NP-MRD: Showing NP-Card for 2-(2-Hydroxyethyl)phenol (NP0008049)

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Record Information

Version

1.0

Created at

2020-12-09 05:40:31 UTC

Updated at

2021-08-19 23:59:45 UTC

NP-MRD ID

NP0008049

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(2-Hydroxyethyl)phenol

Provided By

NPAtlas

Description

2-Hydroxyphenylethanol is also known as O-(2-hydroxyethyl)phenol or OHPE. 2-Hydroxyphenylethanol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2-(2-Hydroxyethyl)phenol is found in Antrodia and Taiwanofungus camphoratus. It was first documented in 2005 (PMID: 16076144). Based on a literature review very few articles have been published on 2-hydroxyphenylethanol (PMID: 17439666) (PMID: 18855215).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 20 20  0  0  0  0            999 V2000
    3.5308   -0.2891   -0.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1989   -0.6979   -0.5298 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3586    0.4152    0.0179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0869    0.0993    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -1.1016   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476   -1.3249   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -0.3875    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    0.8075    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9448    1.0596    0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018    2.2878    0.9809 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233    0.2969    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183   -0.8849   -1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383   -1.6239    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734    0.6268    1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5006    1.3424   -0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1262   -1.8181   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287   -2.2617   -0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.5650    0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019    1.5615    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.4578    0.9570 H   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9  4  1  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  2 13  1  0  0  0  0
  3 14  1  0  0  0  0
  3 15  1  0  0  0  0
  5 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
 10 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008049

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1C([H])([H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O2/c9-6-5-7-3-1-2-4-8(7)10/h1-4,9-10H,5-6H2

> <INCHI_KEY>
ABFCOJLLBHXNOU-UHFFFAOYSA-N

> <FORMULA>
C8H10O2

> <MOLECULAR_WEIGHT>
138.1638

> <EXACT_MASS>
138.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.745623737130758

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-hydroxyethyl)phenol

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
1.1909919319999998

> <ALOGPS_LOGS>
-0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.933592171254983

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.173151810922382

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4463047840101133

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
39.6098

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-hydroxyethyl)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       3.531  -0.289  -0.486  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.199  -0.698  -0.530  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.359   0.415   0.018  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.087   0.099   0.024  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.586  -1.102  -0.432  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.948  -1.325  -0.395  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.840  -0.388   0.084  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.320   0.808   0.535  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.945   1.060   0.509  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.502   2.288   0.981  0.00  0.00           O+0
HETATM   11  H   UNK     0       3.623   0.297   0.328  0.00  0.00           H+0
HETATM   12  H   UNK     0       1.918  -0.885  -1.595  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.038  -1.624   0.028  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.673   0.627   1.068  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.501   1.342  -0.570  0.00  0.00           H+0
HETATM   16  H   UNK     0       0.126  -1.818  -0.800  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.329  -2.262  -0.751  0.00  0.00           H+0
HETATM   18  H   UNK     0      -3.902  -0.565   0.111  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.002   1.562   0.916  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.492   2.458   0.957  0.00  0.00           H+0
CONECT    1    2   11                                                       
CONECT    2    1    3   12   13                                             
CONECT    3    2    4   14   15                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10    4                                                  
CONECT   10    9   20                                                       
CONECT   11    1                                                            
CONECT   12    2                                                            
CONECT   13    2                                                            
CONECT   14    3                                                            
CONECT   15    3                                                            
CONECT   16    5                                                            
CONECT   17    6                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-(O-Hydroxyphenyl)ethanol	ChEBI
2-Hydroxy-benzeneethanol	ChEBI
2-Hydroxyphenethyl alcohol	ChEBI
beta-(O-Hydroxyphenyl)ethanol	ChEBI
O-(2-Hydroxyethyl)phenol	ChEBI
O-Hydroxyphenethyl alcohol	ChEBI
b-(O-Hydroxyphenyl)ethanol	Generator
Β-(O-hydroxyphenyl)ethanol	Generator
O-Hydroxyphenylethanol	MeSH
OHPE	MeSH
2-Hydroxyphenylethanol	ChEBI

Chemical Formula

C₈H₁₀O₂

Average Mass

138.1638 Da

Monoisotopic Mass

138.06808 Da

IUPAC Name

2-(2-hydroxyethyl)phenol

Traditional Name

2-(2-hydroxyethyl)phenol

CAS Registry Number

Not Available

SMILES

OCCC1=CC=CC=C1O

InChI Identifier

InChI=1S/C8H10O2/c9-6-5-7-3-1-2-4-8(7)10/h1-4,9-10H,5-6H2

InChI Key

ABFCOJLLBHXNOU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Antrodia	NPAtlas	18855215
Taiwanofungus camphoratus	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:64803 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	348.00 to 349.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	123800 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.310 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	0.78	ALOGPS
logP	1.19	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	10.17	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.61 m³·mol⁻¹	ChemAxon
Polarizability	14.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA006680

HMDB ID

HMDB0168448

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

82200

PDB ID

Not Available

ChEBI ID

64803

Good Scents ID

rw1176921

References

General References

Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]
Shao YY, Chen CC, Wang HY, Chiu HL, Hseu TH, Kuo YH: Chemical constituents of Antrodia camphorata submerged whole broth. Nat Prod Res. 2008;22(13):1151-7. doi: 10.1080/14786410601132410. [PubMed:18855215 ]
Allouche N, Sayadi S: Synthesis of hydroxytyrosol, 2-hydroxyphenylacetic acid, and 3-hydroxyphenylacetic acid by differential conversion of tyrosol isomers using Serratia marcescens strain. J Agric Food Chem. 2005 Aug 10;53(16):6525-30. doi: 10.1021/jf050972w. [PubMed:16076144 ]

Showing NP-Card for 2-(2-Hydroxyethyl)phenol (NP0008049)

MOL for NP0008049 (2-(2-Hydroxyethyl)phenol)

3D MOL for NP0008049 (2-(2-Hydroxyethyl)phenol)

3D SDF for NP0008049 (2-(2-Hydroxyethyl)phenol)

3D-SDF for NP0008049 (2-(2-Hydroxyethyl)phenol)

PDB for NP0008049 (2-(2-Hydroxyethyl)phenol)

3D PDB for NP0008049 (2-(2-Hydroxyethyl)phenol)

SMILES for NP0008049 (2-(2-Hydroxyethyl)phenol)

INCHI for NP0008049 (2-(2-Hydroxyethyl)phenol)

Structure for NP0008049 (2-(2-Hydroxyethyl)phenol)

3D Structure for NP0008049 (2-(2-Hydroxyethyl)phenol)