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: (-)-matairesinol
Accession: CHEBI:6698
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Definition: A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).
Synonyms: exact_synonym: (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
related_synonym: 3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone; Artigenin congener; Formula=C20H22O6; InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1; InChIKey=MATGKVZWFZHCLI-LSDHHAIUSA-N; SMILES=COC1=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC=C(O)C(OC)=C2)=CC=C1O
alt_id: CHEBI:43819; CHEBI:65005
xref: CAS:580-72-3; Chemspider:106491; DrugBank:DB04200; KEGG:C10682; KNApSAcK:C00000606
xref_mesh: MESH:C068935
xref: MetaCyc:CPD-8912; PDBeChem:MAX; PMID:15653677; PMID:19935713; PMID:20734328; PMID:21315909; PMID:21522091; PMID:21597179; PMID:21736835; PMID:22037685; PMID:22113872; PMID:22396124; PMID:22483751; PMID:22646817; Reaxys:93883; Wikipedia:Matairesinol
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Abcb1a
ATP binding cassette subfamily B member 1A
multiple interactions
ISO
[matairesinol affects the activity of ABCB1 protein] which results in increased abundance of Daunorubicin
CTD
PMID:18204840
NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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Abcc1
ATP binding cassette subfamily C member 1
multiple interactions
ISO
[matairesinol affects the activity of ABCC1 protein] which results in increased abundance of fluorexon
CTD
PMID:18204840
NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114
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Acp5
acid phosphatase 5, tartrate resistant
decreases activity
ISO
matairesinol results in decreased activity of ACP5 protein
CTD
PMID:24444335
NCBI chr 8:20,663,984...20,670,604
Ensembl chr 8:20,663,985...20,667,929
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Adipor1
adiponectin receptor 1
multiple interactions
ISO
matairesinol binds to and results in increased activity of ADIPOR1 protein
CTD
PMID:23691032
NCBI chr13:45,859,461...45,879,248
Ensembl chr13:45,859,533...45,879,241
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Bax
BCL2 associated X, apoptosis regulator
increases expression
ISO
matairesinol results in increased expression of BAX mRNA
CTD
PMID:25922263
NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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Bid
BH3 interacting domain death agonist
multiple interactions
ISO
[matairesinol co-treated with TNFSF10 protein modified form] results in increased cleavage of BID
CTD
PMID:19935713
NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
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Casp3
caspase 3
multiple interactions
ISO
[matairesinol co-treated with TNFSF10 protein modified form] results in increased activity of CASP3 protein
CTD
PMID:19935713
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Casp9
caspase 9
increases expression
ISO
matairesinol results in increased expression of CASP9 mRNA
CTD
PMID:25922263
NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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Chuk
component of inhibitor of nuclear factor kappa B kinase complex
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of CHUK protein]
CTD
PMID:21048310
NCBI chr 1:242,959,539...242,995,066
Ensembl chr 1:242,959,760...242,995,065
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Ctnnb1
catenin beta 1
decreases expression
ISO
matairesinol results in decreased expression of CTNNB1 protein
CTD
PMID:20510325
NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
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Cyp17a1
cytochrome P450, family 17, subfamily a, polypeptide 1
multiple interactions
ISO
CYP17A1 gene SNP affects the susceptibility to [Phytoestrogens results in increased abundance of matairesinol]
CTD
PMID:16702327
NCBI chr 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573
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Esr1
estrogen receptor 1
affects binding
ISO
matairesinol binds to ESR1 protein
CTD
PMID:35631411
NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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Ifng
interferon gamma
multiple interactions
ISO
matairesinol inhibits the reaction [Antigens, Dermatophagoides results in decreased expression of IFNG mRNA]
CTD
PMID:27085937
NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
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Il4
interleukin 4
multiple interactions
ISO
matairesinol inhibits the reaction [Antigens, Dermatophagoides results in increased expression of IL4 mRNA]
CTD
PMID:27085937
NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
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Il6
interleukin 6
multiple interactions
ISO
matairesinol inhibits the reaction [IL6 results in increased expression of STAT3 protein]
CTD
PMID:25100250
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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Mapk1
mitogen activated protein kinase 1
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK1 protein]
CTD
PMID:21048310 PMID:28512713
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
matairesinol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK3 protein]
CTD
PMID:21048310
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Mapk8
mitogen-activated protein kinase 8
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK8 protein]
CTD
PMID:21048310
NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
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Nfatc1
nuclear factor of activated T-cells 1
multiple interactions
ISO
matairesinol inhibits the reaction [TNFSF11 protein results in increased expression of NFATC1 mRNA]
CTD
PMID:24444335
NCBI chr18:74,046,422...74,156,041
Ensembl chr18:74,046,904...74,156,028
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Nos2
nitric oxide synthase 2
multiple interactions
ISO
matairesinol inhibits the reaction [[Lipopolysaccharides results in increased expression of NOS2 protein] which results in increased abundance of Nitric Oxide]; matairesinol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein]
CTD
PMID:21048310 PMID:28512713
NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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Ppara
peroxisome proliferator activated receptor alpha
decreases phosphorylation
ISO
matairesinol results in decreased phosphorylation of PPARA protein
CTD
PMID:23691032
NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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Prkaa1
protein kinase AMP-activated catalytic subunit alpha 1
increases phosphorylation
ISO
matairesinol results in increased phosphorylation of PRKAA1 protein
CTD
PMID:23691032
NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978
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Prkaa2
protein kinase AMP-activated catalytic subunit alpha 2
increases phosphorylation
ISO
matairesinol results in increased phosphorylation of PRKAA2 protein
CTD
PMID:23691032
NCBI chr 5:119,807,992...119,879,987
Ensembl chr 5:119,813,226...119,879,543
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Ptgs2
prostaglandin-endoperoxide synthase 2
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]
CTD
PMID:21048310 PMID:28512713
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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Rela
RELA proto-oncogene, NF-kB subunit
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased activity of and results in increased localization of RELA protein]
CTD
PMID:28512713
NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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Src
SRC proto-oncogene, non-receptor tyrosine kinase
multiple interactions
ISO
matairesinol inhibits the reaction [Lipopolysaccharides results in increased expression of and results in increased phosphorylation of SRC protein]
CTD
PMID:28512713
NCBI chr 3:146,091,969...146,139,492
Ensembl chr 3:146,091,841...146,139,476
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Stat3
signal transducer and activator of transcription 3
multiple interactions
ISO
matairesinol inhibits the reaction [IL6 results in increased expression of STAT3 protein]
CTD
PMID:25100250
NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
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Tnf
tumor necrosis factor
decreases secretion
ISO
matairesinol results in decreased secretion of TNF protein
CTD
PMID:29740324
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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Tnfsf10
TNF superfamily member 10
multiple interactions
ISO
[matairesinol co-treated with TNFSF10 protein modified form] results in increased activity of CASP3 protein; [matairesinol co-treated with TNFSF10 protein modified form] results in increased cleavage of BID
CTD
PMID:19935713
NCBI chr 2:110,199,835...110,227,239
Ensembl chr 2:110,207,916...110,225,135
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Tnfsf11
TNF superfamily member 11
multiple interactions
ISO
matairesinol inhibits the reaction [TNFSF11 protein results in increased expression of NFATC1 mRNA]
CTD
PMID:24444335
NCBI chr15:53,673,850...53,705,325
Ensembl chr15:53,673,877...53,705,445
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