Survey with prize
Record Information
Version1.0
Creation date2010-04-08 22:10:08 UTC
Update date2019-11-26 03:06:39 UTC
Primary IDFDB012371
Secondary Accession Numbers
  • FDB030076
Chemical Information
FooDB NameGlycinol
DescriptionGlycinol belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Glycinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Glycinol has been detected, but not quantified in, several different foods, such as gram beans, pulses, scarlet beans, and soy beans. This could make glycinol a potential biomarker for the consumption of these foods.
CAS Number69393-95-9
Structure
Thumb
Synonyms
SynonymSource
(-)-GlycinolHMDB
(6AlphaS,11alphas)-3,6alpha,9-trihydroxypterocarpanHMDB
(6AS,11as)-3,6a,9-trihydroxypterocarpanHMDB
3,6,9-TrihydroxypterocarpanHMDB
6AS11as-36a9-trihydroxypterocarpanHMDB
6H-Benzofuro[3,2-c][1]benzopyran-3,6a,9(11ah)-triol, 9ciHMDB
(6alphaS,11alphaS)-3,6alpha,9-trihydroxypterocarpanbiospider
(6aS,11aS)-3,6a,9-Trihydroxypterocarpanbiospider
3,6,9-trihydroxypterocarpanbiospider
6AS11AS-36A9-TRIHYDROXYPTEROCARPANbiospider
6H-Benzofuro[3,2-c][1]benzopyran-3,6a,9(11aH)-triol, 9CIdb_source
Glycinoldb_source
Predicted Properties
PropertyValueSource
Water Solubility0.84 g/LALOGPS
logP1.57ALOGPS
logP1.71ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)9.1ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area79.15 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.67 m³·mol⁻¹ChemAxon
Polarizability26.93 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H12O5
IUPAC name8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene-5,10,14-triol
InChI IdentifierInChI=1S/C15H12O5/c16-8-1-3-10-12(5-8)19-7-15(18)11-4-2-9(17)6-13(11)20-14(10)15/h1-6,14,16-18H,7H2
InChI KeyQMXOFBXZEKTJIK-UHFFFAOYSA-N
Isomeric SMILESOC1=CC2=C(C=C1)C1(O)COC3=C(C=CC(O)=C3)C1O2
Average Molecular Weight272.2528
Monoisotopic Molecular Weight272.068473494
Classification
Description belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassFuranoisoflavonoids
Direct ParentPterocarpans
Alternative Parents
Substituents
  • Pterocarpan
  • Isoflavanol
  • Isoflavan
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Coumaran
  • Benzofuran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Tertiary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Polyol
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 66.17%; H 4.44%; O 29.38%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data287 () (no solvent reported)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-1390000000-03247c0439f7f23ecb93JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00di-6301900000-e98ae9d9b1e6e06dad24JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-89076b1424a2b5347c64JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-4f713deccce1e2eeb99bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0296-9210000000-c3a13ba93565382ef587JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-2c169a573920349692a4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-db6c37567de37e26f11dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-5690000000-14e38b0224023759d399JSpectraViewer
ChemSpider ID3819579
ChEMBL IDNot Available
KEGG Compound IDC01263
Pubchem Compound ID4629012
Pubchem Substance IDNot Available
ChEBI ID15649
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34105
CRC / DFC (Dictionary of Food Compounds) IDHGQ59-M:HGQ59-M
EAFUS IDNot Available
Dr. Duke IDGLYCINOL|(6AR,11AR)-3-6(A)-9-TRIHYDROXYPTEROCARPAN|3,6-ALPHA-9-TRIHYDROXYPTEROCARPAN
BIGG IDNot Available
KNApSAcK IDC00002532
HET IDNot Available
Food Biomarker OntologyNot Available
VMH 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 / Bioactivities
DescriptorIDDefinitionReference
fungicide24127 A substance used to destroy fungal pests.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
phytoalexin26115 A toxin made by a plant that acts against an organism attacking it.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.