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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:56:52 UTC

Update Date

2023-02-21 17:24:57 UTC

HMDB ID

HMDB0035901

Secondary Accession Numbers

HMDB35901

Metabolite Identification

Common Name

Thiacremonone

Description

Thiacremonone belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. Based on a literature review a significant number of articles have been published on Thiacremonone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,4-Dihydroxy-2,5-dimethyl-3(2H)-thiophenone, 9ci	HMDB
Thiacremonone	MeSH

Chemical Formula

C₆H₈O₃S

Average Molecular Weight

160.191

Monoisotopic Molecular Weight

160.019414812

IUPAC Name

2,4-dihydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one

Traditional Name

2,4-dihydroxy-2,5-dimethylthiophen-3-one

CAS Registry Number

96504-28-8

SMILES

CC1=C(O)C(=O)C(C)(O)S1

InChI Identifier

InChI=1S/C6H8O3S/c1-3-4(7)5(8)6(2,9)10-3/h7,9H,1-2H3

InChI Key

JYMIRUWYSKOKRU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Acyloins

Alternative Parents

Substituents

Vinylogous thioester
Acyloin
2,3-dihydrothiophene
Cyclic ketone
Thioenolether
Ketone
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0035901)
Cytoplasm (HMDB: HMDB0035901)

Source

Exogenous

Food

Food (HMDB: HMDB0035901)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035901)

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	1786 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.1 g/L	ALOGPS
logP	-0.29	ALOGPS
logP	0.3	ChemAxon
logS	-0.84	ALOGPS
pKa (Strongest Acidic)	7.52	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.18 m³·mol⁻¹	ChemAxon
Polarizability	15.11 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
DeepCCS	[M+H]+	135.609	30932474
DeepCCS	[M-H]-	133.143	30932474
DeepCCS	[M-2H]-	168.949	30932474
DeepCCS	[M+Na]+	143.955	30932474
AllCCS	[M+H]+	131.6	32859911
AllCCS	[M+H-H2O]+	127.3	32859911
AllCCS	[M+NH4]+	135.7	32859911
AllCCS	[M+Na]+	136.8	32859911
AllCCS	[M-H]-	130.6	32859911
AllCCS	[M+Na-2H]-	132.3	32859911
AllCCS	[M+HCOO]-	134.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thiacremonone	CC1=C(O)C(=O)C(C)(O)S1	2371.1	Standard polar	33892256
Thiacremonone	CC1=C(O)C(=O)C(C)(O)S1	1233.9	Standard non polar	33892256
Thiacremonone	CC1=C(O)C(=O)C(C)(O)S1	1275.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thiacremonone,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(=O)C(C)(O)S1	1421.3	Semi standard non polar	33892256
Thiacremonone,1TMS,isomer #2	CC1=C(O)C(=O)C(C)(O[Si](C)(C)C)S1	1486.7	Semi standard non polar	33892256
Thiacremonone,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(=O)C(C)(O[Si](C)(C)C)S1	1576.5	Semi standard non polar	33892256
Thiacremonone,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C(C)(O)S1	1677.0	Semi standard non polar	33892256
Thiacremonone,1TBDMS,isomer #2	CC1=C(O)C(=O)C(C)(O[Si](C)(C)C(C)(C)C)S1	1738.9	Semi standard non polar	33892256
Thiacremonone,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C(C)(O[Si](C)(C)C(C)(C)C)S1	2045.7	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 - Thiacremonone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a70-9200000000-6f68de01266c1324d580	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiacremonone GC-MS (2 TMS) - 70eV, Positive	splash10-0570-9640000000-2e78a3fda68bd879d30d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiacremonone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiacremonone 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 - Thiacremonone 10V, Positive-QTOF	splash10-03di-1900000000-eb18c9420f6e47a309ca	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 20V, Positive-QTOF	splash10-03di-3900000000-865503e8be6999061096	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 40V, Positive-QTOF	splash10-0a4i-9100000000-e30bd1b2cc567ff3391c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 10V, Negative-QTOF	splash10-0a4i-0900000000-e6d1c7860c023dcbebc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 20V, Negative-QTOF	splash10-0a5c-8900000000-27577a6d7731240b7ad0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 40V, Negative-QTOF	splash10-0pb9-9000000000-0a19c3b40c24d521efca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 10V, Positive-QTOF	splash10-03di-0900000000-95afdb14a282ffec8782	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 20V, Positive-QTOF	splash10-01pd-9300000000-ddc01733a34364d58b2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 40V, Positive-QTOF	splash10-0a4j-9000000000-2ed6b72a441f81aeef8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 10V, Negative-QTOF	splash10-0a4i-0900000000-344f0ae0b0039de9b6e1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 20V, Negative-QTOF	splash10-0ab9-9100000000-bbd9584456b60e8d142c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiacremonone 40V, Negative-QTOF	splash10-0ab9-9000000000-920fb63a56a63dbfc7a7	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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]-)	2023-02-04	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

FDB014686

KNApSAcK ID

Not Available

Chemspider ID

469524

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

539170

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1852391

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 Thiacremonone (HMDB0035901)

MOL for HMDB0035901 (Thiacremonone)

3D MOL for HMDB0035901 (Thiacremonone)

3D SDF for HMDB0035901 (Thiacremonone)

3D-SDF for HMDB0035901 (Thiacremonone)

PDB for HMDB0035901 (Thiacremonone)

3D PDB for HMDB0035901 (Thiacremonone)

SMILES for HMDB0035901 (Thiacremonone)

INCHI for HMDB0035901 (Thiacremonone)

Structure for HMDB0035901 (Thiacremonone)

3D Structure for HMDB0035901 (Thiacremonone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra