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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:phenethylamine alkaloid
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Accession:CHEBI:38605 term browser browse the term
Synonyms:related_synonym: phenethylamine alkaloids


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(-)-ephedrine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Apoa1 apolipoprotein A1 multiple interactions ISO [Ephedrine co-treated with Caffeine] results in increased expression of APOA1 protein CTD PMID:16324916 NCBI chr 8:46,527,251...46,529,035
Ensembl chr 8:46,527,144...46,529,035
JBrowse link
G Apoa2 apolipoprotein A2 multiple interactions ISO [Ephedrine co-treated with Caffeine] results in decreased expression of APOA2 protein CTD PMID:16324916 NCBI chr13:83,644,460...83,646,358
Ensembl chr13:83,644,470...83,646,355
JBrowse link
G Apob apolipoprotein B multiple interactions ISO [Ephedrine co-treated with Caffeine] results in decreased expression of APOB protein CTD PMID:16324916 NCBI chr 6:30,844,386...30,883,983
Ensembl chr 6:30,844,368...30,892,497
JBrowse link
G Apoc1 apolipoprotein C1 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in increased expression of APOC1 protein CTD PMID:16324916 NCBI chr 1:79,347,057...79,350,340
Ensembl chr 1:79,346,136...79,350,375
JBrowse link
G Apoc2 apolipoprotein C2 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in decreased expression of APOC2 protein CTD PMID:16324916 NCBI chr 1:79,329,429...79,334,397
Ensembl chr 1:79,329,428...79,334,476
JBrowse link
G Apoc3 apolipoprotein C3 multiple interactions ISO [Ephedrine co-treated with Caffeine co-treated with pioglitazone] results in decreased expression of APOC3 protein CTD PMID:16324916 NCBI chr 8:46,531,478...46,533,658
Ensembl chr 8:46,531,478...46,533,583
JBrowse link
G Casp3 caspase 3 multiple interactions EXP [Caffeine co-treated with Ephedrine] results in increased cleavage of CASP3 protein CTD PMID:15537744 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cfd complement factor D multiple interactions ISO [Caffeine co-treated with Ephedrine] affects the reaction [Sodium Glutamate results in decreased expression of CFD mRNA]; [Caffeine co-treated with Ephedrine] affects the reaction [Sodium Glutamate results in decreased expression of CFD protein] CTD PMID:2307116 NCBI chr 7:9,813,148...9,814,871
Ensembl chr 7:9,813,150...9,815,053
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Ephedrine results in increased expression of FOS mRNA CTD PMID:12730611 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G H2ax H2A.X variant histone multiple interactions EXP [Caffeine co-treated with Ephedrine] results in increased phosphorylation of H2AX protein CTD PMID:15537744 NCBI chr 8:44,671,927...44,673,257
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
(-)-selegiline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions ISO Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium affects the localization of AIFM1 protein]; Selegiline inhibits the reaction [Oxidopamine affects the localization of AIFM1 protein]; Selegiline inhibits the reaction [Rotenone affects the localization of AIFM1 protein] CTD PMID:12880480 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions
increases phosphorylation
EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [[Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of AKT1 protein]; [Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of AKT1 protein
Selegiline results in increased phosphorylation of AKT1 protein
CTD PMID:22019741 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bach1 BTB domain and CNC homolog 1 multiple interactions ISO Selegiline inhibits the reaction [Smoke analog affects the localization of BACH1 protein] CTD PMID:28108387 NCBI chr11:26,939,429...26,974,876
Ensembl chr11:26,939,480...26,972,447
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO Selegiline inhibits the reaction [linsidomine results in increased expression of BAX protein] CTD PMID:12880480 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 Selegiline inhibits the reaction [linsidomine results in decreased expression of BCL2 protein] CTD PMID:12880480 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions ISO Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of CASP3 mRNA]; Selegiline inhibits the reaction [linsidomine results in increased expression of CASP3 mRNA]; Selegiline inhibits the reaction [linsidomine results in increased expression of CASP3 protein]
Selegiline promotes the reaction [Hydroxyurea results in increased cleavage of CASP3 protein]
CTD PMID:12880480 PMID:14724376 PMID:23696560 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase multiple interactions EXP
ISO
Selegiline promotes the reaction [Rotenone results in increased activity of CAT protein]
Selegiline inhibits the reaction [Smoke analog results in decreased activity of CAT protein]
CTD PMID:16490285 PMID:28108387 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cycs cytochrome c, somatic multiple interactions ISO Selegiline inhibits the reaction [linsidomine affects the localization of CYCS protein] CTD PMID:12880480 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 affects metabolic processing ISO CYP1A2 protein affects the metabolism of Selegiline CTD PMID:16198659 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions
decreases activity
ISO Selegiline inhibits the reaction [CYP2B6 protein results in increased hydroxylation of Bupropion]
Selegiline results in decreased activity of CYP2B6 protein
CTD PMID:25656918 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of FOS mRNA] CTD PMID:14724376 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase multiple interactions ISO
EXP
Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of GAPDH mRNA]
Selegiline inhibits the reaction [Paraquat affects the localization of GAPDH protein]
Selegiline inhibits the reaction [Hydroxyurea affects the localization of GAPDH protein]
CTD PMID:14724376 PMID:20478973 PMID:23696560 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO Selegiline inhibits the reaction [Smoke analog results in increased expression of HMOX1 protein] CTD PMID:28108387 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases expression
ISO Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of JUN mRNA]
Selegiline results in increased expression of JUN protein
CTD PMID:14724376 PMID:16099847 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Maoa monoamine oxidase A decreases activity ISO Selegiline results in decreased activity of MAOA protein CTD PMID:31323226 NCBI chr  X:6,032,172...6,098,308
Ensembl chr  X:6,030,795...6,099,593
JBrowse link
G Maob monoamine oxidase B affects binding
decreases activity
multiple interactions
ISO
EXP
Selegiline binds to MAOB protein
Selegiline results in decreased activity of MAOB protein
[Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid; [Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of Homovanillic Acid; [Selegiline results in decreased activity of MAOB protein] which results in increased abundance of Dopamine
[Selegiline results in decreased activity of MAOB protein] which results in increased susceptibility to Methamphetamine; zonisamide inhibits the reaction [Selegiline binds to MAOB protein]
Selegiline inhibits the reaction [MAOB protein results in decreased amination of Dopamine]; Selegiline inhibits the reaction [MAOB protein results in increased degradation of Dopamine]; Selegiline inhibits the reaction [Smoke analog results in increased activity of MAOB protein]
CTD PMID:1905457 PMID:15178694 PMID:15545290 PMID:16012872 PMID:16252076 More... NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
ISO
EXP
N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [Selegiline results in increased phosphorylation of MAPK1 protein]
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of MAPK1 protein]; [Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of MAPK1 protein
CTD PMID:16099847 PMID:22019741 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
increases phosphorylation
ISO
EXP
N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [Selegiline results in increased phosphorylation of MAPK3 protein]
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of MAPK3 protein]; [Selegiline co-treated with 1-Methyl-4-phenylpyridinium] results in increased phosphorylation of MAPK3 protein
CTD PMID:16099847 PMID:22019741 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mt1 metallothionein 1 multiple interactions ISO Selegiline inhibits the reaction [linsidomine results in increased expression of MT1 protein] CTD PMID:12880480 NCBI chr19:10,826,032...10,827,048 JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor increases phosphorylation
multiple interactions
ISO Selegiline results in increased phosphorylation of MYC protein
MYC protein affects the reaction [Selegiline results in increased expression of TXN]
CTD PMID:16099847 NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions
increases localization
EXP
ISO
NFE2L2 mutant form inhibits the reaction [Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased activity of NQO1 protein]]; NFE2L2 mutant form inhibits the reaction [Selegiline results in increased activity of NQO1 protein]; Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased localization of NFE2L2 protein]
Selegiline inhibits the reaction [Smoke analog affects the localization of NFE2L2 protein]
Selegiline results in increased localization of NFE2L2 protein
CTD PMID:22019741 PMID:28108387 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases activity
EXP
ISO
NFE2L2 mutant form inhibits the reaction [Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased activity of NQO1 protein]]; NFE2L2 mutant form inhibits the reaction [Selegiline results in increased activity of NQO1 protein]; Selegiline inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased activity of NQO1 protein]
Selegiline inhibits the reaction [Smoke analog results in increased expression of NQO1 protein]
CTD PMID:22019741 PMID:28108387 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO Selegiline inhibits the reaction [linsidomine results in decreased expression of PARP1 protein] CTD PMID:12880480 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Prkn parkin RBR E3 ubiquitin protein ligase multiple interactions ISO Selegiline inhibits the reaction [linsidomine results in increased expression of PRKN protein] CTD PMID:12880480 NCBI chr 1:48,688,651...49,882,520 JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Selegiline inhibits the reaction [Smoke analog affects the localization of RELA protein] CTD PMID:28108387 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Siah1 siah E3 ubiquitin protein ligase 1 multiple interactions EXP Selegiline inhibits the reaction [Paraquat affects the localization of SIAH1A protein] CTD PMID:20478973 NCBI chr19:20,378,908...20,402,512
Ensembl chr19:20,378,439...20,403,808
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Selegiline inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Snca synuclein alpha multiple interactions ISO Selegiline inhibits the reaction [1,2,3,4-tetrahydro-1-(phenylmethyl)isoquinoline results in increased expression of SNCA protein]; Selegiline inhibits the reaction [linsidomine results in increased expression of SNCA protein] CTD PMID:12880480 PMID:15114628 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262
JBrowse link
G Th tyrosine hydroxylase multiple interactions
decreases expression
EXP Selegiline inhibits the reaction [Rotenone results in decreased expression of TH protein]
Selegiline results in decreased expression of TH mRNA
CTD PMID:11862330 PMID:16490285 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767
JBrowse link
G Txn1 thioredoxin 1 multiple interactions
increases expression
affects response to substance
ISO Dinitrochlorobenzene inhibits the reaction [Selegiline results in increased expression of TXN]; Dinitrochlorobenzene inhibits the reaction [TXN protein affects the susceptibility to Selegiline]; MYC protein affects the reaction [Selegiline results in increased expression of TXN]
Selegiline results in increased expression of TXN protein
CTD PMID:16099847 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629
JBrowse link
mescaline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Grm2 glutamate metabotropic receptor 2 multiple interactions ISO [Piperidines results in increased activity of GRM2 protein] which results in decreased susceptibility to Mescaline CTD PMID:21366332 NCBI chr 8:107,280,099...107,293,159
Ensembl chr 8:107,280,099...107,293,146
JBrowse link
synephrine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adra1a adrenoceptor alpha 1A multiple interactions ISO Synephrine binds to and results in increased activity of ADRA1A protein CTD PMID:20217639 NCBI chr15:40,830,125...40,935,902
Ensembl chr15:40,832,534...40,927,500
JBrowse link
G Adra2a adrenoceptor alpha 2A affects binding ISO Synephrine binds to ADRA2A protein CTD PMID:20217639 NCBI chr 1:253,061,480...253,064,280
Ensembl chr 1:253,060,218...253,064,365
JBrowse link
G Adra2c adrenoceptor alpha 2C affects binding ISO Synephrine binds to ADRA2C protein CTD PMID:20217639 NCBI chr14:75,471,143...75,472,846
Ensembl chr14:75,471,143...75,472,846
JBrowse link
G Adrb2 adrenoceptor beta 2 increases activity EXP Synephrine results in increased activity of ADRB2 protein CTD PMID:19363516 NCBI chr18:55,642,459...55,644,501
Ensembl chr18:55,502,903...55,644,512
JBrowse link
G Car1 carbonic anhydrase 1 decreases activity ISO Synephrine results in decreased activity of CA1 protein CTD PMID:28800181 NCBI chr 2:86,829,436...86,872,209
Ensembl chr 2:86,861,897...86,872,208
JBrowse link
G Car2 carbonic anhydrase 2 decreases activity ISO Synephrine results in decreased activity of CA2 protein CTD PMID:28800181 NCBI chr 2:86,741,625...86,756,766
Ensembl chr 2:86,741,626...86,756,818
JBrowse link
G Ccl11 C-C motif chemokine ligand 11 multiple interactions ISO Synephrine inhibits the reaction [IL4 protein results in increased expression of and results in increased secretion of CCL11 protein]
Synephrine inhibits the reaction [IL4 protein results in increased expression of and results in increased secretion of CCL11 protein]; Synephrine inhibits the reaction [IL4 protein results in increased expression of CCL11 mRNA]
CTD PMID:25111027 NCBI chr10:67,028,328...67,032,929
Ensembl chr10:67,028,328...67,032,926
JBrowse link
G Il10 interleukin 10 multiple interactions ISO Synephrine promotes the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL10 protein] CTD PMID:24487736 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il4 interleukin 4 multiple interactions ISO Synephrine inhibits the reaction [IL4 protein results in increased expression of and results in increased secretion of CCL11 protein]
Synephrine inhibits the reaction [IL4 protein results in increased expression of and results in increased secretion of CCL11 protein]; Synephrine inhibits the reaction [IL4 protein results in increased expression of CCL11 mRNA]; Synephrine inhibits the reaction [IL4 protein results in increased phosphorylation of STAT6 protein]
CTD PMID:25111027 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
JBrowse link
G Il6 interleukin 6 multiple interactions ISO Synephrine inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL6 protein] CTD PMID:24487736 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mpo myeloperoxidase multiple interactions ISO Synephrine inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of MPO protein] CTD PMID:24487736 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO Synephrine inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of and results in increased degradation of NFKBIA protein] CTD PMID:24487736 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nmur2 neuromedin U receptor 2 increases activity ISO
EXP
Synephrine results in increased activity of NMUR2 protein CTD PMID:24598981 NCBI chr10:40,166,223...40,182,078
Ensembl chr10:40,166,226...40,182,078
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Synephrine inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of RELA protein] CTD PMID:24487736 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Slc22a1 solute carrier family 22 member 1 multiple interactions EXP [Quinidine analog results in decreased activity of SLC22A1 protein] which results in decreased import of Synephrine CTD PMID:21140131 NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678
JBrowse link
G Slc22a3 solute carrier family 22 member 3 multiple interactions EXP [Corticosterone results in decreased activity of SLC22A3 protein] which results in decreased import of Synephrine CTD PMID:21140131 NCBI chr 1:48,235,476...48,324,617
Ensembl chr 1:48,235,476...48,324,612
JBrowse link
G Stat6 signal transducer and activator of transcription 6 multiple interactions ISO Synephrine inhibits the reaction [IL4 protein results in increased phosphorylation of STAT6 protein] CTD PMID:25111027 NCBI chr 7:63,480,229...63,497,551
Ensembl chr 7:63,479,642...63,498,495
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Synephrine inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of TNF protein] CTD PMID:24487736 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        biochemical role 19389
          metabolite 19364
            alkaloid 5680
              phenethylamine alkaloid 56
                (-)-ephedrine 10
                4'-O-methylnorbelladine 0
                belladine 0
                hordenine 0
                mescaline 1
                norbelladine + 0
                selegiline + 30
                selegiline(1+) + 0
                synephrine + 18
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
                    main group molecular entity 19716
                      p-block molecular entity 19716
                        carbon group molecular entity 19640
                          organic molecular entity 19630
                            heteroorganic entity 19294
                              organonitrogen compound 18538
                                alkaloid 5680
                                  phenethylamine alkaloid 56
                                    (-)-ephedrine 10
                                    4'-O-methylnorbelladine 0
                                    belladine 0
                                    hordenine 0
                                    mescaline 1
                                    norbelladine + 0
                                    selegiline + 30
                                    selegiline(1+) + 0
                                    synephrine + 18
paths to the root