NP-MRD: Showing NP-Card for BPSS2111-2113:C (NP0353871)

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Record Information

Version

2.0

Created at

2026-03-25 23:54:43 UTC

Updated at

2026-04-09 14:35:09 UTC

NP-MRD ID

NP0353871

Natural Product DOI

https://doi.org/10.57994/8435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

BPSS2111-2113:C

Description

7-Hydroxy-5,6,8-tris(methylthio)-2H-1,4-benzothiazine-3(4H)-one belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). Based on a literature review very few articles have been published on 7-Hydroxy-5,6,8-tris(methylthio)-2H-1,4-benzothiazine-3(4H)-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.0861   -2.4849   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774   -1.9033    0.9710 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -0.6839    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    0.6925    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    0.9754    0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078    1.6072    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639    3.3402    0.3913 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166    3.9524    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104    1.1800    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1515    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1822   -1.0916    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648   -2.8268    0.6680 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589   -3.4879   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5318   -0.6176    0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    0.0801    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577   -0.7120   -0.0067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498    1.5221   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813    2.3695    0.1050 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4848   -2.1593   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822   -3.5936   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1319   -2.1478   -0.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475    1.7078    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    3.7893    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0166    3.6890   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2493    5.1041    0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936   -4.3826   -1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592   -2.7494   -1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4841   -3.7440   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222   -0.9554   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4472    1.9409    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    1.7412   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  0
 15 14  2  0
 14 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11  3  1  0
 10  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 17 30  1  0
 17 31  1  0
 16 29  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
M  END


  Mrv1652309042206442D          

 18 19  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0353871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=C(O)C(SC)=C2SCC(O)=NC2=C1SC

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO2S4/c1-15-8-6-9(18-4-5(13)12-6)11(17-3)7(14)10(8)16-2/h14H,4H2,1-3H3,(H,12,13)

> <INCHI_KEY>
LGWFEYRXZFNLSJ-UHFFFAOYSA-N

> <FORMULA>
C11H13NO2S4

> <MOLECULAR_WEIGHT>
319.47

> <EXACT_MASS>
318.982913359

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
32.44680132149597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,8-tris(methylsulfanyl)-2H-1,4-benzothiazine-3,7-diol

> <JCHEM_LOGP>
3.5377112150000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.951948623911123

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.030855659637095

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5314200675160686

> <JCHEM_POLAR_SURFACE_AREA>
52.82000000000001

> <JCHEM_REFRACTIVITY>
88.2811

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,6,8-tris(methylsulfanyl)-2H-1,4-benzothiazine-3,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -2.667   0.000   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       0.000  -4.620   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       0.000   1.540   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0       2.667  -3.080   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   18                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17    9                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₃NO₂S₄

Average Mass

319.4700 Da

Monoisotopic Mass

318.98291 Da

IUPAC Name

5,6,8-tris(methylsulfanyl)-2H-1,4-benzothiazine-3,7-diol

Traditional Name

5,6,8-tris(methylsulfanyl)-2H-1,4-benzothiazine-3,7-diol

CAS Registry Number

Not Available

SMILES

CSC1=C(O)C(SC)=C2SCC(O)=NC2=C1SC

InChI Identifier

InChI=1S/C11H13NO2S4/c1-15-8-6-9(18-4-5(13)12-6)11(17-3)7(14)10(8)16-2/h14H,4H2,1-3H3,(H,12,13)

InChI Key

LGWFEYRXZFNLSJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD2Cl2, experimental)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150.0, CD₂Cl₂, simulated)	[email protected]	University of Florida	Erin Marshall	2026-03-25	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Croceibacter atlanticus		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Not Available

Direct Parent

Benzothiazines

Alternative Parents

Substituents

Benzothiazine
Aryl thioether
Thiophenol ether
Phenol
Alkylarylthioether
Para-thiazine
Benzenoid
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Thioether
Sulfenyl compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.54	ChemAxon
pKa (Strongest Acidic)	4.03	ChemAxon
pKa (Strongest Basic)	-0.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.28 m³·mol⁻¹	ChemAxon
Polarizability	32.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435456

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53244207

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for BPSS2111-2113:C (NP0353871)

MOL for NP0353871 (BPSS2111-2113:C)

3D MOL for NP0353871 (BPSS2111-2113:C)

3D SDF for NP0353871 (BPSS2111-2113:C)

3D-SDF for NP0353871 (BPSS2111-2113:C)

PDB for NP0353871 (BPSS2111-2113:C)

3D PDB for NP0353871 (BPSS2111-2113:C)

SMILES for NP0353871 (BPSS2111-2113:C)

INCHI for NP0353871 (BPSS2111-2113:C)

Structure for NP0353871 (BPSS2111-2113:C)

3D Structure for NP0353871 (BPSS2111-2113:C)