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: alizarin
Accession: CHEBI:16866
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Definition: A dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2.
Synonyms: exact_synonym: 1,2-dihydroxyanthracene-9,10-dione
related_synonym: 1,2-Anthraquinonediol; 1,2-Dihydroxyanthraquinone; 1,2-dihydroxy-9,10-anthraquinone; 1,2-dihydroxyanthra-9,10-quinone; Alizarin B; Alizarin Red; Az; C.I. 58000; Dihydroxy-9,10-anthracenedione; Dihydroxyanthraquinone; Formula=C14H8O4; InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H; InChIKey=RGCKGOZRHPZPFP-UHFFFAOYSA-N; Mordant Red 11; SMILES=Oc1ccc2C(=O)c3ccccc3C(=O)c2c1O; Turkey Red; pigment red 83
alt_id: CHEBI:13756; CHEBI:22312; CHEBI:2574; CHEBI:87354
xref: CAS:72-48-0; Gmelin:34541; KEGG:C01474; KNApSAcK:C00002785; LINCS:LSM-25636
xref_mesh: MESH:C010078
xref: MetaCyc:ALIZARIN; PMID:14500876; PMID:1650428; PMID:16851024; PMID:23225693; PMID:25025314; PMID:25497981; PMID:25651191; PMID:26178874; PMID:26763935; Reaxys:1914037; Wikipedia:Alizarin
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
decreases activity multiple interactions
ISO
alizarin results in decreased activity of CYP1A1 protein alizarin affects the reaction [Benzo(a)pyrene affects the activity of CYP1A1 protein]
CTD
PMID:12379470 PMID:37515497
NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
decreases activity
ISO
alizarin results in decreased activity of CYP1A2 protein
CTD
PMID:12379470 PMID:33438235
NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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Cyp1b1
cytochrome P450, family 1, subfamily b, polypeptide 1
decreases activity
ISO
alizarin results in decreased activity of CYP1B1 protein
CTD
PMID:12379470
NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
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Cyp2e1
cytochrome P450, family 2, subfamily e, polypeptide 1
decreases activity
ISO
alizarin results in decreased activity of CYP2E1 protein
CTD
PMID:12379470
NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
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Esr1
estrogen receptor 1
multiple interactions
ISO
alizarin binds to and results in increased activity of ESR1 protein
CTD
PMID:20707409
NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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H2ax
H2A.X variant histone
multiple interactions
ISO
alizarin inhibits the reaction [Benzo(a)pyrene results in increased expression of H2AX protein]
CTD
PMID:37515497
NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 Ensembl chr 4:44,671,786...44,673,239
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Mapk1
mitogen activated protein kinase 1
multiple interactions
ISO EXP
alizarin inhibits the reaction [Benzo(a)pyrene results in increased phosphorylation of MAPK1 protein]; alizarin inhibits the reaction [Indican results in increased phosphorylation of MAPK1 protein]
CTD
PMID:33421718 PMID:38670245
NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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Mapk3
mitogen activated protein kinase 3
multiple interactions
ISO
alizarin inhibits the reaction [Benzo(a)pyrene results in increased phosphorylation of MAPK3 protein]
CTD
PMID:33421718
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Muc5ac
mucin 5AC, oligomeric mucus/gel-forming
multiple interactions
ISO
alizarin inhibits the reaction [Benzo(a)pyrene results in increased expression of MUC5AC mRNA]; alizarin inhibits the reaction [Benzo(a)pyrene results in increased expression of MUC5AC protein]
CTD
PMID:33421718
NCBI chr 1:196,864,336...196,896,475
Ensembl chr 1:196,864,336...196,896,475
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Nat1
N-acetyltransferase 1
decreases activity
ISO
alizarin results in decreased activity of NAT1 protein
CTD
PMID:34783865
NCBI chr16:22,218,217...22,238,516
Ensembl chr16:22,208,194...22,238,520
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Ugt1a1
UDP glucuronosyltransferase family 1 member A1
increases glucuronidation
ISO
UGT1A1 protein results in increased glucuronidation of alizarin
CTD
PMID:14557274
NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
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Ugt1a9
UDP glucuronosyltransferase family 1 member A9
increases glucuronidation
ISO
UGT1A9 protein results in increased glucuronidation of alizarin
CTD
PMID:14557274
NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465
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Ugt2b15
UDP glucuronosyltransferase family 2 member B15
increases metabolic processing
EXP
UGT2B15 protein results in increased metabolism of alizarin
CTD
PMID:7574722
NCBI chr14:20,768,015...20,783,599
Ensembl chr14:20,768,015...20,783,589
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