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: alprazolam
Accession: CHEBI:2611
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Definition: A member of the class of triazolobenzodiazepines that is 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine carrying methyl, phenyl and chloro substituents at positions 1, 6 and 8 respectively. Alprazolam is only found in individuals that have taken this drug.
Synonyms: exact_synonym: 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
related_synonym: 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine; Formula=C17H13ClN4; InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3; InChIKey=VREFGVBLTWBCJP-UHFFFAOYSA-N; SMILES=Cc1nnc2CN=C(c3ccccc3)c3cc(Cl)ccc3-n12; Xanax
xref: CAS:28981-97-7; DrugBank:DB00404; Drug_Central:136; HMDB:HMDB0014548; KEGG:C06817; KEGG:D00225; LINCS:LSM-5460
xref_mesh: MESH:D000525
xref: PMID:10350361; PMID:10443648; PMID:10631626; PMID:10963939; PMID:10997633; PMID:11304902; PMID:11824768; PMID:12035937; PMID:15647704; PMID:15725773; PMID:15830221; PMID:16103667; PMID:16139113; PMID:16572266; PMID:17631455; PMID:24361783; PMID:24464531; PMID:24629629; PMID:24840273; PMID:24977401; PMID:25032127; PMID:25139178; PMID:25199955; PMID:25300043; PMID:25427652; PMID:25581490; PMID:25620535; PMID:7907366; PMID:9050091; Reaxys:1223125; VSDB:2960; Wikipedia:Alprazolam
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Capn1
calpain 1
multiple interactions
ISO
[Caffeine co-treated with Alprazolam] promotes the reaction [Calcium results in increased activity of CAPN1 protein]
CTD
PMID:19490937
NCBI chr 1:203,275,912...203,300,848
Ensembl chr 1:203,277,344...203,300,177
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Casp3
caspase 3
multiple interactions
ISO
[Caffeine co-treated with Alprazolam] results in increased cleavage of CASP3 protein
CTD
PMID:19490937
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Ctsb
cathepsin B
multiple interactions
ISO
[Caffeine co-treated with Alprazolam] results in increased secretion of CTSB protein
CTD
PMID:19490937
NCBI chr15:37,389,636...37,410,508
Ensembl chr15:37,389,629...37,410,500
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Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
multiple interactions affects metabolic processing
ISO
CYP3A4 protein binds to and affects the metabolism of Alprazolam CYP3A4 protein affects the metabolism of Alprazolam
CTD
PMID:12196913 PMID:15856409 PMID:16042670
NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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Cyp3a23-3a1
cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1
affects metabolic processing
EXP
CYP3A23-3A1 protein affects the metabolism of Alprazolam
CTD
PMID:12196913
NCBI chr12:9,256,159...9,285,020
Ensembl chr12:9,254,475...9,285,030
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Cyp3a9
cytochrome P450, family 3, subfamily a, polypeptide 9
increases hydroxylation
ISO
CYP3A5 protein results in increased hydroxylation of Alprazolam
CTD
PMID:15903124
NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
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Il2
interleukin 2
decreases expression
ISO
Alprazolam results in decreased expression of IL2 protein
CTD
PMID:1624223
NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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Lhb
luteinizing hormone subunit beta
increases secretion
ISO
Alprazolam results in increased secretion of LHB protein
CTD
PMID:7883836
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
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Parp1
poly (ADP-ribose) polymerase 1
multiple interactions
ISO
[Caffeine co-treated with Alprazolam] results in increased activity of PARP1 protein
CTD
PMID:19490937
NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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Plcb1
phospholipase C beta 1
decreases expression
EXP
Alprazolam results in decreased expression of PLCB1 mRNA; Alprazolam results in decreased expression of PLCB1 protein
CTD
PMID:12527476
NCBI chr 3:122,059,968...122,772,896
Ensembl chr 3:122,060,031...122,772,869
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Ppia
peptidylprolyl isomerase A
increases hydroxylation
ISO
PPIA protein results in increased hydroxylation of Alprazolam
CTD
PMID:15806426
NCBI chr14:81,279,292...81,282,960
Ensembl chr14:81,275,091...81,299,601
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Slc22a2
solute carrier family 22 member 2
multiple interactions
ISO
Alprazolam 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
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Trh
thyrotropin releasing hormone
multiple interactions
EXP
Alprazolam inhibits the reaction [TRH protein modified form binds to TRHR protein]
CTD
PMID:2845442
NCBI chr 4:124,742,111...124,777,094
Ensembl chr 4:124,742,111...124,744,637
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Trhr
thyrotropin releasing hormone receptor
multiple interactions
EXP
Alprazolam inhibits the reaction [TRH protein modified form binds to TRHR protein]
CTD
PMID:2845442
NCBI chr 7:75,348,672...75,393,310
Ensembl chr 7:75,348,672...75,393,309
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