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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 5:78,368,867...78,379,206
Ensembl chr 5:78,368,867...78,379,346 		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 8:114,927,704...114,941,038
Ensembl chr 8:114,927,722...114,940,177 		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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Aminolevulinic Acid analog results in decreased expression of BCL2 mRNA CTD PMID:20676910 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		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 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106 		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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778 		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 1:83,653,248...83,662,118
Ensembl chr 1:83,653,234...83,766,484 		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 1:217,746,176...217,748,581
Ensembl chr 1:217,742,929...217,748,628 		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 chr18:59,941,992...59,975,192
Ensembl chr18:59,941,992...59,975,192 		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 chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456 		JBrowse link
G Mag myelin-associated glycoprotein decreases expression EXP Aminolevulinic Acid results in decreased expression of MAG protein CTD PMID:18665889 NCBI chr 1:89,345,325...89,360,905
Ensembl chr 1:89,345,429...89,360,733 		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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254 		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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975 		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 8:5,703,206...5,723,593
Ensembl chr 8:5,703,206...5,723,591 		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 chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611 		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 8:5,676,608...5,698,579
Ensembl chr 8:5,676,665...5,698,579 		JBrowse link
G Mpz myelin protein zero decreases expression EXP Aminolevulinic Acid results in decreased expression of MPZ protein CTD PMID:18665889 NCBI chr13:89,524,204...89,530,070
Ensembl chr13:89,524,329...89,530,068 		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 1:264,298,671...264,303,712
Ensembl chr 1:264,298,669...264,303,762 		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 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996 		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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716 		JBrowse link
G Pmp22 peripheral myelin protein 22 decreases expression EXP Aminolevulinic Acid results in decreased expression of PMP22 protein CTD PMID:18665889 NCBI chr10:49,538,588...49,568,583
Ensembl chr10:49,538,588...49,568,583 		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 2:54,857,688...54,893,404
Ensembl chr 2:54,857,688...54,893,404 		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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO Aminolevulinic Acid analog results in increased expression of TP53 CTD PMID:17311614 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449 		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 5:135,855,429...135,859,515
Ensembl chr 5:135,855,433...135,859,643 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pro-agent 8829
          prodrug 8609
            5-aminolevulinic acid 26
              methyl 5-aminolevulinate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          fatty acid 15844
                                            saturated fatty acid 15811
                                              straight-chain saturated fatty acid 15226
                                                valeric acid 14334
                                                  oxopentanoic acid 26
                                                    4-oxopentanoic acid 26
                                                      5-aminolevulinic acid 26
                                                        methyl 5-aminolevulinate + 0
paths to the root

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