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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:45:57 UTC

Update Date

2023-02-21 17:27:59 UTC

HMDB ID

HMDB0040229

Secondary Accession Numbers

HMDB40229

Metabolite Identification

Common Name

1H-Pyrrolo[2,1-c][1,4]thiazine

Description

1H-Pyrrolo[2,1-c][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. Based on a literature review very few articles have been published on 1H-Pyrrolo[2,1-c][1,4]thiazine.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1H-pyrrolo[2,1-c]-1,4-Thiazine	HMDB

Chemical Formula

C₇H₇NS

Average Molecular Weight

137.202

Monoisotopic Molecular Weight

137.029919919

IUPAC Name

1H-pyrrolo[2,1-c][1,4]thiazine

Traditional Name

1H-pyrrolo[2,1-c][1,4]thiazine

CAS Registry Number

51568-37-7

SMILES

C1SC=CN2C=CC=C12

InChI Identifier

InChI=1S/C7H7NS/c1-2-7-6-9-5-4-8(7)3-1/h1-5H,6H2

InChI Key

LMFZCLWJOUSWGP-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
Heteroaromatic compound
Pyrrole
Thioenolether
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040229)
Cytoplasm (HMDB: HMDB0040229)

Source

Exogenous

Exogenous (HMDB: HMDB0040229)

Food

Food (HMDB: HMDB0040229)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040229)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	47 - 48 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1566 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	1.24 g/L	ALOGPS
logP	1.53	ALOGPS
logP	1.43	ChemAxon
logS	-2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	4.93 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	40.89 m³·mol⁻¹	ChemAxon
Polarizability	14.35 Å³	ChemAxon
Number of Rings	2	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]+	127.116	31661259
DarkChem	[M-H]-	122.251	31661259
DeepCCS	[M-2H]-	157.749	30932474
DeepCCS	[M+Na]+	132.526	30932474
AllCCS	[M+H]+	125.9	32859911
AllCCS	[M+H-H2O]+	121.0	32859911
AllCCS	[M+NH4]+	130.5	32859911
AllCCS	[M+Na]+	131.8	32859911
AllCCS	[M-H]-	126.3	32859911
AllCCS	[M+Na-2H]-	127.8	32859911
AllCCS	[M+HCOO]-	129.6	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.	3.38 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1939 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1678.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	444.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	158.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	298.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	113.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	483.4 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	554.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	467.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	985.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	268.9 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	1171.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	537.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	454.6 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	120.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1H-Pyrrolo[2,1-c][1,4]thiazine	C1SC=CN2C=CC=C12	1944.7	Standard polar	33892256
1H-Pyrrolo[2,1-c][1,4]thiazine	C1SC=CN2C=CC=C12	1240.2	Standard non polar	33892256
1H-Pyrrolo[2,1-c][1,4]thiazine	C1SC=CN2C=CC=C12	1343.7	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 - 1H-Pyrrolo[2,1-c][1,4]thiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9800000000-061b32b7e4f4b1ec9b55	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Pyrrolo[2,1-c][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 - 1H-Pyrrolo[2,1-c][1,4]thiazine 10V, Positive-QTOF	splash10-000i-0900000000-969f5fc2def7e8abc285	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 20V, Positive-QTOF	splash10-000i-1900000000-3d1d7841f0f61d2392ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 40V, Positive-QTOF	splash10-0553-9200000000-a4e0410df89047d13be0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 10V, Negative-QTOF	splash10-000i-0900000000-a1d3490de00d1a15d44f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 20V, Negative-QTOF	splash10-000i-5900000000-ad1495568dfbab54b30a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 40V, Negative-QTOF	splash10-0a4i-9000000000-3826486abb0fd0ea5420	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 10V, Negative-QTOF	splash10-000i-0900000000-fc40cdd04f0c94ec15c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 20V, Negative-QTOF	splash10-000i-6900000000-78e9d3bc96c2907a3cff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 40V, Negative-QTOF	splash10-0a4l-9200000000-47bd475a9a9800ee2551	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 10V, Positive-QTOF	splash10-000i-0900000000-8403815e47e487c65787	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 20V, Positive-QTOF	splash10-000i-0900000000-1a78a71acafff59adf51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrolo[2,1-c][1,4]thiazine 40V, Positive-QTOF	splash10-0f8c-9000000000-133224ad2ac25bf61962	2021-09-22	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+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

FDB019944

KNApSAcK ID

Not Available

Chemspider ID

458718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

526182

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1882351

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 1H-Pyrrolo[2,1-c][1,4]thiazine (HMDB0040229)

MOL for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

3D MOL for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

3D SDF for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

3D-SDF for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

PDB for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

3D PDB for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

SMILES for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

INCHI for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

Structure for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

3D Structure for HMDB0040229 (1H-Pyrrolo[2,1-c][1,4]thiazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra