NP-MRD: Showing NP-Card for ovothiol c (NP0230768)

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Record Information

Version

2.0

Created at

2022-09-06 11:19:57 UTC

Updated at

2022-09-06 11:19:57 UTC

NP-MRD ID

NP0230768

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ovothiol c

Description

Ovothiol C 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 c is found in Strongylocentrotus purpuratus. Based on a literature review very few articles have been published on ovothiol C zwitterion.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -0.9241   -0.6679    1.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    0.1547    0.6269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219   -0.4874   -0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375    1.0381   -0.0722 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2326    0.4806   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -0.4664   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -1.8547   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2240   -2.8381   -1.0913 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -2.2844    0.2023 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0064   -1.2480    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973   -0.1312    0.0930 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777    1.2402    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484    2.0272   -0.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295    2.9128   -1.5079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    1.9425   -0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.4950    2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071   -1.7337    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1396   -0.4125    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -1.5786    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -0.0645    0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4965   -0.3717   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747    1.7101    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    0.0157   -1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7851    1.3589   -1.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1420   -4.1903   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -1.2848    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105    1.7496    0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309    1.1984    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745    1.7355   -0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017    2.5451   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
  4 13  1  0
 13 15  1  0
 13 14  2  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  1
  5 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
M  END


  Mrv1652309062213192D          

 15 15  0  0  1  0            999 V2000
   -0.8612    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    3.5893    0.0000 C   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
   -0.8612    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161    1.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    2.3518    0.0000 O   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230768

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H15N3O2S/c1-11(2)7(9(13)14)4-6-8(15)10-5-12(6)3/h5,7,15H,4H2,1-3H3,(H,13,14)/t7-/m0/s1

> <INCHI_KEY>
ONAWDGXCZMVYMN-ZETCQYMHSA-N

> <FORMULA>
C9H15N3O2S

> <MOLECULAR_WEIGHT>
229.3

> <EXACT_MASS>
229.088497909

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.058165062123393

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-2.370112654387005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.883975200422735

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2683466420723555

> <JCHEM_PKA_STRONGEST_BASIC>
9.798437167280394

> <JCHEM_POLAR_SURFACE_AREA>
58.36

> <JCHEM_REFRACTIVITY>
61.3483

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.608   6.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.274   5.930   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.060   6.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       3.770   1.651   0.000  0.00  0.00           S+0
HETATM    9  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.608   3.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.083   2.155   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.941   4.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₅N₃O₂S

Average Mass

229.3000 Da

Monoisotopic Mass

229.08850 Da

IUPAC Name

(2S)-2-(dimethylamino)-3-(1-methyl-4-sulfanyl-1H-imidazol-5-yl)propanoic acid

Traditional Name

(2S)-2-(dimethylamino)-3-(3-methyl-5-sulfanylimidazol-4-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H15N3O2S/c1-11(2)7(9(13)14)4-6-8(15)10-5-12(6)3/h5,7,15H,4H2,1-3H3,(H,13,14)/t7-/m0/s1

InChI Key

ONAWDGXCZMVYMN-ZETCQYMHSA-N

Experimental Spectra

Not Available

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

Not Available

Species

Species of Origin

Species Name	Source	Reference
Strongylocentrotus purpuratus	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine 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
Amino acid
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Arylthiol
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

L-histidine derivative (CHEBI:83415 )
aryl thiol (CHEBI:83415 )

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	-2.4	ChemAxon
pKa (Strongest Acidic)	1.27	ChemAxon
pKa (Strongest Basic)	9.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.35 m³·mol⁻¹	ChemAxon
Polarizability	23.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

114319

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129029

PDB ID

Not Available

ChEBI ID

82725

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ovothiol c (NP0230768)

MOL for NP0230768 (ovothiol c)

3D MOL for NP0230768 (ovothiol c)

3D SDF for NP0230768 (ovothiol c)

3D-SDF for NP0230768 (ovothiol c)

PDB for NP0230768 (ovothiol c)

3D PDB for NP0230768 (ovothiol c)

SMILES for NP0230768 (ovothiol c)

INCHI for NP0230768 (ovothiol c)

Structure for NP0230768 (ovothiol c)

3D Structure for NP0230768 (ovothiol c)