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Showing NP-Card for (E)-3-Hexen-1-ol (NP0001041)

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Record Information
Version2.0
Created at2012-09-11 17:34:06 UTC
Updated at2024-09-17 15:43:50 UTC
NP-MRD IDNP0001041
Secondary Accession NumbersNone
Natural Product Identification
Common Name(E)-3-Hexen-1-ol
Description3-Hexen-1-ol, also known as 1-hydroxy-3-hexene, is a colourless oily liquid with an intense grassy-green odour of freshly cut green grass and leaves. It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. 3-Hexen-1-ol is a very important aroma compound that is used in fruit and vegetable flavours and in perfumes. The yearly production is about 30 tonnes. 3-Hexen-1-ol is found in black elderberry.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001041 ((E)-3-Hexen-1-ol)


  Mrv1652309272007332D          

  7  6  0  0  0  0            999 V2000
10009.486110007.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.200610007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.025610007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.740410007.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.454810007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.169410007.7791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.771110007.3661    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
M  END
Download

3D MOL for NP0001041 ((E)-3-Hexen-1-ol)

HMDB0030003
     RDKit          3D
3-Hexen-1-ol
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.8620    0.4957    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575    0.1877   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9003   -1.0059   -0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937   -1.0398    0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397    0.1492    0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206   -0.0630   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    1.0912   -0.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6618    0.9682    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.2539   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4642   -0.4201    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9349   -0.0000   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9830    1.1113   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402   -1.9688   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7435   -1.9831    0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    0.1871    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254    1.1058    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1926   -0.1429   -1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026   -0.9237    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166    0.9972   -0.6598 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  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
M  END
Download

3D SDF for NP0001041 ((E)-3-Hexen-1-ol)


  Mrv1652309272007332D          

  7  6  0  0  0  0            999 V2000
10009.486110007.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.200610007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.025610007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.740410007.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.454810007.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.169410007.7791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.771110007.3661    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001041

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/CCO

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-

> <INCHI_KEY>
UFLHIIWVXFIJGU-ARJAWSKDSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.279776103805364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-hex-3-en-1-ol

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.3325376193333331

> <ALOGPS_LOGS>
-0.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.791790810402865

> <JCHEM_PKA_STRONGEST_BASIC>
-2.015070699529785

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
32.4535

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-3-hexenol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001041 ((E)-3-Hexen-1-ol)

HMDB0030003
     RDKit          3D
3-Hexen-1-ol
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.8620    0.4957    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575    0.1877   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9003   -1.0059   -0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937   -1.0398    0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397    0.1492    0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206   -0.0630   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    1.0912   -0.1059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6618    0.9682    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    1.2539   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4642   -0.4201    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9349   -0.0000   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9830    1.1113   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402   -1.9688   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7435   -1.9831    0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    0.1871    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254    1.1058    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1926   -0.1429   -1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026   -0.9237    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166    0.9972   -0.6598 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  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
M  END
Download

PDB for NP0001041 ((E)-3-Hexen-1-ol)

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    8684.3748681.188   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8685.7088680.418   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8687.2488680.418   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8688.5828681.188   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8689.9168680.418   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8691.2508681.188   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8683.0398680.417   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    1                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
Download

3D PDB for NP0001041 ((E)-3-Hexen-1-ol)

COMPND    HMDB0030003
HETATM    1  C1  UNL     1      -2.862   0.496   0.147  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.558   0.188  -0.602  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.900  -1.006  -0.106  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.294  -1.040   0.404  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.140   0.149   0.542  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.421  -0.063  -0.257  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.211   1.091  -0.106  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.662   0.968   1.120  1.00  0.00           H  
HETATM    9  H2  UNL     1      -3.391   1.254  -0.483  1.00  0.00           H  
HETATM   10  H3  UNL     1      -3.464  -0.420   0.232  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.935  -0.000  -1.662  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.983   1.111  -0.661  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.440  -1.969  -0.157  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.743  -1.983   0.766  1.00  0.00           H  
HETATM   15  H8  UNL     1       1.450   0.187   1.630  1.00  0.00           H  
HETATM   16  H9  UNL     1       0.725   1.106   0.270  1.00  0.00           H  
HETATM   17  H10 UNL     1       2.193  -0.143  -1.337  1.00  0.00           H  
HETATM   18  H11 UNL     1       3.003  -0.924   0.104  1.00  0.00           H  
HETATM   19  H12 UNL     1       4.017   0.997  -0.660  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4    4   13
CONECT    4    5   14
CONECT    5    6   15   16
CONECT    6    7   17   18
CONECT    7   19
END
Download

SMILES for NP0001041 ((E)-3-Hexen-1-ol)

CC\C=C/CCO
Download

INCHI for NP0001041 ((E)-3-Hexen-1-ol)

InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-
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View in JSmolView NMR Assignments
Synonyms
ValueSource
(3Z)-3-Hexen-1-olChEBI
(3Z)-Hex-3-en-1-olChEBI
(Z)-3-Hexen-1-olChEBI
BlatteralkoholChEBI
cis-3-Hexen-1-olChEBI
Leaf alcoholChEBI
3-Hexen-1-ol, (Z)-isomerHMDB
cis-3-HexenolHMDB
(3Z)-HexenolHMDB
(Z)-3-HexenolHMDB
(Z)-Hex-3-en-1-olHMDB
1-Hydroxy-3-hexeneHMDB
3Z-Hexen-1-olHMDB
beta-gamma-HexenolHMDB
cis-1-Hydroxy-3-hexeneHMDB
cis-3-Hexene-1-olHMDB
cis-3-Hexenyl alcoholHMDB
Β-γ-hexenolHMDB
Folic alcoholHMDB
Green leaf alcoholHMDB
cis-Hex-3-en-1-olHMDB
3-Hexen-1-olMeSH, KEGG
Chemical FormulaC6H12O
Average Mass100.1589 Da
Monoisotopic Mass100.08882 Da
IUPAC Name(3Z)-hex-3-en-1-ol
Traditional Namecis-3-hexenol
CAS Registry Number928-97-2
SMILES
CC\C=C/CCO
InChI Identifier
InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-
InChI KeyUFLHIIWVXFIJGU-ARJAWSKDSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acca sellowianaKNApSAcK Database
Ageratum conyzoidesLOTUS Database
Aloe arborescensLOTUS Database
Aloe arborescens var. natalensisKNApSAcK Database
Amaranthus retroflexusLOTUS Database
Amaranthus retroflexus L.KNApSAcK Database
Anethum graveolensFooDB
Anthriscus sylvestrisLOTUS Database
Apis ceranaLOTUS Database
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
    • Jian Tang, Yuangang Zhang, Thomas G. Hartman, Robert T. Rosen, and Chi Tang Ho. Free and glycosid...
Artemisia annuaKNApSAcK Database
Artemisia capillarisLOTUS Database
Beta vulgarisKNApSAcK Database
Bistorta manshuriensisLOTUS Database
Brassica napusKNApSAcK Database
Brassica oleracea var. botrytisFooDB
    • L. Valettea X. Fernandez, S. Poulain, A.-M. Loiseau, L. Lizzani-Cuvelier, R. Levieil, L. Restier....
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
    • Charles F. Forney and Michael A. Jordan. Induction of Volatile Compounds in Broccoli by Postharve...
Camellia sinensisPlant
Cannabis sativaCannabisDB
      Not Available
Capsicum annuum var. annuumFooDB
Carthamus tinctoriusFooDB
Cinnamomum aromaticumFooDB
Citrus limonFooDB
Citrus reticulataFooDB
Dianthus caryophyllusPlant
Epipactis helleborineKNApSAcK Database
Feijoa sellowianaPlant
Garcinia mangostanaLOTUS Database
Hibiscus sabbariffaFooDB
Houttuynia cordataPlant
Juglans nigra L.FooDB
Lactuca sativaFooDB
Laurus nobilis L.FooDB
Lonicera japonicaLOTUS Database
Mangifera indicaPlant
Medicago sativaLOTUS Database
Melissa officinalis L.FooDB
Morus nigraKNApSAcK Database
Nepeta racemosaLOTUS Database
Ocimum basilicumFooDB
Olea europaeaKNApSAcK Database
Origanum onitesFooDB
Perilla frutescensLOTUS Database
Petasites albusKNApSAcK Database
Petasites hybridusKNApSAcK Database
Petasites japonicusLOTUS Database
Petroselinum crispumFooDB
Phagnalon sordidumKNApSAcK Database
Pimenta dioicaFooDB
Prunus aviumKNApSAcK Database
Pueraria montanaLOTUS Database
Quercus agrifoliaLOTUS Database
Ribes nigrumFooDB
Robinia pseudoacaciaKNApSAcK Database
Sambucus nigraFooDB
Santolina corsica Jordan et FourrKNApSAcK Database
Scrophularia umbrosaKNApSAcK Database
Silene latifoliaKNApSAcK Database
Solanum lycopersicum Mill.KNApSAcK Database
Solanum lycopersicum var. lycopersicumFooDB
Tanacetum partheniumLOTUS Database
Thea sinensisKNApSAcK Database
Thymus longicaulisLOTUS Database
Trifolium pratensePlant
Turnera diffusaPlant
Vaccinium vitis-idaeaLOTUS Database
Viburnum dilatatumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point156.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility16000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.697 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility16.2 g/LALOGPS
logP1.69ALOGPS
logP1.33ChemAxon
logS-0.79ALOGPS
pKa (Strongest Acidic)16.79ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity32.45 m³·mol⁻¹ChemAxon
Polarizability12.28 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030003
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003945
KNApSAcK IDC00000356
Chemspider ID21105914
KEGG Compound IDC08492
BioCyc IDCIS-3-HEXENOL
BiGG IDNot Available
Wikipedia LinkCis-3-Hexen-1-ol
METLIN IDNot Available
PubChem Compound5281167
PDB IDNot Available
ChEBI ID28857
Good Scents IDrw1005931
References
General References
  1. Ruther J, Kleier S: Plant-plant signaling: ethylene synergizes volatile emission in Zea mays induced by exposure to (Z)-3-hexen-1-ol. J Chem Ecol. 2005 Sep;31(9):2217-22. doi: 10.1007/s10886-005-6413-8. Epub 2005 Aug 17. [PubMed:16132223 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  3. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.