Record Information
Version1.0
Creation date2010-04-08 22:10:17 UTC
Update date2018-05-28 23:38:22 UTC
Primary IDFDB012643
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Isothiocyanato-1-pentene
DescriptionMustard oil from rape (Brassica napus), brown mustard (Brassica juncea) and other crucifers. Formed from 4-Pentenyl glucosinolate LBB30-J. 5-Isothiocyanato-1-pentene is found in many foods, some of which are brassicas, rocket salad (sspecies), cabbage, and wasabi.
CAS Number18060-79-2
Structure
Thumb
Synonyms
SynonymSource
4-Pentenyl isothiocyanateHMDB
5-Isothiocyano-1-penteneHMDB
1-Pentene, 5-isothiocyanato-biospider
5-isothiocyano-1-pentenebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.077 g/LALOGPS
logP2.98ALOGPS
logP2.53ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.85 m³·mol⁻¹ChemAxon
Polarizability14.53 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H9NS
IUPAC name5-isothiocyanatopent-1-ene
InChI IdentifierInChI=1S/C6H9NS/c1-2-3-4-5-7-6-8/h2H,1,3-5H2
InChI KeyDBISBKDNOKIADM-UHFFFAOYSA-N
Isomeric SMILESC=CCCCN=C=S
Average Molecular Weight127.207
Monoisotopic Molecular Weight127.045569983
Classification
Description belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassIsothiocyanates
Sub ClassNot Available
Direct ParentIsothiocyanates
Alternative Parents
Substituents
  • Isothiocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.65%; H 7.13%; N 11.01%; S 25.21%DFC
Melting PointNot Available
Boiling PointBp12 75°DFC
Experimental Water Solubility0.16 mg/mL at 20 oCBEILSTEIN
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn25D 1.5118DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0076-9100000000-b80ff5278e20ade2da97View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0076-9100000000-b80ff5278e20ade2da97View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9000000000-2f496c6688974064260cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-6900000000-396a21b2ef411234ccd8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9100000000-f9063e8cfa24ee6a53ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9000000000-02ccd98ce72f4be0ccdeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3900000000-bf4da00bcf6d39df67bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a7i-9300000000-ca6cfce482de77095a83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-66c809b0364da6698de0View in MoNA
ChemSpider ID78870
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID87436
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34300
CRC / DFC (Dictionary of Food Compounds) IDHJM72-M:HJM72-M
EAFUS ID2912
Dr. Duke ID4-PENTENYL-ISOTHIOCYANATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet ID18060-79-2
GoodScent IDrw1551741
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti mutagenicDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
mustard
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
horseradish
  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
  2. 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).