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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:4-methylumbelliferone
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Accession:CHEBI:17224 term browser browse the term
Definition:A hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4.
Synonyms:exact_synonym: 7-hydroxy-4-methyl-2H-chromen-2-one
 related_synonym: 4-MU;   4-Methyl-7-hydroxycoumarin;   7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran;   7-Hydroxy-4-methyl-2-oxo-3-chromene;   7-Hydroxy-4-methyl-2H-1-benzopyran-2-one;   7-Hydroxy-4-methylcoumarin;   Formula=C10H8O3;   Hymecromone;   Imecromone;   InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3;   InChIKey=HSHNITRMYYLLCV-UHFFFAOYSA-N;   SMILES=C1=2OC(=O)C=C(C1=CC=C(C2)O)C;   beta-Methylumbelliferone;   himecromona;   hymecromonum
 alt_id: CHEBI:110550;   CHEBI:12030;   CHEBI:1903;   CHEBI:20452
 xref: Beilstein:142217;   CAS:90-33-5;   Drug_Central:1401;   Gmelin:165817;   HMDB:HMDB0059622;   KEGG:C03081;   KEGG:D00170;   LINCS:LSM-3025
 xref_mesh: MESH:D006923
 xref: MetaCyc:CPD-182;   PDBeChem:4MU;   PMID:12419303;   PMID:1650428;   PMID:17470403;   PMID:20332231;   PMID:23124556;   PMID:23228386;   PMID:24080584;   PMID:26548718;   Reaxys:142217;   Wikipedia:Hymecromone


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4-methylumbelliferone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcg2 ATP binding cassette subfamily G member 2 affects export ISO ABCG2 protein affects the export of Hymecromone analog CTD PMID:15598971 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions ISO Hymecromone inhibits the reaction [Dietary Fats results in decreased expression of ADIPOQ protein] CTD PMID:24661945 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
JBrowse link
G Cat catalase multiple interactions ISO Hymecromone inhibits the reaction [Dietary Fats results in decreased activity of CAT protein] CTD PMID:24661945 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions ISO Hymecromone inhibits the reaction [Dietary Fats results in increased activity of CYP2E1 protein] CTD PMID:24661945 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases sulfation ISO
EXP
SULT1A1 protein results in increased sulfation of Hymecromone CTD PMID:11181495 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions
increases metabolic processing
increases activity
increases glucuronidation
ISO [UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A1 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; belinostat inhibits the reaction [[UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [UGT1A1 protein results in increased glucuronidation of Hymecromone]; Diclofenac inhibits the reaction [[UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Diclofenac inhibits the reaction [UGT1A1 protein results in increased glucuronidation of Hymecromone]; Estradiol promotes the reaction [UGT1A1 protein results in increased glucuronidation of Hymecromone]; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A1 protein]; pterostilbene inhibits the reaction [[UGT1A1 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:15378558 PMID:15593333 PMID:15802387 PMID:26875642 PMID:31812603 More... NCBI chr 9:88,801,344...88,808,465 JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases activity
increases metabolic processing
multiple interactions
increases glucuronidation
ISO Hymecromone results in increased activity of UGT1A3 protein
UGT1A3 protein results in increased metabolism of Hymecromone
[UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A3 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Androsterone inhibits the reaction [[UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Androsterone inhibits the reaction [UGT1A3 protein results in increased glucuronidation of Hymecromone]; belinostat inhibits the reaction [[UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [UGT1A3 protein results in increased glucuronidation of Hymecromone]; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A3 protein]; pterostilbene inhibits the reaction [[UGT1A3 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]
CTD PMID:15802387 PMID:26875642 PMID:31812603 PMID:33290829 NCBI chr 9:88,791,216...88,808,465 JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 affects metabolic processing
increases metabolic processing
increases activity
multiple interactions
increases glucuronidation
EXP
ISO
UGT1A6 gene polymorphism affects the metabolism of Hymecromone
UGT1A6 protein results in increased metabolism of Hymecromone
Hymecromone results in increased activity of UGT1A6 protein
[UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A6 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; belinostat inhibits the reaction [[UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [UGT1A6 protein results in increased glucuronidation of Hymecromone]; bisphenol A inhibits the reaction [UGT1A6 protein results in increased glucuronidation of Hymecromone]; Diclofenac inhibits the reaction [[UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Diclofenac inhibits the reaction [UGT1A6 protein results in increased glucuronidation of Hymecromone]; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A6 protein]; pterostilbene inhibits the reaction [[UGT1A6 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]
CTD PMID:9429234 PMID:15802387 PMID:18214896 PMID:25393417 PMID:26875642 More... NCBI chr 9:88,747,229...88,808,465 JBrowse link
G Ugt1a7c UDP glucuronosyltransferase 1 family, polypeptide A7C increases glucuronidation EXP UGT1A7 protein results in increased glucuronidation of Hymecromone; UGT1A8 protein results in increased glucuronidation of Hymecromone CTD PMID:15502008 NCBI chr 9:88,739,577...88,808,465 JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation
increases metabolic processing
increases activity
multiple interactions
ISO UGT1A9 protein results in increased glucuronidation of Hymecromone
UGT1A9 protein results in increased metabolism of Hymecromone
Hymecromone results in increased activity of UGT1A9 protein
[UGT1A9 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A9 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Diclofenac inhibits the reaction [[UGT1A9 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Diclofenac inhibits the reaction [UGT1A9 protein results in increased glucuronidation of Hymecromone]; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A9 protein]; pterostilbene inhibits the reaction [[UGT1A9 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]
CTD PMID:15378558 PMID:15802387 PMID:26875642 PMID:31812603 PMID:33290829 NCBI chr 9:88,696,981...88,808,465 JBrowse link
G Ugt2a1 UDP glucuronosyltransferase family 2 member A1 increases glucuronidation ISO UGT2A1 protein results in increased glucuronidation of Hymecromone CTD PMID:21164388 NCBI chr14:20,521,018...20,545,060
Ensembl chr14:20,517,951...20,545,531
JBrowse link
G Ugt2b15 UDP glucuronosyltransferase family 2 member B15 increases metabolic processing EXP UGT2B15 protein results in increased metabolism of Hymecromone CTD PMID:7574722 NCBI chr14:20,768,015...20,783,599
Ensembl chr14:20,768,015...20,783,589
JBrowse link
G Ugt2b17 UDP glucuronosyltransferase family 2 member B17 increases glucuronidation
increases activity
increases metabolic processing
multiple interactions
EXP
ISO
UGT2B1 protein results in increased glucuronidation of Hymecromone
UGT2B17 protein results in increased glucuronidation of Hymecromone
Hymecromone results in increased activity of UGT2B17 protein
UGT2B17 protein results in increased metabolism of Hymecromone
[UGT2B17 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT2B17 protein]
CTD PMID:8302279 PMID:8798464 PMID:26875642 PMID:33290829 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 increases activity
increases glucuronidation
increases metabolic processing
multiple interactions
ISO Hymecromone results in increased activity of UGT2B7 protein
UGT2B7 protein results in increased glucuronidation of Hymecromone
UGT2B7 protein results in increased metabolism of Hymecromone
[UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT2B7 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Androsterone inhibits the reaction [[UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Androsterone inhibits the reaction [UGT2B7 protein results in increased glucuronidation of Hymecromone]; belinostat inhibits the reaction [[UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [UGT2B7 protein results in increased glucuronidation of Hymecromone]; licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT2B7 protein]; pterostilbene inhibits the reaction [[UGT2B7 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]
CTD PMID:26875642 PMID:31812603 PMID:33290829 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link
4-methylumbelliferone beta-D-glucuronide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions ISO [UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A1 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; belinostat inhibits the reaction [[UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Diclofenac inhibits the reaction [[UGT1A1 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; pterostilbene inhibits the reaction [[UGT1A1 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:31812603 PMID:33290829 NCBI chr 9:88,801,344...88,808,465 JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 multiple interactions ISO [UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A3 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Androsterone inhibits the reaction [[UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [[UGT1A3 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; pterostilbene inhibits the reaction [[UGT1A3 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:31812603 PMID:33290829 NCBI chr 9:88,791,216...88,808,465 JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions ISO [UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A6 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; belinostat inhibits the reaction [[UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; Diclofenac inhibits the reaction [[UGT1A6 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; pterostilbene inhibits the reaction [[UGT1A6 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:31812603 PMID:33290829 NCBI chr 9:88,747,229...88,808,465 JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 multiple interactions ISO [UGT1A9 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT1A9 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Diclofenac inhibits the reaction [[UGT1A9 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; pterostilbene inhibits the reaction [[UGT1A9 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:31812603 PMID:33290829 NCBI chr 9:88,696,981...88,808,465 JBrowse link
G Ugt2b17 UDP glucuronosyltransferase family 2 member B17 multiple interactions ISO [UGT2B17 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide CTD PMID:33290829 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 multiple interactions ISO [UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; [UGT2B7 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide; Androsterone inhibits the reaction [[UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; belinostat inhibits the reaction [[UGT2B7 protein results in increased glucuronidation of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide]; pterostilbene inhibits the reaction [[UGT2B7 protein results in increased metabolism of Hymecromone] which results in increased chemical synthesis of 4-methylumbelliferyl glucuronide] CTD PMID:31812603 PMID:33290829 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link
4-methylumbelliferone sulfate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Slc22a25 solute carrier family 22, member 25 multiple interactions EXP 4-methylumbelliferyl sulfate inhibits the reaction [SLC22A9 protein affects the transport of estrone sulfate] CTD PMID:18441515 NCBI chr 1:205,338,698...205,498,486
Ensembl chr 1:205,338,699...205,433,085
JBrowse link
4-methylumbelliferyl beta-D-galactoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ca12 carbonic anhydrase 12 decreases activity ISO 4-methylumbelliferyl-galactopyranoside analog results in decreased activity of CA12 protein CTD PMID:22077347 NCBI chr 8:67,274,739...67,330,428
Ensembl chr 8:67,274,359...67,330,440
JBrowse link
G Ca9 carbonic anhydrase 9 decreases activity ISO 4-methylumbelliferyl-galactopyranoside analog results in decreased activity of CA9 protein CTD PMID:22077347 NCBI chr 5:57,763,234...57,769,838
Ensembl chr 5:57,763,206...57,769,838
JBrowse link
4-methylumbelliferyl beta-D-glucoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gaa alpha glucosidase multiple interactions
increases metabolic processing
ISO GAA gene SNP inhibits the reaction [GAA protein results in increased metabolism of 4-methylumbelliferyl glucoside] CTD PMID:21963784 NCBI chr10:104,529,673...104,546,836
Ensembl chr10:104,529,747...104,546,836
JBrowse link
coumaphos term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase decreases activity ISO Coumaphos metabolite results in decreased activity of ACHE protein; Coumaphos results in decreased activity of ACHE protein CTD PMID:30625376 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Ar androgen receptor multiple interactions ISO Coumaphos inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein] CTD PMID:33049310 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO Coumaphos binds to and results in increased activity of ESR1 protein CTD PMID:33049310 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 ISO Coumaphos binds to and results in increased activity of ESR2 protein CTD PMID:33049310 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Gpat3 glycerol-3-phosphate acyltransferase 3 increases expression ISO Coumaphos results in increased expression of GPAT3 mRNA CTD PMID:26198647 NCBI chr14:8,715,367...8,768,051
Ensembl chr14:8,714,373...8,766,490
JBrowse link
G Lif LIF, interleukin 6 family cytokine increases expression ISO Coumaphos results in increased expression of LIF mRNA CTD PMID:26198647 NCBI chr14:79,131,049...79,140,486
Ensembl chr14:79,134,574...79,140,482
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO Coumaphos binds to and results in increased activity of NR1I2 protein CTD PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO Coumaphos binds to and results in increased activity of PPARG protein CTD PMID:33049310 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Rara retinoic acid receptor, alpha increases activity ISO Coumaphos results in increased activity of RARA protein CTD PMID:20143881 NCBI chr10:83,883,490...83,928,932
Ensembl chr10:83,893,384...83,928,142
JBrowse link
G Slc7a11 solute carrier family 7 member 11 increases expression ISO Coumaphos results in increased expression of SLC7A11 mRNA CTD PMID:26198647 NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536
JBrowse link
G Thrb thyroid hormone receptor beta multiple interactions ISO Coumaphos binds to and results in increased activity of THRB protein CTD PMID:33049310 NCBI chr15:7,685,180...8,031,920
Ensembl chr15:7,685,180...7,882,916
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        inhibitor 18584
          hyaluronic acid synthesis inhibitor 29
            4-methylumbelliferone 29
              4-methylumbelliferone beta-D-glucuronide 6
              4-methylumbelliferone sulfate 1
              4-methylumbelliferyl alpha-D-galactoside 0
              4-methylumbelliferyl alpha-L-arabinoside 0
              4-methylumbelliferyl beta-D-galactoside 2
              4-methylumbelliferyl beta-D-glucoside 1
              4-methylumbelliferyl butyate 0
              chlorferron + 11
Path 2
Term Annotations click to browse term
  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 molecule 19560
                              organic cyclic compound 19351
                                organic heterocyclic compound 18582
                                  oxacycle 17586
                                    benzopyran 10410
                                      1-benzopyran 10136
                                        chromenes 948
                                          chromenone 877
                                            coumarins 593
                                              hydroxycoumarin 325
                                                umbelliferone 95
                                                  4-methylumbelliferone 29
                                                    4-methylumbelliferone beta-D-glucuronide 6
                                                    4-methylumbelliferone sulfate 1
                                                    4-methylumbelliferyl alpha-D-galactoside 0
                                                    4-methylumbelliferyl alpha-L-arabinoside 0
                                                    4-methylumbelliferyl beta-D-galactoside 2
                                                    4-methylumbelliferyl beta-D-glucoside 1
                                                    4-methylumbelliferyl butyate 0
                                                    chlorferron + 11
paths to the root