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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:42 UTC

HMDB ID

HMDB0001443

Secondary Accession Numbers

HMDB01443

Metabolite Identification

Common Name

Phosphite

Description

The phosphite ion (PO3) is a polyatomic ion with a phosphorus central atom. Its geometry is tetrahedral. Many phosphite salts, such as ammonium phosphite, are highly water soluble. Also organophosphorus compounds with the formula P(OR)3. The conjugate acid of the phosphite anion is phosphorous acid (H3PO3). Other names for this acid are orthophosphorous acid and dihydroxyphosphine oxide. H3PO3 is also sometimes referred to as phosphorus trihydroxide and trihydroxyphosphine, though these names are misleading. Phosphorous acid is a diprotic acid, since the hydrogen bonded directly to the central phosphorus atom is not ionizable. Thus, a more logical chemical formula for phosphorous acid is HPO(OH)2, since three hydroxy groups are not actually present on the acid. The acid can be synthesized hy treatment of a carboxylic acid, alcohol, or most practically water, with phosphorus tribromide or more commonly phosphorus trichloride.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
[p(OH)3]	ChEBI
H3PO3	ChEBI
p(OH)3	ChEBI
Phosphorige saeure	ChEBI
Phosphite	ChEBI
Phosphorus trihydroxide	MeSH, HMDB
Phosphonic acid	MeSH, HMDB
Dihydroxyphosphine oxide	MeSH, HMDB

Chemical Formula

H₃O₃P

Average Molecular Weight

81.995

Monoisotopic Molecular Weight

81.981980955

IUPAC Name

phosphorous acid

Traditional Name

phosphorous acid

CAS Registry Number

14901-63-4

SMILES

OP(O)O

InChI Identifier

InChI=1S/H3O3P/c1-4(2)3/h1-3H

InChI Key

OJMIONKXNSYLSR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of inorganic compounds known as non-metal phosphites. These are inorganic non-metallic compounds containing a phosphite as its largest oxoanion.

Kingdom

Inorganic compounds

Super Class

Homogeneous non-metal compounds

Class

Non-metal oxoanionic compounds

Sub Class

Non-metal phosphites

Direct Parent

Non-metal phosphites

Alternative Parents

Not Available

Substituents

Non-metal phosphite

Molecular Framework

Not Available

External Descriptors

phosphorus oxoacid (CHEBI:36361 )

Ontology

Not Available

Endogenous (HMDB: HMDB0001443)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.3	ChemAxon
pKa (Strongest Acidic)	17.92	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	14.53 m³·mol⁻¹	ChemAxon
Polarizability	5.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	122.388	32859911
AllCCS	[M-H]-	138.518	32859911
DeepCCS	[M+H]+	114.243	30932474
DeepCCS	[M-H]-	112.434	30932474
DeepCCS	[M-2H]-	147.703	30932474
DeepCCS	[M+Na]+	121.414	30932474
AllCCS	[M+H]+	122.4	32859911
AllCCS	[M+H-H2O]+	118.0	32859911
AllCCS	[M+NH4]+	126.5	32859911
AllCCS	[M+Na]+	127.7	32859911
AllCCS	[M-H]-	138.5	32859911
AllCCS	[M+Na-2H]-	145.3	32859911
AllCCS	[M+HCOO]-	152.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.2509 minutes	33406817
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	339.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	549.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	370.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	105.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	285.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	150.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	248.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	255.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	726.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	564.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	49.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	624.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	346.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	657.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	391.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	375.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phosphite	OP(O)O	1976.9	Standard polar	33892256
Phosphite	OP(O)O	849.7	Standard non polar	33892256
Phosphite	OP(O)O	804.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phosphite,1TMS,isomer #1	C[Si](C)(C)OP(O)O	955.1	Semi standard non polar	33892256
Phosphite,1TMS,isomer #1	C[Si](C)(C)OP(O)O	858.7	Standard non polar	33892256
Phosphite,1TMS,isomer #1	C[Si](C)(C)OP(O)O	1340.4	Standard polar	33892256
Phosphite,2TMS,isomer #1	C[Si](C)(C)OP(O)O[Si](C)(C)C	1100.8	Semi standard non polar	33892256
Phosphite,2TMS,isomer #1	C[Si](C)(C)OP(O)O[Si](C)(C)C	993.4	Standard non polar	33892256
Phosphite,2TMS,isomer #1	C[Si](C)(C)OP(O)O[Si](C)(C)C	1117.2	Standard polar	33892256
Phosphite,3TMS,isomer #1	C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C	1254.7	Semi standard non polar	33892256
Phosphite,3TMS,isomer #1	C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C	1116.5	Standard non polar	33892256
Phosphite,3TMS,isomer #1	C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C	958.8	Standard polar	33892256
Phosphite,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O	1240.1	Semi standard non polar	33892256
Phosphite,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O	1049.2	Standard non polar	33892256
Phosphite,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O	1478.0	Standard polar	33892256
Phosphite,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O[Si](C)(C)C(C)(C)C	1564.9	Semi standard non polar	33892256
Phosphite,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O[Si](C)(C)C(C)(C)C	1393.0	Standard non polar	33892256
Phosphite,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O)O[Si](C)(C)C(C)(C)C	1414.7	Standard polar	33892256
Phosphite,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1856.6	Semi standard non polar	33892256
Phosphite,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1751.1	Standard non polar	33892256
Phosphite,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1464.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phosphite GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 10V, Positive-QTOF	splash10-001i-9000000000-d63cea791c91f32cd399	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 20V, Positive-QTOF	splash10-001i-9000000000-10e005a1ac676bbe26fd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 40V, Positive-QTOF	splash10-01q9-9000000000-728f07a03885884d3470	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 10V, Negative-QTOF	splash10-001i-9000000000-c9ef4bd03969478fa7c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 20V, Negative-QTOF	splash10-03di-9000000000-659b5df2b4d0d05034d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 40V, Negative-QTOF	splash10-03di-9000000000-e0b8d6780f606f7862bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 10V, Positive-QTOF	splash10-001i-9000000000-2217559fc003c12425d5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 20V, Positive-QTOF	splash10-01q9-9000000000-cc5b88e673bf4ebe057e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 40V, Positive-QTOF	splash10-03di-9000000000-9e391185195582f0b2c1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 10V, Negative-QTOF	splash10-001i-9000000000-f4e2d26d69c87164f445	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 20V, Negative-QTOF	splash10-01q9-9000000000-f159e5e2dcf623faef98	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphite 40V, Negative-QTOF	splash10-03di-9000000000-3d002249aad3025573b5	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97036

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phosphite ester

METLIN ID

Not Available

PubChem Compound

107909

PDB ID

Not Available

ChEBI ID

36361

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Glutathione synthetase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: GSS
Uniprot ID:: P48637
Molecular weight:: 52384.325

Showing metabocard for Phosphite (HMDB0001443)

MOL for HMDB0001443 (Phosphite)

3D MOL for HMDB0001443 (Phosphite)

3D SDF for HMDB0001443 (Phosphite)

3D-SDF for HMDB0001443 (Phosphite)

PDB for HMDB0001443 (Phosphite)

3D PDB for HMDB0001443 (Phosphite)

SMILES for HMDB0001443 (Phosphite)

INCHI for HMDB0001443 (Phosphite)

Structure for HMDB0001443 (Phosphite)

3D Structure for HMDB0001443 (Phosphite)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes