Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:30:29 UTC
Update Date2022-03-07 02:56:24 UTC
HMDB IDHMDB0039958
Secondary Accession Numbers
  • HMDB39958
Metabolite Identification
Common Name4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde
Description4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 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. Based on a literature review very few articles have been published on 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde.
Structure
Data?1601254361
Synonyms
ValueSource
4-(4'-O-Acetyl-a-L-rhamnosyloxy)benzaldehydeGenerator
4-(4'-O-Acetyl-α-L-rhamnosyloxy)benzaldehydeGenerator
4-(4’-O-acetyl-α-L-rhamnosyloxy)benzaldehydeHMDB
4-[(4-O-Acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]benzaldehydeHMDB
4-[(4-O-Acetyl-6-deoxy-α-L-mannopyranosyl)oxy]benzaldehydeHMDB
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehydeHMDB
Chemical FormulaC15H18O7
Average Molecular Weight310.302
Monoisotopic Molecular Weight310.10525292
IUPAC Name(2S,3R,4S,5R,6S)-6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate
Traditional Name(2S,3R,4S,5R,6S)-6-(4-formylphenoxy)-4,5-dihydroxy-2-methyloxan-3-yl acetate
CAS Registry Number159733-92-3
SMILES
C[C@@H]1O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O
InChI Identifier
InChI=1S/C15H18O7/c1-8-14(21-9(2)17)12(18)13(19)15(20-8)22-11-5-3-10(7-16)4-6-11/h3-8,12-15,18-19H,1-2H3/t8-,12-,13+,14-,15-/m0/s1
InChI KeyYHVJUTOZYWQYSQ-QOWRVZOFSA-N
Chemical Taxonomy
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 Parents
Substituents
  • Phenolic glycoside
  • Hexose monosaccharide
  • O-glycosyl compound
  • Phenoxy compound
  • Benzaldehyde
  • Benzoyl
  • Phenol ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Carboxylic acid ester
  • 1,2-diol
  • Secondary alcohol
  • Acetal
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Aldehyde
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.8 g/LALOGPS
logP0.47ALOGPS
logP0.6ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)12.26ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area102.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity74.38 m³·mol⁻¹ChemAxon
Polarizability30.51 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+172.46230932474
DeepCCS[M-H]-170.06730932474
DeepCCS[M-2H]-204.00530932474
DeepCCS[M+Na]+178.63130932474
AllCCS[M+H]+173.632859911
AllCCS[M+H-H2O]+170.432859911
AllCCS[M+NH4]+176.532859911
AllCCS[M+Na]+177.332859911
AllCCS[M-H]-172.332859911
AllCCS[M+Na-2H]-172.332859911
AllCCS[M+HCOO]-172.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehydeC[C@@H]1O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O3502.8Standard polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehydeC[C@@H]1O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O2308.0Standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehydeC[C@@H]1O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O2526.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,1TMS,isomer #1CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O[Si](C)(C)C)[C@@H]1O2366.0Semi standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,1TMS,isomer #2CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@@H]1O[Si](C)(C)C2383.9Semi standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,2TMS,isomer #1CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2425.9Semi standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,1TBDMS,isomer #1CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2630.3Semi standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,1TBDMS,isomer #2CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2638.0Semi standard non polar33892256
4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde,2TBDMS,isomer #1CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(C=O)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2882.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 10V, Positive-QTOFsplash10-00dj-3901000000-93f3369af1e595ae28a52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 20V, Positive-QTOFsplash10-00dj-3911000000-d071f3d8190fc59303d22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 40V, Positive-QTOFsplash10-05bb-5900000000-b3557a0ca8b1e04d015a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 10V, Negative-QTOFsplash10-06di-0963000000-02b3d1184aae03052c952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 20V, Negative-QTOFsplash10-00di-3900000000-354e5c2f01e21b4428fa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzaldehyde 40V, Negative-QTOFsplash10-00xu-9700000000-f2b2c673bfdc30a7b9ea2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019621
KNApSAcK IDNot Available
Chemspider ID8193820
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10018247
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .