Syringic acid



Compound IDCDAMM00407
Common nameSyringic acid
IUPAC name4-hydroxy-3,5-dimethoxybenzoic acid
Molecular formulaC9H10O5

Experimental data

Retention time23.485
Adduct[M+H]+
Actual mz199.061
Theoretical mz199.06
Error6.53
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.47

Identifiers and class information

Inchi keyJMSVCTWVEWCHDZ-UHFFFAOYSA-N
SmilesCOC1=CC(=CC(=C1O)OC)C(=O)O
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)198.175
Computed dipole moment(dipole)5.915
Total solvent accessible surface area (SASA)402.936
Hydrophobic component of SASA (FOSA)186.759
Hydrophilic component of SASA (FISA)158.813
Pie component of the SASA (PISA)57.364
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)645.711
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)4.25
Free energy of solvation of dipole (dip^2/V)0.0541833
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0149165
Globularity descriptor (glob)0.896647
Predicted polarizability in cubic angstroms (QPpolrz)17.667
Predicted hexadecane/gas partition coefficient (QPlogPC16)6.202
Predicted octanol/gas partition coefficient (QPlogPoct)11.259
Predicted water/gas partition coefficient (QPlogPw)8.392
Predicted octanol/water partition coefficient (QPlogPo/w)0.984
Predicted aqueous solubility (QPlogS)-1.664
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.002
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.67
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)78.248
Predicted brain/blood partition coefficient (QPlogBB)-0.995
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)40.065
Predicted skin permeability, log Kp (QPlogKp)-3.86
PM3 calculated ionization potential (IP(ev))9.203
PM3 calculated electron affinity (EA(eV))0.544
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.698
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)66.594
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)86.77
Number of nitrogen and oxygen atoms (#NandO)5
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
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction and SEA
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction and SEA
P31213SRD5A2Steroid 5-alpha-reductase 2T71390SEA
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P23280CA6Carbonic anhydrase VIT06569SwissTargetPrediction and SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction and SEA
P22748CA4Carbonic anhydrase IVT53378SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
Q9H3R0KDM4CLysine-specific demethylase 4CT73863SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
O75164KDM4ALysine-specific demethylase 4AT18904SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
O15229KMOKynurenine 3-monooxygenaseT50973SEA
P29350PTPN6Protein-tyrosine phosphatase 1CT98264SEA
P06746POLBDNA polymerase beta (by homology)T06958SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
P07195LDHBL-lactate dehydrogenase B chainT88057SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P04035HMGCRHMG-CoA reductaseT53585SEA
Q15722LTB4RLeukotriene B4 receptor 1T59626SEA
P10276RARARetinoic acid receptor alphaT94085SEA
P41229KDM5CLysine-specific demethylase 5CT85540SEA
P47712PLA2G4ACytosolic phospholipase A2T14834SEA
Q9UGL1KDM5BLysine-specific demethylase 5BT56871SEA
Q9Y2K7KDM2ALysine-specific demethylase 2AT71949SEA
P34995PTGER1Prostanoid EP1 receptorT15497SEA
Q86YT5SLC13A5Solute carrier family 13 member 5T81547SEA
P17936IGFBP3Insulin-like growth factor binding protein 3T33455SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
Q9NPC2KCNK9Potassium channel subfamily K member 9T57613SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P13631RARGRetinoic acid receptor gammaT82146SEA
P10826RARBRetinoic acid receptor betaT61657SEA
P41235HNF4AHepatocyte nuclear factor 4-alphaT15514SEA
Q9H1C0LPAR5Lysophosphatidic acid receptor 5T18616SEA
Q92633LPAR1Lysophosphatidic acid receptor Edg-2T92640SEA
Q9Y337KLK5Kallikrein 5T11808SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
P13674P4HA1Prolyl 4-hydroxylasesubunit alpha-1T61729SEA
P49019HCAR3Hydroxycarboxylic acid receptor 3T00890SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P01100FOSProto-oncogene c-FosT28025SEA
Q9NXA8SIRT5NAD-dependent deacetylase sirtuin-5T91940SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
T71390DI0348Prostate hyperplasia[ICD-11: GA90]P31213SRD5A2
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
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
T59626DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]Q15722LTB4R
T59626DI0355Pulmonary disease[ICD-11: 1B10-1F85]Q15722LTB4R
T59626DI0361Renal cell carcinoma[ICD-11: 2C90]Q15722LTB4R
T94085DI0025Alzheimer disease[ICD-11: 8A20]P10276RARA
T94085DI0251Mature T-cell lymphoma[ICD-11: 2A90]P10276RARA
T14834DI0039Atopic eczema[ICD-11: EA80]P47712PLA2G4A
T15497DI0405Thrombosis[ICD-11: DB61-GB90]P34995PTGER1
T33455DI0115Dementia[ICD-11: 6D80-6D8Z]P17936IGFBP3
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T82146DI0005Acne vulgaris[ICD-11: ED80]P13631RARG
T82146DI0012Acute myeloid leukaemia[ICD-11: 2A60]P13631RARG
T82146DI0225Kaposi sarcoma[ICD-11: 2B57]P13631RARG
T82146DI0277Muscle calcification/ossification[ICD-11: FB31]P13631RARG
T82146DI0351Psoriasis[ICD-11: EA90]P13631RARG
T61657DI0225Kaposi sarcoma[ICD-11: 2B57]P10826RARB
T92640DI0146Fibrosis[ICD-11: GA14-GC01]Q92633LPAR1
T92640DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q92633LPAR1
T92640DI0351Psoriasis[ICD-11: EA90]Q92633LPAR1
T92640DI0399Systemic sclerosis[ICD-11: 4A42]Q92633LPAR1
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T61729DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P13674P4HA1
T61729DI0413Transplant rejection[ICD-11: NE84]P13674P4HA1
T00890DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P49019HCAR3
T00890DI0128Dyslipidemia[ICD-11: 5C80-5C81]P49019HCAR3
T00890DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P49019HCAR3
T00890DI0351Psoriasis[ICD-11: EA90]P49019HCAR3
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1

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