Phytic acid

Names

[ CAS No. ]:
83-86-3

[ Name ]:
Phytic acid

[Synonym ]:
myo-inositol-1,2,3,4,5,6-hexakis-dihydrogenphosphate
Phytine
Phyticacid
Fytic acid
inositol hexakisphosphate
Alkalovert
myo-Inositol hexaphosphate
(2,3,4,5,6-pentaphosphonooxycyclohexyl) dihydrogen phosphate
Inositol hexaphosphate
Phytate
myo-inositol 1,2,3,4,5,6-hexakisphosphate
Alkovert
1,2,3,4,5,6-Cyclohexanehexol, hexakis(dihydrogen phosphate), sodium salt (1:12)
Acidum fyticum
MFCD00082309
Dodecasodium 1,2,3,4,5,6-cyclohexanehexayl hexakis(phosphate)
EINECS 201-506-6

Biological Activity

[Description]:

Phytic acid is a major phosphorus storage compound of most seeds and cereal grains.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Xanthine Oxidase

Research Areas >> Inflammation/Immunology

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

Phytic acid, a major phosphorus storage compound of most seeds and cereal grains, contributes about 1 to 7% of their dry weight. It may account for more than 70% of the total kernel phosphorus. Phytic acid has the strong ability to chelate multivalent metal ions, especially zinc, calcium, and iron. The binding can result in very insoluble salts that are poorly absorbed from the gastrointestinal tract, which results in poor bioavailability of minerals. Phytic acid is also considered to be a natural antioxidant and is suggested to have potential functions of reducing lipid peroxidation and as a preservative in foods[1]. Phytic acid inhibits the formation of uric acid from xanthine with an IC50 of about 30 mM. The generation of the superoxide is greatly affected by phytic acid; the IC50 is about 6 mM, indicating that the superoxide generating domain of XO is more sensitive to phytic acid[2]. There has been observed an inhibition of tumor growth and induction of cell differentiation in the presence of phytic acid in a few cancer cell lines including colon, nipple, breast, prostate, cervix, liver, pancreas, melanoma and glioblastoma[3].

[In Vivo]

Phytic acid has a neuroprotective effect in MPTP-induced PD model and the neuroprotection is correlated with its anti-inflammatory effect which may be associated with suppression of pathways that involved in NF-κB and p-ERK. Phytic acid significantly inhibits MPTP-induced dopaminergic cell loss in the substantia nigra (SN). Moreover, using immunohistochemistry method and quantitative polymerase chain reaction (qPCR), microglial activation and inducible nitric oxide synthase (iNOS) are found to be markedly repressed by phytic acid[4].

[Animal admin]

Mice: MPTP (20 mg/kg/day, i.p.) is administrated for 5 days and animals are killed at 7 days later. Phytic acid (30 mg/kg/day, i.p.) or normalsaline is injected 4 days before MPTP administration and con-tinued until mice are killed, reaching a total treatment period of16 days[4].

[References]

[1]. Zhou JR, et al. Phytic acid in health and disease. Crit Rev Food Sci Nutr. 1995 Nov;35(6):495-508.

[2]. Muraoka S, et al. Inhibition of xanthine oxidase by phytic acid and its antioxidative action. Life Sci. 2004 Feb 13;74(13):1691-700.

[3]. Nawrocka-Musial D, et al. Phytic acid--anticancer nutriceutic. Pol Merkur Lekarski. 2012 Jul;33(193):43-7.

[4]. Lv Y, et al. Phytic acid attenuates inflammatory responses and the levels of NF-κB and p-ERK in MPTP-induced Parkinson's disease model of mice. Neurosci Lett. 2015 Jun 15;597:132-6.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
2.4±0.1 g/cm3

[ Boiling Point ]:
1190.7±75.0 °C at 760 mmHg

[ Molecular Formula ]:
C₆H₁₈O₂₄P₆

[ Molecular Weight ]:
660.04

[ Flash Point ]:
673.9±37.1 °C

[ PSA ]:
459.42000

[ LogP ]:
-8.47

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.629

[ Storage condition ]:
Refrigerator

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
MISCIBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM7525000

CHEMICAL NAME :: Inositol, hexakis(dihydrogen phosphate), myo-

CAS REGISTRY NUMBER :: 83-86-3

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C6-H18-O24-P6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 22,279,1982

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 45 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1289,1935

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H290-H314-H335

[ Precautionary Statements ]:
P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
1760

[ WGK Germany ]:
-

[ RTECS ]:
NM7525000

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
2919900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2919900090

[ Summary ]:
2919900090 other phosphoric esters and their salts, including lactophosphates; their halogenated, sulphonated, nitrated or nitrosated derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

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