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phytic acid

Structure via PubChem · Public domain (PubChem)

EntityQ409679· pop 37· linked from 399 articles

phytic acid

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Also known as {[2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid, phytine, 1D-myo-inositol hexakisphosphate, myo-inositol hexakisphosphate, fytic acid

chemical compound

OverviewAI-generated

Phytic acid is a chemical compound with the formula C₆H₁₈O₂₄P₆. Its IUPAC name is (2,3,4,5,6-pentaphosphonooxycyclohexyl) dihydrogen phosphate. The substance has a mass of 659.8614 and a weight of 660.04. It possesses a charge of 0, an xlogp of -10.3, and a topological polar surface area of 401. The molecule contains 12 hydrogen bond donors and 24 hydrogen bond acceptors.

In scientific literature, phytic acid is the subject of 6035 PubMed entries. It is referenced by 399 other encyclopedia articles. The compound is associated with the Commons category "Phytic acid".

Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C6H18O24P6
Molecular weight
660.04 g/mol
IUPAC name
(2,3,4,5,6-pentaphosphonooxycyclohexyl) dihydrogen phosphate
SMILES
C1(C(C(C(C(C1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O
InChIKey
IMQLKJBTEOYOSI-UHFFFAOYSA-N
XLogP
-10.3
Polar surface area
401 Ų
H-bond donors
12
H-bond acceptors
24
Formal charge
0

via PubChem

Research

6,035 papers

via PubMed

Wikidata facts

Has part
hydrogen
Mass
659.8614
Show 7 more facts
found in taxon
Pisum sativum
chemical formula
C₆H₁₈O₂₄P₆
isomeric 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
canonical SMILES
C1(C(C(C(C(C1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O
Commons category
Phytic acid
physically interacts with
zinc
subject has role
primary metabolite
Sources (4)

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Encyclopedic overview

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.

Excerpted from Wikipedia’s “phytic acid” article, available under the CC BY-SA 4.0 licence.