Compound: 5-Aminolevulinic acid
SMILES: O=C(O)CCC(=O)CN
InChIKey: ZGXJTSGNIOSYLO-UHFFFAOYSA-N
Synonyms: 5-Aminolevulinic acid, Aminolevulinic acid, 106-60-5, 5-Amino-4-oxopentanoic acid, 5-Aminolevulinate, delta-aminolevulinic acid, 5-ALA, 5-amino-4-oxo-pentanoic acid, delta-ALA, 5-amino-levulinate, 5-amino-levulinic acid, 5-Amino-4-oxopentanoate, Amino-levulinic acid, delta-aminolevulinate, 4-oxo-5-amino-pentanoic acid, 88755TAZ87, DTXSID8048490, CHEBI:17549, CHEBI:12109, 5-amino levulinic acid, Acid, Aminolevulinic, d-amino-levulinic acid, 5 Amino Levulinic Acid, RefChem:54159, Delta Aminolevulinic Acid, Acid, 5-Amino Levulinic, Levulinic Acid, 5-Amino, Acid, Delta-Aminolevulinic, DTXCID4028464, Acid Hydrochloride, Aminolevulinic, Hydrochloride, Aminolevulinic Acid, 5-amino-4-keto-valeric acid;hydrochloride, 203-414-1, Pentanoic acid, 5-amino-4-oxo-, Aladerm, 5-Amino-4-oxovaleric acid, Aminolevulinate, Kerastick, Levulinic acid, 5-amino-, DALA, CHEMBL601, .delta.-aminolevulinic acid, MFCD00044485, 5-azanyl-4-oxidanylidene-pentanoic acid, 5-Aminolaevulinic acid, Aminolevulinic, SMR000857229, CCRIS 8958, D-aminolevulinic acid, EINECS 203-414-1, BF-200 ALA, UNII-88755TAZ87, 5-Aminolaevulinate, FVT, 5-aminolevulinic-acid, Spectrum_001582, 5-Amino-4-oxovalerate, SpecPlus_000858, Spectrum2_001662, Spectrum3_001654, Spectrum4_000618, Spectrum5_001505, 5-amino-4-oxo-Pentanoate, SCHEMBL8243, BSPBio_003407, KBioGR_001176, KBioSS_002062, MLS001333097, MLS001333098, BIDD:GT0260, DivK1c_006954, SPBio_001843, GTPL4784, orb1989611, KBio1_001898, KBio2_002062, KBio2_004630, KBio2_007198, KBio3_002627, GLXC-04438, HMS2231I19, HMS3259E22, HMS3369O14, AMINOLEVULINIC ACID [VANDF], Levulinic acid, 5-amino- (8CI), ALBB-023627, AC-054, AMINOLEVULINIC ACID [WHO-DD], BDBM50240386, EBC-26061, LMFA01100055, MSK167093, SBB071696, AKOS003587520, 5-AMINOLEVULINIC ACID [MART.], CS-W000450, DB00855, HY-W000450, NC00601, NCGC00178086-01, NCGC00178086-06, .DELTA.-AMINOLEVULINIC ACID [MI], AS-30950, Pentanoic acid, 5-amino-4-oxo- (9CI), SBI-0206721.P001, DB-040692, NS00001951, ST45026832, C00430, D07567, EN300-101562, AB00053763-07, AB00053763-08, AB00053763_09, AB00053763_10, Q238474, BRD-K57631554-003-06-2, BRD-K57631554-003-07-0, 35BEC718-C970-426A-9859-BF58284C60B4, METHYLAMINOLEVULINATE HYDROCHLORIDE IMPURITY B [EP IMPURITY], Polukeev - 0.1g - $30, 0.3g - $55, 0.6g - $75
Theoretical properties:
molecular_formula: C5H9NO3
molecular_weight: 131.13 g/mol
exact_mass: 131.058243149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 9
topological_polar_surface_area: 80.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 156-158 °C
solubility: Very soluble
Descriptions:
pubchem: 5-aminolevulinic acid is the simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. 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 has a role as an antineoplastic agent, a photosensitizing agent, a dermatologic drug, a prodrug, a mouse metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, an Escherichia coli metabolite and a human metabolite. It is a delta-amino acid and a 4-oxo monocarboxylic acid. It is functionally related to a 4-oxopentanoic acid. It is a conjugate base of a 5-ammoniolevulinic acid. It is a conjugate acid of a 5-aminolevulinate. It is a tautomer of a 5-ammoniolevulinate.
chebi: The simplest δ-amino acid in which the hydrogens at the γ position are replaced by an oxo group. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. 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.
chembl: AMINOLEVULINIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: δ-Aminolevulinic acid (also dALA, δ-ALA, 5ALA, 5-ALA or 5-aminolevulinic acid), an endogenous non-proteinogenic amino acid, is the first compound in the porphyrin synthesis pathway, the pathway that leads to heme in mammals, as well as chlorophyll in plants.
5-ALA is used in photodynamic detection and surgery of cancer.