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(+)-schisandrin B  
(+)-sesamin +   
(+)-SKF-10,047 
(-)-CP-55940 
(-)-epigallocatechin 3-gallate +   
(-)-N(6)-(2-phenylisopropyl)adenosine 
(12)(13)-methyltetradecanoic acid 
(14)(15)-methylhexadecanoic acid 
(16)(17)-methyloctadecanoic acid 
(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 +  
(aminooxy)acetic acid  
(E)-2,4,6-trimethyltetracos-2-enoic acid 
(E,E)-germacrone  
(R,R)-5,11-diethyl-5,6,11,12-tetrahydro-2,8-chrysenediol 
(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 
10,13-dimethyltetradecanoic acid 
10-methyldodecanoic acid 
10-methyltetradecanoic acid 
10-methylundecanoic acid 
12-methyloctadecanoic acid +  
12-methylpentadecanoic 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 
2,2-dimethyl-3-butenoic 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-[1-oxo-2-cyclopenten-2-ylmethyl]-butanoic acid 
2-amino-4-oxopentanoic acid +  
2-amino-6-hydroxyaminopurine 
2-aminopentanoic acid +   
2-ethoxyethanol +   
2-ethyl-2-butenoic acid 
2-Ethylbutanoic 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-hydroxyputrescine 
2-methyl-3-ketovaleric acid 
2-Methyl-4-pentenoic acid 
2-methylbut-3-enoic acid 
2-methylhexadecanoic acid +  
2-methyloctadecanoic acid 
2-methylvaleric acid 
2-phenylethyl pentanoate 
2-propylpiperidine +  
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 
3,13,19-trimethyltricosanoic acid 
3,3-diethyl-2-pyrrolidinone 
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 
3,5-dihydroxy-3-methylpentanoic acid +   
3-aminopropanesulfonic acid 
3-hydroxy-3-methyl-2-oxopentanoic acid +  
3-hydroxymethyl-4-methyl-furan-2(5H)-one 
3-hydroxypentanoic acid +  
3-iodothyronamine  
3-isopropylbut-3-enoic acid 
3-methyl-2-oxovaleric acid +   
3-Methylazelaic acid 
3-Methylpimelic acid 
3-Methylsuberic acid 
3-methylundecanoic acid +  
3-methylvaleric acid 
4,5-dioxopentanoic acid 
4,8-dimethylnonanoic acid +  
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide 
4-amino-TEMPO +   
4-hydroxy-2-oxopentanoic acid +  
4-hydroxy-TEMPO +   
4-Hydroxyisovaleric acid 
4-methyl-2-oxopentanoic acid  
4-methyl-3-oxopentanoic acid 
4-phenylbutyric acid  
4-tert-butylbenzaldehyde 
5,5-dimethyl-1-pyrroline N-oxide  
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-methoxytryptamine +   
5-phenylpentanoic acid 
5alpha-dihydrodeoxycorticosterone 
6-aminonicotinamide  
6-hydroxy-3-isopropenylheptanoic acid +  
6-methoxy-2-benzoxazolinone 
6alpha-methylprednisolone +   
7-chlorokynurenic acid  
7-ketocholesterol  
7-methyl-3-oxooct-6-enoic acid 
7-methyloctanoic acid +  
7-nitroindazole  
7beta-hydroxyepiandrosterone 
abexinostat  
Ac-Tyr-Val-Ala-Asp-chloromethylketone 
acetaldehyde +   
acetazolamide +   
acetylpyruvic acid +  
acetylsalicylic acid +   
acteoside  
adinazolam  
ajugaciliatin B 
ajugamarin A1 chlorohydrin 
ajugamarin A2 chlorohydrin 
akebia saponin D 
albiflorin +   
alliin +   
alliin zwitterion 
Allylmalonic acid 
alpha-asarone 
alpha-tocotrienol  
alprazolam  
amburoside A 
aminoglutethimide +   
ammodendrine 
AMN082 dihydrochloride 
anabasine +   
anacardic acid 
ananolignan F 
ananolignan L 
androsterone +   
antidepressant +   
anxiogenic +  
apelin-12 
apelin-13 
apinocaltamide 
AR-42 
arachidonyl-2'-chloroethylamide  
argon(0) 
arotinoid acid  
asenapine  
asenapine maleate 
aspernigrin B 
aspirin-triggered protectin D1 
astragaloside IV  
astressin  
auraptene  
azetidine-2-carboxylic acid +   
baicalin  
BAY 73-6691 
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 +   
cannabigerol  
carbamazepine +   
carnosine +   
cathine 
cathinone 
CDP-choline  
CG-1521 
CGP 78608 
CGP 78608 hydrochloride 
CGP-42112A  
CHIC-35 
choline alfoscerate 
cilostazol  
cinolazepam 
clobazam  
clonazepam  
clorazepic acid 
CORM 3 
creatine +   
curcumin +   
cyanidin cation +   
cycloheximide  
dantrolene  
Delta(9)-tetrahydrocannabinolic acid  
depudecin +  
diazepam +   
dibutyl phthalate  
didesethylflurazepam 
diethyl phthalate  
dihydrolipoic acid +   
diisobutyl phthalate  
dimethylbutyric acid +   
dimethyloxalylglycine 
dinocap  
dipotassium clorazepate 
dizocilpine  
dizocilpine maleate  
ebselen  
eliprodil  
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  
fasudil  
fasudil hydrochloride +  
fasudil hydrochloride hydrate 
felbamate  
ferrostatin-1 +   
ferulic acid +   
flavalin A 
flavalin B 
flubendazole  
flumioxazin 
flumipropyn 
flurazepam +   
fucoxanthin  
Fulvivirgamide B4 
GABA agonist +   
GABA antagonist +   
GABA modulator +   
gabapentin +   
gabapentin enacarbil 
galgravin 
gamma-decalactone  
gemfibrozil  
ginkgolide B  
ginsenoside Rb1  
ginsenoside Rb3 
ginsenoside Rd +   
ginsenoside Re  
ginsenoside Rg1  
givinostat 
givinostat hydrochloride +  
givinostat hydrochloride monohydrate 
Glu-Asp-Arg 
glutaurine 
glutaurine zwitterion 
glutaurine(1-) 
glycoursodeoxycholic acid  
gossypin  
GSK126 
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 +   
jaspamide  
juglanin A 
juvenile hormone I acid 
juvenile hormone III acid 
keto-D-fructose 1,6-bisphosphate  
ketone body +   
KU-55933 
kynurenic acid +   
L-2-aminopentanoic acid 
L-779976 
L-817818 
L-cycloserine +  
L-lysine +   
lamotrigine  
lanthionine ketimine 
leptomycin +   
leucettine L41 
levetiracetam  
licarbazepine +  
licofelone  
liraglutide  
lithium carbonate  
lithium chloride  
lixisenatide  
loganin +   
LY 379268  
magnesium sulfate +   
malachite green 
maysin 
MC1568  
MCC950 
meclofenamic acid  
melatonin +   
meldonium  
melittin  
memantine  
memantine hydrochloride 
menaquinone-4 +   
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 
mevinolinic acid 
michigazone 
midafotel 
midazolam +   
midazolam hydrochloride 
MIND4 
mocetinostat  
morin  
muscimol  
mycolic acid +  
mycolic acid analogue +  
N(5)-ethyl-L-glutamine  
N(6)-hydroxyadenine 
N,N'-bis(diphenylmethyl)ethane-1,2-diamine 
N-[2-(4-phenoxybenzyl)benzimidazol-5-yl]methanesulfonamide 
N-\{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl\}methanesulfonamide 
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 
naxagolide 
naxagolide hydrochloride 
necrosulfonamide 
neriifolin +  
nerolidol +   
nicotinamide +   
nicotine +   
nicotine sulfate 
nimetazepam  
nitrazepam +   
NNC 55-0396 (free base) +  
NNC 55-0396 dihydrochloride 
nordazepam  
norgestrel  
noribogaine 
notoginsenoside R1  
O-valeroylcarnitine +  
ochratoxin A +   
oleocanthal 
oleuropein aglycone 
omega-hydroxy-15-methylpalmitic acid 
omega-hydroxyphytanic acid 
omeprazole +   
oneirogen +   
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 
paramethadione 
paxilline  
pentanamide +  
pentanoyl-CoA +  
perampanel +   
perampanel hydrate 
perfluoropentanoic acid  
phencyclidine  
phenethyl caffeate  
phenobarbital +   
phenytoin  
phytanic acid +   
pinocembrin +   
pivalic acid +   
PJ34  
PJ34 hydrochloride 
pracinostat 
pregabalin  
prilocaine +   
primidone  
pristanic acid +  
propofol +   
protectin D1 +  
pterostilbene  
pyridin-3-ylmethyl \{4-[(2-amino-4-fluorophenyl)carbamoyl]benzyl\}carbamate 
pyrrolidine dithiocarbamate  
quisinostat 
rasagiline  
resminostat 
RGFP966  
ricolinostat  
rifampicin +   
risperidone  
rivastigmine  
rivastigmine tartrate 
Ro 25-6981  
Ro 25-6981 maleate 
romidepsin  
rubimaillin  
S-Acetyl dihydroasparagusic acid 
S-methyl-L-thiocitrulline  
salvianolic acid B  
salvigenin  
SB 203580  
SB 415286  
semaglutide  
Sir1 inhibitor +  
Sir2 inhibitor +   
sirtinol  
SL-327  
sodium butyrate 
sodium meclofenamate monohydrate 
sodium phenylbutyrate 
sodium selenate  
sodium valproate +   
solasodine +   
solasodine(1+) 
soraphen A 
spiperone  
spiruchostatin B  
SU4312 
sulforaphane +   
sunitinib +   
syringin  
tacedinaline  
taltirelin +  
tauroursodeoxycholic acid  
tazarotene  
tazarotenic acid +   
TDZD-8 
Tenacibactin B 
Tenacibactin C 
tenocyclidine 
teprenone  
tetrahydroxycurcumin 
tetramethylpyrazine  
thalidomide +   
thiopental  
tiagabine  
tiagabine hydrochloride 
tideglusib  
topiramate  
tranquilizing drug +   
trans-rhaponticin +   
trapoxin A 
triapine  
tributyrin  
trichostatin A +   
trimethadione 
trioctanoin 
trofinetide 
troglitazone  
Trolox 
tropisetron  
tropisetron hydrochloride 
tubastatin A  
ulotaront 
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  
xyloketal B 
Z-DEVD-FMK 
zaleplon  
ziprasidone +   
zofenopril 
zofenopril calcium 
zofenoprilat 
zofenoprilat arginine 
zonisamide  
zuranolone 

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)
Alternate IDs: CHEBI:115217 ;   CHEBI:39858 ;   CHEBI:9926
Xrefs: Beilstein:1750447 ;   CAS:99-66-1 ;   DrugBank:DB00313 ;   Drug_Central:2803 ;   HMDB:HMDB0001877 ;   KEGG:C07185 ;   KEGG:D00399 ;   LINCS:LSM-4620 ;   LIPID_MAPS_instance:LMFA01020291
Xref Mesh: MESH:D014635
Xrefs: PDBeChem:2PP ;   PMID:11716839 ;   PMID:12475192 ;   PMID:15124690 ;   PMID:15560954 ;   PMID:15578701 ;   PMID:16496131 ;   PMID:16621443 ;   PMID:16759735 ;   PMID:17156483
Cyclic Relationships: is_conjugate_acid_of CHEBI:60654

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