Record Information
Version1.0
Creation date2010-04-08 22:11:18 UTC
Update date2018-01-23 19:35:25 UTC
Primary IDFDB014504
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFolic acid
DescriptionDietary supplement Folic acid (also known as vitamin B9, vitamin Bc or folacin) and folate (the naturally occurring form), as well as pteroyl-L-glutamic acid, pteroyl-L-glutamate, and pteroylmonoglutamic acid are forms of the water-soluble vitamin B9. [Wikipedia]. Folic acid is found in many foods, some of which are leavening agent, crisp bread, walleye, and stew.
CAS Number59-30-3
Structure
Thumb
Synonyms
SynonymSource
FolateChEBI
FolsaeureChEBI
N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acidChEBI
N-Pteroyl-L-glutamic acidChEBI
PGAChEBI
PteGluChEBI
Pteroyl-L-glutamic acidChEBI
Pteroyl-L-monoglutamic acidChEBI
Pteroylglutamic acidChEBI
Vitamin BCChEBI
Vitamin mChEBI
FolicetKegg
N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamateGenerator
N-Pteroyl-L-glutamateGenerator
Pteroyl-L-glutamateGenerator
Pteroyl-L-monoglutamateGenerator
PteroylglutamateGenerator
AcifolicHMDB
CytofolHMDB
Dosfolat b activHMDB
FolacidHMDB
FolacinHMDB
FolbalHMDB
FolcidinHMDB
FoldineHMDB
FolettesHMDB
FoliaminHMDB
FolipacHMDB
FolsanHMDB
FolsaureHMDB
FolsavHMDB
FolviteHMDB
IncafolicHMDB
Liver lactobacillus casei factorHMDB
MillafolHMDB
N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acidHMDB
N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acidHMDB
Pteroylmonoglutamic acidHMDB
Vitamin beHMDB
Folic acid, (DL)-isomerHMDB
Folic acid, sodium saltHMDB
Folic acid, (D)-isomerHMDB
Folic acid, monosodium saltHMDB
Folic acid, potassium saltHMDB
b9, VitaminHMDB
Folic acid, calcium salt (1:1)HMDB
Folic acid, monopotassium saltHMDB
Vitamin b9HMDB
Citrovorindb_source
Coenzyme Fdb_source
Factor ubiospider
Folcysteinebiospider
Folic acidbiospider
Foluitebiospider
Folvronbiospider
Leucaldb_source
Mittafolbiospider
N-[4-[[(2-Amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]glutamic acid, 9CIdb_source
N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-Pteridinyl)methyl]amino]benzoyl]-L-glutamic acidHMDB
Pteroylmonoglutamatebiospider
Vitamin bbiospider
Vitamin B11biospider
Vitamin B9biospider
Vitamin Bcdb_source
Vitamin Mdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.076 g/LALOGPS
logP-0.04ALOGPS
logP-0.68ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.37ChemAxon
pKa (Strongest Basic)2.09ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area208.99 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity111.01 m³·mol⁻¹ChemAxon
Polarizability42.06 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC19H19N7O6
IUPAC name(2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
InChI IdentifierInChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1
InChI KeyOVBPIULPVIDEAO-LBPRGKRZSA-N
Isomeric SMILESNC1=NC(=O)C2=NC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=CN=C2N1
Average Molecular Weight441.3975
Monoisotopic Molecular Weight441.139681375
Classification
Description belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 51.70%; H 4.34%; N 22.21%; O 21.75%DFC
Melting Point250 oC
Boiling PointNot Available
Experimental Water Solubility0.0016 mg/mL at 25 oCMERCK INDEX (1983)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D +23 (c, 0.5 in 1M NaOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-2249100000-5ad16461f6638538ea08View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00xr-4205390000-4152e24c68306bfe6554View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0006-0000900000-4208ea3c2f5d9026c19fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-0050900000-2c8ad037dc3b270765c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0007-0090300000-ebdec84cbb7fe5afbc0bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0007-0903600000-e5d91e4f2ab79d130b76View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-002b-0960000000-108d96993dc78f1e4b61View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0007-0903600000-e5d91e4f2ab79d130b76View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-002b-0960000000-108d96993dc78f1e4b61View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00bd-0544900000-aa9a130e2cf3dacfb954View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-0954100000-7be7eac442233b5d3bcfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-1960000000-1950169762886f41b6ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0114900000-bff7f5f3d20dcd6a4494View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00r7-1249300000-e322ba8675bb922877a9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9652000000-8c87fa7172ed19a7eb27View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9410000000-7cba521e870757539424View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID5815
ChEMBL IDCHEMBL1622
KEGG Compound IDC00504
Pubchem Compound ID6037
Pubchem Substance IDNot Available
ChEBI ID27470
Phenol-Explorer IDNot Available
DrugBank IDDB00158
HMDB IDHMDB00121
CRC / DFC (Dictionary of Food Compounds) IDJRL93-O:JRL93-O
EAFUS ID1396
Dr. Duke IDFOLIC-ACID|FOLACIN|FOLATE
BIGG ID35180
KNApSAcK IDC00001539
HET IDFOL
Flavornet IDNot Available
GoodScent IDrw1098971
SuperScent IDNot Available
Wikipedia IDFolic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti anemic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti cervicaldysplasic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti cheiliticDUKE
anti coronary52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti dementia52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti depressant52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti gingivitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti glossiticDUKE
anti gout52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti infertility52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti metaplasticDUKE
anti myelotoxic50247 Any protective agent counteracting or neutralizing the action of poisons.DUKE
anti neuropathicDUKE
anti periodontalDUKE
anti periodontiticDUKE
anti plaqueDUKE
anti polypDUKE
anti psychotic35476 Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.DUKE
anti spina-bifida52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
hematopoieticDUKE
immunostimulant50847 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.DUKE
uricosuricDUKE
xanthine oxidase inhibitor35634 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).DUKE
Enzymes
NameGene NameUniProt ID
Formimidoyltransferase-cyclodeaminaseFTCDO95954
Thiamine transporter 1SLC19A2O60779
Dihydrofolate reductaseDHFRP00374
Folate receptor alphaFOLR1P15328
Folate transporter 1SLC19A1P41440
Folate receptor gammaFOLR3P41439
Gamma-glutamyl hydrolaseGGHQ92820
Pathways
NameSMPDB LinkKEGG Link
Folate MetabolismSMP00053 map00670
Pterine BiosynthesisSMP00005 map00790
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.