Np mrd loader

Showing NP-Card for Benzyl alcohol (NP0000747)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2006-05-22 15:12:34 UTC
Updated at2022-01-11 19:59:41 UTC
NP-MRD IDNP0000747
Secondary Accession NumbersNone
Natural Product Identification
Common NameBenzyl alcohol
DescriptionBenzyl alcohol is a colorless liquid with a sharp burning taste and slight odor. It is used as a local anesthetic and to reduce pain associated with Lidocaine injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. Benzyl alcohol is metabolized to Benzoic Acid, which reacts with glycine and excreted as hippuric acid in the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for Benzyl alcohol. No adverse effects of benzyl alcohol have been seen in chronic exposure animal studies using rats and mice. Effects of Benzyl Alcohol in chronic exposure animal studies are limited to reduced feed intake and reduced growth. Some differences have been noted in one reproductive toxicity study using mice, but these were limited to lower maternal body weights and decreased mean litter weights. Another study also noted that fetal weight was decreased compared to controls, but a third study showed no differences between control and benzyl alcohol-treated groups. Benzyl alcohol has been associated with an increased number of resorptions and malformations in hamsters, but there have been no reproductive or developmental toxicity findings in studies using mice and rats. Genotoxicity tests for benzyl alcohol are mostly negative, but there were some assays that were positive. Carcinogenicity studies, however, were negative. Clinical data indicates that benzyl alcohol can produce nonimmunologic contact urticaria and nonimmunologic immediate contact reactions, characterized by the appearance of wheals, erythema, and pruritis. 5% Benzyl alcohol can elicit a reaction. Benzyl alcohol is not a sensitizer at 10%. Benzyl alcohol could be used safely at concentrations up to 5%, but that manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, Benzyl alcohol is considered safe up to 10% for use in hair dyes. The limited body exposure, the duration of use, and the frequency of use are considered in concluding that the nonimmunologic reactions would not be a concern. Because of the wide variety of product types in which benzyl alcohol may be used, it is likely that inhalation may be a route of exposure. The available safety tests are not considered sufficient to support the safety of benzyl alcohol in formulations where inhalation is a route of exposure. Inhalation toxicity data are needed to complete the safety assessment of benzyl alcohol where inhalation can occur. (PMID: 11766131 ).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000747 (Benzyl alcohol)


  Mrv1652309272007342D          

  8  8  0  0  0  0            999 V2000
    0.5801    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for NP0000747 (Benzyl alcohol)

HMDB0003119
     RDKit          3D
Benzyl alcohol
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7666    0.0142    0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -0.1918   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -0.1232   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    1.0830   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682    1.1935   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    0.0900    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5458   -1.1129    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1957   -1.2272    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    0.7755    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104    0.5990   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.2101   -0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519    1.9507   -0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    2.1489   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714    0.1998    0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1169   -1.9915    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073   -2.1980    0.1882 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  2  0
  8  3  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
Download

3D SDF for NP0000747 (Benzyl alcohol)


  Mrv1652309272007342D          

  8  8  0  0  0  0            999 V2000
    0.5801    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000747

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2

> <INCHI_KEY>
WVDDGKGOMKODPV-UHFFFAOYSA-N

> <FORMULA>
C7H8O

> <MOLECULAR_WEIGHT>
108.1378

> <EXACT_MASS>
108.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.89124151494201

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
phenylmethanol

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.2058960486666668

> <ALOGPS_LOGS>
-0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.019332111730257

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7903441343291844

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
32.8739

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000747 (Benzyl alcohol)

HMDB0003119
     RDKit          3D
Benzyl alcohol
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7666    0.0142    0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -0.1918   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -0.1232   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    1.0830   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682    1.1935   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    0.0900    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5458   -1.1129    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1957   -1.2272    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    0.7755    1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104    0.5990   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.2101   -0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519    1.9507   -0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    2.1489   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714    0.1998    0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1169   -1.9915    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073   -2.1980    0.1882 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  2  0
  8  3  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
Download

PDB for NP0000747 (Benzyl alcohol)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0       1.083   3.602   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.250   2.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.250   1.291   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.083   0.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.417   1.291   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.417   2.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.750   3.602   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.084   2.832   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
Download

3D PDB for NP0000747 (Benzyl alcohol)

COMPND    HMDB0003119
HETATM    1  O1  UNL     1       2.767   0.014   0.641  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.009  -0.192  -0.533  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.552  -0.123  -0.237  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.115   1.083  -0.312  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.468   1.194  -0.045  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.215   0.090   0.311  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.546  -1.113   0.386  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.196  -1.227   0.120  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.376   0.776   1.171  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.210   0.599  -1.285  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.250  -1.210  -0.892  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.452   1.951  -0.588  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.996   2.149  -0.105  1.00  0.00           H  
HETATM   14  H6  UNL     1      -3.271   0.200   0.515  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.117  -1.991   0.665  1.00  0.00           H  
HETATM   16  H8  UNL     1       0.307  -2.198   0.188  1.00  0.00           H  
CONECT    1    2    9
CONECT    2    3   10   11
CONECT    3    4    4    8
CONECT    4    5   12
CONECT    5    6    6   13
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8   16
END
Download

SMILES for NP0000747 (Benzyl alcohol)

OCC1=CC=CC=C1
Download

INCHI for NP0000747 (Benzyl alcohol)

InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
Download
View in JSmol
Synonyms
ValueSource
(Hydroxymethyl)benzeneChEBI
Alcoholum benzylicumChEBI
Alcool benzyliqueChEBI
alpha-HydroxytolueneChEBI
alpha-ToluenolChEBI
Aromatic alcoholChEBI
BenzenecarbinolChEBI
BenzenemethanolChEBI
BenzylalkoholChEBI
Benzylic alcoholChEBI
HydroxymethylbenzeneChEBI
PhenylcarbinolChEBI
PhenylmethanolChEBI
Phenylmethyl alcoholChEBI
UlesfiaKegg
a-HydroxytolueneGenerator
Α-hydroxytolueneGenerator
a-ToluenolGenerator
Α-toluenolGenerator
.alpha.-hydroxytolueneHMDB
.alpha.-toluenolHMDB
Aromatic primary alcoholHMDB
BentalolHMDB
Benzal alcoholHMDB
BenzenmethanolHMDB
Benzoyl alcoholHMDB
Benzyl alkoholHMDB
Benzyl-alcoholHMDB
BenzylAlcoholHMDB
BenzylicumHMDB
Caswell no. 081FHMDB
EnzylalcoholHMDB
Euxyl K 100HMDB
HydroxytolueneHMDB
Itch-XHMDB
MBNHMDB
Methanol benzeneHMDB
PhenolcarbinolHMDB
PhenylcarbinolumHMDB
Sunmorl BK 20HMDB
TB 13gHMDB
Alcohol, benzylHMDB
Benzyl alcoholHMDB
Chemical FormulaC7H8O
Average Mass108.1378 Da
Monoisotopic Mass108.05751 Da
IUPAC Namephenylmethanol
Traditional Namebenzyl alcohol
CAS Registry Number100-51-6
SMILES
OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
InChI KeyWVDDGKGOMKODPV-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-11View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2022-01-11View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Achillea abrotanoidesLOTUS Database
Acokanthera oblongifoliaLOTUS Database
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium cepa L.FooDB
Allium fistulosumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloe arborescensLOTUS Database
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anthriscus cerefoliumFooDB
Anthriscus sylvestrisLOTUS Database
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaLOTUS Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Arum maculatumLOTUS Database
Aspalathus linearisLOTUS Database
Asparagus officinalisFooDB
Aster scaberLOTUS Database
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Austrobaileya scandensLOTUS Database
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Bellis perennisLOTUS Database
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Borago officinalisFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Camellia sinensisLOTUS Database
Cananga odorataLOTUS Database
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papayaLOTUS Database
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Castanopsis cuspidataLOTUS Database
Cedronella canariensisLOTUS Database
Centipeda minimaLOTUS Database
Ceratonia siliquaFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chimonanthus praecoxLOTUS Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonKNApSAcK Database
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cladophora vagabundaLOTUS Database
Cocos nuciferaFooDB
Coffea arabicaKNApSAcK Database
Coffea arabica L.Plant
Coffea canephoraFooDB
Colocasia esculentaFooDB
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Crateva religiosaFooDB
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Dactylanthus tayloriiLOTUS Database
Daphne mezereumLOTUS Database
Daphne papyraceaLOTUS Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Decalepis hamiltoniiLOTUS Database
Dianthus caryophyllusPlant
Dianthus caryophyllus L.KNApSAcK Database
Dimocarpus longanFooDB
Dioecrescis erythrocladaKNApSAcK Database
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Eucalyptus polyanthemosLOTUS Database
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eupatorium cannabinumLOTUS Database
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Garcinia mangostanaFooDB
Gastrodia elataLOTUS Database
Gaylussacia baccataFooDB
Ginkgo bilobaFooDB
Glycine maxFooDB
Glycyrrhiza glabraLOTUS Database
GossypiumFooDB
Gossypium hirsutumLOTUS Database
Grifola frondosaFooDB
Gymnodinium nagasakienseLOTUS Database
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hesperis matronalisKNApSAcK Database
Hibiscus sabbariffaFooDB
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Hyssopus officinalis L.FooDB
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Jasminum grandiflorumPlant
Jasminum sambacPlant
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigraLOTUS Database
Juglans nigra L.FooDB
Juglans regiaFooDB
Juniperus sabinaLOTUS Database
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
Levisticum officinaleFooDB
Ligusticum jeholenseKNApSAcK Database
Linum mucronatumPlant
Linum usitatissimumFooDB
Lippia nodifloraLOTUS Database
Litchi chinensisFooDB
Lonicera japonicaLOTUS Database
Lotus corniculatusLOTUS Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Malpighia emarginataFooDB
MalusFooDB
Malus domesticaLOTUS Database
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago sativaKNApSAcK Database
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
Metroxylon saguFooDB
Momordica charantiaFooDB
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Myrtus communisLOTUS Database
Narcissus tazettaLOTUS Database
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Nuphar luteaFooDB
Nymphaea lasiophyllaKNApSAcK Database
Nymphaea lingulataKNApSAcK Database
Nymphaea rudgeanaKNApSAcK Database
Ocimum basilicumFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum majoranaFooDB
Origanum minutiflorumLOTUS Database
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Osmanthus fragransKNApSAcK Database
Osmorhiza aristataLOTUS Database
Pachyrhizus erosusFooDB
Paeonia lactifloraLOTUS Database
Paeonia suffruticosaLOTUS Database
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Passiflora edulisFooDB
Passiflora incarnataLOTUS Database
Pastinaca sativaFooDB
Pavetta owariensisLOTUS Database
Pediomelum esculentumFooDB
Perideridia oreganaFooDB
Persea americanaFooDB
Petasites japonicusFooDB
Petiveria alliaceaKNApSAcK Database
Petroselinum crispumFooDB
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Physarum polycephalumLOTUS Database
Phytolacca americanaFooDB
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Platostoma africanumLOTUS Database
Pleurotus ostreatusFooDB
Plumeria rubraLOTUS Database
Pogostemon cablinLOTUS Database
Polygala senegaLOTUS Database
Polygonum alpinumFooDB
Polyporus tuberasterLOTUS Database
Populus albaLOTUS Database
Populus ciliataLOTUS Database
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Proteaceae-
Prunus armeniacaFooDB
Prunus aviumKNApSAcK Database
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus spinosaLOTUS Database
Prunus tomentosaFooDB
Prunus virginianaFooDB
Prunus yedoensisLOTUS Database
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Punica granatumFooDB
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
Robinia pseudoacaciaLOTUS Database
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia iodanthaLOTUS Database
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Saussurea involucrataLOTUS Database
Saxifraga stoloniferaLOTUS Database
Saxifraga stolonifera Meerb.KNApSAcK Database
Scolochloa festucaceaLOTUS Database
Scorzonera hispanicaFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Sergia lucensLOTUS Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Silene latifoliaKNApSAcK Database
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum stuckertiiLOTUS Database
Solanum tuberosumFooDB
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spathiphyllum cannifoliumLOTUS Database
Spinacia oleraceaFooDB
Swertia japonicaLOTUS Database
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Tanacetum partheniumLOTUS Database
Taraxacum officinaleFooDB
Taxus baccataLOTUS Database
Tetragonia tetragonioidesFooDB
ThelespermaFooDB
Thymus pulegioidesFooDB
Thymus quinquecostatusPlant
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tragopogon porrifoliusFooDB
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Tussilago farfaraLOTUS Database
Typha angustifoliaFooDB
VacciniumFooDB
Vaccinium angustifoliumFooDB
    • Lugemwa, F. N., Lwande, W., Bentley, M. D., Mendel, M. J., and Alford, A. R. (1989). Volatiles of...
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Valerianella locustaFooDB
Vanda falcataLOTUS Database
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
Xanthosoma sagittifoliumFooDB
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
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
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-15.2 °CNot Available
Boiling Point205.00 to 206.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility42.9 mg/mL at 25 °CNot Available
LogP1.10Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility26.8 g/LALOGPS
logP1.07ALOGPS
logP1.21ChemAxon
logS-0.61ALOGPS
pKa (Strongest Acidic)15.02ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.87 m³·mol⁻¹ChemAxon
Polarizability11.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0003119
DrugBank IDDB06770
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021489
KNApSAcK IDC00029811
Chemspider ID13860335
KEGG Compound IDC03485
BioCyc IDBENZYL-ALCOHOL
BiGG IDNot Available
Wikipedia LinkBenzyl_Alcohol
METLIN IDNot Available
PubChem Compound244
PDB IDNot Available
ChEBI ID17987
Good Scents IDrw1001651
References
General References
  1. Stolz A, Hammond L, Lou H, Takikawa H, Ronk M, Shively JE: cDNA cloning and expression of the human hepatic bile acid-binding protein. A member of the monomeric reductase gene family. J Biol Chem. 1993 May 15;268(14):10448-57. [PubMed:8486699 ]
  2. Fukuda T, Ito H, Mukainaka T, Tokuda H, Nishino H, Yoshida T: Anti-tumor promoting effect of glycosides from Prunus persica seeds. Biol Pharm Bull. 2003 Feb;26(2):271-3. [PubMed:12576693 ]
  3. Xiao G, Pan C, Cai Y, Lin H, Fu Z: Effect of benzene, toluene, xylene on the semen quality and the function of accessory gonad of exposed workers. Ind Health. 2001 Apr;39(2):206-10. [PubMed:11341554 ]
  4. Cork A, Park KC: Identification of electrophysiologically-active compounds for the malaria mosquito, Anopheles gambiae, in human sweat extracts. Med Vet Entomol. 1996 Jul;10(3):269-76. [PubMed:8887339 ]
  5. LeBel M, Ferron L, Masson M, Pichette J, Carrier C: Benzyl alcohol metabolism and elimination in neonates. Dev Pharmacol Ther. 1988;11(6):347-56. [PubMed:3229281 ]
  6. Gaskell M, McLuckie KI, Farmer PB: Comparison of the repair of DNA damage induced by the benzene metabolites hydroquinone and p-benzoquinone: a role for hydroquinone in benzene genotoxicity. Carcinogenesis. 2005 Mar;26(3):673-80. Epub 2004 Dec 23. [PubMed:15618234 ]
  7. Melikian AA, O'Connor R, Prahalad AK, Hu P, Li H, Kagan M, Thompson S: Determination of the urinary benzene metabolites S-phenylmercapturic acid and trans,trans-muconic acid by liquid chromatography-tandem mass spectrometry. Carcinogenesis. 1999 Apr;20(4):719-26. [PubMed:10223205 ]
  8. Hulla JE, French JE, Dunnick JK: Chromosome 11 allelotypes reflect a mechanism of chemical carcinogenesis in heterozygous p53-deficient mice. Carcinogenesis. 2001 Jan;22(1):89-98. [PubMed:11159746 ]
  9. Nielsen CU, Andersen R, Brodin B, Frokjaer S, Taub ME, Steffansen B: Dipeptide model prodrugs for the intestinal oligopeptide transporter. Affinity for and transport via hPepT1 in the human intestinal Caco-2 cell line. J Control Release. 2001 Sep 11;76(1-2):129-38. [PubMed:11532319 ]
  10. Salamon A, Hagenauer B, Thalhammer T, Szekeres T, Krohn K, Jayaram HN, Jager W: Metabolism and disposition of the novel antileukaemic drug, benzamide riboside, in the isolated perfused rat liver. Life Sci. 2001 Oct 12;69(21):2489-502. [PubMed:11693257 ]
  11. Lu HF, Wu HC, Hsia TC, Chen WC, Hung CF, Chung JG: Effects of butylated hydroxyanisole and butylated hydroxytoluene on DNA adduct formation and arylamine N-acetyltransferase activity in human bladder tumour cells. J Appl Toxicol. 2002 Jan-Feb;22(1):37-44. [PubMed:11807928 ]
  12. Sinclair GC, Wester RC, Maibach HI: Partition coefficients for benzene in human skin. AIHA J (Fairfax, Va). 2002 Nov-Dec;63(6):685-8. [PubMed:12570074 ]
  13. Lan Q, Zhang L, Li G, Vermeulen R, Weinberg RS, Dosemeci M, Rappaport SM, Shen M, Alter BP, Wu Y, Kopp W, Waidyanatha S, Rabkin C, Guo W, Chanock S, Hayes RB, Linet M, Kim S, Yin S, Rothman N, Smith MT: Hematotoxicity in workers exposed to low levels of benzene. Science. 2004 Dec 3;306(5702):1774-6. [PubMed:15576619 ]
  14. Hechler B, Magnenat S, Zighetti ML, Kassack MU, Ullmann H, Cazenave JP, Evans R, Cattaneo M, Gachet C: Inhibition of platelet functions and thrombosis through selective or nonselective inhibition of the platelet P2 receptors with increasing doses of NF449 [4,4',4'',4'''-(carbonylbis(imino-5,1,3-benzenetriylbis-(carbonylimino)))tetrakis -benzene-1,3-disulfonic acid octasodium salt]. J Pharmacol Exp Ther. 2005 Jul;314(1):232-43. Epub 2005 Mar 25. [PubMed:15792995 ]
  15. Rana SV, Verma Y: Biochemical toxicity of benzene. J Environ Biol. 2005 Apr;26(2):157-68. [PubMed:16161967 ]
  16. Weibel H, Nielsen LS, Larsen C, Bundgaard H: Macromolecular prodrugs. IXX. Kinetics of hydrolysis of benzyl dextran carbonate ester conjugates in aqueous buffer solutions and human plasma. Acta Pharm Nord. 1991;3(3):159-62. [PubMed:1724373 ]
  17. Froebe CL, Simion FA, Rhein LD, Cagan RH, Kligman A: Stratum corneum lipid removal by surfactants: relation to in vivo irritation. Dermatologica. 1990;181(4):277-83. [PubMed:1963606 ]
  18. Zhang HF, Davis WB, Chen XS, Jones KH, Whisler RL, Cornwell DG: Effects of oxidized low density lipoproteins on arachidonic acid metabolism in smooth muscle cells. J Lipid Res. 1990 Apr;31(4):551-65. [PubMed:2351866 ]
  19. Nishikaze O, Iwata J: Direct determination of sulfate conjugates of 17-oxosteroids in urine by liquid chromatography. Clin Chem. 1986 May;32(5):835-9. [PubMed:2938850 ]
  20. De Leenheer AP, Bauwens RM: Radioimmunoassay for 1,25-dihydroxyvitamin D in serum or plasma. Clin Chem. 1985 Jan;31(1):142-6. [PubMed:3838086 ]
  21. Dufer J: An improved cytochemical method for the evaluation of eosinophil colonies in soft-agar cultures from human blood or bone marrow. Acta Histochem. 1985;76(2):219-23. [PubMed:3929548 ]
  22. Blank IH, McAuliffe DJ: Penetration of benzene through human skin. J Invest Dermatol. 1985 Dec;85(6):522-6. [PubMed:4067326 ]
  23. Greenblatt DJ, Arendt RM, Locniskar A: Ibuprofen pharmacokinetics: use of liquid chromatography with radial compression separation. Arzneimittelforschung. 1983;33(12):1671-3. [PubMed:6686771 ]
  24. Maibach HI, Anjo DM: Percutaneous penetration of benzene and benzene contained in solvents used in the rubber industry. Arch Environ Health. 1981 Sep-Oct;36(5):256-60. [PubMed:7294890 ]
  25. Higo M, Kamata S: Inelastic electron tunneling spectroscopic study of biological compounds in human sweat adsorbed on alumina. Anal Chem. 1994 Mar 15;66(6):818-23. [PubMed:8179207 ]
  26. Pierce CH, Dills RL, Silvey GW, Kalman DA: Partition coefficients between human blood or adipose tissue and air for aromatic solvents. Scand J Work Environ Health. 1996 Apr;22(2):112-8. [PubMed:8738889 ]
  27. Farris GM, Robinson SN, Gaido KW, Wong BA, Wong VA, Leonard L, Shah R: Effects of low concentrations of benzene on mouse hematopoietic cells in vivo: a preliminary report. Environ Health Perspect. 1996 Dec;104 Suppl 6:1275-6. [PubMed:9118905 ]
  28. Fredricks DN, Relman DA: Improved amplification of microbial DNA from blood cultures by removal of the PCR inhibitor sodium polyanetholesulfonate. J Clin Microbiol. 1998 Oct;36(10):2810-6. [PubMed:9738025 ]
  29. Nair B: Final report on the safety assessment of Benzyl Alcohol, Benzoic Acid, and Sodium Benzoate. Int J Toxicol. 2001;20 Suppl 3:23-50. [PubMed:11766131 ]
  30. Malaska J, Stasek J, Duska F, Balik M, Maca J, Hruda J, Vymazal T, Klementova O, Zatloukal J, Gabrhelik T, Novotny P, Demlova R, Kubatova J, Vinklerova J, Svobodnik A, Kratochvil M, Klucka J, Gal R, Singer M: Effect of dexamethasone in patients with ARDS and COVID-19 - prospective, multi-centre, open-label, parallel-group, randomised controlled trial (REMED trial): A structured summary of a study protocol for a randomised controlled trial. Trials. 2021 Mar 1;22(1):172. doi: 10.1186/s13063-021-05116-9. [PubMed:33648568 ]