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Details

Stereochemistry ACHIRAL
Molecular Formula C6H18O24P6
Molecular Weight 660.0353
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FYTIC ACID

SMILES

OP(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=IMQLKJBTEOYOSI-GPIVLXJGSA-N
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-

HIDE SMILES / InChI

Molecular Formula C6H18O24P6
Molecular Weight 660.0353
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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

TargetsConditions
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.12 μg/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
0.52 μg × h/mL
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

T1/2

ValueDoseCo-administeredAnalytePopulation
4 h
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

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
likely
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
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
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

2,000-3,000 mg daily in two divided doses as Phytic Acid calcium/magnesium salt.
Route of Administration: Oral
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
by admin
on Mon Mar 31 18:21:07 GMT 2025
Edited
by admin
on Mon Mar 31 18:21:07 GMT 2025
Record UNII
7IGF0S7R8I
Record Status Validated (UNII)
Record Version
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Name Type Language
FYTIC ACID
INN   MART.   WHO-DD  
INN  
Official Name English
PHYTIC ACID
INCI   MI  
INCI  
Preferred Name English
PHYTIC ACID SOLUTION [USP-RS]
Common Name English
MYO-INOSITOL HEXAKIS(DIHYDROGEN PHOSPHATE)
Common Name English
DERMOFEEL PA-3
Brand Name English
Fytic acid [WHO-DD]
Common Name English
EXFODERM
Brand Name English
ALKALOVERT
Brand Name English
INOSITOL HEXAPHOSPHATE
Common Name English
PHYTIC ACID [MI]
Common Name English
INOSITOL HEXAPHOSPHORIC ACID
Common Name English
IP6
Common Name English
PHYTIC ACID SOLUTION
USP-RS  
Common Name English
IP-6
Common Name English
INOSITOLHEXAPHOSPHORIC ACID
Common Name English
NSC-269896
Code English
fytic acid [INN]
Common Name English
FYTIC ACID [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C275
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
DSLD 478 (Number of products:51)
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
EU-Orphan Drug EU/3/12/1008
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
201-506-6
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
NCI_THESAURUS
C87652
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID40889331
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
CAS
83-86-3
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
FDA UNII
7IGF0S7R8I
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
MESH
D010833
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
EVMPD
SUB07856MIG
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
SMS_ID
100000084487
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
NSC
269896
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
INN
1472
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
RXCUI
8302
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY RxNorm
CHEBI
17401
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
DRUG BANK
DB14981
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
WIKIPEDIA
PHYTIC ACID
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
DAILYMED
7IGF0S7R8I
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
DRUG CENTRAL
3465
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
GRAS Notification (GRN No.)
381
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
RS_ITEM_NUM
1537910
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
MERCK INDEX
m8769
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL1233511
Created by admin on Mon Mar 31 18:21:07 GMT 2025 , Edited by admin on Mon Mar 31 18:21:07 GMT 2025
PRIMARY
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