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Showing NP-Card for ovothiol b (NP0182431)

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Record Information
Version1.0
Created at2022-09-03 21:07:29 UTC
Updated at2022-09-03 21:07:29 UTC
NP-MRD IDNP0182431
Secondary Accession NumbersNone
Natural Product Identification
Common Nameovothiol b
DescriptionOvothiol B zwitterion belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. ovothiol b is found in Chlamys hastata. It was first documented in 2011 (PMID: 21247153). Based on a literature review very few articles have been published on ovothiol B zwitterion.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0182431 (ovothiol b)


  Mrv1652309032223072D          

 14 14  0  0  1  0            999 V2000
   -1.5757    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
Download

3D MOL for NP0182431 (ovothiol b)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
    2.9468   -1.1615    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929   -0.6973    0.5730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495   -0.0830   -0.6051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1326    0.6561   -0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -0.0628   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9583   -1.1019   -0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6112   -1.9015   -2.4772 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419   -1.4866   -0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -0.6242    0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.2305    0.7992 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263    1.3983    1.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2030    0.9716   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    0.9541   -1.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    1.9971    0.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7025   -0.3877    0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645   -2.0111    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1390   -1.5640   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -1.5212    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2543   -0.8465   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    0.8915   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    1.6420   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296   -1.6205   -3.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8045   -0.6449    1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704    1.1325    2.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1614    2.1064    1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9066    2.0086    1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4569    1.7260    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  3 12  1  0
 12 14  1  0
 12 13  2  0
 10  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  6
  4 20  1  0
  4 21  1  0
  7 22  1  0
  9 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
M  END
Download

3D SDF for NP0182431 (ovothiol b)


  Mrv1652309032223072D          

 14 14  0  0  1  0            999 V2000
   -1.5757    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182431

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN[C@@H](CC1=C(S)N=CN1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H13N3O2S/c1-9-5(8(12)13)3-6-7(14)10-4-11(6)2/h4-5,9,14H,3H2,1-2H3,(H,12,13)/t5-/m0/s1

> <INCHI_KEY>
VBMIRSPJYVMQOI-YFKPBYRVSA-N

> <FORMULA>
C8H13N3O2S

> <MOLECULAR_WEIGHT>
215.27

> <EXACT_MASS>
215.072847845

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.498011224633423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-(1-methyl-4-sulfanyl-1H-imidazol-5-yl)-2-(methylamino)propanoic acid

> <JCHEM_LOGP>
-2.5003117035284657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.8198744222898195

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4526401191885912

> <JCHEM_PKA_STRONGEST_BASIC>
10.278928164117607

> <JCHEM_POLAR_SURFACE_AREA>
67.15

> <JCHEM_REFRACTIVITY>
56.0536

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-(3-methyl-5-sulfanylimidazol-4-yl)-2-(methylamino)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0182431 (ovothiol b)

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PDB for NP0182431 (ovothiol b)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.941   4.390   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.608   3.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       3.770   1.651   0.000  0.00  0.00           S+0
HETATM    8  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.060   6.700   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.608   6.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    3   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0182431 (ovothiol b)
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SMILES for NP0182431 (ovothiol b)
CN[C@@H](CC1=C(S)N=CN1C)C(O)=O
Download
INCHI for NP0182431 (ovothiol b)
InChI=1S/C8H13N3O2S/c1-9-5(8(12)13)3-6-7(14)10-4-11(6)2/h4-5,9,14H,3H2,1-2H3,(H,12,13)/t5-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H13N3O2S
Average Mass215.2700 Da
Monoisotopic Mass215.07285 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CN[C@@H](CC1=C(S)N=CN1C)C(O)=O
InChI Identifier
InChI=1S/C8H13N3O2S/c1-9-5(8(12)13)3-6-7(14)10-4-11(6)2/h4-5,9,14H,3H2,1-2H3,(H,12,13)/t5-/m0/s1
InChI KeyVBMIRSPJYVMQOI-YFKPBYRVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Chlamys hastataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentHistidine and derivatives  
Alternative Parents
Substituents
  • Histidine or derivatives
    • 

  • Alpha-amino acid
    • 

  • L-alpha-amino acid
    • 

  • Imidazolyl carboxylic acid derivative
    • 

  • Aralkylamine
    • 

  • N-substituted imidazole
    • 

  • Azole
    • 

  • Imidazole
    • 

  • Heteroaromatic compound
    • 

  • Carboxylic acid salt
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Secondary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Arylthiol
    • 

  • Organoheterocyclic compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • Organosulfur compound
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Organic zwitterion
    • 

  • Organic salt
    • 

  • Organic nitrogen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID29215723  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound86289935  
PDB IDNot Available
ChEBI ID82724  
Good Scents IDNot Available
References
General References
  1. Braunshausen A, Seebeck FP: Identification and characterization of the first ovothiol biosynthetic enzyme. J Am Chem Soc. 2011 Feb 16;133(6):1757-9. doi: 10.1021/ja109378e. Epub 2011 Jan 19. [PubMed:21247153  ] 
  2. LOTUS database [Link]