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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:icariside II
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Accession:CHEBI:82619 term browser browse the term
Definition:A glycosyloxyflavone that is 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone in which the hydroxy group at position 3 has been converted into its alpha-L-rhamnopyranoside.
Synonyms:exact_synonym: 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside
 related_synonym: 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-alpha-L-rhamnopyranoside;   3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-rhamnopyranoside;   Formula=C27H30O10;   InChI=1S/C27H30O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h5-9,11,13,20,22-23,27-30,32-33H,10H2,1-4H3/t13-,20-,22+,23+,27-/m0/s1;   InChIKey=NGMYNFJANBHLKA-LVKFHIPRSA-N;   SMILES=COc1ccc(cc1)-c1oc2c(CC=C(C)C)c(O)cc(O)c2c(=O)c1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O;   anhydroicaritin-3-O-alpha-L-rhamnopyranoside;   baohuoside I
 xref: CAS:113558-15-9
 xref_mesh: MESH:C060988
 xref: PMID:20026390;   PMID:22216122;   PMID:22403279;   PMID:22493659;   PMID:22687635;   PMID:22743248;   PMID:22785466;   PMID:23028219;   PMID:23368920;   PMID:23526545;   PMID:23720245;   PMID:23807305;   PMID:24607839;   PMID:24858929;   PMID:25076022;   Reaxys:71248


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icariside II term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
ISO baohuoside I results in decreased phosphorylation of AKT1 protein
baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of AKT1 protein]
CTD PMID:25119583 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Akt1s1 AKT1 substrate 1 multiple interactions
decreases phosphorylation
ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of AKT1S1 protein]
baohuoside I results in decreased phosphorylation of AKT1S1 protein
CTD PMID:25119583 NCBI chr 1:100,845,443...100,851,961
Ensembl chr 1:100,845,563...100,851,960
JBrowse link
G Alpl alkaline phosphatase, biomineralization associated increases expression EXP baohuoside I results in increased expression of ALPL mRNA CTD PMID:17764702 NCBI chr 5:156,086,496...156,141,513
Ensembl chr 5:156,086,497...156,141,537
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO baohuoside I results in increased expression of BAX protein CTD PMID:22687635 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO baohuoside I results in decreased expression of BCL2 protein CTD PMID:22687635 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bglap bone gamma-carboxyglutamate protein increases expression EXP baohuoside I results in increased expression of BGLAP mRNA CTD PMID:17764702 NCBI chr 2:187,741,770...187,748,445
Ensembl chr 2:187,741,770...187,742,747
JBrowse link
G Braf B-Raf proto-oncogene, serine/threonine kinase decreases phosphorylation
multiple interactions
ISO baohuoside I results in decreased phosphorylation of BRAF protein
baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of BRAF protein]
CTD PMID:25119583 NCBI chr 4:67,389,331...67,520,549
Ensembl chr 4:67,396,192...67,520,356
JBrowse link
G Casp3 caspase 3 increases cleavage
increases activity
ISO baohuoside I results in increased cleavage of CASP3 protein
baohuoside I results in increased activity of CASP3 protein
CTD PMID:19289254, PMID:22687635 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases activity ISO baohuoside I results in increased activity of CASP8 protein CTD PMID:19289254 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases activity
increases cleavage
ISO baohuoside I results in increased activity of CASP9 protein
baohuoside I results in increased cleavage of CASP9 protein
CTD PMID:19289254, PMID:22687635 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Col1a2 collagen type I alpha 2 chain increases expression EXP baohuoside I results in increased expression of COL1A2 mRNA CTD PMID:17764702 NCBI chr 4:31,534,225...31,569,152
Ensembl chr 4:31,534,225...31,569,151
JBrowse link
G Egf epidermal growth factor multiple interactions ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of AKT1 protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of AKT1S1 protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of BRAF protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MAPK1 protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MAPK3 protein]; baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MTOR protein] CTD PMID:25119583 NCBI chr 2:68,820,616...68,895,537 JBrowse link
G Egfr epidermal growth factor receptor multiple interactions
decreases phosphorylation
ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein]
baohuoside I results in decreased phosphorylation of EGFR protein
CTD PMID:25119583 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta decreases phosphorylation ISO baohuoside I results in decreased phosphorylation of GSK3B protein CTD PMID:25119583 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MAPK1 protein]
baohuoside I results in decreased phosphorylation of MAPK1 protein
CTD PMID:25119583 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MAPK3 protein]
baohuoside I results in decreased phosphorylation of MAPK3 protein
CTD PMID:25119583 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO baohuoside I results in decreased expression of MKI67 protein CTD PMID:25119583 NCBI chr 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions
decreases phosphorylation
ISO baohuoside I inhibits the reaction [EGF protein results in increased phosphorylation of MTOR protein]
baohuoside I results in decreased phosphorylation of MTOR protein
CTD PMID:25119583 NCBI chr 5:165,263,813...165,373,967
Ensembl chr 5:165,263,800...165,373,967
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO baohuoside I results in decreased expression of NOS2 CTD PMID:19289254 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
multiple interactions
ISO baohuoside I results in increased cleavage of PARP1 protein
Dinoprostone inhibits the reaction [baohuoside I results in increased cleavage of PARP1 protein]; PTGS2 mutant form promotes the reaction [baohuoside I results in increased cleavage of PARP1 protein]
CTD PMID:19289254, PMID:22687635 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pdpk1 3-phosphoinositide dependent protein kinase-1 decreases phosphorylation ISO baohuoside I results in decreased phosphorylation of PDPK1 protein CTD PMID:25119583 NCBI chr10:13,446,373...13,525,248
Ensembl chr10:13,451,624...13,515,448
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions
ISO baohuoside I results in decreased expression of PTGS2
[baohuoside I results in decreased expression of PTGS2] which results in decreased abundance of Dinoprostone; PTGS2 mutant form promotes the reaction [baohuoside I results in increased cleavage of PARP1 protein]
CTD PMID:19289254 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Tnfrsf11b TNF receptor superfamily member 11B increases expression EXP baohuoside I results in increased expression of TNFRSF11B mRNA CTD PMID:17764702 NCBI chr 7:93,798,580...93,826,586
Ensembl chr 7:93,798,545...93,826,665
JBrowse link
G Tnfsf11 TNF superfamily member 11 decreases expression EXP baohuoside I results in decreased expression of TNFSF11 mRNA CTD PMID:17764702 NCBI chr15:60,482,527...60,512,704
Ensembl chr15:60,482,527...60,512,704
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO baohuoside I results in decreased expression of VEGFA CTD PMID:19289254 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        anti-inflammatory agent 14948
          icariside II 25
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            heteroorganic entity 19147
                              organochalcogen compound 18855
                                organooxygen compound 18777
                                  carbohydrates and carbohydrate derivatives 12178
                                    carbohydrate 12178
                                      monosaccharide 4022
                                        aldose 2537
                                          aldohexose 2184
                                            deoxyhexose 106
                                              deoxymannose 26
                                                rhamnose 26
                                                  L-rhamnose 25
                                                    L-rhamnopyranose 25
                                                      alpha-L-rhamnopyranose 25
                                                        icariside II 25
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