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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: 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 5:80,977,562...80,987,901
Ensembl chr 5:80,977,562...80,988,041 		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 8:115,755,238...115,768,642
Ensembl chr 8:115,755,238...115,768,642 		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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Aminolevulinic Acid analog results in decreased expression of BCL2 mRNA CTD PMID:20676910 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		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 chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		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 9:67,747,109...67,806,699
Ensembl chr 9:67,758,033...67,806,699 		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 Ensembl chr 5:159,391,188...159,409,648 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 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526 		JBrowse link
G Cs citrate synthase decreases activity EXP Aminolevulinic Acid results in decreased activity of CS protein CTD PMID:1537718 NCBI chr 7:1,348,389...1,374,624
Ensembl chr 7:1,342,942...1,375,938 		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 1:209,169,245...209,175,423
Ensembl chr 1:209,169,318...209,174,976 		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 chr18:60,215,325...60,248,525
Ensembl chr18:60,215,325...60,249,546 		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 8:117,905,462...117,906,588
Ensembl chr 8:117,905,280...117,906,581 		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 chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818 		JBrowse link
G Mag myelin-associated glycoprotein decreases expression EXP Aminolevulinic Acid results in decreased expression of MAG protein CTD PMID:18665889 NCBI chr 1:95,275,728...95,291,133
Ensembl chr 1:95,275,635...95,291,060 		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 chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		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 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		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 8:12,943,453...12,963,966
Ensembl chr 8:12,943,453...12,963,964 		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 chr19:30,327,643...30,355,856
Ensembl chr19:30,327,643...30,355,856 		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 8:12,925,267...12,938,828
Ensembl chr 8:12,925,280...12,938,826 		JBrowse link
G Mpz myelin protein zero decreases expression EXP Aminolevulinic Acid results in decreased expression of MPZ protein CTD PMID:18665889 NCBI chr13:86,103,290...86,109,156
Ensembl chr13:86,103,290...86,109,155 		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 1:253,357,878...253,362,936
Ensembl chr 1:253,357,841...253,362,936 		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 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090 		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 chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567 		JBrowse link
G Pmp22 peripheral myelin protein 22 decreases expression EXP Aminolevulinic Acid results in decreased expression of PMP22 protein CTD PMID:18665889 NCBI chr10:48,294,932...48,324,941
Ensembl chr10:48,297,437...48,324,940 		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 2:55,967,766...56,003,450
Ensembl chr 2:55,967,351...56,003,450 		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 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817 		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 chr11:42,942,742...42,948,399
Ensembl chr11:42,942,678...42,948,399 		JBrowse link
G Sod2 superoxide dismutase 2 decreases activity EXP Aminolevulinic Acid results in decreased activity of SOD2 protein CTD PMID:1537718 NCBI chr 1:50,043,323...50,050,168
Ensembl chr 1:50,043,325...50,050,168 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO Aminolevulinic Acid analog results in increased expression of TP53 CTD PMID:17311614 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		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 5:135,701,294...135,705,380
Ensembl chr 5:135,701,296...135,705,380 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      application 20621
        pro-agent 12349
          prodrug 12109
            5-aminolevulinic acid 30
              methyl 5-aminolevulinate + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carboxylic acid 19152
                                      monocarboxylic acid 18309
                                        fatty acid 17010
                                          saturated fatty acid 16702
                                            straight-chain saturated fatty acid 16211
                                              valeric acid 14570
                                                oxopentanoic acid 30
                                                  4-oxopentanoic acid 30
                                                    5-aminolevulinic acid 30
                                                      methyl 5-aminolevulinate + 0
paths to the root