Send us a Message



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

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:(-)-antofine
go back to main search page
Accession:CHEBI:143911 term browser browse the term
Definition:An organic heteropentacyclic compound that is (13aR)-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline substituted at positions 2, 3 and 6 by methoxy groups. It is an alkaloid produced by relatives of the milkweed family and exhibits antiviral, anti-inflammatory, antiadipogenic and antitumorigenic activities.
Synonyms:exact_synonym: (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline
 related_synonym: (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine;   (R)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline;   (R)-antofine;   2,3,6-trimethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene;   2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline;   7-demethoxytylophorine;   9,11,12,13,13a,14-hexahydro-2,3,6-trimethoxydibenzo[f,h]pyrrolo[1,2-b]isoquinoline;   Formula=C23H25NO3;   InChI=1S/C23H25NO3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3/t14-/m1/s1;   InChIKey=NCVWJDISIZHFQS-CQSZACIVSA-N;   SMILES=C=1C2=C(C=C(C1OC)OC)C=3C=C(C=CC3C4=C2C[C@]5(CCCN5C4)[H])OC
 xref: CAS:32671-82-2;   KNApSAcK:C00035244
 xref_mesh: MESH:C473343
 xref: PMID:12350151;   PMID:12868894;   PMID:17049857;   PMID:20151387;   PMID:21739223;   PMID:22753104;   PMID:22880628;   PMID:24934681;   PMID:28666888;   PMID:28805975;   PMID:30691129;   PMID:31186319



show annotations for term's descendants           Sort by:
(-)-antofine 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 decreases expression ISO antofine results in decreased expression of ABCB1 mRNA; antofine results in decreased expression of ABCB1 protein CTD PMID:22120505 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Gja1 gap junction protein, alpha 1 multiple interactions
decreases expression
EXP 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester inhibits the reaction [antofine results in decreased expression of GJA1 protein]; Ammonium Chloride inhibits the reaction [antofine results in decreased expression of GJA1 protein]; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [antofine results in decreased expression of GJA1 protein] CTD PMID:23403203 NCBI chr20:35,756,007...35,768,481
Ensembl chr20:35,755,991...35,768,582
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19918
    role 19894
      biological role 19892
        antimicrobial agent 18166
          (-)-antofine 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            heteroorganic entity 19548
                              organochalcogen compound 19303
                                organooxygen compound 19217
                                  ether 17308
                                    aromatic ether 16547
                                      (-)-antofine 2
paths to the root