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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:yohimbine
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Accession:CHEBI:10093 term browser browse the term
Definition:An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.
Synonyms:exact_synonym: methyl 17alpha-hydroxyyohimban-16alpha-carboxylate
 related_synonym: (16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester;   17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester;   Formula=C21H26N2O3;   InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1;   InChIKey=BLGXFZZNTVWLAY-SCYLSFHTSA-N;   Johimbin;   Quebrachin;   SMILES=[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@]1([H])N(CCc3c1[nH]c1ccccc31)C2;   Yohimbin;   aphrodine;   corynine;   quebrachine;   yohimbic acid methyl ester
 xref: Beilstein:4720812;   Beilstein:97276;   CAS:146-48-5;   DrugBank:DB01392;   Drug_Central:3659;   KEGG:C09256;   KEGG:D08685;   KNApSAcK:C00001789;   LINCS:LSM-2779
 xref_mesh: MESH:D015016
 xref: VSDB:3010



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yohimbine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCB1 ATP binding cassette subfamily B member 1 increases expression EXP Yohimbine analog results in increased expression of ABCB1 mRNA CTD PMID:7476894 NCBI chr 7:87,503,017...87,713,295
Ensembl chr 7:87,503,017...87,713,323
JBrowse link
G ABCB4 ATP binding cassette subfamily B member 4 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of ABCB4 mRNA CTD PMID:28843594 NCBI chr 7:87,365,896...87,476,027
Ensembl chr 7:87,401,696...87,480,435
JBrowse link
G ABCC2 ATP binding cassette subfamily C member 2 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of ABCC2 mRNA CTD PMID:28843594 NCBI chr10:99,782,640...99,852,594
Ensembl chr10:99,782,640...99,852,594
JBrowse link
G ABCC3 ATP binding cassette subfamily C member 3 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of ABCC3 mRNA CTD PMID:28843594 NCBI chr17:50,634,881...50,692,253
Ensembl chr17:50,634,777...50,692,253
JBrowse link
G ACTG1 actin gamma 1 increases expression ISO Yohimbine results in increased expression of ACTG1 mRNA CTD PMID:21983523 NCBI chr17:81,509,971...81,512,799
Ensembl chr17:81,509,413...81,523,847
JBrowse link
G ADAM9 ADAM metallopeptidase domain 9 decreases expression ISO Yohimbine results in decreased expression of ADAM9 mRNA CTD PMID:21983523 NCBI chr 8:38,996,973...39,105,261
Ensembl chr 8:38,996,754...39,105,445
JBrowse link
G ADAMTS4 ADAM metallopeptidase with thrombospondin type 1 motif 4 increases expression ISO Yohimbine results in increased expression of ADAMTS4 mRNA CTD PMID:21983523 NCBI chr 1:161,184,302...161,199,054
Ensembl chr 1:161,184,302...161,199,054
JBrowse link
G ADRA2A adrenoceptor alpha 2A multiple interactions EXP
ISO
Yohimbine inhibits the reaction [Brimonidine Tartrate promotes the reaction [Phenylephrine binds to and results in increased activity of ADRA2A protein]]; Yohimbine inhibits the reaction [Norepinephrine binds to and results in increased activity of ADRA2A protein]
Yohimbine binds to and results in decreased activity of ADRA2A protein
CTD PMID:8397342 PMID:10742289 PMID:17666864 NCBI chr10:111,077,029...111,080,907
Ensembl chr10:111,077,029...111,080,907
JBrowse link
G ADRB1 adrenoceptor beta 1 multiple interactions ISO [Imipramine co-treated with Yohimbine] results in decreased activity of ADRB1 protein CTD PMID:2868116 NCBI chr10:114,043,866...114,046,904
Ensembl chr10:114,043,866...114,046,904
JBrowse link
G ALDOC aldolase, fructose-bisphosphate C multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of ALDOA mRNA CTD PMID:28843594 NCBI chr17:28,573,120...28,576,895
Ensembl chr17:28,573,115...28,576,948
JBrowse link
G AVPR1A arginine vasopressin receptor 1A multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of AVPR1A mRNA CTD PMID:28843594 NCBI chr12:63,142,759...63,151,201
Ensembl chr12:63,142,759...63,151,201
JBrowse link
G BHMT betaine--homocysteine S-methyltransferase multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of BHMT mRNA CTD PMID:28843594 NCBI chr 5:79,111,809...79,132,288
Ensembl chr 5:79,111,809...79,132,288
JBrowse link
G CALU calumenin increases expression ISO Yohimbine results in increased expression of CALU mRNA CTD PMID:21983523 NCBI chr 7:128,739,359...128,773,400
Ensembl chr 7:128,739,292...128,773,400
JBrowse link
G CAT catalase multiple interactions ISO Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in decreased activity of CAT protein] CTD PMID:27028940 NCBI chr11:34,438,934...34,472,060
Ensembl chr11:34,438,934...34,472,060
JBrowse link
G CCNG1 cyclin G1 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of CCNG1 mRNA CTD PMID:28843594 NCBI chr 5:163,437,571...163,457,640
Ensembl chr 5:163,437,569...163,446,151
JBrowse link
G CD36 CD36 molecule (CD36 blood group) multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of CD36 mRNA CTD PMID:28843594 NCBI chr 7:80,602,207...80,679,274
Ensembl chr 7:80,369,575...80,679,277
JBrowse link
G CDC14B cell division cycle 14B multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of CDC14B mRNA CTD PMID:28843594 NCBI chr 9:96,490,939...96,619,843
Ensembl chr 9:96,490,241...96,619,843
JBrowse link
G CEMIP2 cell migration inducing hyaluronidase 2 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of CEMIP2 mRNA CTD PMID:28843594 NCBI chr 9:71,683,366...71,769,466
Ensembl chr 9:71,683,366...71,816,690
JBrowse link
G CGB3 chorionic gonadotropin subunit beta 3 multiple interactions EXP Yohimbine inhibits the reaction [amitraz inhibits the reaction [CGB3 protein results in increased abundance of Progesterone]]; Yohimbine inhibits the reaction [amitraz results in decreased susceptibility to CGB3 protein] CTD PMID:16085667 NCBI chr19:49,022,869...49,024,333
Ensembl chr19:49,022,869...49,024,333
JBrowse link
G CLIC1 chloride intracellular channel 1 decreases expression ISO Yohimbine results in decreased expression of CLIC1 mRNA CTD PMID:21983523 NCBI chr 6:31,730,581...31,737,318
Ensembl chr 6:31,730,581...31,739,763
JBrowse link
G COL2A1 collagen type II alpha 1 chain multiple interactions ISO Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in decreased activity of CAT protein]; Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of PTGS2 protein]; Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of RELA protein]; Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of TNF protein] CTD PMID:27028940 NCBI chr12:47,972,967...48,006,212
Ensembl chr12:47,972,967...48,004,554
JBrowse link
G CRH corticotropin releasing hormone multiple interactions ISO Yohimbine affects the reaction [Norepinephrine affects the expression of and affects the secretion of CRH protein]; Yohimbine inhibits the reaction [Nitroprusside results in increased expression of and results in increased secretion of CRH protein] CTD PMID:3497798 NCBI chr 8:66,176,376...66,178,464
Ensembl chr 8:66,176,376...66,178,464
JBrowse link
G CXCL12 C-X-C motif chemokine ligand 12 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of CXCL12 mRNA CTD PMID:28843594 NCBI chr10:44,370,165...44,385,097
Ensembl chr10:44,370,165...44,386,493
JBrowse link
G CYP1A2 cytochrome P450 family 1 subfamily A member 2 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of CYP1A2 mRNA CTD PMID:28843594 NCBI chr15:74,748,845...74,756,607
Ensembl chr15:74,748,845...74,756,607
JBrowse link
G CYP2D6 cytochrome P450 family 2 subfamily D member 6 affects metabolic processing
affects response to substance
EXP CYP2D6 gene polymorphism affects the metabolism of Yohimbine
CYP2D6 protein affects the susceptibility to Yohimbine
CTD PMID:15289791 PMID:34027562 NCBI chr22:42,126,499...42,130,810
Ensembl chr22:42,126,499...42,130,865
JBrowse link
G CYP3A4 cytochrome P450 family 3 subfamily A member 4 affects metabolic processing
multiple interactions
EXP CYP3A4 gene polymorphism affects the metabolism of Yohimbine
Yohimbine analog inhibits the reaction [Calcitriol results in increased expression of CYP3A4 protein]
CTD PMID:15289791 PMID:29782822 NCBI chr 7:99,756,967...99,784,184
Ensembl chr 7:99,756,960...99,784,248
JBrowse link
G FASN fatty acid synthase multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of FASN mRNA CTD PMID:28843594 NCBI chr17:82,078,338...82,098,236
Ensembl chr17:82,078,338...82,098,294
JBrowse link
G GCLC glutamate-cysteine ligase catalytic subunit multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of GCLC mRNA CTD PMID:28843594 NCBI chr 6:53,497,341...53,545,101
Ensembl chr 6:53,497,341...53,616,970
JBrowse link
G GSR glutathione-disulfide reductase multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of GSR mRNA CTD PMID:28843594 NCBI chr 8:30,678,066...30,727,846
Ensembl chr 8:30,678,066...30,727,846
JBrowse link
G HTR2A 5-hydroxytryptamine receptor 2A multiple interactions ISO [Yohimbine co-treated with Cocaine] affects the reaction [HTR2A protein results in increased susceptibility to 4-iodo-2,5-dimethoxyphenylisopropylamine] CTD PMID:8392199 NCBI chr13:46,831,546...46,898,082
Ensembl chr13:46,831,546...46,897,076
JBrowse link
G LPL lipoprotein lipase multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of LPL mRNA CTD PMID:28843594 NCBI chr 8:19,939,253...19,967,259
Ensembl chr 8:19,901,717...19,967,259
JBrowse link
G LSS lanosterol synthase multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] affects the expression of LSS mRNA CTD PMID:28843594 NCBI chr21:46,188,446...46,228,774
Ensembl chr21:46,188,141...46,228,824
JBrowse link
G MAOA monoamine oxidase A decreases activity EXP Yohimbine results in decreased activity of MAOA protein CTD PMID:28302559 NCBI chr  X:43,655,006...43,746,817
Ensembl chr  X:43,654,907...43,746,817
JBrowse link
G MIR101-1 microRNA 101-1 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of MIR101A mRNA CTD PMID:28843594 NCBI chr 1:65,058,434...65,058,508
Ensembl chr 1:65,058,434...65,058,508
JBrowse link
G MIR122 microRNA 122 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] affects the expression of MIR122 mRNA CTD PMID:28843594 NCBI chr18:58,451,074...58,451,158
Ensembl chr18:58,451,074...58,451,158
JBrowse link
G MIR192 microRNA 192 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of MIR192 mRNA CTD PMID:28843594 NCBI chr11:64,891,137...64,891,246
Ensembl chr11:64,891,137...64,891,246
JBrowse link
G MLXIPL MLX interacting protein like multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of MLXIPL mRNA CTD PMID:28843594 NCBI chr 7:73,593,202...73,647,907
Ensembl chr 7:73,593,194...73,624,543
JBrowse link
G MYCT1 MYC target 1 increases expression ISO Yohimbine results in increased expression of MYCT1 mRNA CTD PMID:21983523 NCBI chr 6:152,697,897...152,747,181
Ensembl chr 6:152,697,897...152,724,569
JBrowse link
G NFKBIZ NFKB inhibitor zeta increases expression ISO Yohimbine results in increased expression of NFKBIZ mRNA CTD PMID:21983523 NCBI chr 3:101,827,990...101,861,022
Ensembl chr 3:101,827,991...101,861,022
JBrowse link
G NOS2 nitric oxide synthase 2 multiple interactions ISO Yohimbine inhibits the reaction [endotoxin, Escherichia coli results in increased expression of NOS2 protein]; Yohimbine inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:17637181 NCBI chr17:27,756,766...27,800,529
Ensembl chr17:27,756,766...27,800,529
JBrowse link
G NPY neuropeptide Y multiple interactions ISO Yohimbine inhibits the reaction [Clonidine results in decreased expression of NPY mRNA] CTD PMID:1878751 NCBI chr 7:24,284,190...24,291,862
Ensembl chr 7:24,284,188...24,291,862
JBrowse link
G NQO1 NAD(P)H quinone dehydrogenase 1 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of NQO1 mRNA CTD PMID:28843594 NCBI chr16:69,709,401...69,726,560
Ensembl chr16:69,706,996...69,726,668
JBrowse link
G NRIP3 nuclear receptor interacting protein 3 increases expression ISO Yohimbine results in increased expression of NRIP3 mRNA CTD PMID:21983523 NCBI chr11:8,980,576...9,004,505
Ensembl chr11:8,965,682...9,005,288
JBrowse link
G PLA2G12A phospholipase A2 group XIIA multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of PLA2G12A mRNA CTD PMID:28843594 NCBI chr 4:109,709,989...109,730,070
Ensembl chr 4:109,709,989...109,730,070
JBrowse link
G PRL prolactin increases expression EXP Yohimbine results in increased expression of PRL protein CTD PMID:3153710 NCBI chr 6:22,287,246...22,302,835
Ensembl chr 6:22,287,244...22,302,826
JBrowse link
G PTGS2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of PTGS2 protein]; Yohimbine inhibits the reaction [endotoxin, Escherichia coli results in increased expression of PTGS2 protein]; Yohimbine inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] CTD PMID:17637181 PMID:27028940 NCBI chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,922
JBrowse link
G RELA RELA proto-oncogene, NF-kB subunit multiple interactions ISO Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of RELA protein] CTD PMID:27028940 NCBI chr11:65,653,601...65,663,857
Ensembl chr11:65,653,599...65,663,090
JBrowse link
G REN renin multiple interactions
increases expression
ISO Chlorisondamine inhibits the reaction [Yohimbine results in increased expression of REN protein]; Indomethacin inhibits the reaction [Yohimbine results in increased expression of REN protein]; Meclofenamic Acid inhibits the reaction [Yohimbine results in increased expression of REN protein]; Propranolol inhibits the reaction [Yohimbine results in increased expression of REN protein] CTD PMID:6323192 NCBI chr 1:204,154,819...204,166,337
Ensembl chr 1:204,154,819...204,190,324
JBrowse link
G THRSP thyroid hormone responsive multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in decreased expression of THRSP mRNA CTD PMID:28843594 NCBI chr11:78,063,861...78,068,351
Ensembl chr11:78,063,861...78,068,351
JBrowse link
G TNF tumor necrosis factor multiple interactions ISO Yohimbine inhibits the reaction [[COL2A1 protein co-treated with Adjuvants, Immunologic co-treated with Freund's Adjuvant] results in increased expression of TNF protein] CTD PMID:27028940 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336
JBrowse link
G TXNRD1 thioredoxin reductase 1 multiple interactions ISO [Caffeine co-treated with coclaurine co-treated with aegeline co-treated with higenamine co-treated with Yohimbine co-treated with Hydrolyzable Tannins] results in increased expression of TXNRD1 mRNA CTD PMID:28843594 NCBI chr12:104,215,779...104,350,307
Ensembl chr12:104,215,779...104,350,307
JBrowse link

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  CHEBI ontology 26041
    role 25957
      biological role 25936
        pharmacological role 22068
          antagonist 18996
            dopamine receptor D2 antagonist 54
              yohimbine 51
Path 2
Term Annotations click to browse term
  CHEBI ontology 26041
    subatomic particle 26016
      composite particle 26016
        hadron 26016
          baryon 26016
            nucleon 26016
              atomic nucleus 26016
                atom 26016
                  main group element atom 25841
                    p-block element atom 25841
                      carbon group element atom 25441
                        carbon atom 25399
                          organic molecular entity 25399
                            heteroorganic entity 24773
                              organonitrogen compound 21934
                                alkaloid 8055
                                  indole alkaloid 2006
                                    terpenoid indole alkaloid 1555
                                      monoterpenoid indole alkaloid 1537
                                        yohimban alkaloid 159
                                          yohimban 52
                                            17-yohimbol 51
                                              17alpha-yohimbol 51
                                                yohimbic acid 51
                                                  yohimbine 51
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