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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:5-aminolevulinic acid
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Accession:CHEBI:17549 term browser browse the term
Definition: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.
Synonyms:related_synonym: 5-ALA;   5-Amino-4-oxopentanoate;   5-Amino-4-oxopentanoic acid;   5-Amino-4-oxovaleric acid;   5-Aminolevulinate;   Formula=C5H9NO3;   InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9);   InChIKey=ZGXJTSGNIOSYLO-UHFFFAOYSA-N;   SMILES=NCC(=O)CCC(O)=O;   aminolevulinic acid;   dALA;   delta-ALA;   delta-aminolevulinic acid
 alt_id: CHEBI:2034;   CHEBI:20547
 xref: Beilstein:1759139;   CAS:106-60-5;   DrugBank:DB00855;   Drug_Central:166;   HMDB:HMDB0001149;   KEGG:C00430;   KEGG:D07567;   KNApSAcK:C00007378;   LINCS:LSM-5677
 xref_mesh: MESH:D000622
 xref: PMID:11303952;   PMID:15756058;   PMID:15996585;   PMID:18982627;   PMID:19378778;   PMID:22378066;   PMID:22700502;   PMID:23242333;   PMID:23291627;   PMID:23299429;   PMID:23307195;   PMID:23339045;   PMID:23360321;   PMID:7890117;   Reaxys:1759139;   Wikipedia:Aminolevulinic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:12109;   is_conjugate_base_of CHEBI:132970;   is_tautomer_of CHEBI:356416


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5-aminolevulinic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alad aminolevulinate dehydratase increases metabolic processing
multiple interactions
increases activity		 ISO
EXP		 ALAD protein results in increased metabolism of Aminolevulinic Acid
ALAD gene SNP affects the reaction [ALAD protein results in increased metabolism of Aminolevulinic Acid]
Aminolevulinic Acid results in increased activity of ALAD protein
Bilirubin inhibits the reaction [Aminolevulinic Acid results in increased activity of ALAD protein]		 CTD PMID:8687997 PMID:12853123 PMID:30025905 NCBI chr 5:75,961,993...75,972,334
Ensembl chr 5:75,961,993...75,972,474 		JBrowse link
G Alas1 5'-aminolevulinate synthase 1 decreases expression
multiple interactions
increases activity		 ISO
EXP		 Aminolevulinic Acid results in decreased expression of ALAS1 mRNA
Bilirubin inhibits the reaction [Aminolevulinic Acid results in increased activity of ALAS1 protein]		 CTD PMID:12853123 PMID:22859313 NCBI chr 8:106,876,514...106,889,917
Ensembl chr 8:106,876,514...106,889,917 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Aminolevulinic Acid analog results in increased expression of BAX mRNA CTD PMID:20676910 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Aminolevulinic Acid analog results in decreased expression of BCL2 mRNA CTD PMID:20676910 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity		 EXP
ISO		 3-methyladenine inhibits the reaction [Aminolevulinic Acid analog results in increased activity of CASP3 protein] CTD PMID:11281435 PMID:17245620 PMID:20426806 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases activity
multiple interactions		 ISO Aminolevulinic Acid analog results in increased activity of CASP8 protein
pyrazolanthrone inhibits the reaction [Aminolevulinic Acid analog results in increased activity of CASP8 protein]		 CTD PMID:21138480 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 multiple interactions
increases activity		 ISO
EXP		 pyrazolanthrone inhibits the reaction [Aminolevulinic Acid analog results in increased activity of CASP9 protein]
3-methyladenine inhibits the reaction [Aminolevulinic Acid analog results in increased activity of CASP9 protein]		 CTD PMID:17245620 PMID:20426806 PMID:21138480 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase decreases activity
multiple interactions		 EXP Aminolevulinic Acid results in decreased activity of CAT protein
Bilirubin inhibits the reaction [Aminolevulinic Acid results in decreased activity of CAT protein]		 CTD PMID:12853123 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Cs citrate synthase decreases activity EXP Aminolevulinic Acid results in decreased activity of CS protein CTD PMID:1537718 NCBI chr 7:758,074...791,421
Ensembl chr 7:758,345...791,421 		JBrowse link
G Fadd Fas associated via death domain multiple interactions
increases phosphorylation		 ISO 3-(4-methylphenylsulfonyl)-2-propenenitrile inhibits the reaction [Aminolevulinic Acid analog results in increased phosphorylation of FADD protein]; FADD mutant form inhibits the reaction [Aminolevulinic Acid analog results in increased cleavage of PARP1 protein]; pyrazolanthrone inhibits the reaction [Aminolevulinic Acid analog results in increased phosphorylation of FADD protein] CTD PMID:21138480 NCBI chr 1:199,743,200...199,745,746
Ensembl chr 1:199,739,994...199,745,653 		JBrowse link
G Fech ferrochelatase multiple interactions ISO [Aminolevulinic Acid results in decreased activity of FECH protein] which results in increased abundance of Iron CTD PMID:15078340 NCBI chr18:57,945,123...57,978,327
Ensembl chr18:57,945,122...57,979,348 		JBrowse link
G Gpx1 glutathione peroxidase 1 decreases activity
multiple interactions		 EXP Aminolevulinic Acid results in decreased activity of GPX1 protein
Bilirubin inhibits the reaction [Aminolevulinic Acid results in decreased activity of GPX1 protein]		 CTD PMID:12853123 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
increases activity		 ISO
EXP		 NFE2L2 gene mutant form promotes the reaction [Aminolevulinic Acid results in increased expression of HMOX1 mRNA]
Aminolevulinic Acid results in increased activity of HMOX1 protein
Bilirubin inhibits the reaction [Aminolevulinic Acid results in increased activity of HMOX1 protein]; tin protoporphyrin IX inhibits the reaction [Aminolevulinic Acid results in increased activity of HMOX1 protein]		 CTD PMID:12853123 PMID:22859313 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Mag myelin-associated glycoprotein decreases expression EXP Aminolevulinic Acid results in decreased expression of MAG protein CTD PMID:18665889 NCBI chr 1:86,148,227...86,163,726
Ensembl chr 1:86,148,228...86,163,656 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases activity EXP Aminolevulinic Acid analog results in increased activity of MAPK1 protein CTD PMID:20426806 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases activity EXP Aminolevulinic Acid analog results in increased activity of MAPK3 protein CTD PMID:20426806 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mmp1 matrix metallopeptidase 1 affects expression
multiple interactions		 ISO Aminolevulinic Acid affects the expression of MMP1 mRNA; Aminolevulinic Acid affects the expression of MMP1 protein
Sodium Azide inhibits the reaction [Aminolevulinic Acid affects the expression of MMP1 protein]		 CTD PMID:12542540 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097 		JBrowse link
G Mmp2 matrix metallopeptidase 2 increases activity
multiple interactions		 EXP Aminolevulinic Acid analog results in increased activity of MMP2 protein
Chitosan inhibits the reaction [Aminolevulinic Acid analog results in increased activity of MMP2 protein]		 CTD PMID:18806744 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Mmp3 matrix metallopeptidase 3 affects expression
multiple interactions		 ISO Aminolevulinic Acid affects the expression of MMP3 mRNA; Aminolevulinic Acid affects the expression of MMP3 protein
Sodium Azide inhibits the reaction [Aminolevulinic Acid affects the expression of MMP3 protein]		 CTD PMID:12542540 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961 		JBrowse link
G Mpz myelin protein zero decreases expression EXP Aminolevulinic Acid results in decreased expression of MPZ protein CTD PMID:18665889 NCBI chr13:83,570,811...83,576,680
Ensembl chr13:83,570,811...83,576,679 		JBrowse link
G Ndufb8 NADH:ubiquinone oxidoreductase subunit B8 decreases expression EXP Aminolevulinic Acid results in decreased expression of NDUFB8 protein CTD PMID:18665889 NCBI chr 1:243,408,656...243,413,715
Ensembl chr 1:243,408,619...243,413,817 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 gene mutant form inhibits the reaction [Aminolevulinic Acid results in increased expression of CYP2A5 mRNA]; NFE2L2 gene mutant form promotes the reaction [Aminolevulinic Acid results in increased expression of HMOX1 mRNA] CTD PMID:22859313 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions
increases cleavage		 ISO FADD mutant form inhibits the reaction [Aminolevulinic Acid analog results in increased cleavage of PARP1 protein] CTD PMID:21138480 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Pmp22 peripheral myelin protein 22 decreases expression EXP Aminolevulinic Acid results in decreased expression of PMP22 protein CTD PMID:18665889 NCBI chr10:47,795,709...47,825,715
Ensembl chr10:47,795,709...47,825,714 		JBrowse link
G Prkaa1 protein kinase AMP-activated catalytic subunit alpha 1 increases activity EXP Aminolevulinic Acid analog results in increased activity of PRKAA1 protein CTD PMID:20426806 NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit affects localization ISO Aminolevulinic Acid analog affects the localization of RELA protein CTD PMID:21138480 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Sod1 superoxide dismutase 1 decreases activity
multiple interactions		 EXP Aminolevulinic Acid results in decreased activity of SOD1 protein
Bilirubin inhibits the reaction [Aminolevulinic Acid results in decreased activity of SOD1 protein]		 CTD PMID:12853123 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Sod2 superoxide dismutase 2 decreases activity EXP Aminolevulinic Acid results in decreased activity of SOD2 protein CTD PMID:1537718 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO Aminolevulinic Acid analog results in increased expression of TP53 CTD PMID:17311614 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Urod uroporphyrinogen decarboxylase decreases activity
multiple interactions		 ISO Aminolevulinic Acid results in decreased activity of UROD protein
Hexachlorobenzene promotes the reaction [Aminolevulinic Acid results in decreased activity of UROD protein]		 CTD PMID:8937451 NCBI chr 5:130,464,695...130,468,783
Ensembl chr 5:130,455,217...130,468,808 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      application 19735
        pro-agent 11551
          prodrug 11292
            5-aminolevulinic acid 30
              methyl 5-aminolevulinate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            heteroorganic entity 19556
                              organochalcogen compound 19315
                                organooxygen compound 19205
                                  carbon oxoacid 18694
                                    carboxylic acid 18691
                                      monocarboxylic acid 18007
                                        fatty acid 16847
                                          saturated fatty acid 16570
                                            straight-chain saturated fatty acid 16104
                                              valeric acid 14529
                                                oxopentanoic acid 30
                                                  4-oxopentanoic acid 30
                                                    5-aminolevulinic acid 30
                                                      methyl 5-aminolevulinate + 0
paths to the root