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Phytic acid (FDB000374)

Record Information
Version1.0
Creation date2010-04-08 22:04:32 UTC
Update date2020-09-17 15:41:06 UTC
Primary IDFDB000374
Secondary Accession Numbers
  • FDB004962
Chemical Information
FooDB NamePhytic acid
Descriptionmyo-Inositol hexakisphosphate, also known as phytate or phytic acid, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. myo-Inositol hexakisphosphate is an extremely strong acidic compound (based on its pKa). Outside of the human body, myo-Inositol hexakisphosphate is found, on average, in the highest concentration within a few different foods, such as flaxseeds, wild carrots, and carrots and in a lower concentration in corns, barley, and almonds. myo-Inositol hexakisphosphate has also been detected, but not quantified in, several different foods, such as broccoli, lentils, mango, avocado, and black walnuts. This could make myo-inositol hexakisphosphate a potential biomarker for the consumption of these foods.
CAS Number83-86-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility13.7 g/LALOGPS
logP0.11ALOGPS
logP-4.5ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)0.14ChemAxon
Physiological Charge-12ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area400.56 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity101.01 m³·mol⁻¹ChemAxon
Polarizability42.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H18O24P6
IUPAC name{[(1s,2R,3R,4r,5S,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6-
InChI KeyIMQLKJBTEOYOSI-GPIVLXJGSA-N
Isomeric SMILESOP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O
Average Molecular Weight660.0353
Monoisotopic Molecular Weight659.861370576
Classification
Description Belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentInositol phosphates
Alternative Parents
Substituents
  • Inositol phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 10.92%; H 2.75%; O 58.18%; P 28.16%DFC
Melting Point< 25 oC
Boiling PointNot Available
Experimental Water Solubility1000 mg/mLMERCK INDEX (1996)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPhytic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9010130000-79789c04eb088a4921f4Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-001i-0010900000-46d89c793fba346cf7e92020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-001i-1009000000-46b7a4c75bff46979e0b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-001i-0009100000-cf2ce2a974b658d7c3282020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-08gi-0977000000-41fc9434c05c6ae2e5832020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-001i-0000900000-dbb6ef62e0f42b07be5d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-0udi-0109000000-6a74302cf09c82ed2c602020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 27V, negativesplash10-0a4i-0000009000-486f077b60ab3f17a02c2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0a4i-0000019000-0705d658e5a0a9dc93092020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 42V, negativesplash10-08fr-0000297000-94fd4b547fb4f498fede2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-03di-0000591000-4bb0e70b029e9a7198b32020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 55V, negativesplash10-03di-0001960000-f20e432fbb20c7fb27572020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 65V, negativesplash10-01q9-0213910000-3eb56c68248fd7fab97a2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 68V, negativesplash10-01q9-0314910000-b5ff058b03b1800f858a2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 75V, negativesplash10-06si-1626900000-3adb5220231709ac850b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 81V, negativesplash10-0a7i-2926500000-58768ea75ae02711d3982020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 89V, negativesplash10-0a6r-3914200000-f28cba023fc51560b41d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 95V, negativesplash10-0a6r-4915200000-f41fea66cbae73b151702020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 104V, negativesplash10-056r-8914100000-bfe3540072adbf7a72542020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 112V, negativesplash10-056r-9713000000-00685357fa2376ac868f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 124V, negativesplash10-004i-9401000000-1d01747e43a821106cc82020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 129V, negativesplash10-056r-9500000000-e90799c283bf8b2e5fa32020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 155V, negativesplash10-004i-9100000000-f58c31e149759919ec652020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-03di-0000391000-679c843ca9b00b3a12962020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-014i-0109100000-5d5b22140d5b0cf62d622020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 46V, negativesplash10-0ap0-0981000000-0395167a0d68d4487c0b2020-07-21View Spectrum
NMRNot Available
ChemSpider ID866
ChEMBL IDCHEMBL2005481
KEGG Compound IDC01204
Pubchem Compound ID890
Pubchem Substance IDNot Available
ChEBI ID17401
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03502
CRC / DFC (Dictionary of Food Compounds) IDFCS22-I:BBJ06-O
EAFUS IDNot Available
Dr. Duke IDPHYTATE|PHYTIC-ACID|PHYTIN
BIGG ID37070
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPhytic_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 aggregantDUKE
anti cancer35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hypocalcemicDUKE
hypocholesterolemicDUKE
hypolipidemicDUKE
Enzymes
NameGene NameUniProt ID
SedoheptulokinaseSHPKQ9UHJ6
Multiple inositol polyphosphate phosphatase 1MINPP1Q9UNW1
Inositol-pentakisphosphate 2-kinaseIPPKQ9H8X2
Inositol hexakisphosphate kinase 3IHPK3Q5TAQ4
Putative uncharacterized protein IP6K1IP6K1Q92551
Pathways
NameSMPDB LinkKEGG Link
Inositol MetabolismSMP00011 map00562
Inositol Phosphate MetabolismSMP00462 map00562
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).