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Showing NP-Card for 2-Phenylphenol (NP0332100)

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Record Information
Version2.0
Created at2023-11-07 20:00:37 UTC
Updated at2024-09-03 04:17:58 UTC
NP-MRD IDNP0332100
Natural Product DOIhttps://doi.org/10.57994/1235
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Phenylphenol
Description2-Biphenylol, also known as 2-hydroxybiphenyl or O-phenylphenol, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Outside of the human body, 2-Biphenylol has been detected, but not quantified in, lemons (Citrus limon). This could make 2-biphenylol a potential biomarker for the consumption of these foods. 2-Phenylphenol was first documented in 2004 (PMID: 14753781). Based on a literature review a small amount of articles have been published on 2-Biphenylol (PMID: 23156781) (PMID: 23665931) (PMID: 24525378).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0332100 (2-Phenylphenol)


  Mrv1652307282022162D          

 13 14  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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
M  END
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3D MOL for NP0332100 (2-Phenylphenol)

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3D SDF for NP0332100 (2-Phenylphenol)

  Mrv1652307282022162D          

 13 14  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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332100

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=CC=C1C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H

> <INCHI_KEY>
LLEMOWNGBBNAJR-UHFFFAOYSA-N

> <FORMULA>
C12H10O

> <MOLECULAR_WEIGHT>
170.2072

> <EXACT_MASS>
170.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.74849701884903

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[1,1'-biphenyl]-2-ol

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.3169058563333325

> <ALOGPS_LOGS>
-2.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.694701154115933

> <JCHEM_PKA_STRONGEST_BASIC>
-5.581792442774259

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
53.17510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
o-phenylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0332100 (2-Phenylphenol)
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PDB for NP0332100 (2-Phenylphenol)
HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         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   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   10                                                       
CONECT    8    4   11                                                       
CONECT    9    5   12                                                       
CONECT   10    6    7   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12    9   11   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

Download
3D PDB for NP0332100 (2-Phenylphenol)
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SMILES for NP0332100 (2-Phenylphenol)
OC1=CC=CC=C1C1=CC=CC=C1
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INCHI for NP0332100 (2-Phenylphenol)
InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H
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View in JSmol
Synonyms
ValueSource
2-HydroxybiphenylChEBI
2-PhenylphenolChEBI
O-DiphenylolChEBI
O-HydroxybiphenylChEBI
O-HydroxydiphenylChEBI
O-PhenylphenolChEBI
Orthophenyl phenolChEBI
AmocidKegg
(1,1'-Biphenyl)-2-olHMDB
(1,1-Biphenyl)-2-olHMDB
1,1'-Biphenyl-2-olHMDB
1-Hydroxy-2-phenylbenzeneHMDB
2-FenylfenolHMDB
2-Hydroxy biphenylHMDB
2-Hydroxy-1,1'-biphenylHMDB
2-HydroxydiphenylHMDB
2-Phenylphenol, bsi, isoHMDB
BiphenylolHMDB
Dowicide 1HMDB
e231HMDB
FEMA 3959HMDB
HBPHMDB
HydroxdiphenylHMDB
Hydroxy-2-phenylbenzeneHMDB
HydroxybiphenylHMDB
ManuseptHMDB
NectrylHMDB
Nipacide OPPHMDB
O-BiphenylolHMDB
O-Phenyl phenolHMDB
O-PhenylphenateHMDB
O-XenolHMDB
O-XonalHMDB
OPP?HMDB
Ortho-phenylphenateHMDB
Ortho-phenylphenolHMDB
OrthohydroxydipbenylHMDB
OrthohydroxydiphenylHMDB
OrthophenylphenolHMDB
OrthoxenolHMDB
PhenylphenolHMDB
RotolineHMDB
StelliseptHMDB
TorsiteHMDB
2-Phenylphenol sodiumHMDB
LyortholHMDB
Sodium ortho-phenylphenateHMDB
Sodium ortho-phenylphenolHMDB
Sodium O-phenylphenoateHMDB
DowicideHMDB
2-BiphenylolChEBI
Chemical FormulaC12H10O
Average Mass170.2072 Da
Monoisotopic Mass170.07316 Da
IUPAC Name[1,1'-biphenyl]-2-ol
Traditional Nameo-phenylphenol
CAS Registry NumberNot Available
SMILES
OC1=CC=CC=C1C1=CC=CC=C1
InChI Identifier
InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H
InChI KeyLLEMOWNGBBNAJR-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBiphenyls and derivatives  
Direct ParentBiphenyls and derivatives  
Alternative Parents
Substituents
  • Biphenyl
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP3.21ALOGPS
logP3.32ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)9.69ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity53.18 m³·mol⁻¹ChemAxon
Polarizability18.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032582  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010519  
KNApSAcK IDNot Available
Chemspider ID13839012  
KEGG Compound IDC02499  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBiphenyl-2-ol  
METLIN IDNot Available
PubChem Compound7017  
PDB IDNot Available
ChEBI ID17043  
Good Scents IDNot Available
References
General References
  1. Yoshioka N, Akiyama Y, Teranishi K: Rapid simultaneous determination of o-phenylphenol, diphenyl, thiabendazole, imazalil and its major metabolite in citrus fruits by liquid chromatography-mass spectrometry using atmospheric pressure photoionization. J Chromatogr A. 2004 Jan 2;1022(1-2):145-50. doi: 10.1016/j.chroma.2003.09.021. [PubMed:14753781  ] 
  2. Bai JJ, Ahmat M, Iburaim A: [Study of residue preservatives thiabendazole, o-phenylphenol and diphenyl in fruits and vegetables by SPE-separation technology]. Guang Pu Xue Yu Guang Pu Fen Xi. 2012 Aug;32(8):2200-3. [PubMed:23156781  ] 
  3. Nakata Y, Nishi K, Nishimoto S, Sugahara T: Phenylhydroquinone induces loss of thymocytes through cell cycle arrest and apoptosis elevation in p53-dependent pathway. J Toxicol Sci. 2013;38(3):325-35. doi: 10.2131/jts.38.325. [PubMed:23665931  ] 
  4. Ye Y, Weiwei J, Na L, Mei M, Donghong W, Zijian W, Kaifeng R: Assessing of genotoxicity of 16 centralized source-waters in China by means of the SOS/umu assay and the micronucleus test: initial identification of the potential genotoxicants by use of a GC/MS method and the QSAR Toolbox 3.0. Mutat Res Genet Toxicol Environ Mutagen. 2014 Mar 15;763:36-43. doi:  10.1016/j.mrgentox.2013.11.003. Epub 2014 Feb 10. [PubMed:24525378  ]