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: taiwanin C
Accession: CHEBI:191411
browse the term
Definition: A furonaphthodioxole that is furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one substituted by a 1,3-benzodioxol-5-yl group at position 5. It is a naturally occurring lignan extracted from Taiwania cryptomerioides and found to be a potential inhibitor of COX2 expression.
Synonyms: exact_synonym: 5-(1,3-benzodioxol-5-yl)furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
related_synonym: 5-(1,3-benzodioxol-5-yl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one; 5-(2H-1,3-benzodioxol-5-yl)-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one; 6,7-(epoxymethanoxy)-9-(1,3-benzodioxole-5-yl)-1,3-dihydronaphtho[2,3-c]furan-1-one; Formula=C20H12O6; InChI=1S/C20H12O6/c21-20-19-12(7-22-20)3-11-5-16-17(26-9-25-16)6-13(11)18(19)10-1-2-14-15(4-10)24-8-23-14/h1-6H,7-9H2; InChIKey=YMGOOHXUOWZQOE-UHFFFAOYSA-N; SMILES=O=C1OCC2=CC3=C(C=C4OCOC4=C3)C(=C12)C1=CC2=C(OCO2)C=C1
xref: CAS:14944-34-4; Chemspider:322327; KNApSAcK:C00037881
xref_mesh: MESH:C467766
xref: PMID:11142847; PMID:11667219; PMID:12392817; PMID:15114584; PMID:15789749; PMID:15852488; PMID:16625672; PMID:17404921; PMID:17729238; PMID:18271551; PMID:18782027; PMID:20450171; PMID:21328534; PMID:22029795; PMID:25061845; PMID:26537528; PMID:27648737; PMID:30884126; PMID:30915141; PMID:35128982; PMID:35388702
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Akt1
AKT serine/threonine kinase 1
multiple interactions decreases phosphorylation
ISO
taiwanin C inhibits the reaction [Dinoprostone results in increased phosphorylation of AKT1 protein] taiwanin C results in decreased phosphorylation of AKT1 protein
CTD
PMID:30884126
NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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Bad
BCL2-associated agonist of cell death
decreases phosphorylation
ISO
taiwanin C results in decreased phosphorylation of BAD protein
CTD
PMID:30884126
NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823
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Bak1
BCL2-antagonist/killer 1
increases expression
ISO
taiwanin C results in increased expression of BAK1 protein
CTD
PMID:30884126
NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
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Bcl2
BCL2, apoptosis regulator
decreases expression
ISO
taiwanin C results in decreased expression of BCL2 protein
CTD
PMID:30884126
NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743 Ensembl chr13:22,684,989...22,853,743
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Casp3
caspase 3
increases cleavage
ISO
taiwanin C results in increased cleavage of CASP3 protein
CTD
PMID:30884126
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Ccna2
cyclin A2
decreases expression
ISO
taiwanin C results in decreased expression of CCNA2 protein
CTD
PMID:30884126
NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
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Ccnd1
cyclin D1
decreases expression multiple interactions
ISO
taiwanin C results in decreased expression of CCND1 protein taiwanin C inhibits the reaction [Dinoprostone results in increased expression of CCND1 protein]; Tetradecanoylphorbol Acetate inhibits the reaction [taiwanin C results in decreased expression of CCND1 protein]
CTD
PMID:26537528 PMID:30884126
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Ccne1
cyclin E1
decreases expression
ISO
taiwanin C results in decreased expression of CCNE1 protein
CTD
PMID:30884126
NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
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Cdkn1a
cyclin-dependent kinase inhibitor 1A
increases expression
ISO
taiwanin C results in increased expression of CDKN1A protein
CTD
PMID:30884126
NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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Cdkn1b
cyclin-dependent kinase inhibitor 1B
multiple interactions increases expression
ISO
Tetradecanoylphorbol Acetate inhibits the reaction [taiwanin C results in increased expression of CDKN1B protein]
CTD
PMID:26537528
NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
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Ctnnb1
catenin beta 1
decreases expression
ISO
taiwanin C decreases expression of CTNNB1 protein in Chondrocyte Cells
RGD
PMID:27648737
RGD:153305910
NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
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Egfr
epidermal growth factor receptor
decreases phosphorylation
ISO
taiwanin C results in decreased phosphorylation of EGFR protein
CTD
PMID:26537528 PMID:30884126
NCBI chr14:91,176,979...91,349,722
Ensembl chr14:91,177,067...91,344,382
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Hdac1
histone deacetylase 1
decreases expression
ISO
taiwanin C decreases expression of HDAC1 protein in Chondrocyte Cells
RGD
PMID:27648737
RGD:153305910
NCBI chr 5:141,853,992...141,881,057
Ensembl chr 5:141,853,989...141,881,111
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Mapk1
mitogen activated protein kinase 1
multiple interactions decreases phosphorylation
ISO
Tetradecanoylphorbol Acetate inhibits the reaction [taiwanin C results in decreased phosphorylation of MAPK1 protein]
CTD
PMID:26537528
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 decreases phosphorylation
ISO
Tetradecanoylphorbol Acetate inhibits the reaction [taiwanin C results in decreased phosphorylation of MAPK3 protein]
CTD
PMID:26537528
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Myc
MYC proto-oncogene, bHLH transcription factor
decreases expression
ISO
taiwanin C decreases expression of MYC protein in Chondrocyte Cells
RGD
PMID:27648737
RGD:153305910
NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
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Ptgs2
prostaglandin-endoperoxide synthase 2
decreases expression multiple interactions
ISO
taiwanin C results in decreased expression of PTGS2 protein Tetradecanoylphorbol Acetate inhibits the reaction [taiwanin C results in decreased expression of PTGS2 protein]
CTD
PMID:26537528
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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Tbx3
T-box transcription factor 3
decreases expression
ISO
taiwanin C decreases expression of TBX3 protein in Chondrocyte Cells
RGD
PMID:27648737
RGD:153305910
NCBI chr12:36,879,924...36,894,849
Ensembl chr12:36,881,445...36,893,708
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