ChemSpider 2D Image | 6,7-Dihydroxycoumarin | C9H6O4


  • Molecular FormulaC9H6O4
  • Average mass178.141 Da
  • Monoisotopic mass178.026611 Da
  • ChemSpider ID4444764

More details:

Featured data source

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

206-161-5 [EINECS]
2H-1-Benzopyran-2-one, 6,7-dihydroxy- [ACD/Index Name]
305-01-1 [RN]
6,7-Dihydroxy-2H-chromen-2-on [German] [ACD/IUPAC Name]
6,7-Dihydroxy-2H-chromen-2-one [ACD/IUPAC Name]
6,7-Dihydroxy-2H-chromén-2-one [French] [ACD/IUPAC Name]
Aesculetin [Wiki]

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

MFCD00006874 [DBID]
AIDS014709 [DBID]
AIDS-014709 [DBID]
BRN 0152788 [DBID]
C09263 [DBID]
DivK1c_006430 [DBID]
KBio1_001374 [DBID]
KBio2_001646 [DBID]
  • Spectroscopy
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      26-37 Alfa Aesar A15393
      36/37/38 Alfa Aesar A15393
      H315 H319 H335 LKT Labs [E7309]
      H315-H319-H335 Alfa Aesar A15393
      Irritant SynQuest 2H25-1-79
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar A15393
      R36/37/38 LKT Labs [E7309]
      Warning Alfa Aesar A15393
      WARNING: Irritates lungs, eyes, skin Alfa Aesar A15393
      Xi LKT Labs [E7309]
    • Target Organs:

      Others TargetMol T2798
    • Chemical Class:

      A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light. ChEBI CHEBI:490095,
      coumarin Microsource [01500899]
    • Drug Status:

      experimental Microsource [01500899]
    • Compound Source:

      Aegilops tauschii PlantCyc CPD-8097
      Aesculus and Solanaceae spp Microsource [01500899]
      Amaranthus hypochondriacus PlantCyc CPD-8097
      Amborella trichopoda PlantCyc CPD-8097
      Anacardium occidentale PlantCyc CPD-8097
      Ananas comosus PlantCyc CPD-8097
      Aquilegia coerulea PlantCyc CPD-8097
      Arabidopsis halleri PlantCyc CPD-8097
      Arabidopsis lyrata PlantCyc CPD-8097
      Arabidopsis thaliana col PlantCyc CPD-8097
      Asparagus officinalis PlantCyc CPD-8097
      Beta vulgaris subsp. vulgaris PlantCyc CPD-8097
      Boechera stricta PlantCyc CPD-8097
      Brachypodium distachyon PlantCyc CPD-8097
      Brassica napus PlantCyc CPD-8097
      Brassica oleracea var. capitata PlantCyc CPD-8097
      Brassica oleracea var. oleracea PlantCyc CPD-8097
      Brassica rapa FPsc PlantCyc CPD-8097
      Brassica rapa subsp. pekinensis PlantCyc CPD-8097
      Calotropis gigantea PlantCyc CPD-8097
      Camptotheca acuminata PlantCyc CPD-8097
      Cannabis sativa PlantCyc CPD-8097
      Capsella grandiflora PlantCyc CPD-8097
      Capsella rubella PlantCyc CPD-8097
      Capsicum annuum PlantCyc CPD-8097
      Carica papaya PlantCyc CPD-8097
      Catharanthus roseus PlantCyc CPD-8097
      Chenopodium quinoa PlantCyc CPD-8097
      Cicer arietinum PlantCyc CPD-8097
      cichoriin interconversion PlantCyc CPD-8097
      Citrus clementina PlantCyc CPD-8097
      Citrus sinensis PlantCyc CPD-8097
      Corchorus capsularis PlantCyc CPD-8097
      coumarins biosynthesis (engineered) PlantCyc CPD-8097
      Cucumis sativus PlantCyc CPD-8097
      Daucus carota subsp. sativus PlantCyc CPD-8097
      Dianthus caryophyllus PlantCyc CPD-8097
      Dioscorea rotundata PlantCyc CPD-8097
      esculetin biosynthesis PlantCyc CPD-8097
      esculetin modification PlantCyc CPD-8097
      Eucalyptus grandis PlantCyc CPD-8097
      Eutrema salsugineum PlantCyc CPD-8097
      Fragaria vesca subsp. vesca PlantCyc CPD-8097
      Glycine max PlantCyc CPD-8097
      Gossypium raimondii PlantCyc CPD-8097
      Helianthus annuus PlantCyc CPD-8097
      Hordeum vulgare subsp. vulgare PlantCyc CPD-8097
      Kalanchoe fedtschenkoi PlantCyc CPD-8097
      Leersia perrieri PlantCyc CPD-8097
      Linum usitatissimum PlantCyc CPD-8097
      Lotus japonicus PlantCyc CPD-8097
      Malus domestica PlantCyc CPD-8097
      Manihot esculenta PlantCyc CPD-8097
      Medicago truncatula PlantCyc CPD-8097
      Metab. of infected sweet potato also found in Aesculus, Atropa, Datura, Digitalis and other plants; found in some ferns Zerenex Molecular [ZBioX-0462]
      Mimulus guttatus PlantCyc CPD-8097
      Miscanthus sinensis PlantCyc CPD-8097
      Musa acuminata PlantCyc CPD-8097
      Nicotiana tabacum PlantCyc CPD-8097
      Olea europaea var. sylvestris PlantCyc CPD-8097
      Oryza brachyantha PlantCyc CPD-8097
      Oryza glaberrima PlantCyc CPD-8097
      Oryza punctata PlantCyc CPD-8097
      Oryza rufipogon PlantCyc CPD-8097
      Oryza sativa Japonica Group PlantCyc CPD-8097
      Panicum hallii PlantCyc CPD-8097
      Panicum virgatum PlantCyc CPD-8097
      Petunia axillaris PlantCyc CPD-8097
      Phaseolus vulgaris PlantCyc CPD-8097
      Populus trichocarpa PlantCyc CPD-8097
      Prunus persica PlantCyc CPD-8097
      Ricinus communis PlantCyc CPD-8097
      Rosa chinensis PlantCyc CPD-8097
      Rosa multiflora PlantCyc CPD-8097
      Salvia miltiorrhiza PlantCyc CPD-8097
      Setaria italica PlantCyc CPD-8097
      Setaria viridis PlantCyc CPD-8097
      simple coumarins biosynthesis PlantCyc CPD-8097
      simplecoumarins biosynthesis PlantCyc CPD-8097
      Solanum lycopersicum PlantCyc CPD-8097
      Solanum melongena PlantCyc CPD-8097
      Solanum pennellii PlantCyc CPD-8097
      Solanum tuberosum PlantCyc CPD-8097
      Sorghum bicolor PlantCyc CPD-8097
      Spinacia oleracea PlantCyc CPD-8097
      Spirodela polyrhiza PlantCyc CPD-8097
      superpathway of scopolin and esculin biosynthesis PlantCyc CPD-8097
      Thellungiella parvula PlantCyc CPD-8097
      Theobroma cacao PlantCyc CPD-8097
      Trifolium pratense PlantCyc CPD-8097
      Triticum aestivum PlantCyc CPD-8097
      Triticum urartu PlantCyc CPD-8097
      Vitis vinifera PlantCyc CPD-8097
      Zea mays subsp. mays PlantCyc CPD-8097
      Zostera marina PlantCyc CPD-8097
    • Bio Activity:

      2,4,6-trihydroxycinnamoyl-CoA -> esculetin + coenzyme A PlantCyc CPD-8097
      2-hydroxycaffeate -> esculetin PlantCyc CPD-8097
      Antifungal Zerenex Molecular [ZBioX-0462]
      cichoriin + H2O -> esculetin + D-glucopyranose PlantCyc CPD-8097
      esculetin -> a demethylated methyl donor + isoscopoletin PlantCyc CPD-8097
      esculetin -> a demethylated methyl donor + scopoletin PlantCyc CPD-8097
      esculetin + UDP-alpha-D-glucose -> 3-O-beta-D-glucosyl-esculetin + UDP + H+ PlantCyc CPD-8097
      esculetin + UDP-alpha-D-glucose -> 4-O-beta-D-glucosyl-esculetin + UDP + H+ PlantCyc CPD-8097
      esculetin + UDP-alpha-D-glucose -> cichoriin + UDP + H+ PlantCyc CPD-8097
      esculetin + UDP-alpha-D-glucose -> esculin + UDP + H+ PlantCyc CPD-8097
      esculin + H2O <--> esculetin + D-glucopyranose PlantCyc CPD-8097
      Others TargetMol T2798
      S-adenosyl-L-methionine + esculetin -> a demethylated methyl donor + scopoletin + S-adenosyl-L-homocysteine PlantCyc CPD-8097
      S-adenosyl-L-methionine + esculetin -> isoscopoletin + S-adenosyl-L-homocysteine + H+ PlantCyc CPD-8097
      S-adenosyl-L-methionine + esculetin -> scopoletin + S-adenosyl-L-homocysteine + H+ PlantCyc CPD-8097
      umbelliferone -> esculetin PlantCyc CPD-8097
  • Gas Chromatography

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.6±0.1 g/cm3
Boiling Point: 469.7±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.0±3.0 kJ/mol
Flash Point: 201.5±22.2 °C
Index of Refraction: 1.689
Molar Refractivity: 43.5±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 0.98
ACD/LogD (pH 5.5): 1.47
ACD/BCF (pH 5.5): 7.73
ACD/KOC (pH 5.5): 150.16
ACD/LogD (pH 7.4): 1.30
ACD/BCF (pH 7.4): 5.19
ACD/KOC (pH 7.4): 100.81
Polar Surface Area: 67 Å2
Polarizability: 17.3±0.5 10-24cm3
Surface Tension: 75.6±3.0 dyne/cm
Molar Volume: 114.0±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™

 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  0.55

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  367.81  (Adapted Stein & Brown method)
    Melting Pt (deg C):  138.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.97E-009  (Modified Grain method)
    MP  (exp database):  276 deg C
    Subcooled liquid VP: 3.5E-006 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  7.213e+004
       log Kow used: 0.55 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.3763e+005 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.52E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.940E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.55  (KowWin est)
  Log Kaw used:  -11.512  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.062
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0685
   Biowin2 (Non-Linear Model)     :   0.9983
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0585  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8991  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6832
   Biowin6 (MITI Non-Linear Model):   0.7508
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.8315
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.000467 Pa (3.5E-006 mm Hg)
  Log Koa (Koawin est  ): 12.062
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00643 
       Octanol/air (Koa) model:  0.283 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.188 
       Mackay model           :  0.34 
       Octanol/air (Koa) model:  0.958 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  33.8064 E-12 cm3/molecule-sec
      Half-Life =     0.316 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.797 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec
      Half-Life =     0.546 Days (at 7E11 mol/cm3)
      Half-Life =     13.097 Hrs
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.264 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  391.3
      Log Koc:  2.592 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 0.55 (estimated)

 Volatilization from Water:
    Henry LC:  7.52E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.039E+010  hours   (4.33E+008 days)
    Half-Life from Model Lake : 1.134E+011  hours   (4.724E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.77  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       2.16e-005       4.81         1000       
   Water     37.2            360          1000       
   Soil      62.7            720          1000       
   Sediment  0.0704          3.24e+003    0          
     Persistence Time: 591 hr


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