Record Information
Version1.0
Creation date2010-04-08 22:05:10 UTC
Update date2018-05-28 22:10:53 UTC
Primary IDFDB001927
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePrenol
DescriptionConstituent of ylang-ylang and hop oils. Found in orange peel oil and various fruits e.g. orange, lemon, lime, grape, pineapple, purple passion fruit, loganberry etc. Flavouring ingredient.
CAS Number556-82-1
Structure
Thumb
Synonyms
SynonymSource
3-Methyl-2-buten-1-olChEBI
Prenyl alcoholKegg
2-Butenol, 3-methylHMDB
3,3-Dimethylallyl alcoholHMDB
3-Methyl-2-butene-1-olHMDB
3-Methyl-2-butenolHMDB
3-Methyl-2-butenyl alcoholHMDB
3-Methylbut-2-en-1-olHMDB
3-Methylcrotyl alcoholHMDB
Butenol methylHMDB
Dimethylallyl alcoholHMDB
FEMA 3647HMDB
IsopentenolHMDB
Isopentenyl alcoholHMDB
Methyl-3-but-2-en-1-olHMDB
PrenolMeSH
2-Buten-1-ol, 3-methyl-biospider
2-butenol, 3-methylbiospider
3-methylbut-2-en-1-olbiospider
Predicted Properties
PropertyValueSource
Water Solubility105 g/LALOGPS
logP0.92ALOGPS
logP0.84ChemAxon
logS0.09ALOGPS
pKa (Strongest Acidic)16.4ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.38 m³·mol⁻¹ChemAxon
Polarizability10.38 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H10O
IUPAC name3-methylbut-2-en-1-ol
InChI IdentifierInChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
InChI KeyASUAYTHWZCLXAN-UHFFFAOYSA-N
Isomeric SMILESCC(C)=CCO
Average Molecular Weight86.1323
Monoisotopic Molecular Weight86.073164942
Classification
Description belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentPrimary alcohols
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 69.72%; H 11.70%; O 18.58%DFC
Melting PointNot Available
Boiling PointBp 137-138°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID10700
ChEMBL IDCHEMBL3184952
KEGG Compound IDC01390
Pubchem Compound ID11173
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30124
CRC / DFC (Dictionary of Food Compounds) IDCBF17-J:CBF17-J
EAFUS ID2275
Dr. Duke ID3-METHYL-2-BUTEN-1-OL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet ID556-82-1
GoodScent IDrw1032261
SuperScent IDNot Available
Wikipedia ID3-Methyl-2-buten-1-ol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
herb
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lavender
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).