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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:azadirachtin A
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Accession:CHEBI:2942 term browser browse the term
Definition:A member of the family of azadirachtins that is isolated from the neem tree (Azadirachta indica).
Synonyms:exact_synonym: dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-10-acetoxy-3,5-dihydroxy-4-[(1aR,2S,3aS,6aS,7S,7aS)-6a-hydroxy-7a-methyl-3a,6a,7,7a-tetrahydro-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl]-4-methyl-8-{[(2E)-2-methylbut-2-enoyl]oxy}octahydro-1H-naphtho[1,8a-c:4,5-b'c']difuran-5,10a(8H)-dicarboxylate
 related_synonym: Azadirachtin;   Formula=C35H44O16;   InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/b15-8+/t17-,18+,19-,20+,21-,22-,23-,25+,28+,29-,30+,31+,32+,33+,34+,35+/m1/s1;   InChIKey=FTNJWQUOZFUQQJ-NDAWSKJSSA-N;   SMILES=[H][C@@]12OC=C[C@]1(O)[C@@H]1C[C@H](O2)[C@]2(O[C@@]12C)[C@]1(C)[C@H](O)[C@@H]2OC[C@@]3([C@@H](C[C@H](OC(=O)C(\\C)=C\\C)[C@@]4(CO[C@](O)(C(=O)OC)[C@@]14[H])[C@@]23[H])OC(C)=O)C(=O)OC
 xref: BPDB:46;   CAS:11141-17-6;   KEGG:C08748;   KNApSAcK:C00003698;   LIPID_MAPS_instance:LMPR0106100001
 xref_mesh: MESH:C010329
 xref: PMID:11990361;   PMID:24708208;   Reaxys:4650697


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azadirachtin A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acp5 acid phosphatase 5, tartrate resistant decreases expression
multiple interactions		 ISO azadirachtin results in decreased expression of ACP5 mRNA
azadirachtin inhibits the reaction [Estrogens deficiency results in increased expression of ACP5 mRNA]		 CTD PMID:31225646 NCBI chr 8:20,663,984...20,670,604
Ensembl chr 8:20,663,985...20,667,929 		JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 increases expression ISO azadirachtin results in increased expression of APAF1 protein CTD PMID:20429769 NCBI chr 7:25,494,143...25,579,540
Ensembl chr 7:25,494,609...25,579,540 		JBrowse link
G Bad BCL2-associated agonist of cell death increases expression ISO azadirachtin results in increased expression of BAD mRNA CTD PMID:20429769 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO azadirachtin results in increased expression of BAX mRNA CTD PMID:20429769 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 decreases expression ISO azadirachtin results in decreased expression of BCL2 mRNA; azadirachtin results in decreased expression of BCL2 protein CTD PMID:20429769 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 Bcl2l1 Bcl2-like 1 decreases expression ISO azadirachtin results in decreased expression of BCL2L1 mRNA CTD PMID:20429769 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479 		JBrowse link
G Bglap bone gamma-carboxyglutamate protein multiple interactions ISO azadirachtin inhibits the reaction [Estrogens deficiency results in increased expression of BGLAP protein] CTD PMID:31225646 NCBI chr 2:173,838,518...173,839,495
Ensembl chr 2:173,838,518...173,839,495 		JBrowse link
G Bid BH3 interacting domain death agonist increases expression ISO azadirachtin results in increased expression of BID mRNA CTD PMID:20429769 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO azadirachtin results in decreased expression of BIRC5 protein CTD PMID:20429769 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380 		JBrowse link
G Bmp2 bone morphogenetic protein 2 increases expression ISO azadirachtin results in increased expression of BMP2 mRNA; azadirachtin results in increased expression of BMP2 protein CTD PMID:31225646 NCBI chr 3:120,812,660...120,822,579
Ensembl chr 3:120,812,882...120,821,397 		JBrowse link
G Casp3 caspase 3 increases expression ISO azadirachtin results in increased expression of CASP3 mRNA; azadirachtin results in increased expression of CASP3 protein CTD PMID:20429769 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp6 caspase 6 increases expression ISO azadirachtin results in increased expression of CASP6 protein CTD PMID:20429769 NCBI chr 2:218,466,063...218,478,503
Ensembl chr 2:218,466,076...218,478,502 		JBrowse link
G Casp8 caspase 8 increases expression ISO azadirachtin results in increased expression of CASP8 protein CTD PMID:20429769 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 increases expression ISO azadirachtin results in increased expression of CASP9 mRNA; azadirachtin results in increased expression of CASP9 protein CTD PMID:20429769 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO azadirachtin results in decreased expression of CCND1 mRNA CTD PMID:20429769 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO azadirachtin results in increased expression of CDKN1A mRNA; azadirachtin results in increased expression of CDKN1A protein CTD PMID:20429769 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cycs cytochrome c, somatic increases expression
affects localization		 ISO azadirachtin results in increased expression of CYCS mRNA
azadirachtin affects the localization of CYCS protein		 CTD PMID:20429769 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054 		JBrowse link
G Esr1 estrogen receptor 1 increases expression
affects binding
multiple interactions		 ISO azadirachtin results in increased expression of ESR1 mRNA; azadirachtin results in increased expression of ESR1 protein
azadirachtin binds to ESR1 protein
1,3-bis(4-hydroxyphenyl)-4-methyl-5-(4-(2-piperidinylethoxy)phenol)-1H-pyrazole inhibits the reaction [azadirachtin results in increased expression of ESR1 mRNA]; 1,3-bis(4-hydroxyphenyl)-4-methyl-5-(4-(2-piperidinylethoxy)phenol)-1H-pyrazole inhibits the reaction [azadirachtin results in increased expression of ESR1 protein]; azadirachtin inhibits the reaction [Estrogens deficiency results in decreased expression of ESR1 mRNA]; ESR1 protein promotes the reaction [azadirachtin results in increased expression of RUNX2 mRNA]; ESR1 protein promotes the reaction [azadirachtin results in increased expression of RUNX2 protein]		 CTD PMID:31225646 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Esr2 estrogen receptor 2 multiple interactions
increases expression
affects binding		 ISO azadirachtin inhibits the reaction [Estrogens deficiency results in decreased expression of ESR2 mRNA]
azadirachtin results in increased expression of ESR2 mRNA; azadirachtin results in increased expression of ESR2 protein
azadirachtin binds to ESR2 protein		 CTD PMID:31225646 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Ikbkb inhibitor of nuclear factor kappa B kinase subunit beta decreases expression ISO azadirachtin results in decreased expression of IKBKB protein CTD PMID:20429769 NCBI chr16:69,319,487...69,373,251
Ensembl chr16:69,319,554...69,373,250 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO azadirachtin results in increased phosphorylation of MAPK1 protein CTD PMID:31225646 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO azadirachtin results in increased phosphorylation of MAPK3 protein CTD PMID:31225646 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 decreases expression ISO azadirachtin results in decreased expression of NFKB1 protein CTD PMID:20429769 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Nfkbia NFKB inhibitor alpha decreases expression ISO azadirachtin results in decreased expression of NFKBIA protein modified form CTD PMID:20429769 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Pcna proliferating cell nuclear antigen decreases expression ISO azadirachtin results in decreased expression of PCNA mRNA; azadirachtin results in decreased expression of PCNA protein CTD PMID:20429769 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit decreases expression ISO azadirachtin results in decreased expression of RELA protein CTD PMID:20429769 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Runx2 RUNX family transcription factor 2 increases expression
multiple interactions		 ISO azadirachtin results in increased expression of RUNX2 mRNA; azadirachtin results in increased expression of RUNX2 protein
ESR1 protein promotes the reaction [azadirachtin results in increased expression of RUNX2 mRNA]; ESR1 protein promotes the reaction [azadirachtin results in increased expression of RUNX2 protein]		 CTD PMID:31225646 NCBI chr 9:16,167,504...16,492,826
Ensembl chr 9:16,167,482...16,492,167 		JBrowse link
G Smad1 SMAD family member 1 increases expression ISO azadirachtin results in increased expression of SMAD1 protein modified form CTD PMID:31225646 NCBI chr19:28,513,130...28,573,665
Ensembl chr19:28,513,131...28,573,651 		JBrowse link
G Tnf tumor necrosis factor decreases expression ISO azadirachtin results in decreased expression of TNF mRNA CTD PMID:31225646 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnfrsf11a TNF receptor superfamily member 11A multiple interactions
decreases expression		 ISO azadirachtin inhibits the reaction [Estrogens deficiency results in increased expression of TNFRSF11A mRNA]
azadirachtin results in decreased expression of TNFRSF11A mRNA		 CTD PMID:31225646 NCBI chr13:21,928,370...21,986,719
Ensembl chr13:21,928,408...21,986,695 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO azadirachtin results in increased expression of TP53 mRNA; azadirachtin results in increased expression of TP53 protein CTD PMID:20429769 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19898
    role 19868
      application 19714
        fuel 11367
          methanol 3973
            methyl ester 3919
              azadirachtin A 31
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    main group molecular entity 19835
                      s-block molecular entity 19670
                        hydrogen molecular entity 19651
                          hydrides 19158
                            organic hydride 18704
                              organic fundamental parent 18704
                                hydrocarbon 18452
                                  terpene 14074
                                    terpenoid 13775
                                      triterpenoid 1227
                                        limonoid 164
                                          azadirachtin 31
                                            azadirachtin A 31
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