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Showing NP-Card for 3-hydroxybenzyl alcohol (NP0179758)

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Record Information
Version2.0
Created at2022-09-03 17:59:37 UTC
Updated at2025-02-11 15:48:39 UTC
NP-MRD IDNP0179758
Natural Product DOIhttps://doi.org/10.57994/2856
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-hydroxybenzyl alcohol
Description3-Hydroxybenzyl alcohol, also known as 3-hydroxybenzenemethanol or 3-methylol phenol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 3-Hydroxybenzyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxybenzyl alcohol exists in all living organisms, ranging from bacteria to humans. 3-hydroxybenzyl alcohol is found in Festuca rubra, Ophiosphaerella herpotricha, Penicillium solitum and Penicillium vulpinum. It is a pink or beige to brown crystalline powder, soluble in water.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0179758 (3-hydroxybenzyl alcohol)


  Mrv0541 01091312052D          

  9  9  0  0  0  0            999 V2000
    0.7955    1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  5  7  1  0  0  0  0
  1  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for NP0179758 (3-hydroxybenzyl alcohol)

     RDKit          3D

 17 17  0  0  0  0  0  0  0  0999 V2000
    2.6664   -0.4509    0.8482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -0.0792   -0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6497    0.0949   -0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628    1.3338    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    1.4945    0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1009    0.4605    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156   -0.7816   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -1.8675   -0.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.9359   -0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -0.1248    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    0.8937   -0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684   -0.8830   -1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    2.1444    0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900    2.4507    0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1696    0.5929    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -2.4427    0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809   -1.8997   -0.6440 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  9  2  0
  9  3  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
  9 17  1  0
M  END
Download

3D SDF for NP0179758 (3-hydroxybenzyl alcohol)


  Mrv0541 01091312052D          

  9  9  0  0  0  0            999 V2000
    0.7955    1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  5  7  1  0  0  0  0
  1  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H2

> <INCHI_KEY>
OKVJCVWFVRATSG-UHFFFAOYSA-N

> <FORMULA>
C7H8O2

> <MOLECULAR_WEIGHT>
124.1372

> <EXACT_MASS>
124.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.8388815112655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(hydroxymethyl)phenol

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
0.9023307269999997

> <ALOGPS_LOGS>
-0.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.180348566489155

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.376441729237976

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8212039968532494

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
34.8548

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxybenzyl alcohol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0179758 (3-hydroxybenzyl alcohol)

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PDB for NP0179758 (3-hydroxybenzyl alcohol)
HEADER    PROTEIN                                 09-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JAN-13         0                                  
HETATM    1  C   UNK     0       1.485   2.475   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.151   1.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.151   0.165   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.485  -0.605   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.819   0.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.819   1.705   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.152  -0.605   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.485   4.015   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.486   0.165   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    9                                                       
CONECT    8    1                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for NP0179758 (3-hydroxybenzyl alcohol)
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SMILES for NP0179758 (3-hydroxybenzyl alcohol)
OCC1=CC=CC(O)=C1
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INCHI for NP0179758 (3-hydroxybenzyl alcohol)
InChI=1S/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H2
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View in JSmol
Synonyms
ValueSource
3-HydroxybenzenemethanolChEBI
3-Methylol phenolHMDB
m-Hydroxybenzyl alcoholHMDB
Meta-hydroxybenzyl alcoholHMDB
Chemical FormulaC7H8O2
Average Mass124.1372 Da
Monoisotopic Mass124.05243 Da
IUPAC Name3-(hydroxymethyl)phenol
Traditional Name3-hydroxybenzyl alcohol
CAS Registry NumberNot Available
SMILES
OCC1=CC=CC(O)=C1
InChI Identifier
InChI=1S/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H2
InChI KeyOKVJCVWFVRATSG-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, CD3OD, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
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
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 800, CD3OD, simulated)[email protected]Sumner lab, University of MissouriZach Tretter2024-06-18View Spectrum
Species
Species of Origin
Species NameSourceReference
Festuca rubraLOTUS Database
Ophiosphaerella herpotrichaLOTUS Database
Penicillium solitumLOTUS Database
Penicillium vulpinumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzyl alcohols  
Direct ParentBenzyl alcohols  
Alternative Parents
Substituents
  • Benzyl alcohol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic alcohol
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic 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
logP0.47ALOGPS
logP0.9ChemAxon
logS-0.3ALOGPS
pKa (Strongest Acidic)9.38ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.85 m³·mol⁻¹ChemAxon
Polarizability12.84 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0059712  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000776  
Chemspider IDNot Available
KEGG Compound IDC03351  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGastrodigenin  
METLIN IDNot Available
PubChem Compound102  
PDB IDNot Available
ChEBI ID17069  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]