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Showing NP-Card for (1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol (NP0205035)

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Record Information
Version2.0
Created at2022-09-05 00:51:31 UTC
Updated at2022-09-05 00:51:31 UTC
NP-MRD IDNP0205035
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol
Description(R)-1-(3-Hydroxy-4-methoxyphenyl)-1,2-ethanediol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. (1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol is found in Foeniculum vulgare. Based on a literature review very few articles have been published on (R)-1-(3-Hydroxy-4-methoxyphenyl)-1,2-ethanediol.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)


  Mrv1652309052202512D          

 13 13  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   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
    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   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 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
  3  4  2  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
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
    4.0165    1.0313    0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -0.1657    0.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -0.2190    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510    0.8979    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1189    0.8223    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351   -0.3398    0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -0.4657    0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7146    0.1580    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0797   -0.0102   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.3330   -0.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.4480    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2551   -1.3846   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801   -2.5091   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    0.8395    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499    1.7892   -0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542    1.5072    1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989    1.8309    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376    1.7072    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307   -1.5371    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    0.9809    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2564   -0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274   -0.6290   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6389    1.8743   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5792   -2.4150   -0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5225   -3.3921   -0.6370 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 11  1  0
 11 12  2  0
 12 13  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
 11 24  1  0
 13 25  1  0
  7 19  1  1
  8 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
M  END
Download

3D SDF for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)


  Mrv1652309052202512D          

 13 13  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   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
    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   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 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
  3  4  2  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
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205035

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1O)[C@@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O4/c1-13-9-3-2-6(4-7(9)11)8(12)5-10/h2-4,8,10-12H,5H2,1H3/t8-/m0/s1

> <INCHI_KEY>
FBDKAIYPFAFJHV-QMMMGPOBSA-N

> <FORMULA>
C9H12O4

> <MOLECULAR_WEIGHT>
184.191

> <EXACT_MASS>
184.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.666972217908828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol

> <JCHEM_LOGP>
0.11432451933333344

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.766079043120868

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.790264821733588

> <JCHEM_PKA_STRONGEST_BASIC>
-2.978137658241508

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
47.280499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)

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PDB for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   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                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)
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SMILES for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)
COC1=CC=C(C=C1O)[C@@H](O)CO
Download
INCHI for NP0205035 ((1r)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol)
InChI=1S/C9H12O4/c1-13-9-3-2-6(4-7(9)11)8(12)5-10/h2-4,8,10-12H,5H2,1H3/t8-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H12O4
Average Mass184.1910 Da
Monoisotopic Mass184.07356 Da
IUPAC Name(1R)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol
Traditional Name(1R)-1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1O)[C@@H](O)CO
InChI Identifier
InChI=1S/C9H12O4/c1-13-9-3-2-6(4-7(9)11)8(12)5-10/h2-4,8,10-12H,5H2,1H3/t8-/m0/s1
InChI KeyFBDKAIYPFAFJHV-QMMMGPOBSA-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
Foeniculum vulgareLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenols  
Sub ClassMethoxyphenols  
Direct ParentMethoxyphenols  
Alternative Parents
Substituents
  • Methoxyphenol
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • 1,2-diol
    • 

  • Secondary alcohol
    • 

  • Ether
    • 

  • Aromatic alcohol
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic 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
logP0.11ChemAxon
pKa (Strongest Acidic)9.79ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.28 m³·mol⁻¹ChemAxon
Polarizability18.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8806699  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10631337  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]