Ipurolic acid



Compound IDCDAMM01469
Common nameIpurolic acid
IUPAC name3,11-dihydroxytetradecanoic acid
Molecular formulaC14H28O4

Experimental data

Retention time15.29
Adduct[M+H]+
Actual mz261.21
Theoretical mz261.206
Error13.87
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.3025

Identifiers and class information

Inchi keyAVKYODWULTZQPQ-UHFFFAOYNA-N
SmilesO=C(O)CC(O)CCCCCCCC(O)CCC
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

Pharmacokinetic properties

Number of descriptor values(#stars)2
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)14
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)260.373
Computed dipole moment(dipole)6.533
Total solvent accessible surface area (SASA)625.698
Hydrophobic component of SASA (FOSA)449.083
Hydrophilic component of SASA (FISA)176.614
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1044.87
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)4.4
Free energy of solvation of dipole (dip^2/V)0.0408532
Index of cohesive interaction in solids (ACxDN^.5/SA)0.009945
Globularity descriptor (glob)0.795868
Predicted polarizability in cubic angstroms (QPpolrz)26.672
Predicted hexadecane/gas partition coefficient (QPlogPC16)9.559
Predicted octanol/gas partition coefficient (QPlogPoct)13.726
Predicted water/gas partition coefficient (QPlogPw)6.601
Predicted octanol/water partition coefficient (QPlogPo/w)3.104
Predicted aqueous solubility (QPlogS)-3.682
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.736
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.028
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)53.048
Predicted brain/blood partition coefficient (QPlogBB)-2.139
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)26.321
Predicted skin permeability, log Kp (QPlogKp)-3.43
PM3 calculated ionization potential (IP(ev))10.898
PM3 calculated electron affinity (EA(eV))-1.041
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.22
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)75.986
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)91.056
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P15090FABP4Fatty acid binding protein adipocyteT07217SwissTargetPrediction
Q03181PPARDPeroxisome proliferator-activated receptor deltaT36557SwissTargetPrediction
O14842FFAR1Free fatty acid receptor 1T25608SwissTargetPrediction
P08253MMP2Matrix metalloproteinase 2T68251SEA
P08254MMP3Matrix metalloproteinase 3T86702SEA
P09237MMP7Matrix metalloproteinase 7T73475SEA
P04035HMGCRHMG-CoA reductaseT53585SEA
P0DJD9PGA5Pepsin AT17863SEA
P39900MMP12Matrix metalloproteinase 12T03500SEA
Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
O95749GGPS1GeranyltranstransferaseT86528SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
O60603TLR2Toll-like receptor 2T82078SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T36557DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]Q03181PPARD
T36557DI0308Obesity[ICD-11: 5B80-5B81]Q03181PPARD
T25608DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O14842FFAR1
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
T86702DI0101Corneal disease[ICD-11: 9A76-9A78]P08254MMP3
T86702DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P08254MMP3
T86702DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P08254MMP3
T86702DI0275Multiple sclerosis[ICD-11: 8A40]P08254MMP3
T86702DI0287Myocardial infarction[ICD-11: BA41-BA43]P08254MMP3
T86702DI0320Osteoarthritis[ICD-11: FA00-FA05]P08254MMP3
T86702DI0366Rheumatoid arthritis[ICD-11: FA20]P08254MMP3
T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
T53585DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P04035HMGCR
T53585DI0102Coronary atherosclerosis[ICD-11: BA52]P04035HMGCR
T53585DI0128Dyslipidemia[ICD-11: 5C80-5C81]P04035HMGCR
T53585DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P04035HMGCR
T53585DI0275Multiple sclerosis[ICD-11: 8A40]P04035HMGCR
T53585DI0287Myocardial infarction[ICD-11: BA41-BA43]P04035HMGCR
T53585DI0324Pain[ICD-11: MG30-MG3Z]P04035HMGCR
T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
T86528DI0057Bone paget disease[ICD-11: FB85]O95749GGPS1
T86528DI0237Low bone mass disorder[ICD-11: FB83]O95749GGPS1
T86528DI0267Mineral excesses[ICD-11: 5B91]O95749GGPS1
T86528DI0281Musculoskeletal disorder[ICD-11: FA00-FC0Z]O95749GGPS1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2

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