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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:Ammothamnine
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Accession:CHEBI:2672 term browser browse the term
Definition:An alkaloid that has formula C15H24N2O2.
Synonyms:related_synonym: Formula=C15H24N2O2;   InChI=1S/C15H24N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-,17?/m0/s1;   InChIKey=XVPBINOPNYFXID-LHDUFFHYSA-N;   Matrine N-oxide;   Oxymatrine;   SMILES=C1[C@]2(CN3[C@@]([C@]4(CCC[N+](CC1)([C@@]24[H])[O-])[H])(CCCC3=O)[H])[H]
 xref: CAS:16837-52-8;   KEGG:C10749;   KNApSAcK:C00007758
 xref_mesh: MESH:C037573



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Ammothamnine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acan aggrecan multiple interactions ISO oxymatrine inhibits the reaction [IL1B protein results in decreased expression of ACAN protein] CTD PMID:37196756 NCBI chr 1:132,981,582...133,044,416
Ensembl chr 1:132,981,582...133,043,627
JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO oxymatrine inhibits the reaction [sodium arsenite results in increased expression of ACTA2 protein]
oxymatrine inhibits the reaction [SNHG6 results in increased expression of ACTA2 protein]
CTD PMID:33241020 PMID:35785413 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Adamts5 ADAM metallopeptidase with thrombospondin type 1 motif, 5 multiple interactions ISO oxymatrine inhibits the reaction [IL1B protein results in increased expression of ADAMTS5 protein] CTD PMID:37196756 NCBI chr11:25,000,627...25,047,205
Ensembl chr11:25,000,637...25,047,205
JBrowse link
G Atp2a1 ATPase sarcoplasmic/endoplasmic reticulum Ca2+ transporting 1 multiple interactions ISO oxymatrine inhibits the reaction [sodium arsenite results in decreased expression of ATP2A1 mRNA] CTD PMID:33241020 NCBI chr 1:181,026,606...181,044,859
Ensembl chr 1:181,026,608...181,044,838
JBrowse link
G Atp2a2 ATPase sarcoplasmic/endoplasmic reticulum Ca2+ transporting 2 multiple interactions ISO [oxymatrine co-treated with sodium arsenite] results in decreased expression of ATP2A2 protein CTD PMID:33241020 NCBI chr12:34,072,710...34,122,142
Ensembl chr12:34,072,683...34,122,101
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in decreased expression of BAX protein] CTD PMID:34459104 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in increased expression of BCL2 protein] CTD PMID:34459104 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Capn2 calpain 2 increases expression
multiple interactions
ISO oxymatrine results in increased expression of CAPN2 protein
oxymatrine promotes the reaction [sodium arsenite results in increased expression of CAPN2 protein]
CTD PMID:33241020 NCBI chr13:94,150,244...94,200,969
Ensembl chr13:94,150,240...94,200,969
JBrowse link
G Cat catalase multiple interactions EXP oxymatrine inhibits the reaction [arsenic trioxide results in decreased activity of CAT protein] CTD PMID:27713174 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccn2 cellular communication network factor 2 multiple interactions ISO oxymatrine inhibits the reaction [SNHG6 results in increased expression of CCN2 protein] CTD PMID:35785413 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734
JBrowse link
G Cldn2 claudin 2 multiple interactions EXP oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of CLDN2 mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of CLDN2 protein] CTD PMID:35290143 NCBI chr  X:103,459,870...103,473,794
Ensembl chr  X:103,459,780...103,474,838
JBrowse link
G Col1a1 collagen type I alpha 1 chain multiple interactions ISO oxymatrine inhibits the reaction [SNHG6 results in increased expression of COL1A1 protein] CTD PMID:35785413 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
JBrowse link
G Crebbp CREB binding protein multiple interactions ISO oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of CREBBP mRNA] CTD PMID:18395914 NCBI chr10:11,335,551...11,461,888
Ensembl chr10:11,335,953...11,461,888
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 multiple interactions EXP oxymatrine inhibits the reaction [Lipopolysaccharides promotes the reaction [RELA protein binds to CXCL2 promoter]]; oxymatrine inhibits the reaction [Lipopolysaccharides results in increased expression of CXCL2 mRNA] CTD PMID:23568217 NCBI chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression
multiple interactions
decreases expression
ISO oxymatrine results in increased expression of DDIT3 mRNA
oxymatrine inhibits the reaction [sodium arsenite results in increased expression of DDIT3 protein]; oxymatrine promotes the reaction [sodium arsenite results in increased expression of DDIT3 mRNA]
oxymatrine results in decreased expression of DDIT3 protein
CTD PMID:33241020 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Fn1 fibronectin 1 multiple interactions ISO oxymatrine inhibits the reaction [SNHG6 results in increased expression of FN1 protein] CTD PMID:35785413 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased activity of GPT protein] CTD PMID:15603720 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP
ISO
oxymatrine promotes the reaction [arsenic trioxide results in increased expression of HMOX1 protein]
NFE2L2 protein promotes the reaction [oxymatrine promotes the reaction [IL1B protein results in increased expression of HMOX1 protein]]; oxymatrine promotes the reaction [IL1B protein results in increased expression of HMOX1 protein]
CTD PMID:27713174 PMID:37196756 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 decreases expression
multiple interactions
ISO oxymatrine results in decreased expression of HSPA5 mRNA
oxymatrine inhibits the reaction [sodium arsenite results in increased expression of HSPA5 mRNA]; oxymatrine inhibits the reaction [sodium arsenite results in increased expression of HSPA5 protein]
CTD PMID:33241020 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Ifng interferon gamma multiple interactions EXP oxymatrine inhibits the reaction [Carbon Tetrachloride results in decreased expression of IFNG protein] CTD PMID:15603720 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il10 interleukin 10 multiple interactions EXP oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of IL10 protein]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL10 mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL10 protein] CTD PMID:15603720 PMID:35290143 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP
[oxymatrine co-treated with IL1B protein] results in decreased expression of NFE2L2 protein; NFE2L2 protein promotes the reaction [oxymatrine inhibits the reaction [IL1B protein results in increased expression of RELA protein]]; NFE2L2 protein promotes the reaction [oxymatrine promotes the reaction [IL1B protein results in increased expression of HMOX1 protein]]; oxymatrine inhibits the reaction [Dextran Sulfate results in increased expression of IL1B mRNA]; oxymatrine inhibits the reaction [IL1B protein results in decreased expression of ACAN protein]; oxymatrine inhibits the reaction [IL1B protein results in decreased expression of NFKBIA protein]; oxymatrine inhibits the reaction [IL1B protein results in increased abundance of Nitrites]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of ADAMTS5 protein]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of IL6 mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of IL6 protein]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of NOS2 mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of PTGS2 mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of RELA protein]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of TNF mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of TNF protein]; oxymatrine inhibits the reaction [IL1B protein results in increased secretion of LDHA protein]; oxymatrine promotes the reaction [IL1B protein results in increased expression of HMOX1 protein]; oxymatrine promotes the reaction [IL1B protein results in increased expression of NFE2L2 protein]
oxymatrine analog inhibits the reaction [TNF protein results in increased expression of IL1B protein]
oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL1B mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL1B protein]
CTD PMID:23568217 PMID:34459104 PMID:35290143 PMID:37196756 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il2 interleukin 2 multiple interactions EXP oxymatrine inhibits the reaction [Carbon Tetrachloride results in decreased expression of IL2 protein] CTD PMID:15603720 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Il6 interleukin 6 multiple interactions ISO
EXP
oxymatrine inhibits the reaction [Dextran Sulfate results in increased expression of IL6 mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of IL6 mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of IL6 protein]; oxymatrine inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA]
oxymatrine inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL6 mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL6 protein]
oxymatrine analog inhibits the reaction [TNF protein results in increased expression of IL6 protein]
CTD PMID:23568217 PMID:34459104 PMID:35290143 PMID:37196756 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions
increases expression
ISO oxymatrine inhibits the reaction [arsenic trioxide results in decreased localization of KCNH2 protein]
oxymatrine results in increased expression of KCNH2 protein
CTD PMID:23103450 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO [oxymatrine inhibits the reaction [KEAP1 protein binds to NFE2L2 protein]] which results in increased stability of and results in increased localization of NFE2L2 protein; oxymatrine inhibits the reaction [KEAP1 protein binds to NFE2L2 protein] CTD PMID:37196756 NCBI chr 8:19,768,375...19,777,862
Ensembl chr 8:19,768,375...19,777,862
JBrowse link
G Ldha lactate dehydrogenase A multiple interactions ISO oxymatrine inhibits the reaction [IL1B protein results in increased secretion of LDHA protein] CTD PMID:37196756 NCBI chr 1:97,371,823...97,381,247
Ensembl chr 1:97,366,021...97,433,472
JBrowse link
G Mmp1 matrix metallopeptidase 1 multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in increased expression of MMP1 protein] CTD PMID:34459104 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097
JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in increased expression of MMP13 protein]
oxymatrine inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]
CTD PMID:34459104 PMID:37196756 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239
JBrowse link
G Myd88 MYD88, innate immune signal transduction adaptor multiple interactions EXP oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of MYD88 protein] CTD PMID:35290143 NCBI chr 8:119,074,439...119,078,508
Ensembl chr 8:119,074,437...119,079,415
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions EXP
ISO
oxymatrine promotes the reaction [arsenic trioxide results in increased expression of NFE2L2 protein]
[oxymatrine co-treated with IL1B protein] results in decreased expression of NFE2L2 protein; [oxymatrine inhibits the reaction [KEAP1 protein binds to NFE2L2 protein]] which results in increased stability of and results in increased localization of NFE2L2 protein; NFE2L2 protein promotes the reaction [oxymatrine inhibits the reaction [IL1B protein results in increased expression of RELA protein]]; NFE2L2 protein promotes the reaction [oxymatrine promotes the reaction [IL1B protein results in increased expression of HMOX1 protein]]; oxymatrine inhibits the reaction [KEAP1 protein binds to NFE2L2 protein]; oxymatrine promotes the reaction [IL1B protein results in increased expression of NFE2L2 protein]
CTD PMID:27713174 PMID:37196756 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO oxymatrine inhibits the reaction [IL1B protein results in decreased expression of NFKBIA protein] CTD PMID:37196756 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in increased expression of NOS2 protein]
oxymatrine inhibits the reaction [IL1B protein results in increased expression of NOS2 mRNA]
CTD PMID:34459104 PMID:37196756 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Ocln occludin multiple interactions EXP oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of OCLN mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of OCLN protein] CTD PMID:35290143 NCBI chr 2:31,657,217...31,707,466
Ensembl chr 2:31,657,220...31,764,150
JBrowse link
G Ptgis prostaglandin I2 synthase increases expression EXP Oxymatrine increases expression of Ptgis protein in the heart left ventricle RGD PMID:27802898 RGD:401960097 NCBI chr 3:155,928,564...155,964,228
Ensembl chr 3:155,916,412...155,965,451
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO oxymatrine analog inhibits the reaction [TNF protein results in increased expression of PTGS2 protein]
oxymatrine inhibits the reaction [IL1B protein results in increased expression of PTGS2 mRNA]
CTD PMID:34459104 PMID:37196756 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
decreases expression
EXP
ISO
oxymatrine inhibits the reaction [Lipopolysaccharides promotes the reaction [RELA protein binds to CXCL2 promoter]]; oxymatrine inhibits the reaction [Lipopolysaccharides results in increased localization of RELA protein]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased phosphorylation of RELA protein]
oxymatrine analog inhibits the reaction [TNF protein results in increased expression of RELA protein modified form]
NFE2L2 protein promotes the reaction [oxymatrine inhibits the reaction [IL1B protein results in increased expression of RELA protein]]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of RELA protein]
oxymatrine results in decreased expression of RELA protein
CTD PMID:23568217 PMID:34459104 PMID:35290143 PMID:37196756 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Ryr1 ryanodine receptor 1 multiple interactions
increases expression
ISO oxymatrine promotes the reaction [sodium arsenite results in increased expression of RYR1 mRNA]
oxymatrine results in increased expression of RYR1 mRNA
CTD PMID:33241020 NCBI chr 1:84,292,578...84,423,824
Ensembl chr 1:84,292,578...84,423,812
JBrowse link
G Smad2 SMAD family member 2 decreases expression ISO oxymatrine results in decreased expression of SMAD2 protein CTD PMID:35785413 NCBI chr18:69,849,884...69,918,926
Ensembl chr18:69,850,377...69,912,323
JBrowse link
G Smad3 SMAD family member 3 multiple interactions
decreases expression
ISO oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of SMAD3 mRNA]
oxymatrine results in decreased expression of SMAD3 protein
CTD PMID:18395914 PMID:35785413 NCBI chr 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
JBrowse link
G Smad7 SMAD family member 7 increases expression ISO oxymatrine results in increased expression of SMAD7 mRNA CTD PMID:18395914 NCBI chr18:68,988,429...69,016,774
Ensembl chr18:68,988,429...69,016,765
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 protein]
oxymatrine inhibits the reaction [sodium arsenite results in increased secretion of TGFB1 protein]
CTD PMID:18395914 PMID:33241020 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 multiple interactions EXP oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of TIMP1 protein] CTD PMID:15633229 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link
G Tjp1 tight junction protein 1 multiple interactions EXP oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of TJP1 mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of TJP1 protein] CTD PMID:35290143 NCBI chr 1:118,849,838...119,094,492
Ensembl chr 1:118,849,838...119,094,432
JBrowse link
G Tlr9 toll-like receptor 9 multiple interactions EXP oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of TLR9 protein] CTD PMID:35290143 NCBI chr 8:106,864,680...106,868,796
Ensembl chr 8:106,864,680...106,868,796
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP
oxymatrine inhibits the reaction [IL1B protein results in increased expression of TNF mRNA]; oxymatrine inhibits the reaction [IL1B protein results in increased expression of TNF protein]; oxymatrine inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]
oxymatrine inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF protein]; oxymatrine inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of TNF mRNA]; oxymatrine inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of TNF protein]
oxymatrine analog inhibits the reaction [TNF protein results in decreased expression of BAX protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of BCL2 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of CXCL8 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of IL1B protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of IL6 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of MMP1 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of MMP13 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of NOS2 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of PTGS2 protein]; oxymatrine analog inhibits the reaction [TNF protein results in increased expression of RELA protein modified form]
CTD PMID:15603720 PMID:23568217 PMID:34459104 PMID:35290143 PMID:37196756 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vim vimentin multiple interactions ISO oxymatrine inhibits the reaction [SNHG6 results in increased expression of VIM protein] CTD PMID:35785413 NCBI chr17:76,668,701...76,677,186
Ensembl chr17:76,668,647...76,677,187
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19811
    role 19818
      biological role 19785
        biochemical role 19496
          metabolite 19484
            alkaloid 7817
              Ammothamnine 47
Path 2
Term Annotations click to browse term
  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    main group molecular entity 19759
                      s-block molecular entity 19628
                        hydrogen molecular entity 19614
                          hydrides 19087
                            inorganic hydride 18091
                              pnictogen hydride 18080
                                nitrogen hydride 17987
                                  azane 17796
                                    ammonia 17795
                                      organic amino compound 17795
                                        tertiary amino compound 10124
                                          tertiary amine oxide 53
                                            Ammothamnine 47
paths to the root