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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:Methanandamide
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Accession:CHEBI:167729 term browser browse the term
Synonyms:exact_synonym: (5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
 related_synonym: Formula=C23H39NO2;   InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-/t22-/m1/s1;   InChIKey=SQKRUBZPTNJQEM-FQPARAGTSA-N;   SMILES=O=C(N[C@@H](CO)C)CCC/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCCC
 xref: CAS:157182-49-5;   Chemspider:4881984;   LINCS:LSM-44079;   LIPID_MAPS_instance:LMFA08020040
 xref_mesh: MESH:C088155


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Methanandamide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
decreases phosphorylation
multiple interactions
ISO
EXP
methanandamide results in increased phosphorylation of AKT1 protein
methanandamide results in decreased phosphorylation of AKT1 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased phosphorylation of AKT1 protein]; Rimonabant inhibits the reaction [methanandamide results in increased phosphorylation of AKT1 protein]; SR 144528 inhibits the reaction [methanandamide results in increased phosphorylation of AKT1 protein]
CTD PMID:12834810 PMID:31199905 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bdkrb1 bradykinin receptor B1 decreases activity ISO methanandamide results in decreased activity of BDKRB1 protein CTD PMID:19022239 NCBI chr 6:124,510,827...124,514,475
Ensembl chr 6:124,510,870...124,513,747
JBrowse link
G Casp3 caspase 3 multiple interactions ISO [bafilomycin A1 co-treated with methanandamide] results in increased cleavage of CASP3 protein; tin protoporphyrin IX inhibits the reaction [[bafilomycin A1 co-treated with methanandamide] results in increased cleavage of CASP3 protein] CTD PMID:33076330 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cnr1 cannabinoid receptor 1 decreases expression
multiple interactions
EXP methanandamide results in decreased expression of CNR1 mRNA; methanandamide results in decreased expression of CNR1 protein
CNR1 protein affects the reaction [methanandamide results in increased phosphorylation of and results in increased activity of MAPK1 protein]; CNR1 protein affects the reaction [methanandamide results in increased phosphorylation of and results in increased activity of MAPK3 protein]
CTD PMID:12734338 PMID:31199905 NCBI chr 5:48,408,543...48,436,099
Ensembl chr 5:48,408,574...48,435,099
JBrowse link
G Cnr2 cannabinoid receptor 2 multiple interactions ISO methanandamide binds to and results in increased activity of CNR2 protein CTD PMID:27194477 NCBI chr 5:148,125,222...148,151,548
Ensembl chr 5:148,125,604...148,151,548
JBrowse link
G F3 coagulation factor III, tissue factor multiple interactions
increases expression
ISO [AM 251 co-treated with iodopravadoline] promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; capsazepine promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; iodopravadoline promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; methanandamide promotes the reaction [IL1B protein results in increased expression of F3 protein]
methanandamide results in increased expression of F3 protein
CTD PMID:27556861 NCBI chr 2:209,827,061...209,838,666
Ensembl chr 2:209,826,959...209,838,668
JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions
ISO methanandamide results in increased expression of HMOX1 protein
[bafilomycin A1 co-treated with methanandamide] results in increased expression of HMOX1 protein
CTD PMID:33076330 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions
increases expression
ISO ICAM1 mutant form inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]
methanandamide results in increased expression of ICAM1 mRNA
CTD PMID:22198381 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [AM 251 co-treated with iodopravadoline] promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; capsazepine promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; IL1B promotes the reaction [methanandamide results in increased expression of PTGS2 mRNA]; iodopravadoline promotes the reaction [methanandamide promotes the reaction [IL1B protein results in increased expression of and results in increased activity of F3 protein]]; methanandamide promotes the reaction [IL1B protein results in increased expression of F3 protein] CTD PMID:11527419 PMID:27556861 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Lhb luteinizing hormone subunit beta decreases expression EXP methanandamide results in decreased expression of LHB protein CTD PMID:9825732 NCBI chr 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972
Ensembl chr 1:95,900,984...95,901,972
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation
multiple interactions
increases phosphorylation
EXP
ISO
methanandamide results in decreased phosphorylation of MAPK1 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased phosphorylation of MAPK1 protein]; [JHW 015 co-treated with methanandamide] results in increased phosphorylation of MAPK1 protein; AM 251 inhibits the reaction [methanandamide results in increased phosphorylation of MAPK1 protein]; AM 281 inhibits the reaction [[JHW 015 co-treated with methanandamide] results in increased phosphorylation of MAPK1 protein]; iodopravadoline inhibits the reaction [methanandamide results in increased phosphorylation of MAPK1 protein]; Rimonabant inhibits the reaction [methanandamide results in increased phosphorylation of MAPK1 protein]; SR 144528 inhibits the reaction [methanandamide results in increased phosphorylation of MAPK1 protein]
CNR1 protein affects the reaction [methanandamide results in increased phosphorylation of and results in increased activity of MAPK1 protein]; methanandamide results in increased phosphorylation of and results in increased activity of MAPK1 protein
CTD PMID:11527419 PMID:12734338 PMID:12834810 PMID:16330497 PMID:17041005 More... 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 increases phosphorylation
multiple interactions
decreases phosphorylation
ISO
EXP
methanandamide results in increased phosphorylation of MAPK3 protein
CNR1 protein affects the reaction [methanandamide results in increased phosphorylation of and results in increased activity of MAPK3 protein]; methanandamide results in increased phosphorylation of and results in increased activity of MAPK3 protein
methanandamide results in decreased phosphorylation of MAPK3 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased phosphorylation of MAPK3 protein]; AM 251 inhibits the reaction [methanandamide results in increased phosphorylation of MAPK3 protein]; iodopravadoline inhibits the reaction [methanandamide results in increased phosphorylation of MAPK3 protein]; Rimonabant inhibits the reaction [methanandamide results in increased phosphorylation of MAPK3 protein]; SR 144528 inhibits the reaction [methanandamide results in increased phosphorylation of MAPK3 protein]
CTD PMID:11527419 PMID:12734338 PMID:12834810 PMID:16330497 PMID:18159069 More... NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mmp1 matrix metallopeptidase 1 increases expression ISO methanandamide results in increased expression of MMP1 mRNA; methanandamide results in increased expression of MMP1 protein CTD PMID:16330497 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression ISO methanandamide results in decreased expression of MMP2 protein CTD PMID:18159069 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp3 matrix metallopeptidase 3 increases expression ISO methanandamide results in increased expression of MMP3 mRNA; methanandamide results in increased expression of MMP3 protein CTD PMID:16330497 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
increases expression
ISO N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide inhibits the reaction [methanandamide results in increased expression of MMP9 mRNA]; N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide inhibits the reaction [methanandamide results in increased expression of MMP9 protein]
methanandamide results in increased expression of MMP9 mRNA; methanandamide results in increased expression of MMP9 protein
CTD PMID:16330497 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Ngf nerve growth factor multiple interactions
increases expression
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased expression of NGF protein] CTD PMID:12834810 NCBI chr 2:189,901,058...189,954,452
Ensembl chr 2:189,901,058...189,954,452
JBrowse link
G Penk proenkephalin increases expression EXP methanandamide results in increased expression of PENK mRNA CTD PMID:9645967 NCBI chr 5:17,183,799...17,189,160
Ensembl chr 5:17,183,806...17,189,129
JBrowse link
G Prl prolactin decreases expression EXP methanandamide results in decreased expression of PRL protein CTD PMID:9825732 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression
increases response to substance
multiple interactions
ISO methanandamide results in increased expression of PTGS2 mRNA; methanandamide results in increased expression of PTGS2 protein
PTGS2 results in increased susceptibility to methanandamide
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[methanandamide results in increased expression of PTGS2 mRNA] which results in increased chemical synthesis of Dinoprostone]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased expression of PTGS2 mRNA]; [methanandamide results in increased expression of PTGS2 mRNA] which results in increased chemical synthesis of Dinoprostone; IL1B promotes the reaction [methanandamide results in increased expression of PTGS2 mRNA]; SB 203580 inhibits the reaction [[methanandamide results in increased expression of PTGS2 mRNA] which results in increased chemical synthesis of Dinoprostone]; SB 203580 inhibits the reaction [methanandamide results in increased expression of PTGS2 mRNA]
CTD PMID:11527419 PMID:15361550 PMID:16330497 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase multiple interactions
increases localization
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased localization of RAF1 protein]; Rimonabant inhibits the reaction [methanandamide results in increased localization of RAF1 protein]; SR 144528 inhibits the reaction [methanandamide results in increased localization of RAF1 protein] CTD PMID:12834810 NCBI chr 4:148,679,534...148,740,265
Ensembl chr 4:148,679,530...148,740,317
JBrowse link
G Tgfb1 transforming growth factor, beta 1 increases expression ISO methanandamide results in increased expression of TGFB1 protein CTD PMID:11779138 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Thy1 Thy-1 cell surface antigen multiple interactions
affects expression
EXP capsazepine inhibits the reaction [methanandamide affects the expression of THY1 mRNA]; Rimonabant inhibits the reaction [methanandamide affects the expression of THY1 mRNA] CTD PMID:17591864 NCBI chr 8:44,389,495...44,394,688
Ensembl chr 8:44,389,513...44,394,659
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 increases response to substance
multiple interactions
increases expression
ISO TIMP1 results in increased susceptibility to methanandamide
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; [iodopravadoline co-treated with AM 251] inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; AM 251 inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; capsazepine inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; ICAM1 mutant form inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; iodopravadoline inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide inhibits the reaction [methanandamide results in increased expression of TIMP1 mRNA]; N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]; SB 203580 inhibits the reaction [methanandamide results in increased expression of TIMP1 protein]
methanandamide results in increased expression of TIMP1 mRNA; methanandamide results in increased expression of TIMP1 protein
CTD PMID:16330497 PMID:18159069 PMID:22198381 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link

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  CHEBI ontology 19821
    chemical entity 19821
      atom 19819
        nonmetal atom 19707
          carbon atom 19630
            organic molecular entity 19630
              lipid 17491
                fatty amide 779
                  Methanandamide 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                monocarboxylic acid amide 15008
                                                  fatty amide 779
                                                    Methanandamide 24
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