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

CC\C=C/CCO
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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
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
Chemical Shift Submissions
Not Available
Species
Species of Origin
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.