2-Hydroxy-6-pentadecylbenzoic acid



Compound IDCDAMM02354
Common name2-Hydroxy-6-pentadecylbenzoic acid
IUPAC name2-hydroxy-6-pentadecylbenzoic acid
Molecular formulaC22H36O3

Experimental data

Retention time14.45
Adduct[M+NH4]+
Actual mz366.3
Theoretical mz366.3
Error0.34
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.1937

Identifiers and class information

Inchi keyADFWQBGTDJIESE-UHFFFAOYSA-N
SmilesO=C(O)C=1C(O)=CC=CC1CCCCCCCCCCCCCCC
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)5
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)16
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)348.525
Computed dipole moment(dipole)7.184
Total solvent accessible surface area (SASA)791.223
Hydrophobic component of SASA (FOSA)534.479
Hydrophilic component of SASA (FISA)134.558
Pie component of the SASA (PISA)122.186
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1367.12
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)1.75
Free energy of solvation of dipole (dip^2/V)0.0377553
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0022118
Globularity descriptor (glob)0.7529
Predicted polarizability in cubic angstroms (QPpolrz)39.451
Predicted hexadecane/gas partition coefficient (QPlogPC16)13.239
Predicted octanol/gas partition coefficient (QPlogPoct)15.069
Predicted water/gas partition coefficient (QPlogPw)3.029
Predicted octanol/water partition coefficient (QPlogPo/w)6.888
Predicted aqueous solubility (QPlogS)-7.509
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.939
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.306
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)132.888
Predicted brain/blood partition coefficient (QPlogBB)-1.983
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)71.02
Predicted skin permeability, log Kp (QPlogKp)-2.033
PM3 calculated ionization potential (IP(ev))9.56
PM3 calculated electron affinity (EA(eV))0.303
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)1.189
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)92.322
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)67.251
Number of nitrogen and oxygen atoms (#NandO)3
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P14555PLA2G2APhospholipase A2 group IIAT19160SEA
P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA
P21554CNR1Cannabinoid receptor 1 (by homology)T76685SEA
P05164MPOMyeloperoxidaseT23471SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
O00519FAAHAnandamide amidohydrolaseT11754SEA
Q8NER1TRPV1Vanilloid receptorT83193SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
P08253MMP2Matrix metalloproteinase 2T68251SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P00338LDHAL-lactate dehydrogenase A chainT15053SEA
P07195LDHBL-lactate dehydrogenase B chainT88057SEA
Q9HC97GPR35G-protein coupled receptor 35T56143SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
P09237MMP7Matrix metalloproteinase 7T73475SEA
P24723PRKCHProtein kinase C etaT40149SEA
Q15722LTB4RLeukotriene B4 receptor 1T59626SEA
Q99685MGLLMonoglyceride lipaseT18664SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P10276RARARetinoic acid receptor alphaT94085SEA
P08842STSSteryl-sulfataseT33489SEA
P48039MTNR1AMelatonin receptor 1AT97613SEA
P49286MTNR1BMelatonin receptor 1BT48268SEA
P34972CNR2Cannabinoid receptor 2T37693SEA
P47712PLA2G4ACytosolic phospholipase A2T14834SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
Q9Y4D2DAGLASn1-specific diacylglycerol lipase alphaT03150SEA
Q9H228S1PR5Sphingosine 1-phosphate receptor Edg-8T50089SEA
P21453S1PR1Sphingosine 1-phosphate receptor Edg-1T13852SEA
P00390GSRGlutathione reductaseT30803SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
Q9NR97TLR8Toll-like receptor 8T48703SEA
Q9NRA0SPHK2Sphingosine kinase 2T31989SEA
Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
Q99500S1PR3Sphingosine 1-phosphate receptor Edg-3T11241SEA
P10826RARBRetinoic acid receptor betaT61657SEA
O75908SOAT2Acyl coenzyme A:cholesterol acyltransferase 2T14463SEA
O94759TRPM2Transient receptor potential cation channel subfamily M member 2T78205SEA
O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
O95977S1PR4Sphingosine 1-phosphate receptor Edg-6T17523SEA
Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
Q9NQS5GPR84G-protein coupled receptor 84T98091SEA
Q9UJM8HAO1Hydroxyacid oxidase 1T63170SEA
P49019HCAR3Hydroxycarboxylic acid receptor 3T00890SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
O60603TLR2Toll-like receptor 2T82078SEA
O95749GGPS1GeranyltranstransferaseT86528SEA
Q9HB89NMUR1Neuromedin-U receptor 1T83382SEA
Q9H6Q9KIF20BKinesin-like protein KIF20BT92865SEA
Q9NPC1LTB4R2Leukotriene B4 receptor 2T30563SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T19160DI0062Breast cancer[ICD-11: 2C60-2C6Y]P14555PLA2G2A
T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
T76685DI0031Anorexia nervosa[ICD-11: 6B80]P21554CNR1
T76685DI0214Insomnia[ICD-11: 7A00-7A0Z]P21554CNR1
T76685DI0308Obesity[ICD-11: 5B80-5B81]P21554CNR1
T23471DI0229Left ventricular failure[ICD-11: BD11]P05164MPO
T23471DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P05164MPO
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
T83193DI0163General pain disorder[ICD-11: 8E43]Q8NER1TRPV1
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
T40149DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P24723PRKCH
T59626DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]Q15722LTB4R
T59626DI0355Pulmonary disease[ICD-11: 1B10-1F85]Q15722LTB4R
T59626DI0361Renal cell carcinoma[ICD-11: 2C90]Q15722LTB4R
T18664DI0163General pain disorder[ICD-11: 8E43]Q99685MGLL
T18664DI0409Tic disorder[ICD-11: 8A05]Q99685MGLL
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T94085DI0025Alzheimer disease[ICD-11: 8A20]P10276RARA
T94085DI0251Mature T-cell lymphoma[ICD-11: 2A90]P10276RARA
T33489DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P08842STS
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
T14834DI0039Atopic eczema[ICD-11: EA80]P47712PLA2G4A
T50089DI0275Multiple sclerosis[ICD-11: 8A40]Q9H228S1PR5
T13852DI0275Multiple sclerosis[ICD-11: 8A40]P21453S1PR1
T13852DI0419Ulcerative colitis[ICD-11: DD71]P21453S1PR1
T30803DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00390GSR
T48703DI0133Epidermal dysplasias[ICD-11: EK90]Q9NR97TLR8
T48703DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]Q9NR97TLR8
T48703DI0180Herpes simplex infection[ICD-11: 1F00]Q9NR97TLR8
T48703DI0239Lupus erythematosus[ICD-11: 4A40]Q9NR97TLR8
T48703DI0252Melanoma[ICD-11: 2C30]Q9NR97TLR8
T48703DI0283Mycosis fungoides[ICD-11: 2B01]Q9NR97TLR8
T48703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NR97TLR8
T48703DI0393Squamous cell carcinoma[ICD-11: 2B60-2D01]Q9NR97TLR8
T48703DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q9NR97TLR8
T31989DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9NRA0SPHK2
T11241DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q99500S1PR3
T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB
T14463DI0017Adrenal cancer[ICD-11: 2D11]O75908SOAT2
T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
T98091DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q9NQS5GPR84
T98091DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q9NQS5GPR84
T63170DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]Q9UJM8HAO1
T00890DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P49019HCAR3
T00890DI0128Dyslipidemia[ICD-11: 5C80-5C81]P49019HCAR3
T00890DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P49019HCAR3
T00890DI0351Psoriasis[ICD-11: EA90]P49019HCAR3
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
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
T30563DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]Q9NPC1LTB4R2
T30563DI0361Renal cell carcinoma[ICD-11: 2C90]Q9NPC1LTB4R2

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