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Term:valproic acid
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Accession:CHEBI:39867 term browser browse the term     term annotations  view annotations
Definition:A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.
Synonyms:related_synonym: 2-PROPYL-PENTANOIC ACID;   2-n-propyl-n-valeric acid;   2-propylpentanoic acid;   2-propylvaleric acid;   4-heptanecarboxylic acid;   C8H16O2;   CCCC(CCC)C(O)=O;   DPA;   Depakene;   Di-n-propylessigsaeure;   InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10);   InChIKey=NIJJYAXOARWZEE-UHFFFAOYSA-N;   VPA;   Valproinsaeure;   acide valproique;   acido valproico;   acidum valproicum;   di-n-propylacetic acid;   dipropylacetic acid;   n-DPA
 alt_id: CHEBI:115217;   CHEBI:39858;   CHEBI:9926
 xref_casrn: 99-66-1
 xref: ChEMBL:115217 "ChEMBL COMPOUND";   ChemIDplus:1750447 "Beilstein Registry Number";   ChemIDplus:99-66-1 "CAS Registry Number";   CiteXplore:12475192 "PubMed citation";   CiteXplore:17156483 "PubMed citation";   CiteXplore:19280426 "PubMed citation";   CiteXplore:8681902 "PubMed citation";   DrugBank:DB00313 "DrugBank";   KEGG COMPOUND:C07185 "KEGG COMPOUND";   KEGG DRUG:D00399 "KEGG DRUG"
 xref_mesh: MESH:D014635
 xref: NIST Chemistry WebBook:99-66-1 "CAS Registry Number";   PDBeChem:2PP "PDBeChem";   Wikipedia:Valproic_Acid "Wikipedia"
 cyclic_relationship: is_conjugate_acid_of CHEBI:60654
Parent Terms Term With Siblings Child Terms
(2R,3R)-2,3-dihydroxy-3-methylpentanoic acid
(2R,3S)-2-hydroxy-3-methylpentanoic acid
(2S)-2-[(R)-1-carboxyethylamino]pentanoic acid
(S)-4-amino-5-oxopentanoic acid
2,5-dioxopentanoic acid
2-amino-4-oxopentanoic acid
2-aminopentanoic acid +
2-hydroxy-4-methylvaleric acid + 
2-hydroxypentanoic acid
3'''-O-acetyldigitoxin
3,21-dioxoolean-18-en-28-oic acid
3-hydroxy-3-methyl-2-oxopentanoic acid +
3-methyl-2-oxovaleric acid + 
3beta-hydroxysteroid dehydrogenase inhibitor +
4,5-dioxopentanoic acid
4-aminobutyrate transaminase inhibitor + 
4-aminofolic acid
4-hydroxy-2-oxopentanoic acid +
4-methyl-2-oxopentanoic acid 
4-methyl-3-oxopentanoic acid
5,7-dihydroxy-4'-methoxyflavone + 
5-(2,3-dimethoxy-4-methylphenyl)pentanoic acid
5-[(1-phenylcyclohexyl)amino]pentanoic acid
5-[(4-nitrobenzyl)(phosphonomethyl)amino]valeric acid
5-\{3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy\}pentanoic acid
5-amino-2-oxopentanoic acid
5-aminopentanoic acid
5-chlorospiro[indole-3,2'-[1,3]oxathiolan]-2(1H)-one
5-enolpyruvylshikimate-3-phosphate synthase inhibitor +
5-guanidino-2-oxopentanoic acid
5-guanidino-3-methyl-2-oxopentanoic acid
5-hydroxypentanoic acid +
5alpha-reductase inhibitor + 
7-methyloctanoic acid +
acetazolamide + 
acetohydroxyacid synthase inhibitor +
acetyl-CoA carboxylase inhibitor +
acetylcholinesterase inhibitor + 
acid anhydride hydrolase inhibitor + 
acid ceramidase inhibitor + 
acid--amino-acid ligase inhibitor + 
aconitase inhibitor +
acyl-CoA:cholesterol acyltransferase inhibitor +
adenosine deaminase inhibitor + 
adinazolam 
affinity label +
alcohol dehydrogenase inhibitor + 
alcohol oxidase inhibitor + 
aldehyde dehydrogenase inhibitor + 
aldose reductase inhibitor + 
alkaline phosphatase inhibitor + 
alpha-amylase inhibitor + 
alpha-glucosidase inhibitor + 
alpha-glucoside hydrolase inhibitor + 
aminoglutethimide + 
anaplastic lymphoma kinase inhibitor +
angiotensin-converting enzyme inhibitor + 
anteisopentadecanoic acid +
arachidonoylethanolamide amidohydrolase inhibitor +
arginine decarboxylase inhibitor +
arogenate dehydrogenase inhibitor + 
aromatase inhibitor + 
aromatic-L-amino-acid decarboxylase inhibitor + 
atovaquone
benzaldehyde 
beta-lactamase inhibitor + 
carbamazepine 
carbonic anhydrase inhibitor + 
carbonyl reductase (NADPH) inhibitor + 
carnitine palmitoyltransferase-1 inhibitor + 
castanospermine
catechol O-methyltransferase inhibitor +
cellulose synthesis inhibitor + 
CGP 78608
CGP 78608 hydrochloride
chitin synthase inhibitor +
cholinesterase inhibitor + 
chymotrypsin inhibitor +
cinolazepam
circumdatin H
clobazam 
clonazepam 
clorazepic acid
coagulation factor Xa inhibitor +
creatine kinase inhibitor + 
cyclooxygenase inhibitor + 
cyclopropane fatty acid synthase inhibitor + 
cystathionine-beta-synthase inhibitor + 
cytochrome c oxidase inhibitor
cytochrome P450 17-alpha-hydroxylase/C17,20-lyase inhibitor +
desipramine + 
deslanoside
diacylglycerol O-acyltransferase inhibitor
diamine oxidase inhibitor
diazepam + 
dicoumarol 
digoxin + 
dihydrofolate reductase inhibitor + 
dihydroorotate dehydrogenase inhibitor + 
dihydropteroate synthetase inhibitor +
dimethylbutyric acid +
dipeptidase inhibitor +
dipotassium clorazepate
DNA adenine methyltransferase inhibitor + 
DNA ligase (ATP) inhibitor
DNA polymerase inhibitor + 
DNA synthesis inhibitor + 
EI-1511-5
EI-1625-2
electron-transport chain inhibitor + 
erythromycin estolate 
esomeprazol + 
estazolam 
ethacrynic acid 
ethosuximide + 
ethotoin + 
ethyl (4R)-4-[((2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-\{[(5-methylisoxazol-3-yl)carbonyl]amino\}-4-oxoheptanoyl)amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pentanoate
ezogabine 
farnesyl pyrophosphate synthetase inhibitor + 
fatty acid synthase inhibitor + 
fatty acid synthesis inhibitor + 
felbamate 
fosmidomycin
fructose-bisphosphatase inhibitor + 
GABA agonist + 
GABA antagonist + 
GABA modulator + 
gabapentin + 
gabapentin enacarbil
gemcitabine +
gemcitabine hydrochloride
gemfibrozil 
geranylgeranyl diphosphate synthase inhibitor +
geranylgeranyltransferase type I inhibitor +
glucosylceramidase inhibitor + 
glucosylceramide synthase inhibitor +
glutamate synthase inhibitor +
glutaminase inhibitor +
glutamine synthetase inhibitor +
glyceraldehyde-3-phosphate dehydrogenase inhibitor +
glycinamide ribonucleotide formyltransferase inhibitor + 
glycoside hydrolase inhibitor + 
golgi alpha-mannosidase II inhibitor +
hentriacontan-16-one
heparanase inhibitor
histone deacetylase inhibitor + 
HIV-1 integrase inhibitor +
HIV-1 RNase H inhibitor +
HPPD inhibitor +
hydroxymethylglutaryl-CoA reductase inhibitor + 
indoleamine 2,3-dioxygenase inhibitor +
inosine monophosphate dehydrogenase inhibitor + 
inositol phosphorylceramide synthase inhibitor +
isobutyric acid + 
isoheptadecanoic acid +
isomyristic acid
isopentadecanoic acid +
isovaleric acid + 
L-ascorbate peroxidase inhibitor + 
lamotrigine 
leukocyte elastase inhibitor +
levetiracetam
lipid kinase inhibitor + 
lipoxygenase inhibitor + 
lithium carbonate 
lithium chloride 
magnesium sulfate + 
matrix metalloproteinase inhibitor +
melatonin 
methionine gamma-lyase inhibitor +
methionyl aminopeptidase inhibitor + 
methylbutyric acid + 
metyrapone 
mevaldic acid
mevalonic acid + 
microbial collagenase inhibitor +
monoamine oxidase inhibitor + 
N-acetylglucosamine phosphotransferase inhibitor + 
N-acetylserotonin methyltransferase inhibitor +
NAD(P)H:quinone oxidoreductase inhibitor + 
NADPH oxidase inhibitor + 
nitisinone 
nitric oxide synthase inhibitor + 
nordazepam
oligo-1,6-glucosidase inhibitor + 
omeprazole + 
ortho-iodosylbenzoic acid
ouabain 
oxcarbazepine 
oxolinic acid
oxopentanoic acid + 
p-N,N-bis(2-chloroethyl)aminophenylvaleric acid
P450 inhibitor + 
palmitic acid + 
palmitoyl ethanolamide 
penicillin binding protein 3 inhibitor + 
pentanamide +
pentanoyl-CoA +
peptidase inhibitor + 
peptide deformylase inhibitor +
perampanel +
perampanel hydrate
phenobarbital + 
phenylalanine ammonia-lyase inhibitor +
phenytoin 
phosphatidylinositol-specific phospholipase C inhibitor + 
phosphodiesterase inhibitor + 
phospholipase A2 inhibitor + 
phosphonopyruvate hydrolase inhibitor +
phosphoprotein phosphatase inhibitor + 
phytanic acid + 
phytoene dehydrogenase inhibitor + 
pivalic acid +
poly(ADP-ribose) polymerase inhibitor + 
pregabalin
prilocaine +
pristanic acid +
propofol 
protease inhibitor + 
protein farnesyltransferase inhibitor + 
protein kinase inhibitor + 
protein serine/threonine phosphatase inhibitor + 
protein synthesis inhibitor + 
protein tyrosine phosphatase inhibitor +
proton pump inhibitor + 
protoporphyrinogen oxidase inhibitor +
purine nucleoside phosphorylase inhibitor + 
pyrimidine synthesis inhibitor + 
quinidine + 
retinoic acid synthase inhibitor + 
reverse transcriptase inhibitor + 
riboflavin synthetase inhibitor +
RNA polymerase inhibitor + 
sch 642305
serine endopeptidase inhibitor + 
serine hydroxymethyltransferase inhibitor + 
serine palmitoyltransferase inhibitor + 
sialyltransferase inhibitor +
Sir2 inhibitor + 
sphingosine N-acyltransferase inhibitor +
squalene monooxygenase inhibitor +
sterol methyltransferase inhibitor +
sucrose alpha-glucosidase inhibitor + 
tankyrase inhibitor +
thiopental 
thioredoxin reductase inhibitor + 
thrombin inhibitor + 
thymidylate synthase inhibitor + 
topiramate 
topoisomerase inhibitor + 
transglutaminase-2 inhibitor +
triacylglycerol lipase inhibitor + 
troglitazone 
tryptophan synthase inhibitor +
tyrosinase inhibitor + 
tyrosine 3-monooxygenase inhibitor +
urease inhibitor + 
valeryl group
valproate +
valproate semisodium
valproic acid + 
A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.
vanillin + 
vigabatrin 
voriconazole
xanthine oxidase inhibitor + 
zaleplon 
zanamivir
zonisamide 
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