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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:20:59 UTC

Update Date

2023-02-21 17:29:59 UTC

HMDB ID

HMDB0060440

Secondary Accession Numbers

HMDB60440

Metabolite Identification

Common Name

Benzoyl phosphate

Description

Benzoyl phosphate belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring. Benzoyl phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzoyl phosphate exists in all living organisms, ranging from bacteria to humans. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.207   6.160   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.127   6.160   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0       2.667   6.160   0.000  0.00  0.00           P+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7                                                            
CONECT    9   13                                                            
CONECT   10   13                                                            
CONECT   11   13                                                            
CONECT   12    7   13                                                       
CONECT   13    9   10   11   12                                             
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Benzoyl phosphoric acid	Generator

Chemical Formula

C₇H₇O₅P

Average Molecular Weight

202.1012

Monoisotopic Molecular Weight

202.003109846

IUPAC Name

(benzoyloxy)phosphonic acid

Traditional Name

benzoyl phosphate

CAS Registry Number

Not Available

SMILES

OP(O)(=O)OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C7H7O5P/c8-7(12-13(9,10)11)6-4-2-1-3-5-6/h1-5H,(H2,9,10,11)

InChI Key

SYLLWWIXOMLOPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids and derivatives

Alternative Parents

Substituents

Benzoic acid or derivatives
Benzoyl
Acyl phosphate
Organic phosphoric acid derivative
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

acyl monophosphate (CHEBI:3038 )

Ontology

Not Available

Exogenous (HMDB: HMDB0060440)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
Water Solubility	4.7 g/L	ALOGPS
logP	0.37	ALOGPS
logP	1.18	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.47 m³·mol⁻¹	ChemAxon
Polarizability	16.72 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	143.937	31661259
DarkChem	[M-H]-	139.278	31661259
DeepCCS	[M+H]+	121.707	30932474
DeepCCS	[M-H]-	119.477	30932474
DeepCCS	[M-2H]-	154.966	30932474
DeepCCS	[M+Na]+	129.406	30932474
AllCCS	[M+H]+	142.7	32859911
AllCCS	[M+H-H2O]+	138.6	32859911
AllCCS	[M+NH4]+	146.6	32859911
AllCCS	[M+Na]+	147.7	32859911
AllCCS	[M-H]-	135.9	32859911
AllCCS	[M+Na-2H]-	136.7	32859911
AllCCS	[M+HCOO]-	137.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzoyl phosphate	OP(O)(=O)OC(=O)C1=CC=CC=C1	2603.0	Standard polar	33892256
Benzoyl phosphate	OP(O)(=O)OC(=O)C1=CC=CC=C1	1553.0	Standard non polar	33892256
Benzoyl phosphate	OP(O)(=O)OC(=O)C1=CC=CC=C1	1689.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzoyl phosphate,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	1676.5	Semi standard non polar	33892256
Benzoyl phosphate,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	1731.9	Standard non polar	33892256
Benzoyl phosphate,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	2305.5	Standard polar	33892256
Benzoyl phosphate,2TMS,isomer #1	C[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C	1704.4	Semi standard non polar	33892256
Benzoyl phosphate,2TMS,isomer #1	C[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C	1837.9	Standard non polar	33892256
Benzoyl phosphate,2TMS,isomer #1	C[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C	2003.4	Standard polar	33892256
Benzoyl phosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	1894.3	Semi standard non polar	33892256
Benzoyl phosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	1964.6	Standard non polar	33892256
Benzoyl phosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)OC(=O)C1=CC=CC=C1	2442.7	Standard polar	33892256
Benzoyl phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2118.7	Semi standard non polar	33892256
Benzoyl phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2233.3	Standard non polar	33892256
Benzoyl phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(OC(=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2277.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-fa6bf0d68f4c1b6c7a7d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoyl phosphate 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 - Benzoyl phosphate 10V, Positive-QTOF	splash10-0udi-0190000000-b7ab9366ad7b160e3ae7	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 20V, Positive-QTOF	splash10-0udi-0290000000-8cf10a5c72a80e97bb0d	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 40V, Positive-QTOF	splash10-0udi-9500000000-ae6d2a56658efdaf0fae	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 10V, Negative-QTOF	splash10-0fb9-9050000000-8b86aed878f717b91ff0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 20V, Negative-QTOF	splash10-004i-9000000000-6d93095febd270c3db0c	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 40V, Negative-QTOF	splash10-004i-9000000000-c1a394a2999d8bf9eb61	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 10V, Positive-QTOF	splash10-0a4i-0900000000-dd2b67f62edca9272233	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 20V, Positive-QTOF	splash10-0a4i-0900000000-38731571e715d02bee8b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 40V, Positive-QTOF	splash10-056r-9500000000-da09c52ea0e845039815	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 10V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 20V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoyl phosphate 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

Not Available

KEGG Compound ID

C06206

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151426

PDB ID

Not Available

ChEBI ID

Not Available

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)

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Acylphosphatase-2

General function:: Involved in acylphosphatase activity
Specific function:: Its physiological role is not yet clear.
Gene Name:: ACYP2
Uniprot ID:: P14621
Molecular weight:: 11139.52

Reactions

Benzoyl phosphate + Water → Benzoic acid + Phosphate	details

Enzyme Details

2. Acylphosphatase-1

General function:: Involved in acylphosphatase activity
Specific function:: Its physiological role is not yet clear.
Gene Name:: ACYP1
Uniprot ID:: P07311
Molecular weight:: 11260.84

Reactions

Benzoyl phosphate + Water → Benzoic acid + Phosphate	details

Showing metabocard for Benzoyl phosphate (HMDB0060440)

MOL for HMDB0060440 (Benzoyl phosphate)

3D MOL for HMDB0060440 (Benzoyl phosphate)

3D SDF for HMDB0060440 (Benzoyl phosphate)

3D-SDF for HMDB0060440 (Benzoyl phosphate)

PDB for HMDB0060440 (Benzoyl phosphate)

3D PDB for HMDB0060440 (Benzoyl phosphate)

SMILES for HMDB0060440 (Benzoyl phosphate)

INCHI for HMDB0060440 (Benzoyl phosphate)

Structure for HMDB0060440 (Benzoyl phosphate)

3D Structure for HMDB0060440 (Benzoyl phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions