Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H6O24P6.9Na.3H |
| Molecular Weight | 857.8718 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H+].[H+].[H+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([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
InChI
InChIKey=FENRSEGZMITUEF-ATTCVCFYSA-E
InChI=1S/C6H18O24P6.9Na/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);;;;;;;;;/q;9*+1/p-9/t1-,2-,3-,4+,5-,6-;;;;;;;;;
| Molecular Formula | C6H9O24P6 |
| Molecular Weight | 650.9638 |
| Charge | -9 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/27272247https://www.ncbi.nlm.nih.gov/pubmed/8777015Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/28444586 | https://www.ncbi.nlm.nih.gov/pubmed/8777015 | DOI: 10.1046/j.1365-2621.2002.00620.x
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27272247https://www.ncbi.nlm.nih.gov/pubmed/8777015
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/28444586 | https://www.ncbi.nlm.nih.gov/pubmed/8777015 | DOI: 10.1046/j.1365-2621.2002.00620.x
Phytic acid is a major phosphorus storage compound of most seeds and cereal grains. It has the strong ability to chelate multivalent metal ions, especially zinc, calcium, and iron. 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. Clathrin-associated adaprot complex AP-2 has it been suggested may act as one of the receptor sites for Phytic acid. Both in vivo and in vitro experiments have demonstrated striking anticancer (preventive as well as therapeutic) effects of Phytic acid.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0034440 |
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Target ID: Metals (Iron, Zinc) |
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Target ID: AP2 complex |
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Target ID: CHEMBL2363056 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28233043 |
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Target ID: CHEMBL2364030 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28233043 |
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Target ID: GO:0055065 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28233043 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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Sources: DOI: 10.1046/j.1365-2621.2002.00620.x |
Preventing | Unknown Approved UseUnknown |
||
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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Sources: http://www.nutrientsreview.com/phytonutrients/phytic-acid-inositol-hexaphosphate.html https://www.accessdata.fda.gov/scripts/fdcc/index.cfm?set=grasnotices&id=381 https://naturellecosmetics.com/iblog/reasons-for-phytic-acid-use-in-natural-cosmetics http://www.biosiltech.com/pdf/Phytic%20Acid%20Extreme%20-%20Data%20Sheet%202017.pdf http://www.biosiltech.com/pdf/new_formula_sheets/Phytic%20Acid%20Resurfacing%20Toner%20PS1-301.pdf |
Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.12 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11673644/ |
1400 mg single, oral dose: 1400 mg route of administration: Oral experiment type: SINGLE co-administered: |
FYTIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.52 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11673644/ |
1400 mg single, oral dose: 1400 mg route of administration: Oral experiment type: SINGLE co-administered: |
FYTIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
4 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11673644/ |
1400 mg single, oral dose: 1400 mg route of administration: Oral experiment type: SINGLE co-administered: |
FYTIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/29282978/ Page: 26.0 |
likely |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Phytic Acid: From Antinutritional to Multiple Protection Factor of Organic Systems. | 2016-06 |
|
| Preparation of phytate-removed deamidated soybean globulins by ion exchangers and characterization of their calcium-binding ability. | 2002-01-02 |
|
| G0/G1 arrest and S phase inhibition of human cancer cell lines by inositol hexaphosphate (IP6). | 2001-11-29 |
|
| High affinity association of myo-inositol trisphosphates with phytase and its effect upon the catalytic potential of the enzyme. | 2001-11-23 |
|
| [In vitro availability of minerals in infant foods with different protein source]. | 2001-11-13 |
|
| [New strains of soil bacilli which mineralize organic phosphorus compounds]. | 2001-11-06 |
|
| Protective effect of phytic acid on oxidative DNA damage with reference to cancer chemoprevention. | 2001-11-02 |
|
| Biotechnological development of effective phytases for mineral nutrition and environmental protection. | 2001-11 |
|
| Bioavailability of cadmium from infant diets in newborn rats. | 2001-11 |
|
| Oxidation of polyphenols in phytate-reduced high-tannin cereals: effect on different phenolic groups and on in vitro accessible iron. | 2001-11 |
|
| Use of fungal phytase to improve breadmaking performance of whole wheat bread. | 2001-11 |
|
| The use of 99mTc-phytate for sentinel node mapping in melanoma, breast cancer and vulvar cancer: a study of 100 cases. | 2001-11 |
|
| High and low oxygen affinity conformations of T state hemoglobin. | 2001-11 |
|
| The role of hepatobiliary scintigraphy in the follow-up of benign liver tumors secondary to oral contraceptive use. | 2001-11 |
|
| Micronutrient composition and nutritional importance of gathered vegetables in Vietnam. | 2001-11 |
|
| Organic phosphates as a new class of soluble guanylate cyclase inhibitors. | 2001-10-19 |
|
| Identification and characterization of a novel inositol hexakisphosphate kinase. | 2001-10-19 |
|
| Utilisation of phytate phosphorus by rumen bacteria in a semi-continuous culture system (Rusitec) in lactating goats fed on different forage to concentrate ratios. | 2001-10-11 |
|
| Probing the importance of the amino-terminal sequence of the beta- and gamma-chains to the properties of normal adult and fetal hemoglobins. | 2001-10-09 |
|
| Enzymatic characterization of organic phosphorus in animal manure. | 2001-10-02 |
|
| Effects of wheat maturation stage and cooking method on dietary fiber and phytic acid contents of firik, a wheat-based local food. | 2001-10 |
|
| Can dietary treatment of non-anemic iron deficiency improve iron status? | 2001-10 |
|
| Complementary feeding practices and dietary intakes from complementary foods amongst weanlings in rural Malawi. | 2001-10 |
|
| Ingestion of insoluble dietary fibre increased zinc and iron absorption and restored growth rate and zinc absorption suppressed by dietary phytate in rats. | 2001-10 |
|
| Seeds for a better future: 'low phytate' grains help to overcome malnutrition and reduce pollution. | 2001-10 |
|
| Molecular dynamics analysis of a second phosphate site in the hemoglobins of the seabird, south polar skua. Is there a site-site migratory mechanism along the central cavity? | 2001-10 |
|
| Effect of myo-inositol(1,4,5)trisphosphate on the hydrolysis of phytic acid by phytase. | 2001-09-21 |
|
| [Phytin efficacy in correction of the impaired detoxication liver function in the long-term compression syndrome in rats in prepubertal period]. | 2001-09-08 |
|
| The response of broilers to the feeding of mash or pelleted diets containing maize of varying particle sizes. | 2001-09 |
|
| Enzyme mechanism and catalytic property of beta propeller phytase. | 2001-09 |
|
| Calcium-binding capacities of different brans under simulated gastrointestinal pH conditions. In vitro study with (45)Ca. | 2001-09 |
|
| Effects of phytic acid and xanthotoxin on growth and detoxification in caterpillars. | 2001-09 |
|
| Processing of newly released ricebean and fababean cultivars: changes in total and available calcium, iron and phosphorus. | 2001-09 |
|
| GRAB: a physiologic guanine nucleotide exchange factor for Rab3A, which interacts with inositol hexakisphosphate kinase. | 2001-08-16 |
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| Proposed phytic acid standard including a method for its analysis. | 2001-08-15 |
|
| Calcium-dependent catalytic activity of a novel phytase from Bacillus amyloliquefaciens DS11. | 2001-08-14 |
|
| Effect of soaking, germination, autoclaving and cooking on chemical and biological value of guar compared with faba bean. | 2001-08 |
|
| In vitro availability of zinc from infant foods with increasing phytic acid contents. | 2001-08 |
|
| Phytate levels in diverse rat tissues: influence of dietary phytate. | 2001-08 |
|
| A novel phytase with sequence similarity to purple acid phosphatases is expressed in cotyledons of germinating soybean seedlings. | 2001-08 |
|
| Inositol hexakisphosphate increases L-type Ca2+ channel activity by stimulation of adenylyl cyclase. | 2001-08 |
|
| Accessory spleen in the pelvis diagnosed by Tc-99m phytate scintigraphy. | 2001-06 |
|
| Purification and properties of extracellular phytase from Bacillus sp. KHU-10. | 2001-05 |
|
| Dietary diversification/modification strategies to enhance micronutrient content and bioavailability of diets in developing countries. | 2001-05 |
|
| Development and sensory evaluation of soy milk based yoghurt. | 2001-03 |
|
| Development, acceptability and nutritional evaluation of 'Doli Ki Roti'--an indigenously fermented bread. | 2001 |
|
| Absorption and excretion of orally administered inositol hexaphosphate (IP(6) or phytate) in humans. | 2001 |
|
| Sentinel lymph node biopsy in breast cancer: an overview of the Japanese experience. | 2001 |
|
| Pilot study of a specific dietary supplement in tumor-bearing mice and in stage IIIB and IV non-small cell lung cancer patients. | 2001 |
|
| Soybeans and cancer prevention: a complex food and a complex disease. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT02081287
2,000-3,000 mg daily in two divided doses as Phytic Acid calcium/magnesium salt.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20127021
Human cell lines HT-29, SW-480 and SW-620 derived from colorectal carcinoma was used for activity evaluation. Stock solutions of IP6 (Phytic Acid) and Ins were prepared in PBS without ions and stored in a refrigerator until use. Before each experiment, stocks were diluted to the final concentration in Nutrient Mixture F-12 Ham (N-4888) with 1% FBS and 1% L-glutamine. For experiments, the cells were seeded into cultivation flasks (Nunclon, Roskilde, Denmark) at the density of 1x10^5 cells/ml (in 20 ml total volume) or 96-well plates (Nunclon, Roskilde, Denmark; Greiner bio-one, Germany) at concentration of 6,000 cells/well, always with the first column of wells without cells (blank) and allowed to grow overnight. After 24 h, the medium was aspirated and cells were exposed to the freshly prepared medium containing IP6 (0.2, 1 and 5 mM), Ins or their combination for 24, 48 or 72 h. At the end of each incubation, the medium was removed; cells were washed twice and exposed to medium with 100 μl of WST-1. After 2 h, the changes in absorbance were recorded by a photometer SPEKTRAFluor Plus, Tecan (Salzburg, Austria) at 450 nm with 650 nm of reference wavelength.
| Substance Class |
Chemical
Created
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| Record UNII |
88496G1ERL
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| Record Status |
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C360
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m8769
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CHEMBL2005481
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PARENT -> SALT/SOLVATE |
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