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Showing NP-Card for 2-Methylbenzyl alcohol (NP0002767)

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Record Information
Version1.0
Created at2020-11-23 19:39:55 UTC
Updated at2021-08-19 23:59:20 UTC
NP-MRD IDNP0002767
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylbenzyl alcohol
Provided ByBMRBBMRB logo
Description 2-Methylbenzyl alcohol is found in Scutellaria baicalensis. It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on (2-methylphenyl)methanol (PMID: 32367825) (PMID: 29457872) (PMID: 28613862) (PMID: 22753368).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002767 (2-Methylbenzyl alcohol)


     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    0.2887   -2.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967   -0.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949   -0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    0.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694    1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4160    0.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    0.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124    0.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -1.7863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -2.8911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9742   -3.5399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7077   -2.0586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786    0.6098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    3.1313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433    2.9843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877    1.8140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031   -0.8959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252    1.5030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7  2  1  0
  1 10  1  1
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  1
  8 18  1  0
  9 19  1  0
M  END
Download

3D MOL for NP0002767 (2-Methylbenzyl alcohol)

NP0002767
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -1.3272    1.6120   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877    0.8061    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    1.3958    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2583    0.6147    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1351   -0.7442   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160   -1.3550   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.5601   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -1.1617   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -2.0945    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146    2.1841    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1264    1.1114   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.3954   -0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472    2.4758    0.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    1.0292    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780   -1.3388   -0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8597   -2.4414   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -1.9281   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063   -0.6340   -0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4742   -1.3667    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  8 18  1  0
  9 19  1  0
M  END
Download

3D SDF for NP0002767 (2-Methylbenzyl alcohol)


     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    0.2887   -2.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967   -0.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949   -0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    0.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676    1.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694    1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4160    0.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    0.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124    0.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -1.7863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -2.8911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9742   -3.5399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7077   -2.0586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786    0.6098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    3.1313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433    2.9843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877    1.8140    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031   -0.8959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252    1.5030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7  2  1  0
  1 10  1  1
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  1
  8 18  1  0
  9 19  1  0
M  END
> <DATABASE_ID>
NP0002767

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=CC=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O/c1-7-4-2-3-5-8(7)6-9/h2-5,9H,6H2,1H3

> <INCHI_KEY>
XPNGNIFUDRPBFJ-UHFFFAOYSA-N

> <FORMULA>
C8H10O

> <MOLECULAR_WEIGHT>
122.167

> <EXACT_MASS>
122.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
13.85984649923045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-methylphenyl)methanol

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.7193174379999998

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.03591362183149

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7830913818109053

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
37.9151

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylbenzyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002767 (2-Methylbenzyl alcohol)

NP0002767
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -1.3272    1.6120   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877    0.8061    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    1.3958    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2583    0.6147    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1351   -0.7442   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9160   -1.3550   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.5601   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -1.1617   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -2.0945    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146    2.1841    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1264    1.1114   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.3954   -0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472    2.4758    0.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    1.0292    0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780   -1.3388   -0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8597   -2.4414   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -1.9281   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063   -0.6340   -0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4742   -1.3667    1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  8 18  1  0
  9 19  1  0
M  END
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PDB for NP0002767 (2-Methylbenzyl alcohol)

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   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       0.000   1.540   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  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for NP0002767 (2-Methylbenzyl alcohol)

COMPND    NP0002767
HETATM    1  C1  UNL     1      -1.327   1.612  -0.079  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.088   0.806   0.032  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.133   1.396   0.236  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.258   0.615   0.163  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.135  -0.744  -0.108  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.916  -1.355  -0.304  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.187  -0.560  -0.226  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.533  -1.162  -0.265  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.457  -2.094   0.896  1.00  0.00           O  
HETATM   10  H1  UNL     1      -1.615   2.184   0.778  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.126   1.111  -0.672  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.028   2.395  -0.899  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.147   2.476   0.474  1.00  0.00           H  
HETATM   14  H5  UNL     1       3.248   1.029   0.326  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.078  -1.339  -0.245  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.860  -2.441  -0.554  1.00  0.00           H  
HETATM   17  H8  UNL     1      -1.534  -1.928  -1.101  1.00  0.00           H  
HETATM   18  H9  UNL     1      -2.406  -0.634  -0.104  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.474  -1.367   1.651  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    7
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9   17   18
CONECT    9   19
END
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SMILES for NP0002767 (2-Methylbenzyl alcohol)

CC1=CC=CC=C1CO
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INCHI for NP0002767 (2-Methylbenzyl alcohol)

InChI=1S/C8H10O/c1-7-4-2-3-5-8(7)6-9/h2-5,9H,6H2,1H3
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View in JSmol
Synonyms
ValueSource
2-Methylbenzyl alcohol, 3H-labeledMeSH
Ortho-methylbenzyl alcoholMeSH
Chemical FormulaC8H10O
Average Mass122.1670 Da
Monoisotopic Mass122.07316 Da
IUPAC Name(2-methylphenyl)methanol
Traditional Name2-methylbenzyl alcohol
CAS Registry NumberNot Available
SMILES
CC1=CC=CC=C1CO
InChI Identifier
InChI=1S/C8H10O/c1-7-4-2-3-5-8(7)6-9/h2-5,9H,6H2,1H3
InChI KeyXPNGNIFUDRPBFJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Scutellaria baicalensisLOTUS Database
Chemical Taxonomy
DescriptionThis compound 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
  • Toluene
  • 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 Point36.00 to 39.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point217.00 to 219.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility13110 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.620The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP1.52ALOGPS
logP1.72ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)15.04ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.92 m³·mol⁻¹ChemAxon
Polarizability13.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6728
KEGG Compound IDC07213
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDrw1178951
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Vicentes DE, Romero AL, Rodriguez R, Cobo J, Glidewell C: Conversion of 3-amino-4-arylamino-1H-isochromen-1-ones to 1-arylisochromeno[3,4-d][1,2,3]triazol-5(1H)-ones: synthesis, spectroscopic characterization and the structures of four products and one ring-opened derivative. Acta Crystallogr C Struct Chem. 2020 May 1;76(Pt 5):446-453. doi: 10.1107/S2053229620003757. Epub 2020 Apr 20. [PubMed:32367825 ]
  3. Cabrera-Peralta J, Pena-Alvarez A: Simple method for the determination of personal care product ingredients in lettuce by ultrasound-assisted extraction combined with solid-phase microextraction followed by GC-MS. J Sep Sci. 2018 May;41(10):2253-2260. doi: 10.1002/jssc.201701244. Epub 2018 Mar 12. [PubMed:29457872 ]
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