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ONTOLOGY REPORT - ANNOTATIONS
Term:22,23-dihydroavermectin B1a
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Accession:CHEBI:63941 term browser browse the term
Definition:A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin.
Synonyms:exact_synonym: (2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-17-oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-tetradecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacyclooctadecine-13,2'-pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-3-O-methyl-alpha-L-arabino-hexopyranoside
 related_synonym: 5-O-demethyl-22,23-dihydroavermectin A1a;   Formula=C48H74O14;   H2B1a;   InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1;   InChIKey=AZSNMRSAGSSBNP-XPNPUAGNSA-N;   SMILES=[H][C@@]12C\\C=C(C)\\[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)\\C=C\\C=C3/CO[C@]4([H])[C@H](O)C(C)=C[C@@]([H])(C(=O)O[C@@H](C1)C[C@]1(CC[C@H](C)[C@]([H])(O1)[C@@H](C)CC)O2)[C@]34O;   avermectin H2B1a;   dihydroavermectin B1a;   ivermectin B1a
 xref: CAS:71827-03-7 "ChemIDplus"
 xref_mesh: MESH:C052102
 xref: PDBeChem:IVM;   PMID:2411323 "Europe PMC";   PMID:6125361 "Europe PMC";   PMID:6148214 "Europe PMC";   PMID:6547280 "Europe PMC";   Reaxys:4643153 "Reaxys";   VSDB:1455

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22,23-dihydroavermectin B1a term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Ncoa2 nuclear receptor coactivator 2 JBrowse link 5 5,466,544 5,696,540 RGD:6480464
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 JBrowse link 7 30,003,429 30,162,095 RGD:6480464
ivermectin term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Abcb1a ATP binding cassette subfamily B member 1A JBrowse link 4 22,339,829 22,517,642 RGD:6480464
G Abcb1b ATP-binding cassette, subfamily B (MDR/TAP), member 1B JBrowse link 4 22,225,123 22,307,577 RGD:6480464
G Abcc1 ATP binding cassette subfamily C member 1 JBrowse link 10 549,537 672,235 RGD:6480464
G Abcc2 ATP binding cassette subfamily C member 2 JBrowse link 1 263,554,426 263,612,556 RGD:6480464
G Abcg2 ATP binding cassette subfamily G member 2 JBrowse link 4 88,765,441 88,890,268 RGD:6480464
G Acaca acetyl-CoA carboxylase alpha JBrowse link 10 71,519,392 71,719,910 RGD:6480464
G Adcy7 adenylate cyclase 7 JBrowse link 19 19,702,307 19,762,973 RGD:6480464
G Adm adrenomedullin JBrowse link 1 175,443,189 175,447,260 RGD:6480464
G Aldh1l2 aldehyde dehydrogenase 1 family, member L2 JBrowse link 7 26,375,866 26,425,838 RGD:6480464
G Angptl6 angiopoietin-like 6 JBrowse link 8 21,895,523 21,902,002 RGD:6480464
G Arl4c ADP ribosylation factor like GTPase 4C JBrowse link 9 95,783,651 95,787,092 RGD:6480464
G Atf4 activating transcription factor 4 JBrowse link 7 121,480,723 121,482,781 RGD:6480464
G Atf5 activating transcription factor 5 JBrowse link 1 100,807,821 100,812,410 RGD:6480464
G Atf6 activating transcription factor 6 JBrowse link 13 89,053,457 89,242,531 RGD:6480464
G Bag3 BAG cochaperone 3 JBrowse link 1 199,941,258 199,965,191 RGD:6480464
G Bax BCL2 associated X, apoptosis regulator JBrowse link 1 101,451,801 101,457,207 RGD:6480464
G Bbc3 Bcl-2 binding component 3 JBrowse link 1 78,261,491 78,267,802 RGD:6480464
G Bnip3 BCL2 interacting protein 3 JBrowse link 1 211,248,098 211,265,282 RGD:6480464
G Camp cathelicidin antimicrobial peptide JBrowse link 8 117,930,557 117,932,371 RGD:6480464
G Cat catalase JBrowse link 3 93,379,872 93,412,058 RGD:6480464
G Ccl3 C-C motif chemokine ligand 3 JBrowse link 10 70,869,516 70,871,066 RGD:6480464
G Ccr7 C-C motif chemokine receptor 7 JBrowse link 10 87,057,335 87,067,444 RGD:6480464
G Cct3 chaperonin containing TCP1 subunit 3 JBrowse link 2 187,669,051 187,693,610 RGD:6480464
G Cd36 CD36 molecule JBrowse link 4 14,150,309 14,191,498 RGD:6480464
G Cdh1 cadherin 1 JBrowse link 19 38,768,467 38,838,395 RGD:6480464
G Cdkn1a cyclin-dependent kinase inhibitor 1A JBrowse link 20 6,348,422 6,358,864 RGD:6480464
G Cdkn1b cyclin-dependent kinase inhibitor 1B JBrowse link 4 168,689,043 168,694,159 RGD:6480464
G Cebpa CCAAT/enhancer binding protein alpha JBrowse link 1 91,363,492 91,366,164 RGD:6480464
G Cox6a2 cytochrome c oxidase subunit 6A2 JBrowse link 1 199,624,037 199,626,255 RGD:6480464
G Cpt1a carnitine palmitoyltransferase 1A JBrowse link 1 218,568,157 218,629,679 RGD:6480464
G Crp C-reactive protein JBrowse link 13 91,080,448 91,081,358 RGD:6480464
G Ctsl cathepsin L JBrowse link 17 1,873,105 1,879,266 RGD:6480464
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 JBrowse link 8 62,472,087 62,478,122 RGD:6480464
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 JBrowse link 8 62,451,360 62,458,244 RGD:6480464
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 JBrowse link 6 2,308,179 2,316,739 RGD:6480464
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 JBrowse link 7 99,142,431 99,183,540 RGD:6480464
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 JBrowse link 1 147,236,480 147,307,988 RGD:6480464
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 JBrowse link 7 123,599,264 123,608,436 RGD:6480464
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 JBrowse link 1 213,511,892 213,522,195 RGD:6480464
G Ddit3 DNA-damage inducible transcript 3 JBrowse link 7 70,578,564 70,585,074 RGD:6480464
G Dnajb1 DnaJ heat shock protein family (Hsp40) member B1 JBrowse link 19 24,747,178 24,750,919 RGD:6480464
G Dpysl2 dihydropyrimidinase-like 2 JBrowse link 15 43,475,640 43,581,725 RGD:6480464
G Edem1 ER degradation enhancing alpha-mannosidase like protein 1 JBrowse link 4 140,886,644 140,918,654 RGD:6480464
G Edn1 endothelin 1 JBrowse link 17 22,136,814 22,143,745 RGD:6480464
G Egln3 egl-9 family hypoxia-inducible factor 3 JBrowse link 6 75,050,329 75,075,795 RGD:6480464
G Esr1 estrogen receptor 1 JBrowse link 1 41,192,029 41,594,799 RGD:6480464
G Fabp4 fatty acid binding protein 4 JBrowse link 2 93,792,666 93,797,267 RGD:6480464
G Fasn fatty acid synthase JBrowse link 10 109,987,735 110,005,901 RGD:6480464
G Gdf15 growth differentiation factor 15 JBrowse link 16 20,555,395 20,557,978 RGD:6480464
G Gem GTP binding protein overexpressed in skeletal muscle JBrowse link 5 25,339,479 25,353,661 RGD:6480464
G Glra1 glycine receptor, alpha 1 JBrowse link 10 40,851,955 40,954,364 RGD:6480464
G Glra3 glycine receptor, alpha 3 JBrowse link 16 37,676,959 37,908,221 RGD:6480464
G Glrb glycine receptor, beta JBrowse link 2 179,768,040 179,842,612 RGD:6480464
G Gpr183 G protein-coupled receptor 183 JBrowse link 15 108,364,701 108,376,221 RGD:6480464
G Hsp90aa1 heat shock protein 90 alpha family class A member 1 JBrowse link 6 135,107,262 135,112,793 RGD:6480464
G Hsp90ab1 heat shock protein 90 alpha family class B member 1 JBrowse link 9 17,817,791 17,823,163 RGD:6480464
G Hspa1a heat shock protein family A (Hsp70) member 1A JBrowse link 20 4,875,834 4,881,751 RGD:6480464
G Hspa4 heat shock protein family A (Hsp70) member 4 JBrowse link 10 38,601,624 38,642,397 RGD:6480464
G Hspa5 heat shock protein family A (Hsp70) member 5 JBrowse link 3 13,838,304 13,842,763 RGD:6480464
G Hspa8 heat shock protein family A (Hsp70) member 8 JBrowse link 8 44,989,401 44,993,261 RGD:6480464
G Hspa9 heat shock protein family A (Hsp70) member 9 JBrowse link 18 27,731,072 27,749,235 RGD:6480464
G Hspd1 heat shock protein family D (Hsp60) member 1 JBrowse link 9 61,680,529 61,691,202 RGD:6480464
G Hspe1 heat shock protein family E (Hsp10) member 1 JBrowse link 9 61,691,246 61,724,948 RGD:6480464
G Hsph1 heat shock protein family H (Hsp110) member 1 JBrowse link 12 6,322,685 6,341,898 RGD:6480464
G Igfbp3 insulin-like growth factor binding protein 3 JBrowse link 14 87,457,647 87,465,374 RGD:6480464
G Il10 interleukin 10 JBrowse link 13 47,738,933 47,743,392 RGD:6480464
G Il1a interleukin 1 alpha JBrowse link 3 121,824,712 121,836,122 RGD:6480464
G Il1r1 interleukin 1 receptor type 1 JBrowse link 9 46,962,291 47,038,139 RGD:6480464
G Lonp1 lon peptidase 1, mitochondrial JBrowse link 9 10,428,853 10,441,180 RGD:6480464
G Map3k8 mitogen-activated protein kinase kinase kinase 8 JBrowse link 17 56,109,403 56,129,925 RGD:6480464
G Mapk1 mitogen activated protein kinase 1 JBrowse link 11 88,203,863 88,273,301 RGD:6480464
G Mapk3 mitogen activated protein kinase 3 JBrowse link 1 198,192,773 198,198,975 RGD:6480464
G Mapk8 mitogen-activated protein kinase 8 JBrowse link 16 9,620,854 9,709,342 RGD:6480464
G Mxd1 max dimerization protein 1 JBrowse link 4 118,451,752 118,472,150 RGD:6480464
G Nanog Nanog homeobox JBrowse link 4 155,531,906 155,539,268 RGD:6480464
G Ncoa2 nuclear receptor coactivator 2 JBrowse link 5 5,466,544 5,696,540 RGD:6480464
G Ndrg1 N-myc downstream regulated 1 JBrowse link 7 107,734,326 107,775,701 RGD:6480464
G Nos2 nitric oxide synthase 2 JBrowse link 10 66,188,290 66,221,621 RGD:6480464
G Nppb natriuretic peptide B JBrowse link 5 164,796,176 164,797,538 RGD:6480464
G Nqo1 NAD(P)H quinone dehydrogenase 1 JBrowse link 19 38,422,210 38,437,103 RGD:6480464
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 JBrowse link 7 30,003,429 30,162,095 RGD:6480464
G Nupr1 nuclear protein 1, transcriptional regulator JBrowse link 1 194,767,484 194,769,519 RGD:6480464
G P2rx4 purinergic receptor P2X 4 JBrowse link 12 39,308,022 39,325,673 RGD:6480464
G Parp1 poly (ADP-ribose) polymerase 1 JBrowse link 13 98,857,255 98,889,444 RGD:6480464
G Pfkl phosphofructokinase, liver type JBrowse link 20 11,393,860 11,415,889 RGD:6480464
G Pou5f1 POU class 5 homeobox 1 JBrowse link 20 3,747,231 3,751,994 RGD:6480464
G Ppara peroxisome proliferator activated receptor alpha JBrowse link 7 126,618,872 126,687,282 RGD:6480464
G Pparg peroxisome proliferator-activated receptor gamma JBrowse link 4 147,274,055 147,399,383 RGD:6480464
G Ppid peptidylprolyl isomerase D JBrowse link 2 178,354,830 178,366,843 RGD:6480464
G Ppif peptidylprolyl isomerase F JBrowse link 16 1,979,191 1,985,912 RGD:6480464
G Ptges3 prostaglandin E synthase 3 JBrowse link 7 2,479,267 2,497,024 RGD:6480464
G Ptgs2 prostaglandin-endoperoxide synthase 2 JBrowse link 13 67,351,230 67,356,920 RGD:6480464
G Rpp14 ribonuclease P/MRP subunit p14 JBrowse link 15 18,625,963 18,636,157 RGD:6480464
G Serpine1 serpin family E member 1 JBrowse link 12 22,641,104 22,651,482 RGD:6480464
G Sin3a SIN3 transcription regulator family member A JBrowse link 8 61,748,590 61,803,314 RGD:6480464
G Skap2 src kinase associated phosphoprotein 2 JBrowse link 4 81,816,778 81,968,832 RGD:6480464
G Slc2a1 solute carrier family 2 member 1 JBrowse link 5 138,154,677 138,182,897 RGD:6480464
G Slc2a4 solute carrier family 2 member 4 JBrowse link 10 56,552,921 56,558,562 RGD:6480464
G Sox2 SRY-box transcription factor 2 JBrowse link 2 121,165,137 121,167,545 RGD:6480464
G Sphk1 sphingosine kinase 1 JBrowse link 10 105,498,728 105,504,401 RGD:6480464
G St13 ST13, Hsp70 interacting protein JBrowse link 7 122,585,770 122,635,731 RGD:6480464
G Tcp1 t-complex 1 JBrowse link 1 48,025,664 48,033,343 RGD:6480464
G Tfrc transferrin receptor JBrowse link 11 71,397,423 71,419,263 RGD:6480464
G Tgif1 TGFB-induced factor homeobox 1 JBrowse link 9 119,181,079 119,190,698 RGD:6480464
G Tlr2 toll-like receptor 2 JBrowse link 2 182,840,171 182,846,061 RGD:6480464
G Tlr4 toll-like receptor 4 JBrowse link 5 82,587,424 82,601,056 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tp53 tumor protein p53 JBrowse link 10 56,186,299 56,198,449 RGD:6480464
G Trib3 tribbles pseudokinase 3 JBrowse link 3 147,814,056 147,819,650 RGD:6480464
G Tsc22d1 TSC22 domain family, member 1 JBrowse link 15 58,554,358 58,658,156 RGD:6480464
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19728
    chemical entity 19726
      molecular entity 19723
        polyatomic entity 19640
          molecule 19452
            cyclic compound 19224
              macrocycle 2067
                macrocyclic lactone 1553
                  22,23-dihydroavermectin B1a 110
                    ivermectin 110
Path 2
Term Annotations click to browse term
  CHEBI ontology 19728
    subatomic particle 19724
      composite particle 19724
        hadron 19724
          baryon 19724
            nucleon 19724
              atomic nucleus 19724
                atom 19724
                  main group element atom 19610
                    p-block element atom 19610
                      carbon group element atom 19501
                        carbon atom 19494
                          organic molecular entity 19494
                            organic group 18413
                              organic divalent group 18404
                                organodiyl group 18404
                                  carbonyl group 18293
                                    carbonyl compound 18293
                                      carboxylic ester 13965
                                        lactone 5868
                                          macrocyclic lactone 1553
                                            macrolide 1494
                                              avermectin 113
                                                avermectin B1a 112
                                                  22,23-dihydroavermectin B1a 110
                                                    ivermectin 110
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