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Identification
YMDB IDYMDB01420
Namecis-3-hexen-1-ol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Descriptioncis-3-Hexen-1-ol, also known as (Z)-3-hexen-1-ol and leaf alcohol, is a colorless oily liquid with an intense grassy-green odor 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. cis-3-Hexen-1-ol is a very important aroma compound that is used in fruit and vegetable flavors and in perfumes. The yearly production is about 30 tonnes. cis-3-Hexen-1-ol is an alcohol and its esters are also important flavor and fragrance raw materials. The related aldehyde cis-3-hexenal (leaf aldehyde) has a similar and even stronger smell but is relatively unstable and isomerizes into the conjugated trans-2-hexenal. [Wikipedia]
Structure
Thumb
Synonyms
  • (3Z)-3-Hexen-1-ol
  • (Z)-Hex-3-en-1-ol
  • (Z)-Hex-3-ene-1-ol
  • (Z)-hex-3-enol
  • 3-(Z)-Hexen-1-ol
  • 3-(Z)-Hexenol
  • 3-Hexen-1-ol
  • 3-Hexen-1-ol, (Z)-
  • 3-Hexen-1-ol, cis-
  • 3-Hexenol
  • 3-Hexenol, cis-
  • c-3-Hexen-1-ol
  • cis-3-1-Hexenol
  • cis-3-Hexene-1-ol
  • cis-3-Hexenol
  • cis-hex-3-en-1ol
  • cis-Hex-3-enol
  • hex-3( Z)-en-1-ol
  • Hex-3(Z)-enol
  • HEXEN-30L-1
  • Leaf alcohol
  • Z-3-Hexenol
  • (3Z)-Hex-3-en-1-ol
  • (Z)-3-Hexen-1-ol
  • Blatteralkohol
  • cis-3-Hexen-1-ol
  • (3E)-Hexenol
  • (e)-3-Hexenol
  • (e)-Hex-3-en-1-ol
  • 3-Hexen-1-ol, (e)-isomer
  • 3-Hexen-1-ol, (Z)-isomer
CAS number928-96-1
WeightAverage: 100.1589
Monoisotopic: 100.088815006
InChI KeyUFLHIIWVXFIJGU-ARJAWSKDSA-N
InChIInChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-
IUPAC Name(3Z)-hex-3-en-1-ol
Traditional IUPAC Namecis-3-hexenol
Chemical FormulaC6H12O
SMILESCC\C=C/CCO
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
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
GreenFDB011497
LeafyFDB011497
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Antonelli, A., Castellari, L., Zambonelli, C., Carnacini, A. (1999). "Yeast influence on volatile composition of wines." J Agric Food Chem 47:1139-1144.10552428
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID28857
HMDB IDHMDB0030003
Pubchem Compound ID10993
Kegg IDC08492
ChemSpider ID21105914
FOODB IDFDB011497
Wikipediacis-3-hexen-1-ol
BioCyc IDNot Available