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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:08 UTC

Update Date

2022-03-07 02:53:22 UTC

HMDB ID

HMDB0032499

Secondary Accession Numbers

HMDB32499

Metabolite Identification

Common Name

Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine

Description

Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine, also known as pyrrolidino[1,2-e]-4H-1,3,5-dithiazine, 2,4-dimethyl, belongs to the class of organic compounds known as 1,3,5-dithiazinanes. These are cyclic compounds that contain a dithiazinane ring, which is a saturated heterocycle that consisting of one nitrogen atom, two sulfur atoms at the 1-,3-, and 5- position, respectively. Based on a literature review a significant number of articles have been published on Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pyrrolidino[1,2-e]-4H-1,3,5-dithiazine, 2,4-dimethyl	HMDB
Pyrrolidino[1,2-e]-4H-2,4-dimethyl-1,3,5-dithiazine	HMDB

Chemical Formula

C₈H₁₅NS₂

Average Molecular Weight

189.341

Monoisotopic Molecular Weight

189.064590865

IUPAC Name

2,4-dimethyl-hexahydropyrrolo[2,1-d][1,3,5]dithiazine

Traditional Name

2,4-dimethyl-hexahydropyrrolo[2,1-d][1,3,5]dithiazine

CAS Registry Number

116505-60-3

SMILES

CC1SC2CCCN2C(C)S1

InChI Identifier

InChI=1S/C8H15NS2/c1-6-9-5-3-4-8(9)11-7(2)10-6/h6-8H,3-5H2,1-2H3

InChI Key

OJEOXDLLIADRBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3,5-dithiazinanes. These are cyclic compounds that contain a dithiazinane ring, which is a saturated heterocycle that consisting of one nitrogen atom, two sulfur atoms at the 1-,3-, and 5- position, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azacyclic compounds

Sub Class

Dithiazinanes

Direct Parent

1,3,5-dithiazinanes

Alternative Parents

Substituents

1,3,5-dithiazinane
N-alkylpyrrolidine
Pyrrolidine
Thioacetal
Dialkylthioether
Hemithioaminal
Thioether
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032499)
Cytoplasm (HMDB: HMDB0032499)

Source

Endogenous

Endogenous (HMDB: HMDB0032499)

Exogenous

Food

Food (HMDB: HMDB0032499)

Exogenous (HMDB: HMDB0032499)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	130.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	235.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	3.041 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.06 g/L	ALOGPS
logP	2.12	ALOGPS
logP	1.93	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	6.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	54.38 m³·mol⁻¹	ChemAxon
Polarizability	20.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	142.208	31661259
DarkChem	[M-H]-	135.652	31661259
DeepCCS	[M+H]+	141.118	30932474
DeepCCS	[M-H]-	138.352	30932474
DeepCCS	[M-2H]-	174.889	30932474
DeepCCS	[M+Na]+	150.073	30932474
AllCCS	[M+H]+	136.9	32859911
AllCCS	[M+H-H2O]+	132.9	32859911
AllCCS	[M+NH4]+	140.7	32859911
AllCCS	[M+Na]+	141.8	32859911
AllCCS	[M-H]-	142.1	32859911
AllCCS	[M+Na-2H]-	143.4	32859911
AllCCS	[M+HCOO]-	144.8	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.	2.95 minutes	32390414
Predicted by Siyang on May 30, 2022	14.5592 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1689.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	455.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	263.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	131.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	516.4 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	418.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	993.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	373.0 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	1266.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	328.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	396.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	393.2 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	44.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine	CC1SC2CCCN2C(C)S1	1977.5	Standard polar	33892256
Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine	CC1SC2CCCN2C(C)S1	1445.7	Standard non polar	33892256
Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine	CC1SC2CCCN2C(C)S1	1530.7	Semi standard non polar	33892256

Spectra

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

FDB010160

KNApSAcK ID

Not Available

Chemspider ID

461075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

529068

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1583791

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine (HMDB0032499)

MOL for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

3D MOL for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

3D SDF for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

3D-SDF for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

PDB for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

3D PDB for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

SMILES for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

INCHI for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

Structure for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

3D Structure for HMDB0032499 (Pyrrolidino-[1,2E]-4H-2,4-dimethyl-1,3,5-dithiazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized