Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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:phylloquinone
go back to main search page
Accession:CHEBI:18067 term browser browse the term
Definition:A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.
Synonyms:related_synonym: 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione;   2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone;   2-Methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione;   2-Methyl-3-phytyl-1,4-naphthochinon;   2-Methyl-3-phytyl-1,4-naphthoquinone;   3-Phytylmenadione;   Formula=C31H46O2;   InChI=1S/C31H46O2/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/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1;   InChIKey=MBWXNTAXLNYFJB-NKFFZRIASA-N;   Mephyton;   Phyllochinon;   Phyllochinonum;   Phytomenadione;   Phytonadione;   Phytonadionum;   Phytylmenadione;   SMILES=CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\\C(C)=C\\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O;   Vitamin K1;   alpha-phylloquinone;   fitomenadiona;   fitomenadione;   phytomenadionum;   trans-Phylloquinone;   vitamin K1(20)
 alt_id: CHEBI:11611;   CHEBI:14833;   CHEBI:26105;   CHEBI:45148;   CHEBI:8181
 xref: CAS:84-80-0;   Chemspider:4447652;   DrugBank:DB01022;   Drug_Central:2843;   HMDB:HMDB0003555;   KEGG:C02059;   KEGG:D00148;   KNApSAcK:C00002868;   LIPID_MAPS_instance:LMPR02030028
 xref_mesh: MESH:D010837
 xref: MetaCyc:2-METHYL-3-PHYTYL-14-NAPHTHOQUINONE;   PDBeChem:PQN;   PMCID:PMC6577341;   PMCID:PMC8180628;   PMID:1009028;   PMID:10701947;   PMID:10893417;   PMID:11003724;   PMID:15686525;   PMID:15773196;   PMID:19588895;   PMID:19996170;   PMID:21169510;   PMID:21645693;   PMID:21844348;   PMID:21914559;   PMID:27337968;   PMID:2851012;   PMID:30609653;   PMID:32090699;   PMID:32109957;   PMID:32221088;   PMID:32222983;   PMID:32445363;   PMID:33793953;   PMID:33968245;   PMID:34134516;   PMID:5511811;   PMID:7657478;   Reaxys:2568816;   Wikipedia:Phytomenadione



show annotations for term's descendants           Sort by:
 
phylloquinone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions EXP [Warfarin co-treated with Vitamin K 1] results in decreased phosphorylation of AKT1 protein; Vitamin K 2 inhibits the reaction [[Warfarin co-treated with Vitamin K 1] results in decreased phosphorylation of AKT1 protein] CTD PMID:27212383 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Axl Axl receptor tyrosine kinase multiple interactions EXP [Warfarin co-treated with Vitamin K 1] results in decreased expression of AXL protein; Vitamin K 2 inhibits the reaction [[Warfarin co-treated with Vitamin K 1] results in decreased expression of AXL protein] CTD PMID:27212383 NCBI chr 1:81,265,656...81,296,278
Ensembl chr 1:81,265,088...81,296,265
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO
EXP
[sorafenib co-treated with Vitamin K 1] results in decreased expression of BCL2 protein
[Warfarin co-treated with Vitamin K 1] results in decreased expression of BCL2 protein; Vitamin K 2 inhibits the reaction [[Warfarin co-treated with Vitamin K 1] results in decreased expression of BCL2 protein]
CTD PMID:20301194 PMID:27212383 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bglap bone gamma-carboxyglutamate protein increases carboxylation
multiple interactions
ISO Vitamin K 1 results in increased carboxylation of BGLAP protein
Warfarin inhibits the reaction [Vitamin K 1 results in increased carboxylation of BGLAP protein]
CTD PMID:31173816 NCBI chr 2:173,838,518...173,839,495
Ensembl chr 2:173,838,518...173,839,495
JBrowse link
G Bid BH3 interacting domain death agonist multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in increased cleavage of BID protein CTD PMID:20301194 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
JBrowse link
G Bmp2 bone morphogenetic protein 2 multiple interactions EXP [Warfarin co-treated with Vitamin K 1] affects the expression of BMP2 mRNA; [Warfarin co-treated with Vitamin K 1] affects the expression of BMP2 protein; Losartan affects the reaction [[Warfarin co-treated with Vitamin K 1] affects the expression of BMP2 mRNA]; Losartan affects the reaction [[Warfarin co-treated with Vitamin K 1] affects the expression of BMP2 protein] CTD PMID:27412937 NCBI chr 3:120,812,660...120,822,579
Ensembl chr 3:120,812,882...120,821,397
JBrowse link
G Casp3 caspase 3 multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in increased cleavage of CASP3 protein
[Warfarin co-treated with Vitamin K 1] results in increased cleavage of CASP3 protein
CTD PMID:20301194 PMID:23990204 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in increased cleavage of CASP8 protein CTD PMID:20301194 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions EXP Vitamin K 1 affects the reaction [Ethylene Glycol affects the expression of CCL2 mRNA] CTD PMID:31639794 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G F2 coagulation factor II increases expression ISO Vitamin K 1 deficiency results in increased expression of F2 protein modified form CTD PMID:2821104 NCBI chr 3:77,596,196...77,609,486
Ensembl chr 3:77,596,198...77,609,486
JBrowse link
G F9 coagulation factor IX multiple interactions ISO [VKORC1 protein results in increased reduction of Vitamin K 1] which results in increased carboxylation of and results in increased activity of F9 protein; [VKORC1L1 protein results in increased reduction of Vitamin K 1] which results in increased carboxylation of and results in increased activity of F9 protein CTD PMID:29581108 NCBI chr  X:138,352,334...138,396,835
Ensembl chr  X:138,352,298...138,396,835
JBrowse link
G Faslg Fas ligand multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in increased expression of FASLG protein; pyrazolanthrone inhibits the reaction [[sorafenib co-treated with Vitamin K 1] results in increased expression of FASLG protein] CTD PMID:20301194 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Vitamin K 1 results in increased expression of FOS mRNA CTD PMID:19273458 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gas6 growth arrest specific 6 multiple interactions EXP [Warfarin co-treated with Vitamin K 1] results in decreased expression of GAS6 protein; Vitamin K 2 inhibits the reaction [[Warfarin co-treated with Vitamin K 1] results in decreased expression of GAS6 protein] CTD PMID:27212383 NCBI chr16:76,045,430...76,075,904
Ensembl chr16:76,045,426...76,075,904
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Vitamin K 1 inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Il6 interleukin 6 multiple interactions EXP Vitamin K 1 inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] CTD PMID:16636460 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in increased phosphorylation of JUN protein; pyrazolanthrone inhibits the reaction [[sorafenib co-treated with Vitamin K 1] results in increased phosphorylation of JUN protein] CTD PMID:20301194 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in decreased phosphorylation of MAPK1 protein CTD PMID:20301194 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO [sorafenib co-treated with Vitamin K 1] results in decreased phosphorylation of MAPK3 protein CTD PMID:20301194 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mgp matrix Gla protein multiple interactions
increases expression
EXP
ISO
[Vitamin K 1 co-treated with Ethylene Glycol] results in increased expression of MGP protein; Vitamin K 1 results in increased expression of and results in increased secretion of MGP protein modified form; Warfarin inhibits the reaction [Vitamin K 1 results in increased expression of and results in increased secretion of MGP protein modified form]
Vitamin K 1 results in increased expression of MGP protein
[[Warfarin co-treated with Vitamin K 1] results in decreased carboxylation of MGP protein] which results in decreased activity of MGP protein; [Warfarin co-treated with Vitamin K 1] results in decreased activity of MGP protein; [Warfarin co-treated with Vitamin K 1] results in decreased carboxylation of MGP protein; [Warfarin co-treated with Vitamin K 1] results in decreased expression of MGP mRNA
CTD PMID:21705322 PMID:23990204 PMID:31639794 NCBI chr 4:169,766,290...169,769,612
Ensembl chr 4:169,766,279...169,769,667
JBrowse link
G Runx2 RUNX family transcription factor 2 multiple interactions EXP [Warfarin co-treated with Vitamin K 1] affects the expression of RUNX2 mRNA; [Warfarin co-treated with Vitamin K 1] affects the expression of RUNX2 protein; Losartan affects the reaction [[Warfarin co-treated with Vitamin K 1] affects the expression of RUNX2 mRNA]; Losartan affects the reaction [[Warfarin co-treated with Vitamin K 1] affects the expression of RUNX2 protein] CTD PMID:27412937 NCBI chr 9:16,167,504...16,492,826
Ensembl chr 9:16,167,482...16,492,167
JBrowse link
G Spp1 secreted phosphoprotein 1 multiple interactions ISO [Warfarin co-treated with Vitamin K 1] results in increased expression of SPP1 mRNA CTD PMID:23990204 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
JBrowse link
G Tagln transgelin multiple interactions ISO [Warfarin co-treated with Vitamin K 1] results in decreased expression of TAGLN mRNA CTD PMID:23990204 NCBI chr 8:46,224,939...46,230,413
Ensembl chr 8:46,222,472...46,230,668
JBrowse link
G Vkorc1 vitamin K epoxide reductase complex, subunit 1 multiple interactions
increases reduction
ISO 4-hydroxycoumarin inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; [VKORC1 protein results in increased reduction of Vitamin K 1] which results in increased carboxylation of and results in increased activity of F9 protein; Acenocoumarol inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; bromadiolone inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; bromfenacoum inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; coumachlor inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; coumatetralyl inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; Dicumarol inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; ferulenol inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; fluindione inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; Phenindione inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; Phenprocoumon inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1]; Warfarin inhibits the reaction [VKORC1 protein results in increased reduction of Vitamin K 1] CTD PMID:29581108 NCBI chr 1:182,502,491...182,505,012
Ensembl chr 1:182,500,844...182,505,008
JBrowse link
G Vkorc1l1 vitamin K epoxide reductase complex, subunit 1-like 1 multiple interactions
increases reduction
ISO 4-hydroxycoumarin inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; [VKORC1L1 protein results in increased reduction of Vitamin K 1] which results in increased carboxylation of and results in increased activity of F9 protein; Acenocoumarol inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; bromadiolone inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; bromfenacoum inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; coumachlor inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; coumatetralyl inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; Dicumarol inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; ferulenol inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; fluindione inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; Phenindione inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; Phenprocoumon inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1]; Warfarin inhibits the reaction [VKORC1L1 protein results in increased reduction of Vitamin K 1] CTD PMID:29581108 NCBI chr12:26,717,959...26,768,193 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19763
      biological role 19763
        biochemical role 19380
          cofactor 15785
            phylloquinone 25
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19710
                    p-block element atom 19710
                      carbon group element atom 19631
                        carbon atom 19621
                          organic molecular entity 19621
                            organic group 18730
                              organic divalent group 18721
                                organodiyl group 18721
                                  carbonyl group 18670
                                    carbonyl compound 18670
                                      ketone 16930
                                        cyclic ketone 15400
                                          quinone 8387
                                            naphthoquinone 1437
                                              phytylnaphthoquinone 25
                                                phylloquinones 25
                                                  phylloquinone 25
paths to the root