Np mrd loader

Showing NP-Card for Homovanillyl alcohol (NP0049267)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:09:44 UTC
Updated at2022-03-17 21:09:44 UTC
NP-MRD IDNP0049267
Secondary Accession NumbersNone
Natural Product Identification
Common NameHomovanillyl alcohol
Description(4-Hydroxy-3-methoxyphenyl)ethanol, also known as 2-(4-guaiacyl)-ethanol or 3-methoxy-4-hydroxyphenylethanol, belongs to the class of organic compounds known as methoxyphenols. Homovanillyl alcohol is found in Aconitum baicalense, Bongardia chrysogonum, Cyclopia intermedia, Fraxinus chinensis, Nicotiana tabacum, Saussurea medusa, Urtica dioica and Zingiber officinale. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety (4-Hydroxy-3-methoxyphenyl)ethanol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049267 (Homovanillyl alcohol)


  Mrv0541 05061310442D          

 12 12  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    1.4289    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
    0.0000   -1.6500    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
    0.7145   -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  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
    0.0000   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
Download

3D MOL for NP0049267 (Homovanillyl alcohol)

Download
3D SDF for NP0049267 (Homovanillyl alcohol)

  Mrv0541 05061310442D          

 12 12  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    1.4289    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
    0.0000   -1.6500    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
    0.7145   -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  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
    0.0000   -2.4750    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049267

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(CCO)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3

> <INCHI_KEY>
XHUBSJRBOQIZNI-UHFFFAOYSA-N

> <FORMULA>
C9H12O3

> <MOLECULAR_WEIGHT>
168.1898

> <EXACT_MASS>
168.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.670892239073055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-hydroxyethyl)-2-methoxyphenol

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.0333206663333336

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.95143078228585

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.185383789635116

> <JCHEM_PKA_STRONGEST_BASIC>
-2.410389186578838

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
46.073

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
homovanillyl alcohol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049267 (Homovanillyl alcohol)
Download
PDB for NP0049267 (Homovanillyl alcohol)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   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  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    3    7                                                       
CONECT    3    2    8                                                       
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    7    9                                                       
CONECT    7    2    4    6                                                  
CONECT    8    3    9   11                                                  
CONECT    9    6    8   12                                                  
CONECT   10    5                                                            
CONECT   11    8                                                            
CONECT   12    1    9                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Download
3D PDB for NP0049267 (Homovanillyl alcohol)
Download
SMILES for NP0049267 (Homovanillyl alcohol)
COC1=C(O)C=CC(CCO)=C1
Download
INCHI for NP0049267 (Homovanillyl alcohol)
InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3
Download
View in JSmol
Synonyms
ValueSource
2-(4-Guaiacyl)-ethanolHMDB
2-(4-Hydroxy-3-methoxyphenyl)-ethanolHMDB
3-Methoxy-4-hydroxyphenylethanolHMDB
4-(2-Hydroxyethyl)-2-methoxyphenolHMDB
4-(2-Hydroxyethyl)guaiacolHMDB
4-Hydroxy-3-methoxy-benzeneethanolHMDB
4-Hydroxy-3-methoxybenzeneethanolHMDB
4-Hydroxy-3-methoxyphenethanolHMDB
4-Hydroxy-3-methoxyphenethyl alcoholHMDB
4-Hydroxy-3-methoxyphenylethyl alcoholHMDB
Guaiacyl ethanolHMDB
Homovanilline alcoholHMDB
Homovanillyl alcoholHMDB
Alcohol, hydroxymethoxyphenethylMeSH
3 Methoxy 4 hydroxyphenylethanolMeSH
Hydroxymethoxyphenethyl alcoholMeSH
MHPEMeSH
MOPETMeSH
MethoxyhydroxyphenylethanolMeSH
Chemical FormulaC9H12O3
Average Mass168.1898 Da
Monoisotopic Mass168.07864 Da
IUPAC Name4-(2-hydroxyethyl)-2-methoxyphenol
Traditional Namehomovanillyl alcohol
CAS Registry Number2380-78-1
SMILES
COC1=C(O)C=CC(CCO)=C1
InChI Identifier
InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3
InChI KeyXHUBSJRBOQIZNI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aconitum baicalenseLOTUS Database
Bongardia chrysogonumLOTUS Database
Cyclopia intermediaLOTUS Database
Fraxinus chinensisLOTUS Database
Nicotiana tabacumLOTUS Database
Olea europaeaFooDB
Saussurea medusaLOTUS Database
Urtica dioicaLOTUS Database
Zingiber officinaleLOTUS 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
    • 

  • Tyrosol derivative
    • 

  • Tyrosol
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Ether
    • 

  • Primary alcohol
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP0.95ALOGPS
logP1.03ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)10.19ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.07 m³·mol⁻¹ChemAxon
Polarizability17.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038925  
DrugBank IDNot Available
Phenol Explorer Compound ID643  
FoodDB IDFDB018391  
KNApSAcK IDNot Available
Chemspider ID16039  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16928  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available