Dihydrojasmonic acid



Compound IDCDAMM02348
Common nameDihydrojasmonic acid
IUPAC name2-(3-oxo-2-pentylcyclopentyl)acetic acid
Molecular formulaC12H20O3

Experimental data

Retention time9.21
Adduct[M+H]+
Actual mz213.148
Theoretical mz213.148
Error1.76
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4542

Identifiers and class information

Inchi keyPQEYTAGBXNEUQL-UHFFFAOYNA-N
SmilesO=C(O)CC1CCC(=O)C1CCCCC
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

Pharmacokinetic properties

Number of descriptor values(#stars)1
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)6
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)212.288
Computed dipole moment(dipole)3.533
Total solvent accessible surface area (SASA)492.627
Hydrophobic component of SASA (FOSA)349.825
Hydrophilic component of SASA (FISA)142.802
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)821.352
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)4
Free energy of solvation of dipole (dip^2/V)0.0151958
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0081197
Globularity descriptor (glob)0.860993
Predicted polarizability in cubic angstroms (QPpolrz)22.864
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.02
Predicted octanol/gas partition coefficient (QPlogPoct)10.649
Predicted water/gas partition coefficient (QPlogPw)5.957
Predicted octanol/water partition coefficient (QPlogPo/w)2.293
Predicted aqueous solubility (QPlogS)-2.891
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.023
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.974
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)110.996
Predicted brain/blood partition coefficient (QPlogBB)-1.082
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)58.463
Predicted skin permeability, log Kp (QPlogKp)-3.575
PM3 calculated ionization potential (IP(ev))10.75
PM3 calculated electron affinity (EA(eV))-0.384
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.316
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)76.98
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)77.783
Number of nitrogen and oxygen atoms (#NandO)3
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
Q07869PPARAPeroxisome proliferator-activated receptor alphaT86591SwissTargetPrediction
Q03181PPARDPeroxisome proliferator-activated receptor deltaT36557SwissTargetPrediction
P30307CDC25CDual specificity phosphatase Cdc25CT40569SwissTargetPrediction and SEA
Q8TDU6GPBAR1G-protein coupled bile acid receptor 1T86273SwissTargetPrediction
P06746POLBDNA polymerase beta (by homology)T06958SEA
P43116PTGER2Prostanoid EP2 receptorT38529SEA
P49356FNTBFarnesyl protein transferaseT13127SwissTargetPrediction
P35408PTGER4Prostanoid EP4 receptorT18876SEA
P43115PTGER3Prostanoid EP3 receptorT85467SEA
P43119PTGIRProstanoid IP receptorT99954SEA
Q9Y4D2DAGLASn1-specific diacylglycerol lipase alphaT03150SEA
Q9H228S1PR5Sphingosine 1-phosphate receptor Edg-8T50089SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
O60603TLR2Toll-like receptor 2T82078SEA
P78325ADAM8Cell surface antigen MS2T95761SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T86591DI0187Hyperlipidemia[ICD-11: 5C80]Q07869PPARA
T86591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q07869PPARA
T86591DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q07869PPARA
T36557DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]Q03181PPARD
T36557DI0308Obesity[ICD-11: 5B80-5B81]Q03181PPARD
T86273DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q8TDU6GPBAR1
T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
T38529DI0003Abortion[ICD-11: JA00]P43116PTGER2
T38529DI0102Coronary atherosclerosis[ICD-11: BA52]P43116PTGER2
T38529DI0121Diabetic foot ulcer[ICD-11: BD54]P43116PTGER2
T38529DI0166Glaucoma[ICD-11: 9C61]P43116PTGER2
T38529DI0356Pulmonary hypertension[ICD-11: BB01]P43116PTGER2
T38529DI0378Sexual dysfunction[ICD-11: HA00-HA01]P43116PTGER2
T38529DI0413Transplant rejection[ICD-11: NE84]P43116PTGER2
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T18876DI0037Asthma[ICD-11: CA23]P35408PTGER4
T18876DI0175Heart failure[ICD-11: BD10-BD1Z]P35408PTGER4
T18876DI0264Migraine[ICD-11: 8A80]P35408PTGER4
T18876DI0303Non-small-cell lung cancer[ICD-11: 2C25]P35408PTGER4
T18876DI0324Pain[ICD-11: MG30-MG3Z]P35408PTGER4
T18876DI0360Rectum cancer[ICD-11: 2B92]P35408PTGER4
T18876DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35408PTGER4
T18876DI0414Transplanted organ/tissue[ICD-11: QB63]P35408PTGER4
T85467DI0166Glaucoma[ICD-11: 9C61]P43115PTGER3
T85467DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P43115PTGER3
T85467DI0414Transplanted organ/tissue[ICD-11: QB63]P43115PTGER3
T99954DI0003Abortion[ICD-11: JA00]P43119PTGIR
T99954DI0102Coronary atherosclerosis[ICD-11: BA52]P43119PTGIR
T99954DI0356Pulmonary hypertension[ICD-11: BB01]P43119PTGIR
T50089DI0275Multiple sclerosis[ICD-11: 8A40]Q9H228S1PR5
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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