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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:cholesterol
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Accession:CHEBI:16113 term browser browse the term
Definition:A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group.
Synonyms:related_synonym: (3beta,14beta,17alpha)-cholest-5-en-3-ol;   Cholest-5-en-3beta-ol;   Cholesterin;   Formula=C27H46O;   InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1;   InChIKey=HVYWMOMLDIMFJA-DPAQBDIFSA-N;   SMILES=C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@H](C)CCCC(C)C)[H])[H])C)[H])C
 alt_id: CHEBI:13982;   CHEBI:23204;   CHEBI:3659;   CHEBI:41564
 xref: Beilstein:2060565;   CAS:57-88-5;   DrugBank:DB04540;   Gmelin:550297;   HMDB:HMDB0000067;   KEGG:C00187;   KEGG:D00040;   KNApSAcK:C00003648;   LIPID_MAPS_instance:LMST01010001
 xref_mesh: MESH:D002784
 xref: MetaCyc:CHOLESTEROL;   PDBeChem:CLR;   PMID:10901445;   PMID:11412894;   PMID:16341241;   PMID:24287311;   PMID:25308664;   PMID:25451949;   PMID:25522988;   PMID:25658343;   PMID:25977713;   PMID:4696527;   PMID:8838010;   Reaxys:2060565;   Wikipedia:Cholesterol


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cholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G APOA1 apolipoprotein A1 increases transport
multiple interactions		 EXP APOA1 protein results in increased transport of Cholesterol
24-hydroxycholesterol promotes the reaction [APOA1 protein results in increased transport of Cholesterol]; Fenofibrate inhibits the reaction [APOA1 protein results in increased transport of Cholesterol]; Fenofibrate promotes the reaction [APOA1 protein results in increased transport of Cholesterol]; Pioglitazone promotes the reaction [APOA1 protein results in increased transport of Cholesterol]; T0901317 promotes the reaction [APOA1 protein results in increased transport of Cholesterol]; Troglitazone promotes the reaction [APOA1 protein results in increased transport of Cholesterol]		 CTD PMID:16530456 NCBI chr 9:44,216,481...44,218,360
Ensembl chr 9:44,216,392...44,218,713 		JBrowse link
(24S)-24-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCA1 ATP binding cassette subfamily A member 1 affects localization
increases expression		 EXP 24-hydroxycholesterol affects the localization of ABCA1 protein
24-hydroxycholesterol results in increased expression of ABCA1 mRNA		 CTD PMID:16530456 NCBI chr 1:246,144,277...246,278,492
Ensembl chr 1:246,144,277...246,278,492 		JBrowse link
G APOA1 apolipoprotein A1 multiple interactions
increases secretion		 EXP 24-hydroxycholesterol promotes the reaction [APOA1 protein results in increased transport of Cholesterol]
24-hydroxycholesterol results in increased secretion of APOA1 protein		 CTD PMID:16530456 NCBI chr 9:44,216,481...44,218,360
Ensembl chr 9:44,216,392...44,218,713 		JBrowse link
G CYP7A1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP CYP7A1 protein results in increased metabolism of 24-hydroxycholesterol CTD PMID:11013305 NCBI chr 4:74,343,101...74,372,628
Ensembl chr 4:74,343,123...74,372,621 		JBrowse link
G LIPG lipase G, endothelial type decreases expression EXP 24-hydroxycholesterol results in decreased expression of LIPG mRNA; 24-hydroxycholesterol results in decreased expression of LIPG protein CTD PMID:15953354 NCBI chr 1:99,081,940...99,110,671
Ensembl chr 1:99,081,938...99,110,874 		JBrowse link
G SCARB1 scavenger receptor class B member 1 affects localization EXP 24-hydroxycholesterol affects the localization of SCARB1 protein CTD PMID:16530456 NCBI chr14:28,301,421...28,393,568
Ensembl chr14:28,301,294...28,393,568 		JBrowse link
(25R)-cholest-5-ene-3beta,26-diol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CYP7A1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP CYP7A1 protein results in increased metabolism of 27-hydroxycholesterol CTD PMID:10882719 NCBI chr 4:74,343,101...74,372,628
Ensembl chr 4:74,343,123...74,372,621 		JBrowse link
20-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CYP7A1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP CYP7A1 protein results in increased metabolism of 20-hydroxycholesterol CTD PMID:10882719 NCBI chr 4:74,343,101...74,372,628
Ensembl chr 4:74,343,123...74,372,621 		JBrowse link
25-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CYP7A1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP CYP7A1 protein results in increased metabolism of 25-hydroxycholesterol CTD PMID:10882719 NCBI chr 4:74,343,101...74,372,628
Ensembl chr 4:74,343,123...74,372,621 		JBrowse link
26-hydroxycholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CYP7A1 cytochrome P450 family 7 subfamily A member 1 increases metabolic processing EXP CYP7A1 protein results in increased metabolism of 27-hydroxycholesterol CTD PMID:10882719 NCBI chr 4:74,343,101...74,372,628
Ensembl chr 4:74,343,123...74,372,621 		JBrowse link
7-ketocholesterol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 multiple interactions EXP 7-ketocholesterol inhibits the reaction [[Benzo(a)pyrene co-treated with 9,10-Dimethyl-1,2-benzanthracene] results in increased expression of CYP1A1 protein] CTD PMID:11042205 NCBI chr 7:58,802,887...58,809,155
Ensembl chr 7:58,802,887...58,809,775 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 5066
    role 5030
      biological role 5030
        biochemical role 4951
          metabolite 4939
            eukaryotic metabolite 4920
              algal metabolite 149
                cholesterol 6
                  (16S,22S)-dihydroxycholesterol + 0
                  (20R)-17alpha,20-dihydroxycholesterol 0
                  (20S)-17alpha,20-dihydroxycholesterol 0
                  (22R)-22-hydroxycholesterol 0
                  (22S)-22-hydroxycholesterol 0
                  (24S,25)-dihydroxycholesterol 0
                  (24S,26)-dihydroxycholesterol 0
                  (25R)-3beta,26-dihydroxycholest-5-en-7-one 0
                  (25R)-3beta-hydroxycholest-5-en-7-one-26-al 0
                  (25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid 0
                  (25R)-cholest-5-ene-3beta,26-diol + 1
                  24-hydroxycholesterol + 5
                  24-methylenecholesterol + 0
                  25-hydroxycholesterol 1
                  26-hydroxycholesterol + 1
                  3beta-hydroxycholest-5-en-26-al + 0
                  3beta-hydroxycholest-5-en-26-oic acid + 0
                  4beta-hydroxycholesterol 0
                  7-aminocholesterol 0
                  7-ketocholesterol 1
                  7alpha,24-dihydroxycholesterol + 0
                  7alpha,25-dihydroxycholesterol 0
                  7alpha,26-dihydroxycholesterol + 0
                  7alpha-hydroxycholesterol 0
                  7beta-hydroxycholesterol 0
                  Glycino 3beta-cholesterol ester group 0
                  cholesterol sulfate 0
                  cholesteryl beta-D-galactoside 0
                  cholesteryl beta-D-glucoside 0
                  cholesteryl beta-D-xyloside 0
                  cholesteryl ester + 0
                  cholesteryl glycoside + 0
                  cholesteryl hemisuccinate 0
                  oxysterol + 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 5066
    subatomic particle 5057
      composite particle 5057
        hadron 5057
          baryon 5057
            nucleon 5057
              atomic nucleus 5057
                atom 5057
                  main group element atom 5026
                    p-block element atom 5023
                      carbon group element atom 4940
                        carbon atom 4939
                          organic molecular entity 4939
                            organic molecule 4887
                              organic cyclic compound 4825
                                organic polycyclic compound 166
                                  steroid 107
                                    hydroxy steroid 75
                                      3-hydroxy steroid 41
                                        3beta-hydroxy steroid 11
                                          3beta-hydroxy-Delta(5)-steroid 7
                                            cholesterol 6
                                              (16S,22S)-dihydroxycholesterol + 0
                                              (20R)-17alpha,20-dihydroxycholesterol 0
                                              (20S)-17alpha,20-dihydroxycholesterol 0
                                              (22R)-22-hydroxycholesterol 0
                                              (22S)-22-hydroxycholesterol 0
                                              (24S,25)-dihydroxycholesterol 0
                                              (24S,26)-dihydroxycholesterol 0
                                              (25R)-3beta,26-dihydroxycholest-5-en-7-one 0
                                              (25R)-3beta-hydroxycholest-5-en-7-one-26-al 0
                                              (25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid 0
                                              (25R)-cholest-5-ene-3beta,26-diol + 1
                                              24-hydroxycholesterol + 5
                                              24-methylenecholesterol + 0
                                              25-hydroxycholesterol 1
                                              26-hydroxycholesterol + 1
                                              3beta-hydroxycholest-5-en-26-al + 0
                                              3beta-hydroxycholest-5-en-26-oic acid + 0
                                              4beta-hydroxycholesterol 0
                                              7-aminocholesterol 0
                                              7-ketocholesterol 1
                                              7alpha,24-dihydroxycholesterol + 0
                                              7alpha,25-dihydroxycholesterol 0
                                              7alpha,26-dihydroxycholesterol + 0
                                              7alpha-hydroxycholesterol 0
                                              7beta-hydroxycholesterol 0
                                              Glycino 3beta-cholesterol ester group 0
                                              cholesterol sulfate 0
                                              cholesteryl beta-D-galactoside 0
                                              cholesteryl beta-D-glucoside 0
                                              cholesteryl beta-D-xyloside 0
                                              cholesteryl ester + 0
                                              cholesteryl glycoside + 0
                                              cholesteryl hemisuccinate 0
                                              oxysterol + 5
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