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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;   Beilstein:4650697;   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 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
JBrowse link
G Esr1 estrogen receptor 1 increases expression
multiple interactions
affects binding
ISO azadirachtin results in increased expression of ESR1 mRNA; azadirachtin results in increased expression of 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]
azadirachtin binds to ESR1 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
affects binding
increases expression
ISO azadirachtin inhibits the reaction [Estrogens deficiency results in decreased expression of ESR2 mRNA]
azadirachtin binds to ESR2 protein
azadirachtin results in increased expression of ESR2 mRNA; azadirachtin results in increased expression of 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

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  CHEBI ontology 19812
    role 19761
      application 19471
        fuel 11017
          methanol 3858
            methyl ester 3830
              azadirachtin A 31
Path 2
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        monocarboxylic acid 17632
                                          acetic acid 10854
                                            acetate ester 3875
                                              azadirachtin A 31
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