asphodelin A (PAMDB100062)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100062
Identification
Name: asphodelin A
Description:A hydroxycoumarin that is 4,7-dihydroxy-2H-chromen-2-one substituted by a 2,4-dihydroxyphenyl group at position 3. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial activity against bacteria like Staphyloc
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 3-(2',4'-dihydroxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one
Chemical Formula: C15H10O6
Average Molecular Weight: 286.2363
Monoisotopic Molecular Weight: 286.048
InChI Key: OZOZCKVLUMXFGS-UHFFFAOYSA-N
InChI:InChI=1S/C15H10O6/c16-7-1-3-9(11(18)5-7)13-14(19)10-4-2-8(17)6-12(10)21-15(13)20/h1-6,16-19H
CAS number: Not Available
IUPAC Name:3-(2,4-dihydroxyphenyl)-4,7-dihydroxy-2H-chromen-2-one
Traditional IUPAC Name: Not Available
SMILES:Oc1ccc(c(O)c1)-c1c(O)c2ccc(O)cc2oc1=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as hydroxyisoflavonoids. These are organic compounds containing an isoflavonoid skeleton carrying one or more hydroxyl groups.
Kingdom Organic compounds
Super ClassPhenylpropanoids and polyketides
Class Isoflavonoids
Sub ClassHydroxyisoflavonoids
Direct Parent Hydroxyisoflavonoids
Alternative Parents
Substituents
  • Hydroxyisoflavonoid
  • Isoflav-3-enone skeleton
  • 4-hydroxycoumarin
  • 7-hydroxycoumarin
  • Hydroxycoumarin
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Resorcinol
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyranone
  • Phenol
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • polyphenol, hydroxycoumarin (CHEBI:65453)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass286.2352ChemAxon
logP2.2824ChemAxon
H-bond acceptors6ChemAxon
H-bond donors4ChemAxon
Rotatable bonds1ChemAxon
PSA111.1300ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity76.0120ChemAxon
Atoms31ChemAxon
Rings3ChemAxon
Heavy atoms21ChemAxon
Hydrogen atoms10ChemAxon
Heteroatoms6ChemAxon
N/O atoms6ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers0ChemAxon
R/S chiral centers0ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds0ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds0ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • El-Seedi HR. Antimicrobial arylcoumarins from Asphodelus microcarpus. J Nat Prod. 2007 Jan;70(1):118-20. Pubmed: 17253862
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links: Not Available