IMPPAT Phytochemical information: 
Butyric acid

Butyric acid
Summary

SMILES: CCCC(=O)O
InChI: InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)
InChIKey: FERIUCNNQQJTOY-UHFFFAOYSA-N
DeepSMILES: CCCC=O)O
Functional groups: CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty acids and conjugates
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty Acids and Conjugates
NP Classifier Class: Branched fatty acids|Unsaturated fatty acids
Synonymous chemical names:
1-butyric-acid, acid butanoic, butanoate, butanoic acid, butyric acid, butyric-acid, n-butyric acid
Covalent inhibitor with Warhead::
CovPDB:COVPDB589 {covpdbwh_formatted};
External chemical identifiers:
CID:264; ChEMBL:CHEMBL14227; ChEBI:30772; ZINC:ZINC000000895132; FDASRS:40UIR9Q29H; SureChEMBL:SCHEMBL2503; MolPort-001-769-669
Chemical structure download


Butyric acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Butyric acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.54


Butyric acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.28
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Butyric acid
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000003084CFTR868
ENSP00000054668UTS2900
ENSP00000078429GNA11900
ENSP00000171757P2RY10900
ENSP00000209728CDC6823
ENSP00000211122GSTA3800
ENSP00000215832MAPK1700
ENSP00000216629BDKRB1900
ENSP00000217270PROKR2900
ENSP00000217386OXT900
ENSP00000218721MLNR900
ENSP00000219054ACSM2A800
ENSP00000222157FGF21838
ENSP00000222482CPA4800
ENSP00000225831CCL2840
ENSP00000226413GNRHR900
ENSP00000226730IL2728
ENSP00000227507CCND1871
ENSP00000229135IFNG700
ENSP00000229794MAPK14800
ENSP00000229854MCM3800
ENSP00000231449IL4727
ENSP00000231656CDX1840
ENSP00000234371KISS1R900
ENSP00000235382RGS2900
ENSP00000240874KALRN900
ENSP00000241256GHSR900
ENSP00000241337GSTM2824
ENSP00000241651MYOG800
ENSP00000244741CDKN1A952
ENSP00000245983GNRH2900
ENSP00000246549FFAR2932
ENSP00000246553FFAR1911
ENSP00000247161ELK1700
ENSP00000248076F2RL3900
ENSP00000249016MCHR1900
ENSP00000254079PPP1R1B700
ENSP00000254801IGJ786
ENSP00000254810H3F3B834
ENSP00000255262NMUR2900
ENSP00000255380CHRM3900
ENSP00000256010NTS900
ENSP00000256442CCNB1824
ENSP00000256857GRP900
ENSP00000257497ANXA1900
ENSP00000257904CDK4832
ENSP00000258042NMBR900
ENSP00000258400HTR2B900
ENSP00000260402PLCB2900
ENSP00000261769CDH1859
ENSP00000262735PPARA823
ENSP00000262768TIMP2800
ENSP00000262958GNA15900
ENSP00000263025MAPK3700
ENSP00000263967PIK3CA900
ENSP00000264010CTCF700
ENSP00000264218NMU900
ENSP00000264381BCHE968
ENSP00000264657STAT3719
ENSP00000264867PPARGC1A800
ENSP00000265023KNG1900
ENSP00000265371NRP1786
ENSP00000266970CDK2948
ENSP00000267017NPFF900
ENSP00000267163RB1700
ENSP00000267549GPR65900
ENSP00000269305TP53847
ENSP00000270202AKT1940
ENSP00000271331PROK1900
ENSP00000272430RTKN700
ENSP00000272644GPR17900
ENSP00000273430AGTR1900
ENSP00000274335PIK3R1900
ENSP00000276198HTR2C900
ENSP00000276414GNRH1900
ENSP00000277942NPFFR1900
ENSP00000279230PLCB3900
ENSP00000280357IL18825
ENSP00000281806MCHR2900
ENSP00000282018CYSLTR2900
ENSP00000282753GRM1900
ENSP00000283916TMPRSS11D786
ENSP00000284981APP900
ENSP00000286548GNAQ900
ENSP00000287820PPARG846
ENSP00000289416ACSM3800
ENSP00000290551BTG2816
ENSP00000292513PTGER1914
ENSP00000293217ACOX1786
ENSP00000293330HCRT900
ENSP00000295256HPGDS818
ENSP00000295589CCKAR900
ENSP00000295619PROK2900
ENSP00000296545IL15843
ENSP00000296591EDIL3786
ENSP00000296641F2RL2900
ENSP00000296677F2RL1900
ENSP00000298942PTER722
ENSP00000299178AVPR1A900
ENSP00000300056PEX11A800
ENSP00000300108TAC3900
ENSP00000300589NOD2825
ENSP00000301455ANGPTL4824
ENSP00000301607EVPL800
ENSP00000301956ACSM1800
ENSP00000301974PTAFR921
ENSP00000302967HDAC3722
ENSP00000303211ACHE795
ENSP00000303325TACR3900
ENSP00000303452TRH900
ENSP00000303522TACR1900
ENSP00000303686NTSR2900
ENSP00000303775PROKR1900
ENSP00000304767P2RY1900
ENSP00000305877NMUR1900
ENSP00000306138GRM5900
ENSP00000306490CHRM1900
ENSP00000306512IL8951
ENSP00000306662ADRA1B900
ENSP00000307445LTB4R900
ENSP00000307508CALB2800
ENSP00000307713BDKRB2900
ENSP00000307822NPFFR2900
ENSP00000308938PLG817
ENSP00000309493GPRC6A900
ENSP00000309771P2RY6900
ENSP00000309818TRHR900
ENSP00000310305P2RY2900
ENSP00000310405XCR1900
ENSP00000311032CASP3737
ENSP00000312262ADRBK1900
ENSP00000312455CFLAR850
ENSP00000312652LEP842
ENSP00000315011EDNRA900
ENSP00000319744GPR4900
ENSP00000321106TAC1979
ENSP00000321326F2R900
ENSP00000323516UTS2R900
ENSP00000323568SLC2A2800
ENSP00000324270OXTR900
ENSP00000324742IL32800
ENSP00000327453ACSM2B800
ENSP00000327875LPAR5900
ENSP00000327916ACSM5800
ENSP00000328230FFAR3929
ENSP00000328818GPR132900
ENSP00000329466SIRT7819
ENSP00000330237CASP9700
ENSP00000331358GAST900
ENSP00000332225PMCH900
ENSP00000333194RGS19900
ENSP00000334061HDAC6742
ENSP00000334105PLCB4900
ENSP00000334448GNG2900
ENSP00000335544CCKBR900
ENSP00000335560900
ENSP00000335620GSTA1824
ENSP00000335657CCK909
ENSP00000337040UNC119800
ENSP00000337128EDN3900
ENSP00000337459NOS1786
ENSP00000338082HBG2951
ENSP00000338185PLCB1900
ENSP00000339299TRIO913
ENSP00000340191FPR2900
ENSP00000340526UTS2B900
ENSP00000344353LPAR6900
ENSP00000345487QRFP900
ENSP00000345571E2F1800
ENSP00000345873SLC26A3821
ENSP00000346103GPX4814
ENSP00000346839FN1818
ENSP00000348918SAA1900
ENSP00000350767HIST4H4756
ENSP00000350928GAD1741
ENSP00000351273CASP8722
ENSP00000351755LPAR1900
ENSP00000352257XRCC6819
ENSP00000352839NPSR1900
ENSP00000353089SRSF2721
ENSP00000353741ETF1818
ENSP00000353863ZNF148893
ENSP00000354394STAT1821
ENSP00000354558MTOR800
ENSP00000354569900
ENSP00000354581GPX6853
ENSP00000354677GPX7786
ENSP00000355228HMGN2818
ENSP00000355627AGT900
ENSP00000355657HIST3H3700
ENSP00000355759PARP1700
ENSP00000355778H3F3A834
ENSP00000356022SOD2763
ENSP00000356162KISS1900
ENSP00000356430RGS18900
ENSP00000356505NCF2800
ENSP00000356792XCL1900
ENSP00000356793XCL2900
ENSP00000357069PIGM800
ENSP00000358045ECM1786
ENSP00000358092PRDM1837
ENSP00000358327CASP7700
ENSP00000358595CGA700
ENSP00000358640SLC16A1790
ENSP00000359532NTSR1900
ENSP00000359643LPAR3900
ENSP00000359793PTGFR900
ENSP00000359899HCRTR2900
ENSP00000359998GSTA4824
ENSP00000360266JUN844
ENSP00000360621ORC1820
ENSP00000361141OPN4900
ENSP00000361405MMP9800
ENSP00000361668EDN2900
ENSP00000361850PLAU800
ENSP00000362398900
ENSP00000362401CYSLTR1900
ENSP00000362403TACR2900
ENSP00000362649HDAC1818
ENSP00000362810HCRTR1900
ENSP00000362924GSN700
ENSP00000363804KLF4814
ENSP00000363822AR700
ENSP00000365686SLC15A1800
ENSP00000365807GNA14900
ENSP00000366061NMS900
ENSP00000366416EDNRB900
ENSP00000367207MYC872
ENSP00000367869900
ENSP00000367959HTR2A909
ENSP00000368683EDN1900
ENSP00000368766ADRA1D900
ENSP00000369643GRPR900
ENSP00000369647AVP900
ENSP00000369960ADRA1A900
ENSP00000370408CDX2855
ENSP00000370473IGFBP3800
ENSP00000370571TH800
ENSP00000370812ESM1800
ENSP00000371420GPNMB800
ENSP00000371798FSCN1800
ENSP00000372750CHRM5900
ENSP00000373477GPX3853
ENSP00000374265GPX2841
ENSP00000376609GRK5900
ENSP00000377948QRFPR900
ENSP00000378089NMB900
ENSP00000378517SPP1824
ENSP00000378699CDK1725
ENSP00000379138AFP800
ENSP00000380247HRH1900
ENSP00000381105NPS900
ENSP00000381607GSTP1824
ENSP00000382349ACSM4800
ENSP00000383558GCGR900
ENSP00000384665LPAR2900
ENSP00000387662GCG983
ENSP00000388825MLN900
ENSP00000391826IGF2786
ENSP00000392398GPX5853
ENSP00000393333TBXA2R924
ENSP00000398632CD44800
ENSP00000407375GPX1841
ENSP00000412237IL10744
ENSP00000415183MUC2828
ENSP00000420168GSTA2824
ENSP00000420194CASR900
ENSP00000423822GPX8786
ENSP00000430690TFF3815
ENSP00000433290LTB4R2900
ENSP00000434045GPR68900
ENSP00000445340SLC5A8946
ENSP00000452780B2M700
ENSP00000458149CAMP823
ENSP00000468991MTRNR2L12900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.