Record Information
Version1.0
Creation date2010-04-08 22:09:17 UTC
Update date2018-05-28 22:49:17 UTC
Primary IDFDB010773
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxybenzyl isothiocyanate rhamnoside
DescriptionConstituent of seeds and other parts of Moringa oleifera (horseradish tree), Moringa peregrina and Moringa stenopetala. 4-Hydroxybenzyl isothiocyanate rhamnoside is found in herbs and spices.
CAS Number73255-40-0
Structure
Thumb
Synonyms
SynonymSource
4-Hydroxybenzyl isothiocyanic acid rhamnosideGenerator
4-Hydroxybenzyl isothiocyanate O-a-L-rhamnopyranosidemanual
4-Hydroxybenzyl isothiocyanate rhamnosidemanual
Predicted Properties
PropertyValueSource
Water Solubility0.64 g/LALOGPS
logP1.42ALOGPS
logP1.27ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area91.51 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity78.52 m³·mol⁻¹ChemAxon
Polarizability31.9 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H17NO5S
IUPAC name2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxane-3,4,5-triol
InChI IdentifierInChI=1S/C14H17NO5S/c1-8-11(16)12(17)13(18)14(19-8)20-10-4-2-9(3-5-10)6-15-7-21/h2-5,8,11-14,16-18H,6H2,1H3
InChI KeyQAZIHHJTZPNRCM-UHFFFAOYSA-N
Isomeric SMILESCC1OC(OC2=CC=C(CN=C=S)C=C2)C(O)C(O)C1O
Average Molecular Weight311.353
Monoisotopic Molecular Weight311.082743349
Classification
Description belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 54.01%; H 5.50%; N 4.50%; O 25.69%; S 10.30%DFC
Melting PointMp 74°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[base] lmax 221 () (NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4u-9640000000-6207d6b31a0ee31657b8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-03di-3942370000-1fe633044ead93f36592View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02t9-0943000000-603d5b6571df56befc88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-0910000000-13def0973881f675eeedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-2900000000-d8a303bca8fe9df2b797View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-6849000000-f12dbc47dda4fff75160View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-4910000000-d94bb095929fc3374520View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9400000000-44b7fb511350b287577bView in MoNA
ChemSpider ID11590012
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID14865502
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32801
CRC / DFC (Dictionary of Food Compounds) IDFBT52-P:FON45-Y
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference