ChemSpider 2D Image | Harziphilone | C15H18O4

Harziphilone

  • Molecular FormulaC15H18O4
  • Average mass262.301 Da
  • Monoisotopic mass262.120514 Da
  • ChemSpider ID4953520

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 2 of 2 defined stereocentres

More details:

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

(6R,7R)-6,7-Dihydroxy-7-methyl-3-[(1E,3E)-1,3-pentadien-1-yl]-1,5,6,7-tetrahydro-8H-isochromen-8-on [German] [ACD/IUPAC Name]
(6R,7R)-6,7-Dihydroxy-7-methyl-3-[(1E,3E)-1,3-pentadien-1-yl]-1,5,6,7-tetrahydro-8H-isochromen-8-one [ACD/IUPAC Name]
(6R,7R)-6,7-Dihydroxy-7-méthyl-3-[(1E,3E)-1,3-pentadién-1-yl]-1,5,6,7-tétrahydro-8H-isochromén-8-one [French] [ACD/IUPAC Name]
183239-75-0 [RN]
8H-2-Benzopyran-8-one, 1,5,6,7-tetrahydro-6,7-dihydroxy-7-methyl-3-[(1E,3E)-1,3-pentadien-1-yl]-, (6R,7R)- [ACD/Index Name]
Harziphilone
rel-(6R,7R)-1,5,6,7-Tetrahydro-6,7-dihydroxy-7-methyl-3-(1E,3E)-1,3-pentadien-1-yl-8H-2-benzopyran-8-one
(6R,7R)-6,7-DIHYDROXY-7-METHYL-3-[(1E,3E)-PENTA-1,3-DIEN-1-YL]-5,6-DIHYDRO-1H-ISOCHROMEN-8-ONE
rel-(6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-1,5,6,7-tetrahydro-8H-isochromen-8-one

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

AIDS030963 [DBID]
AIDS-030963 [DBID]
  • Miscellaneous

    • Chemical Class:

      A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8<element>H</element>-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3 -dien-1-yl moiety at position 3. Isolated from the fermentation broth of <ital>Trichoderma harzianum</ital>, it exhibits anti-HIV activity. ChEBI CHEBI:66006
      A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3; -dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66006
      A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety a t position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity. ChEBI CHEBI:66006

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 473.4±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.7 mmHg at 25°C
Enthalpy of Vaporization: 84.9±6.0 kJ/mol
Flash Point: 178.3±22.2 °C
Index of Refraction: 1.592
Molar Refractivity: 71.3±0.4 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 0.47
ACD/LogD (pH 5.5): 1.39
ACD/BCF (pH 5.5): 6.76
ACD/KOC (pH 5.5): 136.66
ACD/LogD (pH 7.4): 1.39
ACD/BCF (pH 7.4): 6.76
ACD/KOC (pH 7.4): 136.65
Polar Surface Area: 67 Å2
Polarizability: 28.3±0.5 10-24cm3
Surface Tension: 51.8±5.0 dyne/cm
Molar Volume: 210.5±5.0 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) =  3.18

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  407.14  (Adapted Stein & Brown method)
    Melting Pt (deg C):  154.59  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.24E-009  (Modified Grain method)
    Subcooled liquid VP: 4.72E-008 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):  38.55
       log Kow used: 3.18 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  4301.3 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ketones
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.77E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.006E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.18  (KowWin est)
  Log Kaw used:  -5.946  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.126
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3654
   Biowin2 (Non-Linear Model)     :   0.0336
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8345  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6824  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3634
   Biowin6 (MITI Non-Linear Model):   0.0838
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0596
 Ready Biodegradability Prediction:   NO

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  6.29E-006 Pa (4.72E-008 mm Hg)
  Log Koa (Koawin est  ): 9.126
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.477 
       Octanol/air (Koa) model:  0.000328 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.945 
       Mackay model           :  0.974 
       Octanol/air (Koa) model:  0.0256 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 444.4968 E-12 cm3/molecule-sec
      Half-Life =     0.024 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    17.325 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =   176.377502 E-17 cm3/molecule-sec
      Half-Life =     0.006 Days (at 7E11 mol/cm3)
      Half-Life =      9.356 Min
   Fraction sorbed to airborne particulates (phi): 0.96 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 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 = 1.752 (BCF = 56.45)
       log Kow used: 3.18 (estimated)

 Volatilization from Water:
    Henry LC:  2.77E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.423E+004  hours   (1426 days)
    Half-Life from Model Lake : 3.736E+005  hours   (1.557E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               7.55  percent
    Total biodegradation:        0.14  percent
    Total sludge adsorption:     7.41  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       0.0127          0.123        1000       
   Water     25.1            360          1000       
   Soil      74.3            720          1000       
   Sediment  0.591           3.24e+003    0          
     Persistence Time: 460 hr

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