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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:pyranoxanthones
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Accession:CHEBI:71238 term browser browse the term
Definition:Any organic heterotetracyclic compound that consists of a pyran ring fused onto a xanthone skeleton.


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(-)-gambogic acid 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 multiple interactions ISO [gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of CASP7 protein; [gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of PARP1 protein; Acetylcysteine affects the reaction [[gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of CASP7 protein]; Acetylcysteine affects the reaction [[gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of PARP1 protein]; gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin] CTD PMID:25824409 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Aifm1 apoptosis inducing factor, mitochondria associated 1 affects localization ISO gambogic acid affects the localization of AIFM1 protein CTD PMID:19464570 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases activity
decreases expression		 ISO gambogic acid results in decreased activity of AKT1 protein
gambogic acid results in decreased expression of AKT1 mRNA		 CTD PMID:19433130 PMID:33533530 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Akt2 AKT serine/threonine kinase 2 decreases expression ISO gambogic acid results in decreased expression of AKT2 mRNA CTD PMID:33533530 NCBI chr 1:82,877,228...82,933,828
Ensembl chr 1:82,883,547...82,933,817 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO gambogic acid results in increased expression of BAX mRNA CTD PMID:15968715 PMID:33533530 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator affects expression
multiple interactions
decreases expression		 ISO gambogic acid affects the expression of BCL2 protein
[Verapamil co-treated with gambogic acid] results in decreased expression of BCL2 protein; Fluorouracil promotes the reaction [gambogic acid results in decreased expression of BCL2 mRNA]		 CTD PMID:15968715 PMID:19084572 PMID:19433130 PMID:24373880 PMID:33533530 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 multiple interactions
affects expression		 ISO [gambogic acid co-treated with Doxorubicin] affects the expression of BIRC5 protein; SB 203580 affects the reaction [[gambogic acid co-treated with Doxorubicin] affects the expression of BIRC5 protein]
gambogic acid affects the expression of BIRC5 protein		 CTD PMID:25824409 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380 		JBrowse link
G Casp3 caspase 3 multiple interactions
decreases expression		 ISO [gambogic acid co-treated with Bortezomib] results in increased activity of CASP3 protein; [Verapamil co-treated with gambogic acid] results in increased cleavage of and results in increased activity of CASP3 protein; benzyloxycarbonyl-valyl-alanyl-aspartic acid analog inhibits the reaction [[gambogic acid co-treated with Bortezomib] results in increased activity of CASP3 protein]; Fluorouracil promotes the reaction [gambogic acid results in decreased expression of CASP3 mRNA] CTD PMID:19084572 PMID:24291039 PMID:24373880 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp7 caspase 7 multiple interactions ISO [gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of CASP7 protein; Acetylcysteine affects the reaction [[gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of CASP7 protein] CTD PMID:25824409 NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729 		JBrowse link
G Casp8 caspase 8 multiple interactions ISO [gambogic acid co-treated with Bortezomib] results in increased activity of CASP8 protein; [Verapamil co-treated with gambogic acid] results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:24291039 PMID:24373880 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 decreases expression
multiple interactions		 ISO gambogic acid results in decreased expression of CASP9 protein alternative form
[gambogic acid co-treated with Bortezomib] results in increased activity of CASP9 protein; [Verapamil co-treated with gambogic acid] results in increased cleavage of and results in increased activity of CASP9 protein; benzyloxycarbonyl-valyl-alanyl-aspartic acid analog inhibits the reaction [[gambogic acid co-treated with Bortezomib] results in increased activity of CASP9 protein]		 CTD PMID:19464570 PMID:24291039 PMID:24373880 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions
increases expression		 ISO [Verapamil co-treated with gambogic acid] results in increased expression of DDIT3 protein; Bortezomib promotes the reaction [gambogic acid results in increased expression of DDIT3 protein]; gambogic acid promotes the reaction [Bortezomib results in increased expression of DDIT3 protein] CTD PMID:24291039 PMID:24373880 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta decreases activity ISO gambogic acid results in decreased activity of GSK3B protein CTD PMID:19433130 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression		 ISO Bortezomib promotes the reaction [gambogic acid results in increased expression of HSPA5 protein]; gambogic acid promotes the reaction [Bortezomib results in increased expression of HSPA5 protein] CTD PMID:24291039 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891 		JBrowse link
G Ncoa3 nuclear receptor coactivator 3 decreases expression ISO gambogic acid results in decreased expression of NCOA3 CTD PMID:19433130 NCBI chr 3:154,738,566...154,821,395
Ensembl chr 3:154,738,581...154,818,594 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
decreases expression
multiple interactions		 ISO gambogic acid results in increased cleavage of PARP1 protein
gambogic acid results in decreased expression of PARP1 mRNA
[gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of PARP1 protein; [Verapamil co-treated with gambogic acid] results in increased cleavage of PARP1 protein; Acetylcysteine affects the reaction [[gambogic acid affects the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]] which affects the cleavage of PARP1 protein]; Acetylcysteine inhibits the reaction [[Verapamil co-treated with gambogic acid] results in increased cleavage of PARP1 protein]; benzyloxycarbonyl-valyl-alanyl-aspartic acid analog inhibits the reaction [Bortezomib promotes the reaction [gambogic acid results in increased cleavage of PARP1 protein]]; benzyloxycarbonyl-valyl-alanyl-aspartic acid analog inhibits the reaction [gambogic acid promotes the reaction [Bortezomib results in increased cleavage of PARP1 protein]]; benzyloxycarbonyl-valyl-alanyl-aspartic acid inhibits the reaction [[Verapamil co-treated with gambogic acid] results in increased cleavage of PARP1 protein]; Bortezomib promotes the reaction [gambogic acid results in increased cleavage of PARP1 protein]; Fluorouracil promotes the reaction [gambogic acid results in decreased expression of PARP1 mRNA]; Fluorouracil promotes the reaction [gambogic acid results in increased cleavage of PARP1 protein]; gambogic acid promotes the reaction [Bortezomib results in increased cleavage of PARP1 protein]		 CTD PMID:19084572 PMID:19464570 PMID:24291039 PMID:24373880 PMID:25824409 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 decreases activity ISO gambogic acid results in decreased activity of RPS6KB1 protein CTD PMID:19433130 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908 		JBrowse link
G Tyms thymidylate synthetase decreases expression
multiple interactions		 ISO gambogic acid results in decreased expression of TYMS mRNA
gambogic acid inhibits the reaction [Fluorouracil results in increased expression of TYMS mRNA]		 CTD PMID:19084572 NCBI chr 9:113,313,454...113,329,551
Ensembl chr 9:113,313,452...113,329,536 		JBrowse link
G Umps uridine monophosphate synthetase multiple interactions
increases expression		 ISO Fluorouracil promotes the reaction [gambogic acid results in increased expression of UMPS mRNA] CTD PMID:19084572 NCBI chr11:66,806,107...66,816,520
Ensembl chr11:66,806,045...66,821,903 		JBrowse link
G Wnt5a Wnt family member 5A decreases expression ISO gambogic acid results in decreased expression of WNT5A mRNA; gambogic acid results in decreased expression of WNT5A protein CTD PMID:33533530 NCBI chr16:3,697,032...3,718,230
Ensembl chr16:3,697,032...3,718,234 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19932
    chemical entity 19930
      atom 19930
        nonmetal atom 19859
          oxygen atom 19594
            oxygen molecular entity 19594
              organooxygen compound 19231
                oxacycle 17908
                  pyranoxanthones 20
                    (-)-gambogic acid 20
                    1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone 0
                    1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone 0
                    14-methoxytajixanthone 0
                    4-[12-Acetyloxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4,6(11),9,12,15-pentaen-19-yl]-2-methylbut-2-enoic acid 0
                    6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 0
                    6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 0
                    6-Deoxyjacareubin 0
                    Artobiloxanthone 0
                    Artomunoxanthentrione 0
                    Artomunoxanthentrione epoxide 0
                    Artonin A 0
                    Artonin B 0
                    Artonin F 0
                    Artonin P 0
                    Artonin R 0
                    Artonol A 0
                    Artonol B 0
                    Artonol D 0
                    Atroviridin 0
                    Cycloartobiloxanthone 0
                    Cycloartomunoxanthone 0
                    Decahydrogambogic acid 0
                    Dehydrocycloguanandin 0
                    Deoxymorellin 0
                    Dulxanthone E 0
                    Dulxanthone F 0
                    Dulxanthone G 0
                    Dulxanthone H 0
                    Garcimangosone B 0
                    Garcinolic acid 0
                    Isomorellic acid 0
                    Jacareubin 0
                    LSM-4437 0
                    Macluraxanthone 0
                    Morellinol 0
                    Moreollin 0
                    O-Demethylforbexanthone 0
                    Ruguloxanthone A 0
                    Sterigmatocystin A 0
                    Tetrahydrogambogic acid 0
                    artoindonesianin A 0
                    artonol C 0
                    blancoxanthone 0
                    brasixanthone B 0
                    brasixanthone C 0
                    brasixanthone D 0
                    cochinensoxanthone 0
                    jacarelhyperol A 0
                    jacarelhyperol B 0
                    yahyaxanthone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbonyl compound 18945
                                    ketone 17194
                                      cyclic ketone 15710
                                        pyranoxanthones 20
                                          (-)-gambogic acid 20
                                          1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone 0
                                          1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone 0
                                          14-methoxytajixanthone 0
                                          4-[12-Acetyloxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4,6(11),9,12,15-pentaen-19-yl]-2-methylbut-2-enoic acid 0
                                          6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 0
                                          6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 0
                                          6-Deoxyjacareubin 0
                                          Artobiloxanthone 0
                                          Artomunoxanthentrione 0
                                          Artomunoxanthentrione epoxide 0
                                          Artonin A 0
                                          Artonin B 0
                                          Artonin F 0
                                          Artonin P 0
                                          Artonin R 0
                                          Artonol A 0
                                          Artonol B 0
                                          Artonol D 0
                                          Atroviridin 0
                                          Cycloartobiloxanthone 0
                                          Cycloartomunoxanthone 0
                                          Decahydrogambogic acid 0
                                          Dehydrocycloguanandin 0
                                          Deoxymorellin 0
                                          Dulxanthone E 0
                                          Dulxanthone F 0
                                          Dulxanthone G 0
                                          Dulxanthone H 0
                                          Garcimangosone B 0
                                          Garcinolic acid 0
                                          Isomorellic acid 0
                                          Jacareubin 0
                                          LSM-4437 0
                                          Macluraxanthone 0
                                          Morellinol 0
                                          Moreollin 0
                                          O-Demethylforbexanthone 0
                                          Ruguloxanthone A 0
                                          Sterigmatocystin A 0
                                          Tetrahydrogambogic acid 0
                                          artoindonesianin A 0
                                          artonol C 0
                                          blancoxanthone 0
                                          brasixanthone B 0
                                          brasixanthone C 0
                                          brasixanthone D 0
                                          cochinensoxanthone 0
                                          jacarelhyperol A 0
                                          jacarelhyperol B 0
                                          yahyaxanthone 0
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