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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:aphidicolin
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Accession:CHEBI:2766 term browser browse the term
Definition:A tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[a]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positions 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication.
Synonyms:exact_synonym: (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
 related_synonym: (3alpha,4alpha,5alpha,17alpha)-3,17-dihydroxy-4-methyl-9,15-cyclo-C,18-dinor-14,15-secoandrostane-4,17-dimethanol;   Formula=C20H34O4;   InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1;   InChIKey=NOFOAYPPHIUXJR-APNQCZIXSA-N;   SMILES=[H][C@]12C[C@@H]3C[C@]1(CC[C@]3(O)CO)[C@@]1(C)CC[C@@H](O)[C@@](C)(CO)[C@]1([H])CC2;   aphidocolin
 xref: Beilstein:4689958;   CAS:38966-21-1;   Chemspider:10280269;   KEGG:C06088;   KNApSAcK:C00000873;   LINCS:LSM-45486
 xref_mesh: MESH:D016590
 xref: MetaCyc:CPD-11426;   PDBeChem:2ZE;   PMID:10592317;   PMID:1483268;   PMID:19735659;   PMID:21212237;   PMID:21444690;   PMID:21708134;   PMID:21812410;   PMID:21897020;   PMID:21917855;   PMID:22139884;   PMID:22210918;   PMID:22262459;   PMID:22293751;   PMID:22302683;   PMID:22339690;   PMID:22365495;   PMID:23221037;   PMID:24492257;   PMID:25429975;   PMID:25948499;   PMID:26255574;   PMID:26854444;   PMID:27223263;   PMID:27265376;   PMID:29191129;   PMID:31403790;   PMID:31448675;   PMID:31712575;   PMID:32394671;   PMID:33592314;   PMID:33721476;   PMID:7478586;   Patent:US3761512;   Reaxys:2055641;   Wikipedia:Aphidicolin



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aphidicolin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atm ATM serine/threonine kinase multiple interactions ISO [2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one results in decreased activity of ATM protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRIM28 protein]; [2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one results in decreased activity of ATM protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRP53 protein] CTD PMID:22003191 NCBI chr 8:53,828,741...53,932,773
Ensembl chr 8:53,831,093...53,932,437
JBrowse link
G Atr ATR serine/threonine kinase multiple interactions ISO [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased expression of BSCL2 mRNA]; [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of CHEK1 protein]; [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRP53 protein] CTD PMID:22003191 NCBI chr 8:96,426,704...96,524,152
Ensembl chr 8:96,426,724...96,524,136
JBrowse link
G Bscl2 BSCL2 lipid droplet biogenesis associated, seipin multiple interactions
increases expression
ISO [7-hydroxystaurosporine results in decreased activity of [CHEK1 protein co-treated with BSCL2 protein]] inhibits the reaction [Aphidicolin results in increased expression of CHEK2 mRNA]; [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased expression of BSCL2 mRNA] CTD PMID:22003191 NCBI chr 1:205,731,814...205,743,430
Ensembl chr 1:205,733,872...205,743,421
JBrowse link
G Ccna2 cyclin A2 increases expression ISO Aphidicolin results in increased expression of CCNA2 mRNA CTD PMID:14738865 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
JBrowse link
G Chek1 checkpoint kinase 1 multiple interactions ISO [7-hydroxystaurosporine results in decreased activity of [CHEK1 protein co-treated with BSCL2 protein]] inhibits the reaction [Aphidicolin results in increased expression of CHEK2 mRNA]; [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of CHEK1 protein] CTD PMID:22003191 NCBI chr 8:36,420,565...36,443,477
Ensembl chr 8:36,420,569...36,441,009
JBrowse link
G Chek2 checkpoint kinase 2 multiple interactions ISO Caffeine promotes the reaction [Aphidicolin promotes the reaction [PRKDC protein results in increased phosphorylation of and results in increased activity of CHEK2 protein]]
[7-hydroxystaurosporine results in decreased activity of [CHEK1 protein co-treated with BSCL2 protein]] inhibits the reaction [Aphidicolin results in increased expression of CHEK2 mRNA]
CTD PMID:18158334 PMID:22003191 NCBI chr12:45,788,823...45,821,382
Ensembl chr12:45,788,827...45,821,286
JBrowse link
G Cyp26a1 cytochrome P450, family 26, subfamily a, polypeptide 1 increases expression ISO Aphidicolin results in increased expression of CYP26A1 mRNA CTD PMID:29990529 NCBI chr 1:235,471,368...235,475,204
Ensembl chr 1:235,471,298...235,475,204
JBrowse link
G Fgf8 fibroblast growth factor 8 increases expression ISO Aphidicolin results in increased expression of FGF8 mRNA CTD PMID:29990529 NCBI chr 1:244,584,477...244,590,359
Ensembl chr 1:244,584,652...244,590,359
JBrowse link
G H2ax H2A.X variant histone multiple interactions ISO Aphidicolin inhibits the reaction [Docetaxel results in increased expression of H2AX protein] CTD PMID:20878124 NCBI chr 8:44,671,927...44,673,257
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Hoxb9 homeo box B9 decreases expression ISO Aphidicolin results in decreased expression of HOXB9 mRNA CTD PMID:29990529 NCBI chr10:81,237,312...81,240,818
Ensembl chr10:81,237,312...81,240,818
JBrowse link
G Hoxc6 homeo box C6 decreases expression ISO Aphidicolin results in decreased expression of HOXC6 mRNA CTD PMID:29990529 NCBI chr 7:134,138,017...134,148,899
Ensembl chr 7:134,135,502...134,148,392
JBrowse link
G Pola1 DNA polymerase alpha 1, catalytic subunit decreases activity ISO
EXP
Aphidicolin results in decreased activity of POLA1 protein CTD PMID:224865 NCBI chr  X:58,034,617...58,348,612
Ensembl chr  X:58,034,619...58,348,536
JBrowse link
G Prkdc protein kinase, DNA-activated, catalytic subunit multiple interactions ISO Caffeine promotes the reaction [Aphidicolin promotes the reaction [PRKDC protein results in increased phosphorylation of and results in increased activity of CHEK2 protein]] CTD PMID:18158334 NCBI chr11:85,040,790...85,258,357
Ensembl chr11:85,040,792...85,257,952
JBrowse link
G Rxra retinoid X receptor alpha increases expression ISO Aphidicolin results in increased expression of RXRA mRNA CTD PMID:14738865 NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712
JBrowse link
G Srxn1 sulfiredoxin 1 increases expression ISO Aphidicolin results in increased expression of SRXN1 mRNA CTD PMID:22003191 NCBI chr 3:140,604,490...140,610,050
Ensembl chr 3:140,599,608...140,628,448
JBrowse link
G Tbx6 T-box transcription factor 6 decreases expression ISO Aphidicolin results in decreased expression of TBX6 mRNA CTD PMID:29990529 NCBI chr 1:181,387,851...181,392,762
Ensembl chr 1:181,388,684...181,392,593
JBrowse link
G Tnfrsf8 TNF receptor superfamily member 8 increases expression ISO Aphidicolin results in increased expression of TNFRSF8 protein CTD PMID:12441127 NCBI chr 5:157,123,183...157,168,421
Ensembl chr 5:157,123,185...157,168,421
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO [2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one results in decreased activity of ATM protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRP53 protein]; [schizandrin B results in decreased activity of ATR protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRP53 protein] CTD PMID:22003191 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Trim28 tripartite motif-containing 28 multiple interactions ISO [2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one results in decreased activity of ATM protein] inhibits the reaction [Aphidicolin results in increased phosphorylation of TRIM28 protein] CTD PMID:22003191 NCBI chr 1:73,652,441...73,659,388
Ensembl chr 1:73,652,709...73,659,380
JBrowse link
G Wnt3a Wnt family member 3A decreases expression ISO Aphidicolin results in decreased expression of WNT3A mRNA CTD PMID:29990529 NCBI chr10:44,034,174...44,078,463
Ensembl chr10:44,034,194...44,078,324
JBrowse link
G Xrcc4 X-ray repair cross complementing 4 decreases response to substance ISO XRCC4 results in decreased susceptibility to Aphidicolin CTD PMID:21785230 NCBI chr 2:20,948,464...21,197,705
Ensembl chr 2:20,951,200...21,197,808
JBrowse link

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    role 19730
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        antimicrobial agent 17885
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  CHEBI ontology 19757
    subatomic particle 19755
      composite particle 19755
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                        hydrogen molecular entity 19550
                          hydrides 19031
                            organic hydride 18631
                              organic fundamental parent 18631
                                hydrocarbon 18376
                                  terpene 13694
                                    diterpene 12722
                                      diterpenoid 12722
                                        tetracyclic diterpenoid 1572
                                          aphidicolin 21
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