Send us a Message

Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   


The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

go back to main search page
Accession:CHEBI:2524 term browser browse the term
Definition:A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from several Rauvolfia and Catharanthus species. It is a selective alpha1-adrenoceptor antagonist used for the treatment of high blood pressure.
Synonyms:exact_synonym: methyl (19alpha)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate
 related_synonym: (19alpha)-16,17-didehydro-19-methyl-oxayohimban-16-carboxylic acid methyl ester;   Circolene;   Cristanyl;   Duxil;   Formula=C21H24N2O3;   InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1;   InChIKey=GRTOGORTSDXSFK-XJTZBENFSA-N;   Lamuran;   Raubasine;   SMILES=[H][C@]12CN3CCC4=C(NC5=C4C=CC=C5)[C@]3([H])C[C@]1([H])C(=CO[C@H]2C)C(=O)OC;   Sarpan;   ajmalicin;   delta-yohimbine;   methyl (4S,4aR,13bS,14aS)-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate
 xref: CAS:483-04-5;   KEGG:C09024;   KEGG:D08470;   KNApSAcK:C00001678;   LINCS:LSM-15373
 xref_mesh: MESH:C005709
 xref: PDBeChem:AJN;   PMID:15930738;   PMID:19151732;   PMID:22331368;   PMID:22332772;   PMID:24237015;   PMID:25555909;   PMID:26983347;   PMID:27584856;   PMID:4387608;   PMID:6091834;   PMID:6128043;   Reaxys:97268;   Wikipedia:Ajmalicine
 cyclic_relationship: is_conjugate_base_of CHEBI:142527

show annotations for term's descendants           Sort by:
ajmalicine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity
multiple interactions
ISO raubasine results in decreased activity of CYP2D6 protein
raubasine inhibits the reaction [CYP2D6 protein affects the metabolism of Dextromethorphan]
CTD PMID:15930738 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO raubasine inhibits the reaction [Calcitriol results in increased expression of CYP3A4 protein] CTD PMID:29782822 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19823
    role 19773
      application 19486
        fuel 11019
          methanol 3865
            methyl ester 3836
              ajmalicine 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19823
    subatomic particle 19821
      composite particle 19821
        hadron 19821
          baryon 19821
            nucleon 19821
              atomic nucleus 19821
                atom 19821
                  main group element atom 19720
                    p-block element atom 19720
                      chalcogen 19471
                        oxygen atom 19447
                          oxygen molecular entity 19447
                            hydroxides 19175
                              organic hydroxy compound 18666
                                alcohol 15089
                                  aliphatic alcohol 11333
                                    alkyl alcohol 11290
                                      methanol 3865
                                        methyl ester 3836
                                          ajmalicine 2
paths to the root