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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:48:50 UTC

Update Date

2023-02-21 17:24:27 UTC

HMDB ID

HMDB0034882

Secondary Accession Numbers

HMDB34882

Metabolite Identification

Common Name

5-Acetyl-2,3-dihydro-1,4-thiazine

Description

5-Acetyl-2,3-dihydro-1,4-thiazine belongs to the class of organic compounds known as 1,4-thiazines. These are organic compounds containing 1,4-thiazine, a six-member ring with a nitrogen and a sulfur atoms in ring positions 1 and 4 respectively, as well as two double bonds. 5-Acetyl-2,3-dihydro-1,4-thiazine is a cooked, nutty, and roasted tasting compound. Based on a literature review very few articles have been published on 5-Acetyl-2,3-dihydro-1,4-thiazine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(3,4-dihydro-2H-1,4-Thiazin-5-yl)ethanone, 9ci	HMDB
5-Acetyl-3,4-dihydro-2H-1,4-thiazine	HMDB

Chemical Formula

C₆H₉NOS

Average Molecular Weight

143.207

Monoisotopic Molecular Weight

143.040484605

IUPAC Name

1-(3,4-dihydro-2H-1,4-thiazin-5-yl)ethan-1-one

Traditional Name

1-(5,6-dihydro-4H-1,4-thiazin-3-yl)ethanone

CAS Registry Number

164524-93-0

SMILES

CC(=O)C1=CSCCN1

InChI Identifier

InChI=1S/C6H9NOS/c1-5(8)6-4-9-3-2-7-6/h4,7H,2-3H2,1H3

InChI Key

YJSKAAVPUSXIPL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-thiazines. These are organic compounds containing 1,4-thiazine, a six-member ring with a nitrogen and a sulfur atoms in ring positions 1 and 4 respectively, as well as two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiazines

Sub Class

1,4-thiazines

Direct Parent

1,4-thiazines

Alternative Parents

Substituents

Para-thiazine
Vinylogous thioester
Alpha-aminoketone
Ketone
Thioenolether
Secondary aliphatic amine
Enamine
Azacycle
Secondary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0034882)
Cytoplasm (HMDB: HMDB0034882)

Source

Exogenous

Exogenous (HMDB: HMDB0034882)

Food

Food (HMDB: HMDB0034882)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034882)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	171 - 172 °C	Not Available
Boiling Point	259.00 to 319.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	361200 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.077 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	11.5 g/L	ALOGPS
logP	0.36	ALOGPS
logP	-0.058	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Basic)	3.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.33 m³·mol⁻¹	ChemAxon
Polarizability	14.72 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	129.348	31661259
DarkChem	[M-H]-	124.678	31661259
DeepCCS	[M+H]+	123.689	30932474
DeepCCS	[M-H]-	120.231	30932474
DeepCCS	[M-2H]-	157.25	30932474
DeepCCS	[M+Na]+	132.358	30932474
AllCCS	[M+H]+	128.0	32859911
AllCCS	[M+H-H2O]+	123.4	32859911
AllCCS	[M+NH4]+	132.2	32859911
AllCCS	[M+Na]+	133.5	32859911
AllCCS	[M-H]-	130.5	32859911
AllCCS	[M+Na-2H]-	132.7	32859911
AllCCS	[M+HCOO]-	135.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	2.66 minutes	32390414
Predicted by Siyang on May 30, 2022	9.1347 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	969.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	314.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	79.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	55.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	242.8 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	321.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	528.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	611.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	178.8 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	971.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	529.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	270.1 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	152.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Acetyl-2,3-dihydro-1,4-thiazine	CC(=O)C1=CSCCN1	2183.7	Standard polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine	CC(=O)C1=CSCCN1	1177.2	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine	CC(=O)C1=CSCCN1	1351.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Acetyl-2,3-dihydro-1,4-thiazine,1TMS,isomer #1	C=C(O[Si](C)(C)C)C1=CSCCN1	1544.4	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TMS,isomer #1	C=C(O[Si](C)(C)C)C1=CSCCN1	1437.6	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TMS,isomer #2	CC(=O)C1=CSCCN1[Si](C)(C)C	1506.3	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TMS,isomer #2	CC(=O)C1=CSCCN1[Si](C)(C)C	1398.0	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1=CSCCN1[Si](C)(C)C	1675.5	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1=CSCCN1[Si](C)(C)C	1595.6	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=CSCCN1	1775.7	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=CSCCN1	1686.6	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TBDMS,isomer #2	CC(=O)C1=CSCCN1[Si](C)(C)C(C)(C)C	1766.5	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,1TBDMS,isomer #2	CC(=O)C1=CSCCN1[Si](C)(C)C(C)(C)C	1654.1	Standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=CSCCN1[Si](C)(C)C(C)(C)C	2123.1	Semi standard non polar	33892256
5-Acetyl-2,3-dihydro-1,4-thiazine,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=CSCCN1[Si](C)(C)C(C)(C)C	2038.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udl-8900000000-5be49bf0f67c13687f95	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 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 - 5-Acetyl-2,3-dihydro-1,4-thiazine 10V, Positive-QTOF	splash10-0006-0900000000-5096afc8102b9e917eba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 20V, Positive-QTOF	splash10-0f96-6900000000-c8fc588b40c10a1ee027	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 40V, Positive-QTOF	splash10-0k9t-9400000000-b7d234a424d38d0387b1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 10V, Negative-QTOF	splash10-0006-2900000000-a28d31ad7a4bdcf153a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 20V, Negative-QTOF	splash10-00lu-9300000000-7a3adda6de1e2d521721	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 40V, Negative-QTOF	splash10-0a4i-9000000000-5c2e2aa353f2bd20f1ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 10V, Negative-QTOF	splash10-0006-0900000000-16d04a7d87e9412f78a0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 20V, Negative-QTOF	splash10-0006-7900000000-02e600597a14fc7c5a9c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 40V, Negative-QTOF	splash10-053r-9000000000-0bc2d6dfb158f508c32c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 10V, Positive-QTOF	splash10-0006-0900000000-fd0db62e192fdee91456	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 20V, Positive-QTOF	splash10-0006-9700000000-036c17b495c5258326e0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,3-dihydro-1,4-thiazine 40V, Positive-QTOF	splash10-0006-9000000000-35b9864c0e8ff03531a7	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

FDB013457

KNApSAcK ID

Not Available

Chemspider ID

459257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

526853

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1583971

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 5-Acetyl-2,3-dihydro-1,4-thiazine (HMDB0034882)

MOL for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

3D MOL for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

3D SDF for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

3D-SDF for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

PDB for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

3D PDB for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

SMILES for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

INCHI for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

Structure for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

3D Structure for HMDB0034882 (5-Acetyl-2,3-dihydro-1,4-thiazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra