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Record Information
Version2.0
Created at2022-09-05 20:43:59 UTC
Updated at2022-09-05 20:44:00 UTC
NP-MRD IDNP0219662
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-[5-(3,7-dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one
Description2-[5-(3,7-Dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position. 2-[5-(3,7-dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one is found in Morus lhou and Morus nigra. 2-[5-(3,7-Dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H30O6
Average Mass438.5200 Da
Monoisotopic Mass438.20424 Da
IUPAC Name2-[5-(3,7-dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name2-[5-(3,7-dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxyphenyl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one
CAS Registry NumberNot Available
SMILES
COC1=CC(O)=C(C=C1CC=C(C)CCC=C(C)C)C1CC(=O)C2=C(O)C=C(O)C=C2O1
InChI Identifier
InChI=1S/C26H30O6/c1-15(2)6-5-7-16(3)8-9-17-10-19(20(28)13-23(17)31-4)24-14-22(30)26-21(29)11-18(27)12-25(26)32-24/h6,8,10-13,24,27-29H,5,7,9,14H2,1-4H3
InChI KeyCZVSHXUUSIQWSO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Morus lhouLOTUS Database
Morus nigraLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct Parent3'-prenylated flavanones
Alternative Parents
Substituents
  • 3'-prenylated flavanone
  • 4p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • Flavanone
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Chromone
  • Methoxyphenol
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Aromatic monoterpenoid
  • Monoterpenoid
  • Bicyclic monoterpenoid
  • Methoxybenzene
  • Anisole
  • Aryl alkyl ketone
  • Aryl ketone
  • Phenoxy compound
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • 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
logP4.76ALOGPS
logP6.07ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)7.84ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity125.8 m³·mol⁻¹ChemAxon
Polarizability48.39 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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]