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: spermine
Accession: CHEBI:15746
browse the term
Definition: A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.
Synonyms: related_synonym: 4,9-diaza-1,12-dodecanediamine; 4,9-diazadodecane-1,12-diamine; Formula=C10H26N4; InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2; InChIKey=PFNFFQXMRSDOHW-UHFFFAOYSA-N; N,N'-Bis(3-aminopropyl)-1,4-butanediamine; N,N'-bis(3-aminopropyl)butane-1,4-diamine; SMILES=NCCCNCCCCNCCCN
alt_id: CHEBI:15098; CHEBI:26734; CHEBI:45583; CHEBI:9219
xref: Beilstein:1750791; CAS:71-44-3; DrugBank:DB00127; Gmelin:454653; HMDB:HMDB0001256; KEGG:C00750; KNApSAcK:C00001432
xref_mesh: MESH:D013096
xref: MetaCyc:SPERMINE; PDBeChem:SPM; PMID:10873205; PMID:10930630; PMID:11341774; PMID:11543598; PMID:11805860; PMID:15145762; PMID:15308338; PMID:15500473; PMID:15972654; PMID:16146631; PMID:16253230; PMID:16664713; PMID:19275753; PMID:19593412; PMID:19962967; PMID:22735334; PMID:23289636; PMID:23418509; PMID:23506248; PMID:23820617; PMID:23887925; PMID:7521253; PMID:7721849; PMID:8524182; PMID:8832899; PMID:9151701; Reaxys:1750791; Wikipedia:Spermine
cyclic_relationship: is_conjugate_base_of CHEBI:45725
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Actn2
actinin alpha 2
increases expression
ISO
Spermine results in increased expression of ACTN2 mRNA
CTD
PMID:18673383
NCBI chr17:58,143,334...58,210,622
Ensembl chr17:58,142,625...58,210,622
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Actn3
actinin alpha 3
increases expression
ISO
Spermine results in increased expression of ACTN3 mRNA
CTD
PMID:18673383
NCBI chr 1:202,159,081...202,175,012
Ensembl chr 1:202,159,082...202,175,012
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Adrb1
adrenoceptor beta 1
affects binding
ISO
Spermine binds to ADRB1 protein
CTD
PMID:20885010
NCBI chr 1:255,771,962...255,774,973
Ensembl chr 1:255,771,597...255,807,259
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Adrb2
adrenoceptor beta 2
affects binding
ISO
Spermine binds to ADRB2 protein
CTD
PMID:20885010
NCBI chr18:55,642,459...55,644,501
Ensembl chr18:55,502,903...55,644,512
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Ankrd2
ankyrin repeat domain 2
increases expression
ISO
Spermine results in increased expression of ANKRD2 mRNA
CTD
PMID:18673383
NCBI chr 1:240,847,111...240,856,563
Ensembl chr 1:240,847,072...240,856,566
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Asic1
acid sensing ion channel subunit 1
decreases response to substance increases activity multiple interactions
ISO EXP
ASIC1 gene mutant form results in decreased susceptibility to Spermine Spermine results in increased activity of ASIC1 protein Spider Venoms inhibits the reaction [Spermine results in increased activity of ASIC1 protein]
CTD
PMID:21307247
NCBI chr 7:130,798,317...130,828,535
Ensembl chr 7:130,799,917...130,828,541
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Atp2a1
ATPase sarcoplasmic/endoplasmic reticulum Ca2+ transporting 1
increases expression
ISO
Spermine results in increased expression of ATP2A1 mRNA
CTD
PMID:18673383
NCBI chr 1:181,026,606...181,044,859
Ensembl chr 1:181,026,608...181,044,838
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Bax
BCL2 associated X, apoptosis regulator
multiple interactions
ISO
[Aconitine co-treated with Spermine] results in increased expression of BAX protein
CTD
PMID:37506855
NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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Bcl2
BCL2, apoptosis regulator
increases expression decreases expression
EXP ISO
Spermine results in increased expression of BCL2 protein Spermine results in decreased expression of BCL2 protein
CTD
PMID:16151648 PMID:17606387
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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Bves
blood vessel epicardial substance
increases expression
ISO
Spermine results in increased expression of BVES mRNA
CTD
PMID:18673383
NCBI chr20:48,819,241...48,860,282
Ensembl chr20:48,822,308...48,857,472
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Casp3
caspase 3
multiple interactions decreases expression
ISO EXP
[Aconitine co-treated with Spermine] results in increased cleavage of CASP3 protein; Spermine inhibits the reaction [Dexamethasone results in increased activity of CASP3 protein] Spermine results in decreased expression of CASP3 protein
CTD
PMID:11399061 PMID:17606387 PMID:37506855
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Casp7
caspase 7
decreases activity
ISO
Spermine results in decreased activity of CASP7 protein
CTD
PMID:11281655
NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729
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Casp8
caspase 8
multiple interactions
ISO
Spermine inhibits the reaction [Dexamethasone results in increased activity of CASP8 protein]
CTD
PMID:11399061
NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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Casp9
caspase 9
multiple interactions decreases expression
ISO EXP
Spermine inhibits the reaction [Dexamethasone results in increased activity of CASP9 protein] Spermine results in decreased expression of CASP9 protein
CTD
PMID:11399061 PMID:17606387
NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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Casr
calcium-sensing receptor
multiple interactions
EXP ISO
NPS R-467 promotes the reaction [Spermine binds to and results in increased activity of CASR protein]; Phenylephrine inhibits the reaction [Spermine binds to and results in increased activity of CASR protein]; Spermine binds to and results in increased activity of CASR protein; Thapsigargin inhibits the reaction [Spermine binds to and results in increased activity of CASR protein] 2-aminoethoxydiphenyl borate inhibits the reaction [Spermine binds to and results in increased activity of CASR protein]; [Spermine binds to and results in increased activity of CASR protein] which results in increased uptake of Calcium; Lanthanum inhibits the reaction [Spermine binds to and results in increased activity of CASR protein]; Spermine binds to and results in increased activity of CASR protein
CTD
PMID:11071898 PMID:17041782
NCBI chr11:64,235,251...64,304,811
Ensembl chr11:64,235,251...64,304,811
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Chrna1
cholinergic receptor nicotinic alpha 1 subunit
increases expression
ISO
Spermine results in increased expression of CHRNA1 mRNA
CTD
PMID:18673383
NCBI chr 3:58,454,763...58,469,832
Ensembl chr 3:58,454,744...58,469,840
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Ckm
creatine kinase, M-type
increases expression
ISO
Spermine results in increased expression of CKM mRNA
CTD
PMID:18673383
NCBI chr 1:79,061,390...79,071,721
Ensembl chr 1:79,061,456...79,071,720
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Cobl
cordon-bleu WH2 repeat protein
increases expression
ISO
Spermine results in increased expression of COBL mRNA
CTD
PMID:18673383
NCBI chr14:86,828,137...87,060,682
Ensembl chr14:86,828,139...87,060,800
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Col19a1
collagen type XIX alpha 1 chain
increases expression
ISO
Spermine results in increased expression of COL19A1 mRNA
CTD
PMID:18673383
NCBI chr 9:26,673,916...27,022,139
Ensembl chr 9:26,675,391...27,022,106
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Diablo
diablo, IAP-binding mitochondrial protein
affects localization
ISO
Spermine affects the localization of DIABLO protein
CTD
PMID:16151648
NCBI chr12:33,055,784...33,070,401
Ensembl chr12:33,055,263...33,070,387
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Dmd
dystrophin
increases expression
ISO
Spermine results in increased expression of DMD mRNA
CTD
PMID:18673383
NCBI chr X:47,272,324...49,504,219
Ensembl chr X:47,272,331...49,504,207
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Dmp1
dentin matrix acidic phosphoprotein 1
increases expression
ISO
Spermine results in increased expression of DMP1 mRNA
CTD
PMID:18673383
NCBI chr14:5,528,441...5,542,078
Ensembl chr14:5,528,431...5,539,323
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Fabp1
fatty acid binding protein 1
increases expression
ISO
Spermine results in increased expression of FABP1 mRNA
CTD
PMID:18673383
NCBI chr 4:103,191,015...103,194,791
Ensembl chr 4:103,191,006...103,194,788
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Fis1
fission, mitochondrial 1
multiple interactions
EXP
Spermine inhibits the reaction [Oxygen deficiency results in increased expression of FIS1 protein]
CTD
PMID:25911325
NCBI chr12:19,708,560...19,723,392
Ensembl chr12:19,708,558...19,723,377
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Gja5
gap junction protein, alpha 5
increases expression
ISO
Spermine results in increased expression of GJA5 mRNA; Spermine results in increased expression of GJA5 protein
CTD
PMID:18673383
NCBI chr 2:184,602,407...184,621,952
Ensembl chr 2:184,564,475...184,621,952
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Grin2b
glutamate ionotropic receptor NMDA type subunit 2B
multiple interactions
EXP
Spermine inhibits the reaction [4-(3-(4-(4-fluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl)-2-hydroxy-propoxy)-benzamide binds to and results in decreased activity of GRIN2B protein]; Spermine inhibits the reaction [ifenprodil binds to and results in decreased activity of GRIN2B protein]
CTD
PMID:9729614
NCBI chr 4:168,580,824...169,044,110
Ensembl chr 4:168,599,546...169,042,279
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Ibsp
integrin-binding sialoprotein
increases expression
ISO
Spermine results in increased expression of IBSP mRNA
CTD
PMID:18673383
NCBI chr14:5,439,825...5,452,570
Ensembl chr14:5,439,829...5,452,693
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Idh2
isocitrate dehydrogenase (NADP(+)) 2
increases abundance multiple interactions
ISO
IDH2 protein mutant form results in increased abundance of Spermine Triazines inhibits the reaction [IDH2 protein mutant form results in increased abundance of Spermine]
CTD
PMID:27469509
NCBI chr 1:134,038,644...134,057,969
Ensembl chr 1:134,029,772...134,058,025
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Ky
kyphoscoliosis peptidase
increases expression
ISO
Spermine results in increased expression of KY mRNA
CTD
PMID:18673383
NCBI chr 8:103,086,959...103,126,305
Ensembl chr 8:103,086,630...103,126,024
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Lmod2
leiomodin 2
increases expression
ISO
Spermine results in increased expression of LMOD2 mRNA
CTD
PMID:18673383
NCBI chr 4:53,067,428...53,075,124
Ensembl chr 4:53,067,428...53,075,120
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Map4
microtubule-associated protein 4
increases expression
ISO
Spermine results in increased expression of MAP4 mRNA
CTD
PMID:18673383
NCBI chr 8:109,925,233...110,064,370
Ensembl chr 8:109,925,575...110,064,362
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Mapk8
mitogen-activated protein kinase 8
multiple interactions increases activity
ISO
Acetylcysteine inhibits the reaction [Spermine results in increased activity of MAPK8 protein]; Selenomethionine inhibits the reaction [Spermine results in increased activity of MAPK8 protein]
CTD
PMID:20121705
NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
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Mcu
mitochondrial calcium uniporter
multiple interactions
ISO
[Aconitine co-treated with Spermine] results in increased expression of MCU protein
CTD
PMID:37506855
NCBI chr20:27,417,529...27,580,110
Ensembl chr20:27,417,526...27,580,110
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Mef2c
myocyte enhancer factor 2C
increases expression
ISO
Spermine results in increased expression of MEF2C mRNA
CTD
PMID:18673383
NCBI chr 2:13,973,299...14,136,065
Ensembl chr 2:13,993,438...14,132,880
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Mpo
myeloperoxidase
multiple interactions
ISO
[Spermine binds to TEMPO] inhibits the reaction [MPO protein results in increased chemical synthesis of Hypochlorous Acid]; [Spermine binds to TEMPO] inhibits the reaction [MPO protein results in increased degradation of Hydrogen Peroxide]; [Spermine binds to TEMPO] inhibits the reaction [MPO protein results in increased oxidation of Nitric Oxide]; Heparin inhibits the reaction [[Spermine binds to TEMPO] inhibits the reaction [MPO protein results in increased chemical synthesis of Hypochlorous Acid]]
CTD
PMID:34085520
NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819
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Mybph
myosin binding protein H
increases expression
ISO
Spermine results in increased expression of MYBPH mRNA
CTD
PMID:18673383
NCBI chr13:45,653,156...45,660,893
Ensembl chr13:45,653,234...45,660,893
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Myf5
myogenic factor 5
increases expression
ISO
Spermine results in increased expression of MYF5 mRNA
CTD
PMID:18673383
NCBI chr 7:42,802,946...42,806,177
Ensembl chr 7:42,802,946...42,806,177
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Myf6
myogenic factor 6
increases expression
ISO
Spermine results in increased expression of MYF6 mRNA
CTD
PMID:18673383
NCBI chr 7:42,813,008...42,814,852
Ensembl chr 7:42,812,792...42,814,852
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Myh1
myosin heavy chain 1
increases expression
ISO
Spermine results in increased expression of MYH1 mRNA
CTD
PMID:18673383
NCBI chr10:51,885,913...51,909,699
Ensembl chr10:51,885,913...51,946,295
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Myh3
myosin heavy chain 3
increases expression
ISO
Spermine results in increased expression of MYH3 mRNA
CTD
PMID:18673383
NCBI chr10:51,770,177...51,793,994
Ensembl chr10:51,770,177...51,793,992
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Myh4
myosin heavy chain 4
increases expression
ISO
Spermine results in increased expression of MYH4 mRNA
CTD
PMID:18673383
NCBI chr10:51,923,149...51,946,297
Ensembl chr10:51,885,913...51,946,295
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Myh8
myosin heavy chain 8
increases expression
ISO
Spermine results in increased expression of MYH8 mRNA
CTD
PMID:18673383
NCBI chr10:51,963,510...51,993,103
Ensembl chr10:51,963,510...51,993,232
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Myl1
myosin, light chain 1
increases expression
ISO
Spermine results in increased expression of MYL1 mRNA
CTD
PMID:18673383
NCBI chr 9:68,437,514...68,458,256
Ensembl chr 9:68,437,517...68,458,261
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Myl11
myosin light chain 11
increases expression
ISO
Spermine results in increased expression of MYLPF mRNA
CTD
PMID:18673383
NCBI chr 1:181,829,703...181,832,546
Ensembl chr 1:181,829,743...181,832,545
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Myod1
myogenic differentiation 1
increases expression
ISO
Spermine results in increased expression of MYOD1 mRNA; Spermine results in increased expression of MYOD1 protein
CTD
PMID:18673383
NCBI chr 1:96,884,864...96,887,574
Ensembl chr 1:96,884,948...96,887,554
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Myog
myogenin
increases expression
ISO
Spermine results in increased expression of MYOG mRNA
CTD
PMID:18673383
NCBI chr13:45,745,455...45,748,044
Ensembl chr13:45,745,436...45,748,039
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Myom2
myomesin 2
increases expression
ISO
Spermine results in increased expression of MYOM2 mRNA
CTD
PMID:18673383
NCBI chr16:74,520,148...74,592,658
Ensembl chr16:74,520,157...74,592,772
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Neb
nebulin
increases expression
ISO
Spermine results in increased expression of NEB mRNA
CTD
PMID:18673383
NCBI chr 3:36,613,677...36,811,618
Ensembl chr 3:36,613,716...36,811,574
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Nfe2l2
NFE2 like bZIP transcription factor 2
affects localization
ISO
Spermine affects the localization of NFE2L2 protein
CTD
PMID:12763045
NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
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Nos2
nitric oxide synthase 2
multiple interactions increases activity
ISO
Selenomethionine inhibits the reaction [Spermine results in increased activity of NOS2 protein]
CTD
PMID:20121705
NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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Nppa
natriuretic peptide A
increases expression
ISO
Spermine results in increased expression of NPPA protein
CTD
PMID:18673383
NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351
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Nqo1
NAD(P)H quinone dehydrogenase 1
multiple interactions increases activity
ISO
pimagedine inhibits the reaction [Spermine results in increased activity of NQO1 protein]
CTD
PMID:12763045
NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
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Odc1
ornithine decarboxylase 1
increases abundance multiple interactions
ISO EXP
ODC1 protein results in increased abundance of Spermine [[Ornithine Decarboxylase Inhibitors results in decreased activity of ODC1 protein] which results in decreased chemical synthesis of Polyamines] which results in decreased abundance of Spermine; [ODC1 protein results in increased chemical synthesis of Polyamines] which results in increased abundance of Spermine; [Pentanoic Acids results in decreased activity of ODC1 protein] which results in decreased abundance of Spermine
CTD
PMID:20805360 PMID:22555848
NCBI chr 6:40,329,831...40,336,444
Ensembl chr 6:40,329,964...40,336,440
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Ryr1
ryanodine receptor 1
increases expression
ISO
Spermine results in increased expression of RYR1 mRNA
CTD
PMID:18673383
NCBI chr 1:84,292,578...84,423,824
Ensembl chr 1:84,292,578...84,423,812
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Scn8a
sodium voltage-gated channel alpha subunit 8
increases expression
ISO
Spermine results in increased expression of SCN8A mRNA
CTD
PMID:18673383
NCBI chr 7:131,982,152...132,156,075
Ensembl chr 7:131,982,480...132,151,292
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Smox
spermine oxidase
multiple interactions increases oxidation
ISO
[SMOX protein results in increased oxidation of Spermine] which results in increased abundance of Spermidine
CTD
PMID:23707493
NCBI chr 3:118,731,814...118,767,242
Ensembl chr 3:118,731,900...118,765,710
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Smyd1
SET and MYND domain containing 1
increases expression
ISO
Spermine results in increased expression of SMYD1 mRNA
CTD
PMID:18673383
NCBI chr 4:103,195,330...103,252,989
Ensembl chr 4:103,200,322...103,311,766
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Tnnc2
troponin C2, fast skeletal type
increases expression
ISO
Spermine results in increased expression of TNNC2 mRNA
CTD
PMID:18673383
NCBI chr 3:153,513,272...153,516,033
Ensembl chr 3:153,513,271...153,516,029
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Tnni1
troponin I1, slow skeletal type
increases expression
ISO
Spermine results in increased expression of TNNI1 mRNA
CTD
PMID:18673383
NCBI chr13:47,229,217...47,241,640
Ensembl chr13:47,229,216...47,241,644
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Tnni2
troponin I2, fast skeletal type
increases expression
ISO
Spermine results in increased expression of TNNI2 mRNA
CTD
PMID:18673383
NCBI chr 1:197,595,012...197,597,554
Ensembl chr 1:197,594,813...197,597,560
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Tnnt1
troponin T1, slow skeletal type
increases expression
ISO
Spermine results in increased expression of TNNT1 mRNA
CTD
PMID:18673383
NCBI chr 1:69,306,362...69,316,721
Ensembl chr 1:69,306,362...69,316,721
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Tnnt3
troponin T3, fast skeletal type
increases expression
ISO
Spermine results in increased expression of TNNT3 mRNA
CTD
PMID:18673383
NCBI chr 1:197,652,535...197,669,736
Ensembl chr 1:197,652,431...197,669,535
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Tpm2
tropomyosin 2
increases expression
ISO
Spermine results in increased expression of TPM2 mRNA
CTD
PMID:18673383
NCBI chr 5:57,770,919...57,780,278
Ensembl chr 5:57,770,864...57,779,992
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Trdn
triadin
increases expression
ISO
Spermine results in increased expression of TRDN mRNA
CTD
PMID:18673383
NCBI chr 1:23,955,651...24,410,494
Ensembl chr 1:23,955,651...24,410,595
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Ttn
titin
increases expression
ISO
Spermine results in increased expression of TTN mRNA
CTD
PMID:18673383
NCBI chr 3:61,652,432...61,924,912
Ensembl chr 3:61,652,439...61,924,741
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Unc5c
unc-5 netrin receptor C
increases expression
ISO
Spermine results in increased expression of UNC5C mRNA
CTD
PMID:18673383
NCBI chr 2:230,180,353...230,535,219
Ensembl chr 2:230,180,951...230,535,217
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Vgll2
vestigial-like family member 2
increases expression
ISO
Spermine results in increased expression of VGLL2 mRNA
CTD
PMID:18673383
NCBI chr20:31,409,529...31,415,408
Ensembl chr20:31,409,552...31,415,408
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Xirp1
xin actin-binding repeat containing 1
increases expression
ISO
Spermine results in increased expression of XIRP1 mRNA
CTD
PMID:18673383
NCBI chr 8:119,744,778...119,757,547
Ensembl chr 8:119,747,419...119,757,349
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Sat1
spermidine/spermine N1-acetyl transferase 1
multiple interactions increases expression
ISO
[N(1), N(12)-diethylspermine co-treated with Fluorouracil] results in increased activity of SAT1 protein; [N(1), N(12)-diethylspermine co-treated with stallimycin] results in increased activity of SAT1 protein; stallimycin promotes the reaction [N(1), N(12)-diethylspermine results in increased expression of SAT1 protein]
CTD
PMID:21814787
NCBI chr X:40,158,354...40,161,641
Ensembl chr X:40,157,046...40,196,813
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