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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:lanosterol
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Accession:CHEBI:16521 term browser browse the term
Definition:A tetracyclic triterpenoid that is lanosta-8,24-diene substituted by a beta-hydroxy group at the 3beta position. It is the compound from which all steroids are derived.
Synonyms:exact_synonym: lanosta-8,24-dien-3beta-ol
 related_synonym: (3beta)-lanosta-8,24-dien-3-ol;   (3beta,5alpha)-4,4,14-trimethylcholesta-8,24-dien-3-ol;   4,4',14alpha-Trimethyl-5alpha-cholesta-8,24-dien-3beta-ol;   Formula=C30H50O;   InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1;   InChIKey=CAHGCLMLTWQZNJ-BQNIITSRSA-N;   Lanosterin;   SMILES=[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
 alt_id: CHEBI:14500;   CHEBI:25011;   CHEBI:43584;   CHEBI:6374
 xref: CAS:79-63-0;   DrugBank:DB03696;   HMDB:HMDB0001251;   KEGG:C01724;   KNApSAcK:C00003657;   LIPID_MAPS_instance:LMST01010017
 xref_mesh: MESH:D007810
 xref: MetaCyc:LANOSTEROL;   PDBeChem:LAN;   PMID:14660793;   PMID:16445886;   PMID:21818119;   PMID:21838962;   PMID:22824432;   PMID:22933236;   PMID:22988818;   PMID:24525128;   PMID:26069216;   PMID:26200341;   Reaxys:2226449;   Wikipedia:Lanosterol



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lanosterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp27a1 cytochrome P450, family 27, subfamily a, polypeptide 1 increases metabolic processing ISO CYP27A1 protein results in increased metabolism of Lanosterol CTD PMID:14622972 NCBI chr 9:76,264,655...76,294,551
Ensembl chr 9:76,264,860...76,294,551
JBrowse link
G Cyp51 cytochrome P450, family 51 multiple interactions EXP
ISO
[Ketoconazole results in increased activity of CYP51 protein] which results in increased abundance of Lanosterol
CYP51A1 gene inhibits the reaction [Fluconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Itraconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Ketoconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Voriconazole results in decreased metabolism of and results in increased abundance of Lanosterol]
CTD PMID:12617470 PMID:18694951 NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410
Ensembl chr 6:30,036,865...30,055,410
JBrowse link
G Ephx1 epoxide hydrolase 1 multiple interactions ISO Lanosterol analog inhibits the reaction [EPHX1 protein results in increased metabolism of cholesterol alpha-oxide] CTD PMID:2043152 NCBI chr13:92,714,315...92,744,105
Ensembl chr13:92,714,315...92,790,235
JBrowse link
G Ephx2 epoxide hydrolase 2 multiple interactions ISO Lanosterol analog inhibits the reaction [EPHX2 protein results in increased metabolism of stilbene oxide analog] CTD PMID:2043152 NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
JBrowse link
G Marchf6 membrane associated ring-CH-type finger 6 increases stability ISO Lanosterol results in increased stability of MARCHF6 protein CTD PMID:30545937 NCBI chr 2:82,455,686...82,532,917
Ensembl chr 2:82,455,689...82,532,910
JBrowse link
14-demethyllanosterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Msmo1 methylsterol monooxygenase 1 decreases abundance ISO MSMO1 protein results in decreased abundance of 4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol CTD PMID:23125191 NCBI chr16:24,980,680...24,997,927
Ensembl chr16:24,980,697...24,998,016
JBrowse link
24,25-dihydrolanosterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp51 cytochrome P450, family 51 decreases abundance ISO CYP51A1 mRNA results in decreased abundance of lanostenol CTD PMID:23125191 NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410
Ensembl chr 6:30,036,865...30,055,410
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase decreases activity ISO lanostenol results in decreased activity of HMGCR protein CTD PMID:18024962 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      biological role 19848
        biochemical role 19556
          metabolite 19544
            eukaryotic metabolite 19368
              plant metabolite 17985
                lanosterol 7
                  14-demethyllanosterol + 1
                  24,25-dihydrolanosterol + 2
                  26-hydroxylanosterol 0
                  26-oxolanosterol 0
                  3beta-hydroxy-lanosta-8, 24-dien-26-oate 0
                  lanosteryl ester + 0
                  pneumocysterol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            organic molecule 19706
                              organic cyclic compound 19495
                                organic polycyclic compound 17291
                                  steroid 14716
                                    hydroxy steroid 14466
                                      3-hydroxy steroid 12807
                                        sterol 466
                                          3beta-sterol 460
                                            lanosterol 7
                                              14-demethyllanosterol + 1
                                              24,25-dihydrolanosterol + 2
                                              26-hydroxylanosterol 0
                                              26-oxolanosterol 0
                                              3beta-hydroxy-lanosta-8, 24-dien-26-oate 0
                                              lanosteryl ester + 0
                                              pneumocysterol 0
paths to the root