M., Kwa?ny M.: "Synthesis of 5-aminolevulinic acid (5-ALA)", ICRI Annual Report '99, 2000, 119-122.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Murata K, Sakai T, Morita Y, Iwata T, Dakeishi M: Critical dose of lead affecting delta-aminolevulinic acid levels. J Occup Health. 2003 Jul;45(4):209-14. [PubMed:14646278 ]
  2. Lu L, Lin G, Xu M, Zou H, Wang Q: [Re-assessment of indicators for screening lead poisoning]. Zhonghua Yu Fang Yi Xue Za Zhi. 1999 Sep;33(5):275-8. [PubMed:11864490 ]
  3. Landry JL, Gelet A, Bouvier R, Dubernard JM, Martin X, Colombel M: Detection of bladder dysplasia using 5-aminolaevulinic acid-induced porphyrin fluorescence. BJU Int. 2003 May;91(7):623-6. [PubMed:12699472 ]
  4. Sassa S: Diagnosis and therapy of acute intermittent porphyria. Blood Rev. 1996 Mar;10(1):53-8. [PubMed:8861279 ]
  5. Tauber S, Stepp H, Meier R, Bone A, Hofstetter A, Stief C: Integral spectrophotometric analysis of 5-aminolaevulinic acid-induced fluorescence cytology of the urinary bladder. BJU Int. 2006 May;97(5):992-6. [PubMed:16643481 ]
  6. Bhardwaj RK, Herrera-Ruiz D, Sinko PJ, Gudmundsson OS, Knipp G: Delineation of human peptide transporter 1 (hPepT1)-mediated uptake and transport of substrates with varying transporter affinities utilizing stably transfected hPepT1/Madin-Darby canine kidney clones and Caco-2 cells. J Pharmacol Exp Ther. 2005 Sep;314(3):1093-100. Epub 2005 May 18. [PubMed:15901802 ]
  7. Tschudy DP, Valsamis M, Magnussen CR: Acute intermittent porphyria: clinical and selected research aspects. Ann Intern Med. 1975 Dec;83(6):851-64. [PubMed:1106284 ]
  8. Lipinski M, Jeromin L: Comparison of the bladder tumour antigen test with photodynamic diagnosis in patients with pathologically confirmed recurrent superficial urinary bladder tumours. BJU Int. 2002 May;89(7):757-9. [PubMed:11966640 ]
  9. Zareba G, Chmielnicka J: Disturbances in heme biosynthesis in rabbits after administration per os of low doses of tin or lead. Biol Trace Elem Res. 1992 Aug;34(2):115-22. [PubMed:1381933 ]
  10. Srivastava G, Borthwick IA, Maguire DJ, Elferink CJ, Bawden MJ, Mercer JF, May BK: Regulation of 5-aminolevulinate synthase mRNA in different rat tissues. J Biol Chem. 1988 Apr 15;263(11):5202-9. [PubMed:3356687 ]
  11. Maines MD, Mayer RD: Inhibition of testicular cytochrome P-450-dependent steroid biosynthesis by cis-platinum. Reversal by human chorionic gonadotropin. J Biol Chem. 1985 May 25;260(10):6063-8. [PubMed:4039724 ]
  12. Santos MA, Belo VG, Santos G: Effectiveness of photodynamic therapy with topical 5-aminolevulinic acid and intense pulsed light versus intense pulsed light alone in the treatment of acne vulgaris: comparative study. Dermatol Surg. 2005 Aug;31(8 Pt 1):910-5. [PubMed:16042935 ]
  13. Gederaas OA, Rasch MH, Berg K, Lagerberg JW, Dubbelman TM: Photodynamically induced effects in colon carcinoma cells (WiDr) by endogenous photosensitizers generated by incubation with 5-aminolaevulinic acid. J Photochem Photobiol B. 1999 Apr;49(2-3):162-70. [PubMed:10392465 ]
  14. Lee S, Kollias N, McAuliffe DJ, Flotte TJ, Doukas AG: Topical drug delivery in humans with a single photomechanical wave. Pharm Res. 1999 Nov;16(11):1717-21. [PubMed:10571277 ]
  15. van den Akker JT, Boot K, Vernon DI, Brown SB, Groenendijk L, van Rhoon GC, Sterenborg HJ: Effect of elevating the skin temperature during topical ALA application on in vitro ALA penetration through mouse skin and in vivo PpIX production in human skin. Photochem Photobiol Sci. 2004 Mar;3(3):263-7. Epub 2004 Feb 13. [PubMed:14993942 ]
  16. Lerda D: Study of sperm characteristics in persons occupationally exposed to lead. Am J Ind Med. 1992;22(4):567-71. [PubMed:1442789 ]
  17. Winkler A, Muller-Goymann CC: Comparative permeation studies for delta-aminolevulinic acid and its n-butylester through stratum corneum and artificial skin constructs. Eur J Pharm Biopharm. 2002 May;53(3):281-7. [PubMed:11976015 ]
  18. Authors unspecified: Hexyl aminolevulinate: 5-ALA hexylester, 5-ALA hexylesther, aminolevulinic acid hexyl ester, hexaminolevulinate, hexyl 5-aminolevulinate, P 1206. Drugs R D. 2005;6(4):235-8. [PubMed:15991884 ]
  19. Collaud S, Jichlinski P, Marti A, Aymon D, Gurny R, Lange N: An open pharmacokinetic study of hexylaminolevulinate-induced photodiagnosis after intravesical administration. Drugs R D. 2006;7(3):173-86. [PubMed:16752943 ]
  20. Fritsch C, Batz J, Bolsen K, Schulte KW, Zumdick M, Ruzicka T, Goerz G: Ex vivo application of delta-aminolevulinic acid induces high and specific porphyrin levels in human skin tumors: possible basis for selective photodynamic therapy. Photochem Photobiol. 1997 Jul;66(1):114-8. [PubMed:9230710 ]

Enzymes

General function:
Involved in 5-aminolevulinate synthase activity
Specific function:
Not Available
Gene Name:
ALAS2
Uniprot ID:
P22557
Molecular weight:
64632.86
Reactions
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxidedetails
General function:
Involved in 5-aminolevulinate synthase activity
Specific function:
Not Available
Gene Name:
ALAS1
Uniprot ID:
P13196
Molecular weight:
70580.325
Reactions
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxidedetails
General function:
Involved in porphobilinogen synthase activity
Specific function:
Catalyzes an early step in the biosynthesis of tetrapyrroles. Binds two molecules of 5-aminolevulinate per subunit, each at a distinct site, and catalyzes their condensation to form porphobilinogen.
Gene Name:
ALAD
Uniprot ID:
P13716
Molecular weight:
36294.485
Reactions
5-Aminolevulinic acid → Porphobilinogen + Waterdetails