Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:06:14 UTC

Update Date

2023-02-21 17:26:43 UTC

HMDB ID

HMDB0038761

Secondary Accession Numbers

HMDB38761

Metabolite Identification

Common Name

Herierin IV

Description

Herierin IV belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Herierin IV has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make herierin IV a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Herierin IV.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   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  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6    8                                                       
CONECT    3    6    9                                                       
CONECT    4    7   12                                                       
CONECT    5    1    7   10                                                  
CONECT    6    2    3   12                                                  
CONECT    7    4    5    8                                                  
CONECT    8    2    7   11                                                  
CONECT    9    3                                                            
CONECT   10    5                                                            
CONECT   11    8                                                            
CONECT   12    4    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Hydroxymethyl-5-alpha-hydroxyethyl-gamma-pyranone	HMDB, MeSH
5-(1-Hydroxyethyl)-2-(hydroxymethyl)-(-)-4H-pyran-4-one	HMDB
Herierin IV	MeSH

Chemical Formula

C₈H₁₀O₄

Average Molecular Weight

170.1626

Monoisotopic Molecular Weight

170.057908808

IUPAC Name

5-(1-hydroxyethyl)-2-(hydroxymethyl)-4H-pyran-4-one

Traditional Name

5-(1-hydroxyethyl)-2-(hydroxymethyl)pyran-4-one

CAS Registry Number

131123-57-4

SMILES

CC(O)C1=COC(CO)=CC1=O

InChI Identifier

InChI=1S/C8H10O4/c1-5(10)7-4-12-6(3-9)2-8(7)11/h2,4-5,9-10H,3H2,1H3

InChI Key

QWSHNEPQDNJHHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Heteroaromatic compound
Cyclic ketone
Secondary alcohol
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038761)
Cytoplasm (HMDB: HMDB0038761)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038761)

Source

Exogenous

Food

Food (HMDB: HMDB0038761)

Plant (HMDB: HMDB0038761)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038761)

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	33.4 g/L	ALOGPS
logP	-0.46	ALOGPS
logP	-0.72	ChemAxon
logS	-0.71	ALOGPS
pKa (Strongest Acidic)	14.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	43.85 m³·mol⁻¹	ChemAxon
Polarizability	16.56 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	137.543	31661259
DarkChem	[M-H]-	134.97	31661259
DeepCCS	[M+H]+	138.145	30932474
DeepCCS	[M-H]-	134.318	30932474
DeepCCS	[M-2H]-	171.638	30932474
DeepCCS	[M+Na]+	147.088	30932474
AllCCS	[M+H]+	136.6	32859911
AllCCS	[M+H-H2O]+	132.1	32859911
AllCCS	[M+NH4]+	140.7	32859911
AllCCS	[M+Na]+	141.9	32859911
AllCCS	[M-H]-	134.9	32859911
AllCCS	[M+Na-2H]-	136.0	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Herierin IV	CC(O)C1=COC(CO)=CC1=O	2480.2	Standard polar	33892256
Herierin IV	CC(O)C1=COC(CO)=CC1=O	1488.9	Standard non polar	33892256
Herierin IV	CC(O)C1=COC(CO)=CC1=O	1612.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Herierin IV,1TMS,isomer #1	CC(O[Si](C)(C)C)C1=COC(CO)=CC1=O	1658.7	Semi standard non polar	33892256
Herierin IV,1TMS,isomer #2	CC(O)C1=COC(CO[Si](C)(C)C)=CC1=O	1706.4	Semi standard non polar	33892256
Herierin IV,2TMS,isomer #1	CC(O[Si](C)(C)C)C1=COC(CO[Si](C)(C)C)=CC1=O	1726.7	Semi standard non polar	33892256
Herierin IV,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1=COC(CO)=CC1=O	1923.8	Semi standard non polar	33892256
Herierin IV,1TBDMS,isomer #2	CC(O)C1=COC(CO[Si](C)(C)C(C)(C)C)=CC1=O	1939.1	Semi standard non polar	33892256
Herierin IV,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1=COC(CO[Si](C)(C)C(C)(C)C)=CC1=O	2206.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Herierin IV GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufr-4900000000-9d5fe58ee6f687630502	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Herierin IV GC-MS (2 TMS) - 70eV, Positive	splash10-00ba-7590000000-a69331080966841b7b6c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Herierin IV GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Herierin IV 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 - Herierin IV 10V, Positive-QTOF	splash10-0uk9-0900000000-8d954248d6d8258aa5a0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 20V, Positive-QTOF	splash10-0udi-1900000000-97fc8ee22c77f53873e9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 40V, Positive-QTOF	splash10-0079-4900000000-bfd8be72f4b1cef55ee6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 10V, Negative-QTOF	splash10-014i-0900000000-d9f0eee0c6cefcd6589c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 20V, Negative-QTOF	splash10-004m-5900000000-5895e81605b191b334c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 40V, Negative-QTOF	splash10-014i-9200000000-f75fdb6c134d76edb0f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 10V, Positive-QTOF	splash10-0fk9-1900000000-8097092771b014bc59aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 20V, Positive-QTOF	splash10-0fka-3900000000-68cfc031f321a68ffb6a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 40V, Positive-QTOF	splash10-0udj-9000000000-d45de33c7248ad31f0c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 10V, Negative-QTOF	splash10-0gb9-0900000000-b860de01c6ba23cef01b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 20V, Negative-QTOF	splash10-05i4-5900000000-39a617721f68aa179d25	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Herierin IV 40V, Negative-QTOF	splash10-0pi4-9200000000-1f0212c7edcbc490f8b4	2021-09-24	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

Cytoplasm
Extracellular

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

FDB018178

KNApSAcK ID

Not Available

Chemspider ID

116106

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131341

PDB ID

Not Available

ChEBI ID

173780

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Herierin IV (HMDB0038761)

MOL for HMDB0038761 (Herierin IV)

3D MOL for HMDB0038761 (Herierin IV)

3D SDF for HMDB0038761 (Herierin IV)

3D-SDF for HMDB0038761 (Herierin IV)

PDB for HMDB0038761 (Herierin IV)

3D PDB for HMDB0038761 (Herierin IV)

SMILES for HMDB0038761 (Herierin IV)

INCHI for HMDB0038761 (Herierin IV)

Structure for HMDB0038761 (Herierin IV)

3D Structure for HMDB0038761 (Herierin IV)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra