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Phytic acid information


Phytic acid
Structural formula of phytic acid
Ball-and-stick model of phytic acid
  Carbon, C
  Hydrogen, H
  Oxygen, O
  Phosphorus, P
Space-filling model of phytic acid
Names
IUPAC name
(1R,2S,3r,4R,5S,6s)-cyclohexane-1,2,3,4,5,6-hexayl hexakis[dihydrogen (phosphate)]
Identifiers
CAS Number
  • 83-86-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17401 checkY
ChemSpider
  • 16735966 checkY
ECHA InfoCard 100.001.369 Edit this at Wikidata
E number E391 (antioxidants, ...)
PubChem CID
  • 890
UNII
  • 7IGF0S7R8I checkY
CompTox Dashboard (EPA)
  • DTXSID40889331 Edit this at Wikidata
InChI
  • InChI=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- checkY
    Key: IMQLKJBTEOYOSI-GPIVLXJGSA-N checkY
  • InChI=1/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-
    Key: IMQLKJBTEOYOSI-GPIVLXJGBP
SMILES
  • [C@@H]1([C@@H]([C@@H]([C@@H]([C@H]([C@@H]1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O
Properties
Chemical formula
C6H18O24P6
Molar mass 660.029 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Phytic acid is a six-fold dihydrogenphosphate ester of inositol (specifically, of the myo isomer), also called inositol hexaphosphate, inositol hexakisphosphate (IP6) or inositol polyphosphate. At physiological pH, the phosphates are partially ionized, resulting in the phytate anion.

The (myo) phytate anion is a colorless species that has significant nutritional role as the principal storage form of phosphorus in many plant tissues, especially bran and seeds. It is also present in many legumes, cereals, and grains. Phytic acid and phytate have a strong binding affinity to the dietary minerals calcium, iron, and zinc, inhibiting their absorption in the small intestine.[1]

The lower inositol polyphosphates are inositol esters with less than six phosphates, such as inositol penta- (IP5), tetra- (IP4), and triphosphate (IP3). These occur in nature as catabolites of phytic acid.

  1. ^ Schlemmer, U.; Frølich, W.; Prieto, R. M.; Grases, F. (2009). "Phytate in foods and significance for humans: Food sources, intake, processing, bioavailability, protective role and analysis" (PDF). Molecular Nutrition & Food Research. 53 (Suppl 2): S330–75. doi:10.1002/mnfr.200900099. PMID 19774556.

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Phytic acid

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Phytic acid is a six-fold dihydrogenphosphate ester of inositol (specifically, of the myo isomer), also called inositol hexaphosphate, inositol hexakisphosphate...

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Inositol

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hexaphosphate of inositol, phytic acid or its salts, the phytates, serve as phosphate stores in seed, for example in nuts and beans. Phytic acid also occurs in cereals...

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Phytase

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phosphohydrolase) is any type of phosphatase enzyme that catalyzes the hydrolysis of phytic acid (myo-inositol hexakisphosphate) – an indigestible, organic form of phosphorus...

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Soy milk

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germination time for the beans used, acidity, total protein and carbohydrates, phytic acid content, and viscosity. Raw soy milk may be sweetened, flavored, and...

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Plant secondary metabolism

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walls. Phytic acid is also known to bond with many different minerals, and by doing so prevents those minerals from being absorbed; making phytic acid an...

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Soybean

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meat and dairy substitutes. Soybeans contain significant amounts of phytic acid, dietary minerals and B vitamins. Soy vegetable oil, used in food and...

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Sprouting

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phytic acid. Similarly, Shipard (2005) states that enzymes of germination and sprouting can help decrease the detrimental substances such as phytic acid...

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Antioxidant

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and preventing them from being absorbed. Examples are oxalic acid, tannins and phytic acid, which are high in plant-based diets. Calcium and iron deficiencies...

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Antinutrient

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the amount of phytic acid is commonly reduced in animal feeds by adding histidine acid phosphate type of phytases to them. Oxalic acid and oxalates are...

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Uric acid

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acid is a heterocyclic compound of carbon, nitrogen, oxygen, and hydrogen with the formula C5H4N4O3. It forms ions and salts known as urates and acid...

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Protein quality

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Acid Score (DIAAS) to supersede PDCAAS. The main limitations of PDCAAS is that it does not take into account anti-nutrient factors like phytic acid and...

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List of phytochemicals in food

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cyclic acids Phytic acid (inositol hexaphosphate) cereals, nuts, sesame seeds, soybeans, wheat, pumpkin, beans, almonds. Quinic acid Oxalic acid orange...

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Bean

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amounts of antinutrients that inhibit some enzyme processes in the body. Phytic acid and phytates, present in grains, nuts, seeds and beans, interfere with...

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Bran

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essential fatty acids, and contains significant quantities of starch, protein, vitamins, and dietary minerals. It is also a source of phytic acid, an antinutrient...

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Sugar phosphates

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Examples include: Dihydroxyacetonephosphate Glucose-6-phosphate Phytic acid Teichoic acid The sugar-phosphate backbone has multiplex electronic structure...

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Rennet

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Mediterranean uses enzymes from thistle or Cynara (artichokes and cardoons). Phytic acid, derived from unfermented soybeans, or fermentation-produced chymosin...

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Adenosine monophosphate

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5'-adenylic acid, is a nucleotide. AMP consists of a phosphate group, the sugar ribose, and the nucleobase adenine. It is an ester of phosphoric acid and the...

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Adenosine diphosphate

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glycolytic reactions take place. The citric acid cycle, also known as the Krebs cycle or the TCA (tricarboxylic acid) cycle is an 8-step process that takes...

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Cytosine

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Nucleïnsäure (Adenylsäure)" (Preparation and cleavage products of nucleic acids (adenic acid)), Berichte der Deutschen Chemischen Gesellschaft zu Berlin, 27 :...

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Guanosine monophosphate

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5′-guanidylic acid or guanylic acid (conjugate base guanylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the...

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Uridine monophosphate

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known as 5′-uridylic acid (conjugate base uridylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside...

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Xanthine oxidase

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oxidative eye injury. Inhibitors of XO include allopurinol, oxypurinol, and phytic acid. It has also been found to be inhibited by flavonoids, including those...

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Lentil

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"The Influence of Soaking and Germination on the Phytase Activity and Phytic Acid Content of Grains and Seeds Potentially Useful for Complementary Feedin"...

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Macrotyloma uniflorum

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following a high temperature short time (HTST) treatment, the content of phytic acid, tannins and protease-inhibitors could be reduced by 46%, 61% and 92%...

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Nucleotide

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They serve as monomeric units of the nucleic acid polymers – deoxyribonucleic acid (DNA) and ribonucleic acid (RNA), both of which are essential biomolecules...

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Cytidine monophosphate

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5'-cytidylic acid or simply cytidylate, and abbreviated CMP, is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the...

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Purine

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reaction sequence was uric acid (8), which had been isolated from kidney stones by Carl Wilhelm Scheele in 1776. Uric acid (8) was reacted with PCl5 to...

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Phenolphthalein

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Phenolphthalein is often used as an indicator in acid–base titrations. For this application, it turns colorless in acidic solutions and pink in basic solutions....

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