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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:11:02 UTC

Update Date

2021-09-26 22:59:11 UTC

HMDB ID

HMDB0248738

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Avenin

Description

This compound has been identified in human blood as reported by (PMID: 31557052 ). Avenin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Avenin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.827  -0.594   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.322  -0.224   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.749   1.256   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.390  -1.334   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.885  -0.964   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.312   0.516   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       7.953  -2.073   0.000  0.00  0.00           N+0
HETATM    8  P   UNK     0       9.448  -1.704   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0       9.078  -0.209   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       9.818  -3.199   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.297  -3.626   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.943  -1.334   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.010  -2.443   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   12                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0248738
HETATM    1  C1  UNL     1      -3.043   2.516  -0.123  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.405   1.219   0.216  1.00  0.00           O  
HETATM    3  P1  UNL     1      -2.194   0.165  -0.308  1.00  0.00           P  
HETATM    4  O2  UNL     1      -2.283   0.107  -1.824  1.00  0.00           O  
HETATM    5  N1  UNL     1      -0.604   0.783   0.128  1.00  0.00           N  
HETATM    6  C2  UNL     1       0.537  -0.080   0.081  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.419  -1.283  -0.269  1.00  0.00           O  
HETATM    8  O4  UNL     1       1.808   0.357   0.412  1.00  0.00           O  
HETATM    9  C3  UNL     1       2.882  -0.551   0.341  1.00  0.00           C  
HETATM   10  C4  UNL     1       3.463  -0.644   1.752  1.00  0.00           C  
HETATM   11  C5  UNL     1       3.939  -0.107  -0.648  1.00  0.00           C  
HETATM   12  O5  UNL     1      -2.414  -1.393   0.315  1.00  0.00           O  
HETATM   13  C6  UNL     1      -3.623  -1.900  -0.084  1.00  0.00           C  
HETATM   14  H1  UNL     1      -2.789   2.603  -1.177  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.215   2.906   0.471  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.945   3.153   0.121  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.500   1.778   0.420  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.543  -1.560   0.011  1.00  0.00           H  
HETATM   19  H6  UNL     1       4.555  -0.762   1.753  1.00  0.00           H  
HETATM   20  H7  UNL     1       3.232   0.286   2.337  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.942  -1.471   2.283  1.00  0.00           H  
HETATM   22  H9  UNL     1       4.783   0.402  -0.094  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.571   0.634  -1.380  1.00  0.00           H  
HETATM   24  H11 UNL     1       4.382  -0.992  -1.188  1.00  0.00           H  
HETATM   25  H12 UNL     1      -3.723  -2.996   0.080  1.00  0.00           H  
HETATM   26  H13 UNL     1      -3.830  -1.738  -1.172  1.00  0.00           H  
HETATM   27  H14 UNL     1      -4.488  -1.434   0.462  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5   12
CONECT    5    6   17
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   11   18
CONECT   10   19   20   21
CONECT   11   22   23   24
CONECT   12   13
CONECT   13   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₆H₁₄NO₅P

Average Molecular Weight

211.1528

Monoisotopic Molecular Weight

211.060959075

IUPAC Name

propan-2-yl N-(dimethoxyphosphoryl)carbamate

Traditional Name

isopropyl N-(dimethoxyphosphoryl)carbamate

CAS Registry Number

Not Available

SMILES

COP(=O)(NC(=O)OC(C)C)OC

InChI Identifier

InChI=1S/C6H14NO5P/c1-5(2)12-6(8)7-13(9,10-3)11-4/h5H,1-4H3,(H,7,8,9)

InChI Key

XXRYFVCIMARHRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Phosphate esters

Alternative Parents

Substituents

Phosphoric acid ester
Carbonic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248738)

Food

Cereal and cereal product

Cereal

Oat (FooDB: FOOD00022)

Process

Not Available

Role

Biological role

Neuromyostimulant (HMDB: HMDB0248738)

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
logP	-0.35	ALOGPS
logP	0.54	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.86 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	45.51 m³·mol⁻¹	ChemAxon
Polarizability	19.07 Å³	ChemAxon
Number of Rings	0	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
DeepCCS	[M+H]+	138.944	30932474
DeepCCS	[M-H]-	136.019	30932474
DeepCCS	[M-2H]-	172.436	30932474
DeepCCS	[M+Na]+	147.974	30932474
AllCCS	[M+H]+	147.6	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	150.7	32859911
AllCCS	[M+Na]+	151.5	32859911
AllCCS	[M-H]-	142.8	32859911
AllCCS	[M+Na-2H]-	144.5	32859911
AllCCS	[M+HCOO]-	146.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Avenin	COP(=O)(NC(=O)OC(C)C)OC	2051.2	Standard polar	33892256
Avenin	COP(=O)(NC(=O)OC(C)C)OC	1348.2	Standard non polar	33892256
Avenin	COP(=O)(NC(=O)OC(C)C)OC	1362.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Avenin,1TMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C	1387.7	Semi standard non polar	33892256
Avenin,1TMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C	1582.7	Standard non polar	33892256
Avenin,1TMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C	1795.6	Standard polar	33892256
Avenin,1TBDMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C(C)(C)C	1639.1	Semi standard non polar	33892256
Avenin,1TBDMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C(C)(C)C	1770.3	Standard non polar	33892256
Avenin,1TBDMS,isomer #1	COP(=O)(OC)N(C(=O)OC(C)C)[Si](C)(C)C(C)(C)C	1922.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Avenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9500000000-a56ea5770491f5e74a5a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avenin 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 - Avenin 10V, Positive-QTOF	splash10-03ka-3920000000-ee2bbeca9b413444ec8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 20V, Positive-QTOF	splash10-0729-2900000000-0a47f3abf2d4dbe60509	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 40V, Positive-QTOF	splash10-052f-9700000000-c2502622e973cfff3f76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 10V, Negative-QTOF	splash10-01ot-1940000000-c990e85d14c2a82a829a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 20V, Negative-QTOF	splash10-052b-4910000000-5de405654ec431e712b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 40V, Negative-QTOF	splash10-015a-5900000000-e4e099d9b1719de465c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 10V, Positive-QTOF	splash10-0bvi-0930000000-0f058f669c3c3572ca89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 20V, Positive-QTOF	splash10-0a4i-2900000000-723dd8565d5e90e32a5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 40V, Positive-QTOF	splash10-08fu-3900000000-14cf9e1ad1b53a25d775	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 10V, Negative-QTOF	splash10-03dl-7490000000-3d5f4a868f7d3bca3c67	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 20V, Negative-QTOF	splash10-0006-9000000000-f0c6459b2064ecad6ec5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenin 40V, Negative-QTOF	splash10-0006-9000000000-36a0b4f3d879ad7fc6ff	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

FDB004206

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oat

METLIN ID

Not Available

PubChem Compound

95924

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Avenin (HMDB0248738)

MOL for HMDB0248738 (Avenin)

3D MOL for HMDB0248738 (Avenin)

3D SDF for HMDB0248738 (Avenin)

3D-SDF for HMDB0248738 (Avenin)

PDB for HMDB0248738 (Avenin)

3D PDB for HMDB0248738 (Avenin)

SMILES for HMDB0248738 (Avenin)

INCHI for HMDB0248738 (Avenin)

Structure for HMDB0248738 (Avenin)

3D Structure for HMDB0248738 (Avenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra