Showing Compound Phytic acid (FDB000374)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:32 UTC

Update date

2020-09-17 15:41:06 UTC

Primary ID

FDB000374

Secondary Accession Numbers

FDB004962

Chemical Information

FooDB Name

Phytic acid

Description

myo-Inositol hexakisphosphate, also known as phytate or phytic acid, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. myo-Inositol hexakisphosphate is an extremely strong acidic compound (based on its pKa). Outside of the human body, myo-Inositol hexakisphosphate is found, on average, in the highest concentration within a few different foods, such as flaxseeds, wild carrots, and carrots and in a lower concentration in corns, barley, and almonds. myo-Inositol hexakisphosphate has also been detected, but not quantified in, several different foods, such as broccoli, lentils, mango, avocado, and black walnuts. This could make myo-inositol hexakisphosphate a potential biomarker for the consumption of these foods.

CAS Number

83-86-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1D-Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
1D-Myo-inositol hexakisphosphate	ChEBI
Acide fytique	ChEBI
Acido fitico	ChEBI
Acidum fyticum	ChEBI
D-Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
Inosithexaphosphorsaeure	ChEBI
Myo-inositol 1,2,3,4,5,6-hexakisphosphate	ChEBI
Phytate	ChEBI
Phytic acid	ChEBI
Phytine	ChEBI
Saeure des phytins	ChEBI
Inositol 1,2,3,4,5,6-hexakisphosphate	Kegg
1D-Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
1D-Myo-inositol hexakisphosphoric acid	Generator
D-Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Myo-inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Inositol 1,2,3,4,5,6-hexakisphosphoric acid	Generator
Myo-inositol hexakisphosphoric acid	Generator
Inositol hexakis(phosphate)	HMDB
Inositol hexaphosphate	HMDB
Meso-inositol hexaphosphate	HMDB
Myo-inositol hexakis(phosphate)	HMDB
Myo-inositol hexaphosphate	HMDB
IP6	HMDB
InsP6	HMDB
myo-Inositol hexakisphosphate	HMDB
1D-myo-Inositol 1,2,3,4,5,6-hexakisate	HMDB
1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate	biospider
1D-myo-Inositol hexakisate	HMDB
1D-myo-Inositol hexakisphosphate	biospider
Alkalovert	db_source
Alkovert	biospider
D-myo-Inositol 1,2,3,4,5,6-hexakisate	HMDB
D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate	biospider
D-myo-Inositol-1,2,3,4,5,6-hexaphosphate	biospider
Fytic acid	biospider
Hexakis(dihydrogen phosphate) myo-inositol (9CI)	biospider
Inositol 1,2,3,4,5,6-hexakisate	HMDB
Inositol-hexaphosphoric acid	biospider
Myo-inosistol hexakisphosphate	biospider
myo-Inositol 1,2,3,4,5,6-hexakisate	HMDB
myo-Inositol 1,2,3,4,5,6-hexakisphosphate	biospider
myo-Inositol hexakisate	HMDB
Myo-inositol hexakisphosphate	biospider
Myo-inositol hexakisphosphic acid	biospider
Phytin	db_source
Phyton	db_source

Predicted Properties

Property	Value	Source
Water Solubility	13.7 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-4.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	0.14	ChemAxon
Physiological Charge	-12	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	400.56 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.01 m³·mol⁻¹	ChemAxon
Polarizability	42.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H18O24P6

IUPAC name

{[(1s,2R,3R,4r,5S,6S)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

InChI Identifier

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-

InChI Key

IMQLKJBTEOYOSI-GPIVLXJGSA-N

Isomeric 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

Average Molecular Weight

660.0353

Monoisotopic Molecular Weight

659.861370576

Classification

Description

Belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Inositol phosphates

Alternative Parents

Substituents

Inositol phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol hexakisphosphates (CHEBI:17401 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Organ and components:

Subcellular:

Nucleus

Biofluid and excreta:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 10.92%; H 2.75%; O 58.18%; P 28.16%	DFC
Melting Point	< 25 oC
Boiling Point	Not Available
Experimental Water Solubility	1000 mg/mL	MERCK INDEX (1996)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Phytic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9010130000-79789c04eb088a4921f4	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0010900000-46d89c793fba346cf7e9	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-1009000000-46b7a4c75bff46979e0b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0009100000-cf2ce2a974b658d7c328	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-08gi-0977000000-41fc9434c05c6ae2e583	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-001i-0000900000-dbb6ef62e0f42b07be5d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 46V, negative	splash10-0udi-0109000000-6a74302cf09c82ed2c60	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 27V, negative	splash10-0a4i-0000009000-486f077b60ab3f17a02c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 34V, negative	splash10-0a4i-0000019000-0705d658e5a0a9dc9309	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 42V, negative	splash10-08fr-0000297000-94fd4b547fb4f498fede	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 50V, negative	splash10-03di-0000591000-4bb0e70b029e9a7198b3	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 55V, negative	splash10-03di-0001960000-f20e432fbb20c7fb2757	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 65V, negative	splash10-01q9-0213910000-3eb56c68248fd7fab97a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 68V, negative	splash10-01q9-0314910000-b5ff058b03b1800f858a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 75V, negative	splash10-06si-1626900000-3adb5220231709ac850b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 81V, negative	splash10-0a7i-2926500000-58768ea75ae02711d398	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 89V, negative	splash10-0a6r-3914200000-f28cba023fc51560b41d	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 95V, negative	splash10-0a6r-4915200000-f41fea66cbae73b15170	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 104V, negative	splash10-056r-8914100000-bfe3540072adbf7a7254	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 112V, negative	splash10-056r-9713000000-00685357fa2376ac868f	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2000029000-170b59b987d1793da521	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-2000029000-2abfcb8b1f82e5ed9d0f	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-5000910000-898702e2b03bf951e93b	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-4000009000-9f6af14cfd403477a602	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000002000-e40f60df66da33ed1adc	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4637889507d0d883c7be	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17401

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB03502

CRC / DFC (Dictionary of Food Compounds) ID

FCS22-I:BBJ06-O

EAFUS ID

Not Available

Dr. Duke ID

PHYTATE|PHYTIC-ACID|PHYTIN

BIGG ID

37070

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Phytic_acid

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anti-aggregant		An agent that prevents platelet aggregation, reducing blood clot formation. Its biological role is to inhibit platelet activation, and its therapeutic applications include preventing thrombosis and stroke. Key medical uses include treating cardiovascular diseases, such as myocardial infarction and atrial fibrillation, and managing conditions that increase the risk of blood clots.	DUKE
Anti-cancer	35610	An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.	DUKE
Anti-oxidant	22586	An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.	DUKE
Antitumor	35610	An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.	DUKE
Cancer preventive	35610	An agent that inhibits the development and progression of cancer, reducing tumor formation and growth. It plays a biological role in blocking carcinogenic pathways, and has therapeutic applications in chemoprevention. Key medical uses include reducing the risk of cancer in high-risk individuals and preventing cancer recurrence.	DUKE
Fungicide	24127	An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.	DUKE
Hypocalcemic		An agent or condition characterized by low serum calcium levels, playing a role in muscle and nerve function. Therapeutically, hypocalcemic agents are used to treat conditions such as hypercalcemia and hyperparathyroidism, and have applications in managing osteoporosis and calcium-related disorders.	DUKE
Hypocholesterolemic		An agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease.	DUKE
Hypolipidemic		An agent that lowers lipid levels, treating hyperlipidemias by reducing cholesterol and triglyceride production, with therapeutic applications in managing cardiovascular disease, atherosclerosis, and stroke, commonly used to prevent heart attacks and improve overall cardiovascular health.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Sedoheptulokinase	SHPK	Q9UHJ6
Multiple inositol polyphosphate phosphatase 1	MINPP1	Q9UNW1
Inositol-pentakisphosphate 2-kinase	IPPK	Q9H8X2
Inositol hexakisphosphate kinase 3	IHPK3	Q5TAQ4
Putative uncharacterized protein IP6K1	IP6K1	Q92551