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Showing NP-Card for (s,s)-butane-2,3-diol (NP0283903)

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Record Information
Version2.0
Created at2022-09-09 11:21:57 UTC
Updated at2022-09-09 11:21:57 UTC
NP-MRD IDNP0283903
Secondary Accession NumbersNone
Natural Product Identification
Common Name(s,s)-butane-2,3-diol
Description(S,S)-butane-2,3-diol, also known as (S,S)-2,3-butanediol, belongs to the class of organic compounds known as 1,2-diols. (s,s)-butane-2,3-diol is found in Corynebacterium glutamicum. These are polyols containing an alcohol group at two adjacent positions (S,S)-butane-2,3-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0283903 ((s,s)-butane-2,3-diol)


  Mrv0541 05041401112D          

  8  7  0  0  1  0            999 V2000
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  4  6  1  1  0  0  0
  3  7  1  1  0  0  0
  4  8  1  1  0  0  0
M  END
Download

3D MOL for NP0283903 ((s,s)-butane-2,3-diol)

     RDKit          3D

 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.5251    0.2851    0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5779   -0.0445   -0.5867 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6873   -1.3740   -0.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    0.3116   -0.2578 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4698   -0.6263    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876    1.6493    0.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781   -0.3870    1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    1.3449    0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558    0.0613    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    0.5478   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -1.5405   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    0.1789   -1.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -1.5464    0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025   -0.9046    1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907   -0.1162    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2845    2.1608   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  2 10  1  6
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 11  1  0
  4 12  1  6
  5 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

3D SDF for NP0283903 ((s,s)-butane-2,3-diol)


  Mrv0541 05041401112D          

  8  7  0  0  1  0            999 V2000
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  4  6  1  1  0  0  0
  3  7  1  1  0  0  0
  4  8  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0283903

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](C)(O)[C@]([H])(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m0/s1

> <INCHI_KEY>
OWBTYPJTUOEWEK-IMJSIDKUSA-N

> <FORMULA>
C4H10O2

> <MOLECULAR_WEIGHT>
90.121

> <EXACT_MASS>
90.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
9.81818393920834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-butane-2,3-diol

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-0.37552903133333315

> <ALOGPS_LOGS>
0.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.678062098346835

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.224481598439645

> <JCHEM_PKA_STRONGEST_BASIC>
-3.006341228739074

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
23.391199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.03e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S,S)-butane-2,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0283903 ((s,s)-butane-2,3-diol)

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PDB for NP0283903 ((s,s)-butane-2,3-diol)
HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    4    5    7                                             
CONECT    4    2    3    6    8                                             
CONECT    5    3                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0283903 ((s,s)-butane-2,3-diol)
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SMILES for NP0283903 ((s,s)-butane-2,3-diol)
[H][C@@](C)(O)[C@]([H])(C)O
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INCHI for NP0283903 ((s,s)-butane-2,3-diol)
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m0/s1
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View in JSmol
Synonyms
ValueSource
(S,S)-(+)-2,3-ButanediolChEBI
(S,S)-2,3-ButanediolChEBI
(S,S)-2,3-Butylene glycolChEBI
(2S,3S)-Butane-2,3-diolKegg
Chemical FormulaC4H10O2
Average Mass90.1210 Da
Monoisotopic Mass90.06808 Da
IUPAC Name(2S,3S)-butane-2,3-diol
Traditional Name(S,S)-butane-2,3-diol
CAS Registry NumberNot Available
SMILES
[H][C@@](C)(O)[C@]([H])(C)O
InChI Identifier
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m0/s1
InChI KeyOWBTYPJTUOEWEK-IMJSIDKUSA-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
Corynebacterium glutamicumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct Parent1,2-diols  
Alternative Parents
Substituents
  • Secondary alcohol
    • 

  • 1,2-diol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP-0.59ALOGPS
logP-0.38ChemAxon
logS0.83ALOGPS
pKa (Strongest Acidic)14.22ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.39 m³·mol⁻¹ChemAxon
Polarizability9.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC03046  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439888  
PDB IDNot Available
ChEBI ID16812  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]