Secondary metabolite: Oleic acid



Oleic acid
Summary
Molecular formula: C18H34O2
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)O
InChI: InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChIKey: ZQPPMHVWECSIRJ-KTKRTIGZSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Fatty Acyls
Sub class: Fatty acids and conjugates
Synonymous chemical names:
oleic acid
Chemical structure download



Oleic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 282.47
Log P RDKit 6.11
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 15
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.83
Shape complexity RDKit 0.83
Number of rotatable bonds SwissADME 15
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0



Oleic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.29



Oleic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -2.6
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No



Oleic acid
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000054668UTS2900
ENSP00000078429GNA11900
ENSP00000171757P2RY10900
ENSP00000216336CTSG800
ENSP00000216629BDKRB1900
ENSP00000217270PROKR2900
ENSP00000217386OXT900
ENSP00000218721MLNR900
ENSP00000221515RETN819
ENSP00000222271COMP795
ENSP00000222381PON1727
ENSP00000226413GNRHR914
ENSP00000227667APOC3909
ENSP00000232219RBP1927
ENSP00000233242APOB944
ENSP00000234371KISS1R900
ENSP00000235382RGS2900
ENSP00000236850APOA1915
ENSP00000237014TTR800
ENSP00000237612ABCG2867
ENSP00000238651ACOT2910
ENSP00000240874KALRN900
ENSP00000241052CAT877
ENSP00000241256GHSR900
ENSP00000243077LRP1979
ENSP00000243167FAAH941
ENSP00000245983GNRH2900
ENSP00000246549FFAR2908
ENSP00000246553FFAR1984
ENSP00000248076F2RL3900
ENSP00000249016MCHR1900
ENSP00000252486APOE987
ENSP00000252595SLC27A1945
ENSP00000254066RARA874
ENSP00000254351SDC1900
ENSP00000255262NMUR2900
ENSP00000255380CHRM3900
ENSP00000256010NTS908
ENSP00000256103PMP2794
ENSP00000256104FABP4871
ENSP00000256857GRP908
ENSP00000257497ANXA1900
ENSP00000258042NMBR900
ENSP00000258400HTR2B900
ENSP00000259407BAAT800
ENSP00000260402PLCB2900
ENSP00000262340RPE65900
ENSP00000262462SLC27A6945
ENSP00000262735PPARA953
ENSP00000262958GNA15900
ENSP00000263339IL1A817
ENSP00000263816LRP2900
ENSP00000263967PIK3CA900
ENSP00000264039GPC1900
ENSP00000264218NMU900
ENSP00000264657STAT3814
ENSP00000264832ICAM1822
ENSP00000264867PPARGC1A847
ENSP00000265023KNG1900
ENSP00000267017NPFF900
ENSP00000267163RB1722
ENSP00000267549GPR65900
ENSP00000271331PROK1900
ENSP00000272644GPR17900
ENSP00000273430AGTR1913
ENSP00000274024FABP2876
ENSP00000274335PIK3R1900
ENSP00000276198HTR2C900
ENSP00000276414GNRH1900
ENSP00000277480LCN2800
ENSP00000277508PAEP789
ENSP00000277942NPFFR1900
ENSP00000278840FADS2985
ENSP00000279230PLCB3900
ENSP00000281455ACSL1959
ENSP00000281806MCHR2900
ENSP00000282018CYSLTR2900
ENSP00000282753GRM1900
ENSP00000284981APP907
ENSP00000286548GNAQ900
ENSP00000287820PPARG705
ENSP00000289416ACSM3900
ENSP00000292377GPC2900
ENSP00000292513PTGER1900
ENSP00000293330HCRT900
ENSP00000295589CCKAR908
ENSP00000295619PROK2900
ENSP00000295834FABP1899
ENSP00000295897ALB972
ENSP00000296641F2RL2900
ENSP00000296677F2RL1900
ENSP00000296869ACSL6948
ENSP00000299178AVPR1A900
ENSP00000300108TAC3900
ENSP00000300456SLC27A4963
ENSP00000301956ACSM1900
ENSP00000301974PTAFR900
ENSP00000303325TACR3900
ENSP00000303452TRH909
ENSP00000303522TACR1900
ENSP00000303634LRP8900
ENSP00000303686NTSR2900
ENSP00000303775PROKR1900
ENSP00000304283RAC3815
ENSP00000304767P2RY1900
ENSP00000305355PRKCB800
ENSP00000305877NMUR1900
ENSP00000306138GRM5900
ENSP00000306490CHRM1900
ENSP00000306662ADRA1B900
ENSP00000307046SDC2900
ENSP00000307445LTB4R900
ENSP00000307713BDKRB2900
ENSP00000307821FADS6900
ENSP00000307822NPFFR2900
ENSP00000308024PCSK1900
ENSP00000308944HLTF721
ENSP00000309493GPRC6A900
ENSP00000309757LPL910
ENSP00000309771P2RY6900
ENSP00000309818TRHR900
ENSP00000310305P2RY2900
ENSP00000310405XCR1900
ENSP00000311032CASP3826
ENSP00000311095CYP4A11910
ENSP00000311224ACOT1908
ENSP00000312029UCP2829
ENSP00000312262ADRBK1900
ENSP00000315011EDNRA900
ENSP00000315263GLTP800
ENSP00000316476DEGS1800
ENSP00000319744GPR4900
ENSP00000320209CIDEA819
ENSP00000321106TAC1900
ENSP00000321326F2R900
ENSP00000323071ACOT4908
ENSP00000323516UTS2R900
ENSP00000324270OXTR900
ENSP00000327875LPAR5900
ENSP00000327916ACSM5900
ENSP00000328230FFAR3900
ENSP00000328818GPR132900
ENSP00000331358GAST900
ENSP00000332225PMCH900
ENSP00000333194RGS19900
ENSP00000334105PLCB4900
ENSP00000334448GNG2900
ENSP00000335544CCKBR900
ENSP00000335560ARHGEF25900
ENSP00000335657CCK983
ENSP00000336790ATF4816
ENSP00000337103CHAT820
ENSP00000337128EDN3900
ENSP00000337224LRAT900
ENSP00000337697DCX800
ENSP00000338185PLCB1900
ENSP00000339191CAV1823
ENSP00000339299TRIO900
ENSP00000339730THBS4705
ENSP00000339787ACSL4917
ENSP00000340093NAPEPLD814
ENSP00000340191FPR2900
ENSP00000340296C10orf129900
ENSP00000340526UTS2B900
ENSP00000344353LPAR6900
ENSP00000344468SDC3900
ENSP00000345487QRFP900
ENSP00000348429ACSL5934
ENSP00000348461RAC1815
ENSP00000348918SAA1900
ENSP00000349687GM2A800
ENSP00000350005GIP908
ENSP00000350012ACSL3920
ENSP00000350425APOA4907
ENSP00000351755LPAR1900
ENSP00000352839NPSR1900
ENSP00000354569900
ENSP00000355627AGT900
ENSP00000355759PARP1724
ENSP00000356162KISS1900
ENSP00000356430RGS18900
ENSP00000356792XCL1900
ENSP00000356793XCL2900
ENSP00000356969APOA2900
ENSP00000357362THBS3705
ENSP00000357429FABP7866
ENSP00000358022MCL1784
ENSP00000358323TXNIP800
ENSP00000359380SCD718
ENSP00000359532NTSR1900
ENSP00000359643LPAR3900
ENSP00000359793PTGFR900
ENSP00000359864GPC4900
ENSP00000359899HCRTR2900
ENSP00000360519RBP4800
ENSP00000360538FFAR4935
ENSP00000360687PTGDS800
ENSP00000360958CYP4A22910
ENSP00000361141OPN4900
ENSP00000361668EDN2900
ENSP00000361818SDC4900
ENSP00000362010ANXA7800
ENSP00000362398900
ENSP00000362401CYSLTR1900
ENSP00000362403TACR2900
ENSP00000362810HCRTR1900
ENSP00000362817FABP3866
ENSP00000363827HSPG2900
ENSP00000363868ABCA1767
ENSP00000364035FAAH2929
ENSP00000365807GNA14900
ENSP00000366061NMS900
ENSP00000366246GPC6900
ENSP00000366267GPC5900
ENSP00000366416EDNRB900
ENSP00000367086ACOT7800
ENSP00000367462OLAH800
ENSP00000367869900
ENSP00000367959HTR2A907
ENSP00000368678AGRN900
ENSP00000368683EDN1900
ENSP00000368766ADRA1D900
ENSP00000369643GRPR900
ENSP00000369647AVP900
ENSP00000369960ADRA1A900
ENSP00000372750CHRM5900
ENSP00000376609GRK5900
ENSP00000377836GPC3900
ENSP00000377948QRFPR900
ENSP00000378089NMB900
ENSP00000380247HRH1900
ENSP00000381105NPS900
ENSP00000382349ACSM4900
ENSP00000383558GCGR900
ENSP00000384665LPAR2900
ENSP00000386165CEBPD800
ENSP00000386331MYO7A900
ENSP00000387662GCG986
ENSP00000388825MLN908
ENSP00000393333TBXA2R900
ENSP00000398632CD44786
ENSP00000398698TNF749
ENSP00000414303BDNF800
ENSP00000419692RXRA742
ENSP00000420194CASR900
ENSP00000421725GC800
ENSP00000427514CEBPA800
ENSP00000433290LTB4R2900
ENSP00000434045GPR68900
ENSP00000436455NUCB2786
ENSP00000447803DDIT3822
ENSP00000454071LDLR918
ENSP00000468991MTRNR2L12900
ENSP00000471397815
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.

Designed by R.P. Vivek-Ananth, M Karthikeyan and Ajaya Kumar Sahoo