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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:menaquinone-4
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Accession:CHEBI:78277 term browser browse the term
Definition:A menaquinone whose side-chain contains 4 isoprene units in an all-trans-configuration.
Synonyms:related_synonym: 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone;   2-Methyl-3-geranylgeranyl-1,4-naphthoquinone;   2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone;   2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-naphthoquinone;   MK-4;   MK4;   Menaquinone K4;   Vitamin MK 4;   menatetrenona;   menatetrenone;   menatetrenonum;   vitamin K2(20)
 xref: CAS:863-61-6;   Chemspider:4445530;   DrugBank:DB12148;   HMDB:HMDB0030017
 xref_mesh: MESH:C030814
 xref: Reaxys:2178866;   drugcentral:1685;   foodb.food:FDB029792;   kegg.drug:D00100;   metacyc.compound:CPD-9726;   pmc:PMC7259074;   pubmed:22692649;   pubmed:23169578;   pubmed:23346882;   pubmed:23702931;   pubmed:23832575;   pubmed:24085302;   pubmed:24138531;   pubmed:24342502;   pubmed:24426779;   pubmed:24489112;   pubmed:24508562;   pubmed:24630057;   pubmed:24737747;   pubmed:24841104;   pubmed:24975215;   pubmed:30753659;   pubmed:31018587;   pubmed:31083359;   pubmed:31579595;   pubmed:32086127;   pubmed:32150581;   pubmed:32412060;   pubmed:32448576;   pubmed:33051011;   pubmed:33542347;   pubmed:34202933;   wikipedia.en:Menatetrenone
 chemrof_formula: C31H40O2
 chemrof_smiles: CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O
 chemrof_inchikey: DKHGMERMDICWDU-GHDNBGIDSA-N
 chemrof_inchi: InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+


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menaquinone-4 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alpl alkaline phosphatase, biomineralization associated increases activity ISO menatetrenone results in increased activity of ALPL protein CTD PMID:11113387 NCBI chr 5:155,234,770...155,289,785
Ensembl chr 5:155,234,775...155,254,167 		JBrowse link
G Bglap bone gamma-carboxyglutamate protein increases expression
multiple interactions
increases carboxylation 		ISO menatetrenone results in increased expression of BGLAP mRNA
Warfarin inhibits the reaction [menatetrenone results in increased carboxylation of BGLAP protein] 		CTD PMID:11113387 PMID:31173816 NCBI chr 2:176,136,341...176,137,318
Ensembl chr 2:176,136,341...176,137,318 		JBrowse link
G Bmp2 bone morphogenetic protein 2 multiple interactions
increases expression
increases response to substance 		ISO Coumestrol inhibits the reaction [menatetrenone promotes the reaction [Phosphates results in increased expression of BMP2 mRNA]]; Coumestrol inhibits the reaction [menatetrenone results in increased expression of BMP2 mRNA]; Coumestrol inhibits the reaction [menatetrenone results in increased susceptibility to BMP2 protein]; Coumestrol inhibits the reaction [Phosphates promotes the reaction [menatetrenone results in increased expression of BMP2 mRNA]]; Ketoconazole inhibits the reaction [menatetrenone promotes the reaction [Phosphates results in increased expression of BMP2 mRNA]]; Ketoconazole inhibits the reaction [Phosphates promotes the reaction [menatetrenone results in increased expression of BMP2 mRNA]]; menatetrenone promotes the reaction [Phosphates results in increased expression of BMP2 mRNA]; Phosphates promotes the reaction [menatetrenone results in increased expression of BMP2 mRNA] CTD PMID:31843813 NCBI chr 3:141,264,648...141,275,416
Ensembl chr 3:141,264,646...141,274,760 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO menatetrenone results in increased activity of NR1I2 protein CTD PMID:31843813 NCBI chr11:75,965,717...76,006,733
Ensembl chr11:75,965,632...76,002,380 		JBrowse link
G Tnfrsf11b TNF receptor superfamily member 11B increases expression ISO menatetrenone results in increased expression of TNFRSF11B mRNA CTD PMID:31173816 NCBI chr 7:87,456,318...87,484,324
Ensembl chr 7:87,456,319...87,485,075 		JBrowse link
G Tnfsf11 TNF superfamily member 11 multiple interactions ISO menatetrenone inhibits the reaction [Calcitriol results in increased expression of TNFSF11 mRNA] CTD PMID:11113387 NCBI chr15:60,083,008...60,114,479
Ensembl chr15:60,083,008...60,114,479 		JBrowse link
G Ubiad1 UbiA prenyltransferase domain containing 1 multiple interactions ISO [UBIAD1 protein results in increased metabolism of Vitamin K metabolite] which results in increased chemical synthesis of menatetrenone CTD PMID:20953171 NCBI chr 5:164,139,714...164,167,777
Ensembl chr 5:164,151,802...164,163,400 		JBrowse link
Term paths to the root
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  CHEBI ontology 20874
    role 20844
      chemical role 20219
        antioxidant 16310
          menaquinone-4 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            heteroorganic entity 20201
                              organochalcogen compound 19822
                                organooxygen compound 19713
                                  carbonyl compound 18827
                                    ketone 17484
                                      cyclic ketone 16169
                                        quinone 10438
                                          p-quinones 9186
                                            prenylquinone 157
                                              prenylnaphthoquinone 30
                                                menaquinones 30
                                                  menaquinone 30
                                                    menaquinone-4 7
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