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Showing NP-Card for Rengynic acid (NP0140036)

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Record Information
Version2.0
Created at2022-06-29 20:43:07 UTC
Updated at2022-06-29 20:43:07 UTC
NP-MRD IDNP0140036
Secondary Accession NumbersNone
Natural Product Identification
Common NameRengynic acid
Description2-(1,4-Dihydroxycyclohexyl)acetic acid belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Rengynic acid is found in Forsythia suspensa. 2-(1,4-Dihydroxycyclohexyl)acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0140036 (Rengynic acid)


  Mrv1533004231520222D          

 12 12  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 O   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 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
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    2.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394    0.9510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
Download

3D MOL for NP0140036 (Rengynic acid)

     RDKit          3D

 26 26  0  0  0  0  0  0  0  0999 V2000
    3.1015   -0.2101    1.2371 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8546    0.1901    0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670    1.2936   -0.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8246   -0.5000   -0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5640   -0.5912    0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8886   -1.4272    1.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -1.2848   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -0.9854   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746    0.4574    0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3368    0.8845   -0.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9664    1.2624   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665    0.7725    0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2004    2.2477   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -1.5440   -0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6564   -0.0334   -1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -2.3491    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -2.3978   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432   -1.1098   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6670   -1.3982   -0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -1.5534    0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133    0.6449    1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285    1.8701   -0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1218    2.3566   -0.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7360    1.2380   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    1.5045    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    0.6622    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  1
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  5 12  1  0
 12 11  1  0
 11  9  1  0
 10 22  1  0
  9 21  1  1
  8 19  1  0
  8 20  1  0
  7 17  1  0
  7 18  1  0
  6 16  1  0
  4 14  1  0
  4 15  1  0
  3 13  1  0
 12 25  1  0
 12 26  1  0
 11 23  1  0
 11 24  1  0
M  END
Download

3D SDF for NP0140036 (Rengynic acid)


  Mrv1533004231520222D          

 12 12  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 O   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 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
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    2.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394    0.9510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CCC(O)(CC(O)=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O4/c9-6-1-3-8(12,4-2-6)5-7(10)11/h6,9,12H,1-5H2,(H,10,11)

> <INCHI_KEY>
LHDVONJKFJRQTI-UHFFFAOYSA-N

> <FORMULA>
C8H14O4

> <MOLECULAR_WEIGHT>
174.196

> <EXACT_MASS>
174.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.430501602163893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1,4-dihydroxycyclohexyl)acetic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-0.46726030566666665

> <ALOGPS_LOGS>
0.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.660060788897372

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.38261467768532

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6886378970494125

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
41.61860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1,4-dihydroxycyclohexyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0140036 (Rengynic acid)

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PDB for NP0140036 (Rengynic acid)
HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   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   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.840   3.222   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.830   4.402   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.367   1.775   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   11                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11    2                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0140036 (Rengynic acid)
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SMILES for NP0140036 (Rengynic acid)
OC1CCC(O)(CC(O)=O)CC1
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INCHI for NP0140036 (Rengynic acid)
InChI=1S/C8H14O4/c9-6-1-3-8(12,4-2-6)5-7(10)11/h6,9,12H,1-5H2,(H,10,11)
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View in JSmol
Synonyms
ValueSource
2-(1,4-Dihydroxycyclohexyl)acetateGenerator
RengynateGenerator
Chemical FormulaC8H14O4
Average Mass174.1960 Da
Monoisotopic Mass174.08921 Da
IUPAC Name2-(1,4-dihydroxycyclohexyl)acetic acid
Traditional Name(1,4-dihydroxycyclohexyl)acetic acid
CAS Registry NumberNot Available
SMILES
OC1CCC(O)(CC(O)=O)CC1
InChI Identifier
InChI=1S/C8H14O4/c9-6-1-3-8(12,4-2-6)5-7(10)11/h6,9,12H,1-5H2,(H,10,11)
InChI KeyLHDVONJKFJRQTI-UHFFFAOYSA-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
Forsythia suspensaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentCyclohexanols  
Alternative Parents
Substituents
  • Cyclohexanol
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
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-0.55ALOGPS
logP-0.47ChemAxon
logS0.13ALOGPS
pKa (Strongest Acidic)4.38ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.62 m³·mol⁻¹ChemAxon
Polarizability17.43 ųChemAxon
Number of Rings1ChemAxon
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 IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54033324  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available