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Ontology Browser

Term:
Parent Terms Term With Siblings Child Terms
(+)-schisandrin B  
(+)-sesamin +   
(-)-epigallocatechin 3-gallate  
(25R)-cholest-5-ene-3beta,26-diol +   
(2R,3R)-2,3-dihydroxy-3-methylpentanoic acid 
(2R,3S)-2-hydroxy-3-methylpentanoic acid 
(2S)-2-[(R)-1-carboxyethylamino]pentanoic acid 
(2S)-2-methylheptadecanoic acid 
(3R,4S,1'R)-3-(1'-hydroxyethyl)-4-methyldihydrofuran-2(3H)-one 
(3S,4S)-3-hydroxy-4-methyldecanoic acid +  
(3S,4S)-3-hydroxy-4-methyloctanoic acid +  
(4R)-4-hydroxypentanoic acid +  
(E)-2,4,6-trimethyltetracos-2-enoic acid 
(S)-4-amino-5-oxopentanoic acid 
(S)-nicotine +   
(S)-thalidomide +   
1,1-dimethylhydrazine 
1-(3-(trifluoromethyl)phenyl)piperazine  
1-benzylpiperazine  
1-hydroxy-5-phenyl-3-pentanone 
1-isothiocyanato-6-(methylsulfanyl)hexane 
1-octadecanoyl-2-pentanoyl-sn-glycero-3-phosphocholine 
1-palmitoyl-2-valeroyl-sn-glycero-3-phosphocholine 
10-methyldodecanoic acid 
10-methyltetradecanoic acid 
10-methylundecanoic acid 
12-methyloctadecanoic acid +  
12-methyltetradecanoic acid +  
14-methylhexadecanoic acid 
14-methylpentadecanoic acid 
16-methylheptadecanoic acid 
16-methyloctadecanoic acid 
17-methyloctadecanoic acid 
18-methylicosanoic acid 
18-methylnonadecanoic acid 
2,3,4-trihydroxypentanoic acid 
2,3-Methylene suberic acid 
2,3-Methyleneglutaric acid 
2,4-Dimethyladipic acid 
2,4-Dimethylpimelic acid 
2,5-dioxopentanoic acid 
2-(2-methoxyethoxy)ethanol 
2-amino-4-oxopentanoic acid +  
2-amino-6-hydroxyaminopurine 
2-aminopentanoic acid +  
2-ethoxyethanol +   
2-ethyl-2-butenoic acid 
2-Ethylglutaric acid 
2-Ethylhexanoic acid  
2-ethylhydracrylic acid 
2-hydroxy-2-methylbutyric acid 
2-hydroxy-3-methylhexadecanoic acid +  
2-hydroxy-3-methylpentanoic acid +  
2-hydroxy-4-methylvalerate +  
2-hydroxy-4-methylvaleric acid +   
2-hydroxypentanoic acid +  
2-methyl-3-ketovaleric acid 
2-Methyl-4-pentenoic acid 
2-methylhexadecanoic acid +  
2-methyloctadecanoic acid 
2-phenylethyl pentanoate 
20-methyldocosanoic acid 
20-methylhenicosanoic acid 
22-methyltetracosanoic acid 
22-methyltricosanoic acid 
24-methylhexacosanoic acid 
24-methylpentacosanoic acid 
26-methylheptacosanoic acid 
26-methyloctacosanoic acid 
28-methylnonacosanoic acid 
28-methyltriacontanoic acid 
3',4'-dihydroxyaurone 
3,4-dihydroxy-4-methylhexadecanoic acid +  
3,4-Methylene suberic acid 
3,4-Methyleneadipic acid 
3,4-Methyleneazelaic acid 
3,4-Methylenepimelic acid 
3,4-Methylenesebacic acid 
3-hydroxy-3-methyl-2-oxopentanoic acid +  
3-hydroxymethyl-4-methyl-furan-2(5H)-one 
3-hydroxypentanoic acid +  
3-isopropylbut-3-enoic acid 
3-methyl-2-oxovaleric acid +   
3-Methylazelaic acid 
3-Methylpimelic acid 
3-Methylsuberic acid 
3-methylundecanoic acid +  
4,5-dioxopentanoic acid 
4,8-dimethylnonanoic acid +  
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide 
4-hydroxy-2-oxopentanoic acid +  
4-Hydroxyisovaleric acid 
4-methyl-2-oxopentanoic acid  
4-methyl-3-oxopentanoic acid 
4-phenylbutyric 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-guanidino-2-oxopentanoic acid 
5-guanidino-3-methyl-2-oxopentanoic acid 
5-hydroxypentanoic acid +  
5-phenylpentanoic acid 
6-aminonicotinamide  
6-hydroxy-3-isopropenylheptanoic acid +  
6alpha-methylprednisolone +   
7-chlorokynurenic acid  
7-ketocholesterol  
7-methyl-3-oxooct-6-enoic acid 
7-methyloctanoic acid +  
acetaldehyde +   
acetazolamide +   
acetylpyruvic acid +  
acetylsalicylic acid +   
acteoside 
adinazolam  
ajugaciliatin B 
ajugamarin A1 chlorohydrin 
ajugamarin A2 chlorohydrin 
albiflorin +   
alliin +   
alliin zwitterion 
alpha-asarone 
alpha-tocotrienol  
alprazolam  
amburoside A 
aminoglutethimide +   
ammodendrine 
anabasine +   
ananolignan F 
ananolignan L 
antidepressant +   
anxiogenic +  
argon(0) 
arotinoid acid  
asenapine 
asenapine maleate 
aspernigrin B 
aspirin-triggered protectin D1 
astragaloside IV  
astressin  
auraptene  
azetidine-2-carboxylic acid +  
belinostat  
bis(7)-tacrine 
bis-(4-hydroxybenzyl)sulfide 
BML-210 
BMS-453 
BPDZ 711 
branched-chain saturated fatty acid +   
brivaracetam 
busulfan  
butyrate +   
caffeic acid +   
caffeine +   
carbamazepine +   
carnosine +   
cathinone 
CDP-choline  
CGP 78608 
CGP 78608 hydrochloride 
CHIC-35 
choline alfoscerate 
cilostazol  
cinolazepam 
clobazam  
clonazepam  
clorazepic acid 
CORM 3 
creatine +   
curcumin +   
cyanidin cation +   
cycloheximide  
Delta(9)-tetrahydrocannabinolic acid  
depudecin +  
diazepam +   
dibutyl phthalate  
didesethylflurazepam 
diethyl phthalate  
dihydrolipoic acid +   
diisobutyl phthalate  
dimethylbutyric acid +  
dimethyloxalylglycine 
dinocap  
dipotassium clorazepate 
ebselen  
entinostat +   
eslicarbazepine acetate 
estazolam  
etazolate  
ethanol +   
ethosuximide +   
ethotoin +   
ethoxyquin  
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 
ethyl methanesulfonate  
ethylisopropylamiloride  
eugeroic +   
Evans blue 
Evans blue free acid 
ezogabine  
fangchinoline  
felbamate  
flavalin A 
flavalin B 
flubendazole  
flumioxazin 
flumipropyn 
flurazepam +   
fucoxanthin  
GABA agonist +   
GABA antagonist +   
GABA modulator +   
gabapentin +   
gabapentin enacarbil 
galgravin 
gemfibrozil  
ginkgolide B  
ginsenoside Rb1  
ginsenoside Rb3 
ginsenoside Rd +   
ginsenoside Re  
ginsenoside Rg1  
glutaurine 
glutaurine zwitterion 
glutaurine(1-) 
glycoursodeoxycholic acid  
gossypin 
hadacidin 
hallucinogen +   
HC toxin 
hentriacontan-16-one 
hinokiflavone 
hispidulin  
huperzine A  
hydroxysafflor yellow A  
hydroxyurea  
ilomastat  
indirubin-3'-monoxime  
interiotherin C 
isobutyric acid +   
isocaproic acid +   
isoheptadecanoic acid +  
isomyristic acid +  
isopentadecanoic acid +  
isotretinoin  
isotridecanoic acid 
isovaleric acid +   
juglanin A 
juvenile hormone I acid 
juvenile hormone III acid 
ketone body +   
kynurenic acid +   
L-cycloserine +  
L-lysine +   
lamotrigine  
leptomycin +   
levetiracetam  
licarbazepine +  
liraglutide  
lithium carbonate  
lithium chloride  
lixisenatide 
loganin +   
magnesium sulfate +   
malachite green 
maysin 
MC1568  
meclofenamic acid  
melatonin +   
meldonium  
melittin  
memantine  
memantine hydrochloride 
mephenytoin 
mephobarbital  
methamphetamine +   
methanol extract of Sorbus alnifolia 
methyl 3,4-dihydroxybenzoate 
methyl-branched fatty acid +   
methylbutyric acid +   
methylene blue  
methylparaben  
methylphenidate  
methylseleninic acid  
mevaldic acid 
mevalonic acid +   
mevinolinic acid 
midazolam +   
midazolam hydrochloride 
morin  
muscimol  
mycolic acid +  
mycolic acid analogue +  
N(5)-ethyl-L-glutamine 
N(6)-hydroxyadenine 
N-arachidonoyl-L-serine 
N-arachidonoylserotonin 
N-benzylhexadecanamide 
N-methyl-N-nitrosourea  
N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 
N-tert-butyl(3,5,6-trimethylpyrazin-2-yl)methanimine N-oxide 
neriifolin +  
nicotinamide +   
nicotine +   
nimetazepam  
nitrazepam +   
nordazepam  
notoginsenoside R1  
O-valeroylcarnitine +  
ochratoxin A +   
oleocanthal 
oleuropein aglycone 
omega-hydroxy-15-methylpalmitic acid 
omega-hydroxyphytanic acid 
omeprazole +   
otophylloside B 
oxcarbazepine  
oxopentanoic acid +   
p-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe 
p-N,N-bis(2-chloroethyl)aminophenylvaleric acid 
paliperidone 
paliperidone palmitate  
palmitoyl ethanolamide  
panobinostat  
panobinostat lactate 
pentanamide +  
pentanoyl-CoA +  
perampanel +  
perampanel hydrate 
perfluoropentanoic acid 
phencyclidine  
phenethyl caffeate  
phenobarbital +   
phenytoin  
phytanic acid +   
pinocembrin +   
pivalic acid +   
pregabalin  
prilocaine +  
primidone  
pristanic acid +  
propofol  
protectin D1 +  
pyridin-3-ylmethyl \{4-[(2-amino-4-fluorophenyl)carbamoyl]benzyl\}carbamate 
pyrrolidine dithiocarbamate  
rasagiline  
rifampicin +   
risperidone  
rivastigmine  
rivastigmine tartrate 
romidepsin  
rubimaillin  
S-methyl-L-thiocitrulline  
salvianolic acid B  
SB 203580  
SB 415286  
Sir1 inhibitor +  
Sir2 inhibitor +   
sirtinol  
SL-327  
sodium butyrate 
sodium meclofenamate monohydrate 
sodium phenylbutyrate 
sodium selenate 
soraphen A 
spiperone  
spiruchostatin B  
sulforaphane +   
sunitinib +   
tacedinaline  
tauroursodeoxycholic acid  
tazarotene  
tazarotenic acid +   
tenocyclidine 
teprenone  
tetramethylpyrazine  
thalidomide +   
thiopental  
tiagabine  
tiagabine hydrochloride 
topiramate  
tranquilizing drug +   
trapoxin A 
tributyrin  
trioctanoin 
troglitazone  
tropisetron  
tropisetron hydrochloride 
tubastatin A  
uridine triacetate 
valeryl group 
valproate +  
valproate semisodium 
valproic acid +   
A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.
valpromide  
vanillin +   
vigabatrin  
vismodegib  
vorinostat  
WIN 55212-2  
Z-DEVD-FMK 
zaleplon  
ziprasidone +   
zofenopril 
zofenopril calcium 
zofenoprilat 
zofenoprilat arginine 
zonisamide  

Synonyms
Related Synonyms: 2-PROPYL-PENTANOIC ACID ;   2-n-propyl-n-valeric acid ;   2-propylpentanoic acid ;   2-propylvaleric acid ;   4-heptanecarboxylic acid ;   DPA ;   Depakene ;   Di-n-propylessigsaeure ;   Formula=C8H16O2 ;   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 ;   SMILES=CCCC(CCC)C(O)=O ;   VPA ;   Valproinsaeure ;   acide valproique ;   acido valproico ;   acidum valproicum ;   di-n-propylacetic acid ;   dipropylacetic acid ;   n-DPA
Alternate IDs: CHEBI:115217 ;   CHEBI:39858 ;   CHEBI:9926
Xrefs: Beilstein:1750447 "ChemIDplus" ;   CAS:99-66-1 "ChemIDplus" ;   CAS:99-66-1 "NIST Chemistry WebBook" ;   DrugBank:DB00313 ;   Drug_Central:2803 "DrugCentral" ;   HMDB:HMDB0001877 ;   KEGG:C07185 ;   KEGG:D00399 ;   LINCS:LSM-4620 ;   LIPID_MAPS_instance:LMFA01020291 "LIPID MAPS"
Xref Mesh: MESH:D014635
Xrefs: PDBeChem:2PP ;   PMID:11716839 "Europe PMC" ;   PMID:12475192 "Europe PMC" ;   PMID:15124690 "Europe PMC" ;   PMID:15560954 "Europe PMC" ;   PMID:15578701 "Europe PMC" ;   PMID:16496131 "Europe PMC" ;   PMID:16621443 "Europe PMC" ;   PMID:16759735 "Europe PMC" ;   PMID:17156483 "Europe PMC" ;   PMID:17273758 "Europe PMC" ;   PMID:19280426 "Europe PMC" ;   PMID:19318486 "Europe PMC" ;   PMID:23792104 "Europe PMC" ;   PMID:23810771 "Europe PMC" ;   PMID:23949302 "Europe PMC" ;   PMID:24135375 "Europe PMC" ;   PMID:24200999 "Europe PMC" ;   PMID:24348849 "Europe PMC" ;   PMID:8558327 "Europe PMC" ;   PMID:8681902 "Europe PMC" ;   Reaxys:1750447 "Reaxys" ;   Wikipedia:Valproic_Acid
Cyclic Relationships: is_conjugate_acid_of CHEBI:60654

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.