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Record Information
Version2.0
Created at2022-09-06 22:42:22 UTC
Updated at2022-09-06 22:42:22 UTC
NP-MRD IDNP0239174
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-(3,4-dihydroxyphenyl)-4h-chromene-4,7,8-triol
Description2-(3,4-Dihydroxyphenyl)-4H-chromene-4,7,8-triol belongs to the class of organic compounds known as 8-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-8 position of the flavonoid skeleton. 2-(3,4-dihydroxyphenyl)-4h-chromene-4,7,8-triol is found in Acacia cyperophylla. 2-(3,4-Dihydroxyphenyl)-4H-chromene-4,7,8-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC15H12O6
Average Mass288.2550 Da
Monoisotopic Mass288.06339 Da
IUPAC Name2-(3,4-dihydroxyphenyl)-4H-chromene-4,7,8-triol
Traditional Name2-(3,4-dihydroxyphenyl)-4H-chromene-4,7,8-triol
CAS Registry NumberNot Available
SMILES
OC1C=C(OC2=C(O)C(O)=CC=C12)C1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C15H12O6/c16-9-3-1-7(5-12(9)19)13-6-11(18)8-2-4-10(17)14(20)15(8)21-13/h1-6,11,16-20H
InChI KeyGMEQGBZGUVVVRH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acacia cyperophyllaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-8 position of the flavonoid skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassHydroxyflavonoids
Direct Parent8-hydroxyflavonoids
Alternative Parents
Substituents
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 4-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 8-hydroxyflavonoid
  • 1-benzopyran
  • Benzopyran
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.41ALOGPS
logP1.46ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)8.81ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area110.38 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity75.49 m³·mol⁻¹ChemAxon
Polarizability28.33 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]