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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		 ISO ALAD protein results in increased metabolism of Aminolevulinic Acid
ALAD gene SNP affects the reaction [ALAD protein results in increased metabolism of Aminolevulinic Acid]		 CTD PMID:8687997 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 ISO Aminolevulinic Acid results in decreased expression of ALAS1 mRNA CTD PMID:22859313 NCBI chr 8:106,876,514...106,889,852
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 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 Cyp2a3 cytochrome P450, family 2, subfamily a, polypeptide 3 increases expression
multiple interactions		 ISO Aminolevulinic Acid results in increased expression of CYP2A5 mRNA
NFE2L2 gene mutant form inhibits the reaction [Aminolevulinic Acid results in increased expression of CYP2A5 mRNA]		 CTD PMID:22859313 NCBI chr 1:82,171,914...82,179,980
Ensembl chr 1:82,169,949...82,179,979 		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 Hmox1 heme oxygenase 1 multiple interactions
increases expression		 ISO NFE2L2 gene mutant form promotes the reaction [Aminolevulinic Acid results in increased expression of HMOX1 mRNA] CTD 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 1:243,408,659...243,413,701
Ensembl chr 1:243,408,619...243,413,817 		JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 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...60,621,785
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 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 19821
    role 19769
      application 19481
        pro-agent 10099
          prodrug 9902
            5-aminolevulinic acid 26
              methyl 5-aminolevulinate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        monocarboxylic acid 17636
                                          fatty acid 16008
                                            saturated fatty acid 15984
                                              straight-chain saturated fatty acid 15440
                                                valeric acid 14349
                                                  oxopentanoic acid 26
                                                    4-oxopentanoic acid 26
                                                      5-aminolevulinic acid 26
                                                        methyl 5-aminolevulinate + 0
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