ONTOLOGY REPORT - ANNOTATIONS

Term:2,3-dimethoxynaphthalene-1,4-dione
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Accession:CHEBI:64215 term browser browse the term
Definition:A naphthoquinone that is 1,4-naphthoquinone bearing two methoxy substituents at positions 2 and 3. Redox-cycling agent that induces intracellular superoxide anion formation and, depending on the concentration, induces cell proliferation, apoptosis or necrosis. Used to study the role of ROS in cell toxicity, apoptosis, and necrosis.
Synonyms:exact_synonym: 2,3-dimethoxy-1,4-naphthoquinone
 related_synonym: 2,3-dimethoxy-1,4-naphthalenedione;   C12H10O4;   COC1=C(OC)C(=O)c2ccccc2C1=O;   DMNQ;   InChI=1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3;   InChIKey=ZEGDFCCYTFPECB-UHFFFAOYSA-N;   NSC 69355
 xref_casrn: 6956-96-3
 xref: ChEMBL:532377 "ChEMBL COMPOUND";   ChemIDplus:6956-96-3 "CAS Registry Number";   CiteXplore:19338340 "PubMed citation";   CiteXplore:20803752 "PubMed citation";   CiteXplore:8103030 "PubMed citation";   CiteXplore:8393647 "PubMed citation"
 xref_mesh: MESH:C063002
 xref: Patent:US4628062 "Patent";   Patent:US5314914 "Patent";   Reaxys:2049895 "Reaxys Registry Number"

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2,3-dimethoxynaphthalene-1,4-dione term browser
Symbol Object Name GBrowse Qualifiers Evidence Chr Start Stop Reference Source
G Acot2 acyl-CoA thioesterase 2 GBrowse link decreases expression ISO 6 108,017,574 108,024,387 RGD:6480464 CTD
G Acp2 acid phosphatase 2, lysosomal GBrowse link decreases expression ISO 3 75,559,522 75,568,415 RGD:6480464 CTD
G Acsl1 acyl-CoA synthetase long-chain family member 1 GBrowse link decreases expression ISO 16 49,036,892 49,081,416 RGD:6480464 CTD
G Adh6a alcohol dehydrogenase 6A (class V) GBrowse link decreases expression ISO 2 235,842,525 235,850,491 RGD:6480464 CTD
G Adm adrenomedullin GBrowse link increases expression ISO 1 168,380,255 168,382,426 RGD:6480464 CTD
G Akap12 A kinase (PRKA) anchor protein 12 GBrowse link increases expression ISO 1 34,979,039 35,068,763 RGD:6480464 CTD
G Akr1b1 aldo-keto reductase family 1, member B1 (aldose reductase) GBrowse link decreases expression ISO 4 61,645,438 61,659,530 RGD:6480464 CTD
G Akr1c1 aldo-keto reductase family 1, member C1 GBrowse link increases expression ISO 17 77,084,306 77,112,994 RGD:6480464 CTD
G Aldh6a1 aldehyde dehydrogenase 6 family, member A1 GBrowse link decreases expression ISO 6 108,495,781 108,516,414 RGD:6480464 CTD
G Anxa2 annexin A2 GBrowse link increases expression ISO 8 73,897,618 73,934,041 RGD:6480464 CTD
G Arse arylsulfatase E (chondrodysplasia punctata 1) GBrowse link decreases expression ISO 2 122,663,037 122,670,111 RGD:6480464 CTD
G Asns asparagine synthetase (glutamine-hydrolyzing) GBrowse link decreases expression ISO 4 32,758,866 32,776,220 RGD:6480464 CTD
G Atf4 activating transcription factor 4 (tax-responsive enhancer element B67) GBrowse link increases expression ISO 7 118,537,718 118,538,994 RGD:6480464 CTD
G Atp2b1 ATPase, Ca++ transporting, plasma membrane 1 GBrowse link decreases expression ISO 7 36,493,661 36,600,280 RGD:6480464 CTD
G Aurka aurora kinase A GBrowse link increases expression ISO 3 163,270,479 163,284,506 RGD:6480464 CTD
G Azgp1 alpha-2-glycoprotein 1, zinc-binding GBrowse link decreases expression ISO 12 17,492,913 17,498,949 RGD:6480464 CTD
G Bcat1 branched chain amino acid transaminase 1, cytosolic GBrowse link decreases expression ISO 4 182,641,517 182,692,917 RGD:6480464 CTD
G Bhlhe40 basic helix-loop-helix family, member e40 GBrowse link increases expression ISO 4 144,139,486 144,145,186 RGD:6480464 CTD
G Birc5 baculoviral IAP repeat-containing 5 increases expression ISO RGD:6480464 CTD
G Bub1b BUB1 mitotic checkpoint serine/threonine kinase B GBrowse link increases expression ISO 3 105,063,018 105,116,145 RGD:6480464 CTD
G Calr calreticulin GBrowse link decreases expression ISO 19 24,964,775 24,969,670 RGD:6480464 CTD
G Casp3 caspase 3 GBrowse link increases activity ISO 16 48,944,226 48,962,420 RGD:6480464 CTD
G Ccna2 cyclin A2 GBrowse link increases expression ISO 2 123,062,752 123,069,085 RGD:6480464 CTD
G Ccnb2 cyclin B2 GBrowse link increases expression ISO 8 74,892,108 74,906,181 RGD:6480464 CTD
G Ccnb2 cyclin B2 GBrowse link increases expression ISO 8 74,892,108 74,906,181 RGD:6480464 CTD
G Cdc20 cell division cycle 20 GBrowse link increases expression ISO 5 138,913,180 138,916,744 RGD:6480464 CTD
G Cdc25b cell division cycle 25B GBrowse link increases expression ISO 3 118,893,716 118,903,516 RGD:6480464 CTD
G Cdh2 cadherin 2 GBrowse link decreases expression ISO 18 8,048,920 8,267,974 RGD:6480464 CTD
G Cdkn3 cyclin-dependent kinase inhibitor 3 GBrowse link increases expression ISO 15 22,617,409 22,624,922 RGD:6480464 CTD
G Cetn2 centrin, EF-hand protein, 2 GBrowse link decreases expression ISO X 158,917,650 158,923,210 RGD:6480464 CTD
G Cfb complement factor B GBrowse link decreases expression ISO 20 4,072,124 4,077,802 RGD:6480464 CTD
G Chpt1 choline phosphotransferase 1 GBrowse link decreases expression ISO 7 25,171,417 25,198,384 RGD:6480464 CTD
G Cideb cell death-inducing DFFA-like effector b GBrowse link decreases expression ISO 15 33,916,472 33,920,872 RGD:6480464 CTD
G Cks2 CDC28 protein kinase regulatory subunit 2 GBrowse link increases expression ISO 17 19,423,502 19,429,451 RGD:6480464 CTD
G Cks2 CDC28 protein kinase regulatory subunit 2 GBrowse link increases expression ISO 17 19,423,502 19,429,451 RGD:6480464 CTD
G Clgn calmegin GBrowse link decreases expression ISO 19 26,404,126 26,436,081 RGD:6480464 CTD
G Clptm1 cleft lip and palate associated transmembrane protein 1 GBrowse link decreases expression ISO 1 78,938,917 78,970,676 RGD:6480464 CTD
G Clu clusterin GBrowse link decreases expression ISO 15 45,365,779 45,405,314 RGD:6480464 CTD
G Cryaa crystallin, alpha A decreases expression ISO RGD:6480464 CTD
G Cx3cl1 chemokine (C-X3-C motif) ligand 1 GBrowse link decreases expression ISO 19 10,666,940 10,676,424 RGD:6480464 CTD
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 GBrowse link increases expression ISO 8 61,462,207 61,468,237 RGD:6480464 CTD
G Ddit3 DNA-damage inducible transcript 3 GBrowse link increases expression ISO 7 67,247,749 67,252,571 RGD:6480464 CTD
G Dkk1 dickkopf 1 homolog (Xenopus laevis) GBrowse link increases expression ISO 1 234,392,743 234,396,426 RGD:6480464 CTD
G Dusp13 dual specificity phosphatase 13 GBrowse link increases expression ISO 15 2,614,864 2,630,230 RGD:6480464 CTD
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 GBrowse link increases phosphorylation ISO 4 104,016,940 104,078,261 RGD:6480464 CTD
G Eif2s1 eukaryotic translation initiation factor 2, subunit 1 alpha GBrowse link increases phosphorylation ISO 6 101,495,444 101,520,113 RGD:6480464 CTD
G Ephx1 epoxide hydrolase 1, microsomal (xenobiotic) GBrowse link decreases expression ISO 13 96,722,973 96,752,940 RGD:6480464 CTD
G F10 coagulation factor X GBrowse link decreases expression ISO 16 81,327,237 81,346,544 RGD:6480464 CTD
G F5 coagulation factor V (proaccelerin, labile factor) GBrowse link decreases expression ISO 13 79,934,956 79,997,285 RGD:6480464 CTD
G Fn1 fibronectin 1 GBrowse link multiple interactions EXP 9 70,702,181 70,771,155 RGD:6480464 CTD
G Fosl1 fos-like antigen 1 GBrowse link increases expression ISO 1 208,090,612 208,099,118 RGD:6480464 CTD
G Furin furin (paired basic amino acid cleaving enzyme) GBrowse link decreases expression ISO 1 136,209,969 136,222,057 RGD:6480464 CTD
G Gclm glutamate cysteine ligase, modifier subunit GBrowse link decreases response to substance ISO 2 218,895,434 218,915,491 RGD:6480464 CTD
G Ggcx gamma-glutamyl carboxylase GBrowse link decreases expression ISO 4 105,719,323 105,735,037 RGD:6480464 CTD
G Ghitm growth hormone inducible transmembrane protein GBrowse link decreases expression ISO 16 13,327,337 13,338,420 RGD:6480464 CTD
G Gla galactosidase, alpha GBrowse link increases expression ISO X 122,044,703 122,056,327 RGD:6480464 CTD
G Gper G protein-coupled estrogen receptor 1 GBrowse link decreases expression ISO 12 15,718,615 15,719,893 RGD:6480464 CTD
G Grb10 growth factor receptor bound protein 10 GBrowse link increases expression ISO 14 92,814,797 92,911,442 RGD:6480464 CTD
G Gsn gelsolin GBrowse link decreases expression ISO 3 14,360,245 14,386,313 RGD:6480464 CTD
G Gtpbp6 GTP binding protein 6 (putative) GBrowse link increases expression ISO 12 46,722,131 46,726,000 RGD:6480464 CTD
G H2afx H2A histone family, member X GBrowse link increases expression ISO 8 47,312,609 47,313,938 RGD:6480464 CTD
G Hmga1 high mobility group AT-hook 1 GBrowse link increases expression ISO 20 5,769,052 5,772,269 RGD:6480464 CTD
G Hmox1 heme oxygenase (decycling) 1 GBrowse link increases expression ISO 19 13,963,139 13,969,960 RGD:6480464 CTD
G Ier2 immediate early response 2 GBrowse link increases expression ISO 19 25,159,276 25,160,800 RGD:6480464 CTD
G Ifrd1 interferon-related developmental regulator 1 decreases expression ISO RGD:6480464 CTD
G Igsf1 immunoglobulin superfamily, member 1 GBrowse link decreases expression ISO X 136,291,193 136,306,435 RGD:6480464 CTD
G Il17rb interleukin 17 receptor B GBrowse link decreases expression ISO 16 5,335,806 5,349,160 RGD:6480464 CTD
G Itgb3bp integrin beta 3 binding protein (beta3-endonexin) GBrowse link increases expression ISO 5 120,459,569 120,525,476 RGD:6480464 CTD
G Itih3 inter-alpha trypsin inhibitor, heavy chain 3 GBrowse link decreases expression ISO 16 6,341,043 6,358,767 RGD:6480464 CTD
G Kif20b kinesin family member 20B GBrowse link increases expression ISO 1 238,892,139 238,947,678 RGD:6480464 CTD
G Kif22 kinesin family member 22 GBrowse link increases expression ISO 1 186,205,162 186,293,437 RGD:6480464 CTD
G Kif23 kinesin family member 23 GBrowse link increases expression ISO 8 66,050,163 66,077,265 RGD:6480464 CTD
G Kif2c kinesin family member 2C GBrowse link increases expression ISO 5 137,473,698 137,498,974 RGD:6480464 CTD
G Krt19 keratin 19 GBrowse link increases expression ISO 10 89,080,953 89,085,670 RGD:6480464 CTD
G Lgals1 lectin, galactoside-binding, soluble, 1 GBrowse link increases expression ISO 7 116,893,662 116,896,768 RGD:6480464 CTD
G LOC100360316 hypothetical protein LOC100360316 GBrowse link increases expression ISO 16 33,979,260 33,979,532 RGD:6480464 CTD
G Mad2l1 MAD2 mitotic arrest deficient-like 1 (yeast) GBrowse link increases expression ISO 4 96,380,039 96,386,042 RGD:6480464 CTD
G Maff v-maf musculoaponeurotic fibrosarcoma oncogene homolog F (avian) GBrowse link increases expression ISO 7 117,328,924 117,340,276 RGD:6480464 CTD
G Mapre2 microtubule-associated protein, RP/EB family, member 2 increases expression ISO RGD:6480464 CTD
G Mcm2 minichromosome maintenance complex component 2 GBrowse link increases expression ISO 4 122,977,522 122,991,934 RGD:6480464 CTD
G Mgat2 mannosyl (alpha-1,6-)-glycoprotein beta-1,2-N-acetylglucosaminyltransferase GBrowse link decreases expression ISO 6 91,137,262 91,139,751 RGD:6480464 CTD
G Mxra7 matrix-remodelling associated 7 GBrowse link increases expression ISO 10 106,905,636 106,921,646 RGD:6480464 CTD
G Ncapg non-SMC condensin I complex, subunit G GBrowse link increases expression ISO 14 70,465,952 70,494,296 RGD:6480464 CTD
G Nedd9 neural precursor cell expressed, developmentally down-regulated 9 GBrowse link decreases expression ISO 17 29,304,750 29,354,613 RGD:6480464 CTD
G Nek2l1 NIMA (never in mitosis gene a)-related kinase 2-like 1 GBrowse link increases expression ISO 8 14,245,342 14,246,673 RGD:6480464 CTD
G Nek4 NIMA-related kinase 4 GBrowse link decreases expression ISO 16 6,386,850 6,422,465 RGD:6480464 CTD
G Nfe2l2 nuclear factor, erythroid derived 2, like 2 GBrowse link decreases response to substance ISO 3 58,366,693 58,394,116 RGD:6480464 CTD
G Nolc1 nucleolar and coiled-body phosphoprotein 1 GBrowse link increases expression ISO 1 251,297,417 251,308,127 RGD:6480464 CTD
G Nucb2 nucleobindin 2 GBrowse link decreases expression ISO 1 174,605,677 174,642,111 RGD:6480464 CTD
G Nup107 nucleoporin 107 GBrowse link increases expression ISO 7 57,059,744 57,104,512 RGD:6480464 CTD
G Nusap1 nucleolar and spindle associated protein 1 GBrowse link increases expression ISO 3 106,134,200 106,165,155 RGD:6480464 CTD
G Os9 osteosarcoma amplified 9 GBrowse link decreases expression ISO 7 67,046,802 67,073,355 RGD:6480464 CTD
G Pak3 p21 protein (Cdc42/Rac)-activated kinase 3 GBrowse link increases expression ISO X 34,734,814 34,842,093 RGD:6480464 CTD
G Pbk PDZ binding kinase GBrowse link increases expression ISO 15 45,227,251 45,238,096 RGD:6480464 CTD
G Pgc progastricsin (pepsinogen C) GBrowse link decreases expression ISO 9 8,723,620 8,731,837 RGD:6480464 CTD
G Pgf placental growth factor GBrowse link decreases expression ISO 6 109,215,540 109,226,122 RGD:6480464 CTD
G Plk1 polo-like kinase 1 GBrowse link increases expression ISO 1 181,002,811 181,012,741 RGD:6480464 CTD
G Pole2 polymerase (DNA directed), epsilon 2, accessory subunit GBrowse link increases expression ISO 6 91,155,518 91,180,121 RGD:6480464 CTD
G Pon2 paraoxonase 2 GBrowse link decreases response to substance ISO 4 30,033,229 30,068,643 RGD:6480464 CTD
G Ppih peptidylprolyl isomerase H (cyclophilin H) GBrowse link increases expression ISO 5 139,959,365 139,969,320 RGD:6480464 CTD
G Psph phosphoserine phosphatase GBrowse link decreases expression ISO 12 27,969,748 27,984,318 RGD:6480464 CTD
G Pttg1 pituitary tumor-transforming 1 GBrowse link increases expression ISO 10 28,527,409 28,532,831 RGD:6480464 CTD
G Racgap1 Rac GTPase-activating protein 1 GBrowse link increases expression ISO 7 138,366,356 138,395,716 RGD:6480464 CTD
G Rad23b RAD23 homolog B (S. cerevisiae) GBrowse link decreases expression ISO 5 73,256,542 73,294,296 RGD:6480464 CTD
G Rad51c Rad51 homolog c (S. cerevisiae) GBrowse link increases expression ISO 10 75,692,205 75,718,369 RGD:6480464 CTD
G Rbbp8 retinoblastoma binding protein 8 GBrowse link increases expression ISO 18 3,266,565 3,333,153 RGD:6480464 CTD
G Rbpms RNA binding protein with multiple splicing GBrowse link increases expression ISO 16 62,009,626 62,163,466 RGD:6480464 CTD
G Recql RecQ protein-like (DNA helicase Q1-like) GBrowse link decreases expression ISO 4 179,927,255 179,951,742 RGD:6480464 CTD
G Rfc2 replication factor C (activator 1) 2 GBrowse link increases expression ISO 12 23,185,550 23,198,655 RGD:6480464 CTD
G Rfc4 replication factor C (activator 1) 4 GBrowse link increases expression ISO 11 79,935,273 79,950,589 RGD:6480464 CTD
G Rnaseh2a ribonuclease H2, subunit A GBrowse link increases expression ISO 19 24,841,614 24,851,834 RGD:6480464 CTD
G Ruvbl2 RuvB-like 2 (E. coli) GBrowse link increases expression ISO 1 95,894,029 95,906,885 RGD:6480464 CTD
G Scd stearoyl-CoA desaturase (delta-9-desaturase) GBrowse link decreases expression ISO 1 249,358,105 249,371,164 RGD:6480464 CTD
G Serpina5 serpin peptidase inhibitor, clade A (alpha-1 antiproteinase, antitrypsin), member 5 GBrowse link decreases expression ISO 6 128,156,901 128,161,334 RGD:6480464 CTD
G Serpina6 serpin peptidase inhibitor, clade A (alpha-1 antiproteinase, antitrypsin), member 6 GBrowse link decreases expression ISO 6 127,911,618 127,921,851 RGD:6480464 CTD
G Serpinb1a serine (or cysteine) proteinase inhibitor, clade B, member 1a GBrowse link decreases expression ISO 17 37,950,875 37,959,284 RGD:6480464 CTD
G Serpinc1 serpin peptidase inhibitor, clade C (antithrombin), member 1 GBrowse link decreases expression ISO 13 76,548,456 76,562,724 RGD:6480464 CTD
G Sfn stratifin GBrowse link increases expression ISO 5 151,475,395 151,479,996 RGD:6480464 CTD
G Shc1 SHC (Src homology 2 domain containing) transforming protein 1 GBrowse link increases expression ISO 2 181,616,581 181,628,144 RGD:6480464 CTD
G Slc1a2 solute carrier family 1 (glial high affinity glutamate transporter), member 2 GBrowse link decreases expression ISO 3 87,870,558 87,992,401 RGD:6480464 CTD
G Smc4 structural maintenance of chromosomes 4 GBrowse link increases expression ISO 2 158,987,318 159,015,705 RGD:6480464 CTD
G Smc4 structural maintenance of chromosomes 4 GBrowse link increases expression ISO 2 158,987,318 159,015,705 RGD:6480464 CTD
G Snrpa small nuclear ribonucleoprotein polypeptide A GBrowse link increases expression ISO 1 82,265,660 82,274,283 RGD:6480464 CTD
G Spag5 sperm associated antigen 5 GBrowse link increases expression ISO 10 64,313,146 64,330,975 RGD:6480464 CTD
G Spp1 secreted phosphoprotein 1 increases expression ISO RGD:6480464 CTD
G Sqrdl sulfide quinone reductase-like (yeast) GBrowse link increases expression ISO 3 109,743,347 109,752,321 RGD:6480464 CTD
G Srsf2 serine/arginine-rich splicing factor 2 GBrowse link increases expression ISO 10 106,954,365 106,956,807 RGD:6480464 CTD
G Srsf7 serine/arginine-rich splicing factor 7 GBrowse link increases expression ISO 6 3,101,772 3,104,433 RGD:6480464 CTD
G Tcap titin-cap increases expression ISO RGD:6480464 CTD
G Timp1 TIMP metallopeptidase inhibitor 1 GBrowse link increases expression ISO X 12,542,496 12,547,094 RGD:6480464 CTD
G Tmed2 transmembrane emp24 domain trafficking protein 2 GBrowse link decreases expression ISO 12 33,165,291 33,174,326 RGD:6480464 CTD
G Tnfaip8 tumor necrosis factor, alpha-induced protein 8 GBrowse link increases expression ISO 18 45,083,452 45,126,709 RGD:6480464 CTD
G Tnfsf10 tumor necrosis factor (ligand) superfamily, member 10 GBrowse link decreases expression ISO 2 113,204,303 113,221,550 RGD:6480464 CTD
G Tpx2 TPX2, microtubule-associated, homolog (Xenopus laevis) GBrowse link increases expression ISO 3 143,194,067 143,236,185 RGD:6480464 CTD
G Trip13 thyroid hormone receptor interactor 13 GBrowse link increases expression ISO 1 30,165,330 30,210,271 RGD:6480464 CTD
G Tspan7 tetraspanin 7 GBrowse link decreases expression ISO X 24,362,332 24,383,176 RGD:6480464 CTD
G Tst thiosulfate sulfurtransferase GBrowse link decreases expression ISO 7 116,349,579 116,355,921 RGD:6480464 CTD
G Tuba1a tubulin, alpha 1A GBrowse link increases expression ISO 7 137,729,405 137,733,071 RGD:6480464 CTD
G Txnrd1 thioredoxin reductase 1 GBrowse link increases expression ISO 7 23,055,544 23,093,815 RGD:6480464 CTD
G Tyms thymidylate synthetase GBrowse link increases expression ISO 9 112,604,912 112,617,706 RGD:6480464 CTD
G Tyms thymidylate synthetase GBrowse link increases expression ISO 9 112,604,912 112,617,706 RGD:6480464 CTD
G Ube2c ubiquitin-conjugating enzyme E2C GBrowse link increases expression ISO 3 155,800,357 155,802,757 RGD:6480464 CTD
G Ube2v2 ubiquitin-conjugating enzyme E2 variant 2 GBrowse link increases expression ISO 11 87,215,842 87,249,726 RGD:6480464 CTD
G Vtn vitronectin GBrowse link decreases expression ISO 10 64,609,242 64,612,322 RGD:6480464 CTD
G Zw10 zw10 kinetochore protein GBrowse link increases expression ISO 8 52,316,233 52,341,095 RGD:6480464 CTD
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 492574
    chemical entity 492574
      atom 491537
        nonmetal atom 450591
          carbon atom 407233
            organic molecular entity 407226
              quinone 6220
                naphthoquinone 1352
                  2,3-dimethoxynaphthalene-1,4-dione 145
Path 2
Term Annotations click to browse term
  CHEBI ontology 492574
    subatomic particle 491537
      composite particle 491537
        hadron 491537
          baryon 491537
            nucleon 491537
              atomic nucleus 491537
                atom 491537
                  main group element atom 461203
                    main group molecular entity 456122
                      s-block molecular entity 310368
                        hydrogen molecular entity 307614
                          hydrides 192538
                            organic hydride 118097
                              organic fundamental parent 118097
                                hydrocarbon 70705
                                  cyclic hydrocarbon 36630
                                    arene 35949
                                      polycyclic arene 32570
                                        ortho-fused polycyclic arene 7678
                                          ortho-fused bicyclic arene 1153
                                            naphthalene 1097
                                              1,4-naphthoquinone 196
                                                2,3-dimethoxynaphthalene-1,4-dione 145
paths to the root

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