Show more...
Record Information
Version2.0
Created at2022-09-06 22:28:15 UTC
Updated at2022-09-06 22:28:15 UTC
NP-MRD IDNP0238975
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,2-dimethyl-4,8-dioxo-3h-pyrano[3,2-g]chromen-3-yl 2-methylbut-2-enoate
Description2,2-Dimethyl-4,8-dioxo-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. 2,2-dimethyl-4,8-dioxo-3h-pyrano[3,2-g]chromen-3-yl 2-methylbut-2-enoate is found in Scutellaria lateriflora. 2,2-Dimethyl-4,8-dioxo-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
2,2-Dimethyl-4,8-dioxo-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl 2-methylbut-2-enoic acidGenerator
Chemical FormulaC19H18O6
Average Mass342.3470 Da
Monoisotopic Mass342.11034 Da
IUPAC Name5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,8,11-tetraen-6-yl 2-methylbut-2-enoate
Traditional Name5,5-dimethyl-7,13-dioxo-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,8,11-tetraen-6-yl 2-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
CC=C(C)C(=O)OC1C(=O)C2=CC3=C(OC(=O)C=C3)C=C2OC1(C)C
InChI Identifier
InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-16(21)12-8-11-6-7-15(20)23-13(11)9-14(12)25-19(17,3)4/h5-9,17H,1-4H3
InChI KeyDSGFOFJMGIHJRZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Scutellaria laterifloraLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassPyranocoumarins
Direct ParentLinear pyranocoumarins
Alternative Parents
Substituents
  • Linear pyranocoumarin
  • Pyranochromene
  • 2,2-dimethyl-1-benzopyran
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Alpha-acyloxy ketone
  • Fatty acid ester
  • Pyranone
  • Benzenoid
  • Fatty acyl
  • Pyran
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • 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
logP3.14ALOGPS
logP3.32ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)12.01ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity90.78 m³·mol⁻¹ChemAxon
Polarizability35.07 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 Compound74941510
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]