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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:3,4-Methylenedioxyamphetamine
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Accession:CHEBI:166520 term browser browse the term
Synonyms:exact_synonym: 1-(1,3-benzodioxol-5-yl)propan-2-amine
 related_synonym: Formula=C10H13NO2;   InChI=1S/C10H13NO2/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5,7H,4,6,11H2,1H3;   InChIKey=NGBBVGZWCFBOGO-UHFFFAOYSA-N;   SMILES=O1C=2C=C(CC(N)C)C=CC2OC1
 xref: CAS:4764-17-4;   Chemspider:1555;   DrugBank:DB01509;   HMDB:HMDB0041931;   KEGG:C07577
 xref_mesh: MESH:D015104


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3,4-Methylenedioxyamphetamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases activity ISO 3,4-Methylenedioxyamphetamine results in increased activity of ABCB1 protein CTD PMID:23273999 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Bcl2l1 Bcl2-like 1 affects expression EXP 3,4-Methylenedioxyamphetamine affects the expression of BCL2L1 mRNA alternative form CTD PMID:10336889 NCBI chr 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions ISO [CYP2D6 protein results in increased metabolism of and results in decreased methylation of 3,4-Methylenedioxyamphetamine] which results in increased chemical synthesis of alpha-methyldopamine; CYP2D6 protein results in increased metabolism of and results in decreased methylation of 3,4-Methylenedioxyamphetamine CTD PMID:19576971 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Eif4g2 eukaryotic translation initiation factor 4, gamma 2 increases expression EXP 3,4-Methylenedioxyamphetamine results in increased expression of EIF4G2 mRNA CTD PMID:10336889 NCBI chr 1:175,883,362...175,895,510
Ensembl chr 1:175,883,363...175,895,510
JBrowse link
G Gabbr2 gamma-aminobutyric acid type B receptor subunit 2 multiple interactions ISO 3,4-Methylenedioxyamphetamine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]] CTD PMID:21729720 NCBI chr 5:62,276,100...62,621,737
Ensembl chr 5:62,276,100...62,621,737
JBrowse link
G Gabra1 gamma-aminobutyric acid type A receptor subunit alpha 1 multiple interactions ISO 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; Cocaine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:21729720 PMID:23266428 NCBI chr10:27,310,718...27,371,802
Ensembl chr10:27,310,725...27,366,665
JBrowse link
G Gabrb2 gamma-aminobutyric acid type A receptor subunit beta 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; Cocaine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:23266428 NCBI chr10:27,973,694...28,193,072
Ensembl chr10:27,973,681...28,187,565
JBrowse link
G Gabrg2 gamma-aminobutyric acid type A receptor subunit gamma 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; Cocaine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:21729720 PMID:23266428 NCBI chr10:27,090,913...27,179,786
Ensembl chr10:27,092,827...27,179,900
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression EXP 3,4-Methylenedioxyamphetamine results in increased expression of JUN mRNA CTD PMID:10336889 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Maoa monoamine oxidase A multiple interactions ISO 3,4-Methylenedioxyamphetamine inhibits the reaction [MAOA protein results in decreased amination of Dopamine]; 3,4-Methylenedioxyamphetamine inhibits the reaction [MAOA protein results in decreased amination of Serotonin] CTD PMID:26721607 NCBI chr  X:6,554,698...6,620,722
Ensembl chr  X:6,554,698...6,620,722
JBrowse link
G Maob monoamine oxidase B multiple interactions ISO 3,4-Methylenedioxyamphetamine inhibits the reaction [MAOB protein results in decreased amination of Serotonin] CTD PMID:26721607 NCBI chr  X:6,430,694...6,533,520
Ensembl chr  X:6,430,594...6,533,534
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 increases response to substance
multiple interactions
ISO PTGS1 protein results in increased susceptibility to 3,4-Methylenedioxyamphetamine
[[Arachidonic Acid results in increased activity of PTGS1 protein] which results in increased susceptibility to 3,4-Methylenedioxyamphetamine] which results in increased abundance of 8-Hydroxy-2'-Deoxyguanosine; [Arachidonic Acid results in increased activity of PTGS1 protein] which results in increased susceptibility to 3,4-Methylenedioxyamphetamine
CTD PMID:21163909 NCBI chr 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
increases response to substance
ISO [[Arachidonic Acid results in increased activity of PTGS2 protein] which results in increased susceptibility to 3,4-Methylenedioxyamphetamine] which results in increased abundance of 8-Hydroxy-2'-Deoxyguanosine; [Arachidonic Acid results in increased activity of PTGS2 protein] which results in increased susceptibility to 3,4-Methylenedioxyamphetamine
PTGS2 protein results in increased susceptibility to 3,4-Methylenedioxyamphetamine
CTD PMID:21163909 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19773
    chemical entity 19773
      atom 19771
        nonmetal atom 19654
          oxygen atom 19357
            oxygen molecular entity 19357
              organooxygen compound 18879
                oxacycle 17539
                  benzodioxoles 7845
                    3,4-Methylenedioxyamphetamine 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19773
    subatomic particle 19771
      composite particle 19771
        hadron 19771
          baryon 19771
            nucleon 19771
              atomic nucleus 19771
                atom 19771
                  main group element atom 19665
                    p-block element atom 19665
                      carbon group element atom 19583
                        carbon atom 19573
                          organic molecular entity 19573
                            organic molecule 19505
                              organic cyclic compound 19332
                                organic heterocyclic compound 18519
                                  organic heteropolycyclic compound 17979
                                    organic heterobicyclic compound 16780
                                      benzodioxoles 7845
                                        3,4-Methylenedioxyamphetamine 13
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