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Showing NP-Card for trans-1,2-Dihydrobenzene-1,2-diol (NP0086716)

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Record Information
Version2.0
Created at2022-05-11 16:29:01 UTC
Updated at2022-05-11 16:29:01 UTC
NP-MRD IDNP0086716
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-1,2-Dihydrobenzene-1,2-diol
DescriptionTrans-1,2-Dihydrobenzene-1,2-diol, also known as arene diol or trans-(+-)-3,5-cyclohexadiene-1,2-diol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. Trans-1,2-Dihydrobenzene-1,2-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)


  Mrv0541 02231218572D          

  8  8  0  0  1  0            999 V2000
    0.5379    0.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1768    0.5191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5379   -0.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488    0.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8914    0.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730    1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844   -1.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953   -0.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  2  0  0  0  0
  5  8  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)

     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.0978   -0.0671    0.7930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624    0.0212   -0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4110    1.3312   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541    1.5173    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408    0.3664    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405   -0.8496    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1729   -1.1308   -0.0161 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3186   -2.0150   -1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239    0.5236    1.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869   -0.0667   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    2.2528   -0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    2.5398    0.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7993    0.5164    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.7031    0.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147   -1.7267    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6843   -1.5098   -1.8791 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  1
  8 16  1  0
M  END
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3D SDF for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)


  Mrv0541 02231218572D          

  8  8  0  0  1  0            999 V2000
    0.5379    0.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1768    0.5191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5379   -0.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488    0.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8914    0.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730    1.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844   -1.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953   -0.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  2  0  0  0  0
  5  8  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1C=CC=C[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6-/m1/s1

> <INCHI_KEY>
YDRSQRPHLBEPTP-PHDIDXHHSA-N

> <FORMULA>
C6H8O2

> <MOLECULAR_WEIGHT>
112.1265

> <EXACT_MASS>
112.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
11.128618776328981

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R)-cyclohexa-3,5-diene-1,2-diol

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
-0.2062385373333335

> <ALOGPS_LOGS>
0.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.906934345595712

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.466901470170704

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3377067768439073

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
32.562200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arene diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)

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PDB for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       1.004   0.190   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.330   0.969   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.004  -1.362   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.331   0.948   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.664   0.197   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.323   2.493   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.344  -2.107   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.671  -1.327   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    2                                                            
CONECT    7    3    8                                                       
CONECT    8    5    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END

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3D PDB for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)
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SMILES for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)
O[C@@H]1C=CC=C[C@H]1O
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INCHI for NP0086716 (trans-1,2-Dihydrobenzene-1,2-diol)
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6-/m1/s1
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View in JSmol
Synonyms
ValueSource
Arene diolHMDB
cis-3,5-Cyclohexadiene-1,2-diol solutionHMDB
Racemic mixture OF (+)- and (-)-1,2-dihydroxy-1,2-dihydrobenzeneHMDB
Rel-(1R,2R)-cyclohexa-3,5-diene-1,2-diolHMDB
trans-(+-)-3,5-Cyclohexadiene-1,2-diolHMDB
trans-3,5-Cyclohexadiene-1,2-diolHMDB
trans-1,2-Dihydrobenzene-1,2-diolChEBI
Chemical FormulaC6H8O2
Average Mass112.1265 Da
Monoisotopic Mass112.05243 Da
IUPAC Name(1R,2R)-cyclohexa-3,5-diene-1,2-diol
Traditional Namearene diol
CAS Registry NumberNot Available
SMILES
O[C@@H]1C=CC=C[C@H]1O
InChI Identifier
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6-/m1/s1
InChI KeyYDRSQRPHLBEPTP-PHDIDXHHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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 homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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-0.18ALOGPS
logP-0.21ChemAxon
logS0.2ALOGPS
pKa (Strongest Acidic)13.47ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32.56 m³·mol⁻¹ChemAxon
Polarizability11.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001164  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022458  
KNApSAcK IDNot Available
Chemspider ID131491  
KEGG Compound IDC04221  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6046  
PubChem Compound149186  
PDB IDNot Available
ChEBI ID10702  
Good Scents IDNot Available
References
General ReferencesNot Available