5-Methyltetrahydrofolic acid



Compound IDCDAMM02490
Common name5-Methyltetrahydrofolic acid
IUPAC name2-[[4-[(2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
Molecular formulaC20H25N7O6

Experimental data

Retention time8.02
Adduct[M+H]+
Actual mz460.193
Theoretical mz460.194
Error1.9
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.2371

Identifiers and class information

Inchi keyZNOVTXRBGFNYRX-OPRVKOPNNA-N
SmilesO=C(O)CCC(NC(=O)C1=CC=C(C=C1)NCC2N(C=3C(=O)NC(=NC3NC2)N)C)C(=O)O
SuperclassOrganoheterocyclic compounds
ClassPteridines and 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)2
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)10
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)459.461
Computed dipole moment(dipole)8.603
Total solvent accessible surface area (SASA)777.399
Hydrophobic component of SASA (FOSA)200.589
Hydrophilic component of SASA (FISA)425.422
Pie component of the SASA (PISA)151.388
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1368.43
Number of hydrogen bond donors (donorHB)7.25
Number of hydrogen bond acceptors (accptHB)12.25
Free energy of solvation of dipole (dip^2/V)0.0540851
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0424288
Globularity descriptor (glob)0.766778
Predicted polarizability in cubic angstroms (QPpolrz)43.635
Predicted hexadecane/gas partition coefficient (QPlogPC16)16.842
Predicted octanol/gas partition coefficient (QPlogPoct)33.277
Predicted water/gas partition coefficient (QPlogPw)25.992
Predicted octanol/water partition coefficient (QPlogPo/w)0.229
Predicted aqueous solubility (QPlogS)-4.236
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.245
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.413
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.059
Predicted brain/blood partition coefficient (QPlogBB)-4.863
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.021
Predicted skin permeability, log Kp (QPlogKp)-7.867
PM3 calculated ionization potential (IP(ev))7.688
PM3 calculated electron affinity (EA(eV))0.255
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.933
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
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)240.326
Number of nitrogen and oxygen atoms (#NandO)13
Number of violations of Lipinski’s rule of five (RuleOfFive)2
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
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction
P04818TYMSThymidylate synthase (by homology)T98397SwissTargetPrediction and SEA
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
P05067APPBeta amyloid A4 proteinT87024SwissTargetPrediction
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
P06239LCKTyrosine-protein kinase LCKT12499SwissTargetPrediction
Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SwissTargetPrediction
P08473MMENeprilysinT05409SwissTargetPrediction
Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction
P35968KDRVascular endothelial growth factor receptor 2T80975SwissTargetPrediction
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
P17706PTPN2T-cell protein-tyrosine phosphataseT49156SwissTargetPrediction
Q07869PPARAPeroxisome proliferator-activated receptor alphaT86591SwissTargetPrediction
Q03181PPARDPeroxisome proliferator-activated receptor deltaT36557SwissTargetPrediction
P37231PPARGPeroxisome proliferator-activated receptor gammaT58921SwissTargetPrediction
P29466CASP1Caspase-1T98269SwissTargetPrediction
P39900MMP12Matrix metalloproteinase 12T03500SwissTargetPrediction
P42574CASP3Caspase-3T57943SwissTargetPrediction
O43174CYP26A1Cytochrome P450 26A1T84634SEA
Q9H244P2RY12Purinergic receptor P2Y12 (by homology)T46937SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P35557GCKHexokinase type IVT87166SwissTargetPrediction
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
Q92820GGHGamma-glutamyl hydrolaseT71646SEA
P00374DHFRDihydrofolate reductaseT17345SwissTargetPrediction and SEA
Q13526PIN1Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1T16308SEA
P22102GARTGAR transformylaseT72042SwissTargetPrediction and SEA
Q99707MTRMethionine synthaseT21661SwissTargetPrediction and SEA
P12259F5Coagulation factor VT37510SwissTargetPrediction
P29401TKTTransketolaseT67754SwissTargetPrediction
P15328FOLR1Folate receptor alphaT83386SEA
P14207FOLR2Folate receptor betaT82297SEA
Q96NT5SLC46A1Proton-coupled folate transporterT19229SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
P00439PAHPhenylalanine hydroxylaseT76213SEA

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
T98397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P04818TYMS
T98397DI0395Stomach cancer[ICD-11: 2B72]P04818TYMS
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
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
T12499DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P06239LCK
T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T80975DI0062Breast cancer[ICD-11: 2C60-2C6Y]P35968KDR
T80975DI0095Colorectal cancer[ICD-11: 2B91]P35968KDR
T80975DI0160Gastrointestinal stromal tumour[ICD-11: 2B5B]P35968KDR
T80975DI0244Malignant digestive organ neoplasm[ICD-11: 2C11]P35968KDR
T80975DI0361Renal cell carcinoma[ICD-11: 2C90]P35968KDR
T80975DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35968KDR
T80975DI0395Stomach cancer[ICD-11: 2B72]P35968KDR
T80975DI0403Thrombocytopenia[ICD-11: 3B64]P35968KDR
T80975DI0407Thyroid cancer[ICD-11: 2D10]P35968KDR
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
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
T58921DI0009Acute diabete complication[ICD-11: 5A2Y]P37231PPARG
T58921DI0025Alzheimer disease[ICD-11: 8A20]P37231PPARG
T58921DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P37231PPARG
T98269DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P29466CASP1
T98269DI0146Fibrosis[ICD-11: GA14-GC01]P29466CASP1
T98269DI0366Rheumatoid arthritis[ICD-11: FA20]P29466CASP1
T98269DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P29466CASP1
T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
T84634DI0314Oesophagitis[ICD-11: DA24]O43174CYP26A1
T46937DI0287Myocardial infarction[ICD-11: BA41-BA43]Q9H244P2RY12
T46937DI0405Thrombosis[ICD-11: DB61-GB90]Q9H244P2RY12
T87166DI0009Acute diabete complication[ICD-11: 5A2Y]P35557GCK
T87166DI0120Diabetes mellitus[ICD-11: 5A10]P35557GCK
T87166DI0308Obesity[ICD-11: 5B80-5B81]P35557GCK
T87166DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P35557GCK
T17345DI0207Indeterminate colitis[ICD-11: DD72]P00374DHFR
T17345DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00374DHFR
T17345DI0416Tuberculosis[ICD-11: 1B10-1B12]P00374DHFR
T17345DI0427Urinary tract infection[ICD-11: GC08]P00374DHFR
T16308DI0238Lung cancer[ICD-11: 2C25]Q13526PIN1
T72042DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P22102GART
T37510DI0073Cerebral ischaemia[ICD-11: 8B1Z]P12259F5
T37510DI0375Sepsis[ICD-11: 1G40-1G41]P12259F5
T83386DI0243Malaria[ICD-11: 1F40-1F45]P15328FOLR1
T83386DI0321Ovarian cancer[ICD-11: 2C73]P15328FOLR1
T19229DI0150Folate deficiency anaemia[ICD-11: 3A02]Q96NT5SLC46A1
T19229DI0231Leukaemia[ICD-11: 2A60-2B33]Q96NT5SLC46A1
T19229DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q96NT5SLC46A1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T76213DI0258Metabolism inborn error[ICD-11: 5C50]P00439PAH

Copyright © 2025