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Inherent Properties, Identifiers and References
ChemSpider ID: 77433
Empirical Formula: C11H8O3
Molecular Weight: 188.1794
Nominal Mass: 188 Da
Average Mass: 188.1794 Da
Monoisotopic Mass: 188.047344 Da
Quick Links: Permalink Similar Isomers
Systematic Name: 7a-methyl-1aH-naphtho[3,2-b]oxirene-2,7-dione
SMILES: O=C2c1c(cccc1)C(=O)C3OC23C
InChI: InChI=1/C11H8O3/c1-11-9(13)7-5-3-2-4-6(7)8(12)10(11)14-11/h2-5,10​H,1H3
InChIKey: NNUKDUBCRRYXDC-UHFFFAOYAJ
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Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

1,4-Napht​hoquinone​, 2,3-epo​xy-2,3-di​hydro-2-m​ethyl-

2,3-Epoxy​-2,3-dihy​dro-2-met​hyl-1,4-n​aphthoqui​none

2-Methyl-​2,3-epoxy​-2,3-dihy​dro-1,4-n​aphthoqui​none

1,4-Napht​hoquinone​, 2, 3-ep​oxy-2,3-d​ihydro-2-​methyl-

1,4-Napht​hoquinone​, 2,3-epo​xy-2,3-di​hydro-2-m​ethyl- (8​CI)

15448-59-6 [RN]

Menadione​ epoxide

Menadione​ oxide

Menadione​-2,3-epox​ide

Naphth(2,​3-b)oxire​ne-2,7-di​one, 1a,7​a-dihydro​-1a-methy​l- (9CI)

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Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(Details...) Predicted Properties
LogP: ACD/LogP: 1.47
XLogP: 0.80
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 1.47 ACD/LogD (pH 7.4): 1.47
ACD/BCF (pH 5.5): 7.76 ACD/BCF (pH 7.4): 7.76
ACD/KOC (pH 5.5): 150.83 ACD/KOC (pH 7.4): 150.83
#H bond acceptors: 3 #H bond donors: 0
#Freely Rotating Bonds: 0 Polar Surface Area: 46.67 Å2
Index of Refraction: 1.629 Molar Refractivity: 47.56 cm3
Molar Volume: 133.8 cm3 Polarizability: 18.85 10-24cm3
Surface Tension: 57.2 dyne/cm Density: 1.406 g/cm3
Flash Point: 162.3 °C Enthalpy of Vaporization: 60.27 kJ/mol
Boiling Point: 357.4 °C at 760 mmHg Vapour Pressure: 2.74E-05 mmHg at 25°C
(Details...) EPI Summary 
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  1.18

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  319.57  (Adapted Stein & Brown method)
    Melting Pt (deg C):  106.16  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.00011  (Modified Grain method)
    Subcooled liquid VP: 0.000686 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):  4937
       log Kow used: 1.18 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  88847 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.44E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.517E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.18  (KowWin est)
  Log Kaw used:  -7.580  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.760
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1403
   Biowin2 (Non-Linear Model)     :   0.0033
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5176  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3686  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5026
   Biowin6 (MITI Non-Linear Model):   0.3595
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9610
 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):  0.0915 Pa (0.000686 mm Hg)
  Log Koa (Koawin est  ): 8.760
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.28E-005 
       Octanol/air (Koa) model:  0.000141 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00118 
       Mackay model           :  0.00262 
       Octanol/air (Koa) model:  0.0112 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   1.9719 E-12 cm3/molecule-sec
      Half-Life =     5.424 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    65.091 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0019 (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]:
  Total Ka (acid-catalyzed) at 25 deg C :  2.349E-009  L/mol-sec
  Ka Half-Life at pH 7: 9.350E+007  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = -0.632 (BCF = 0.2334)
       log Kow used: 1.18 (estimated)

 Volatilization from Water:
    Henry LC:  6.44E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.247E+006  hours   (5.196E+004 days)
    Half-Life from Model Lake : 1.361E+007  hours   (5.669E+005 days)

 Removal In Wastewater Treatment:
    Total removal:               1.91  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.81  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       0.00805         130          1000       
   Water     38.4            900          1000       
   Soil      61.5            1.8e+003     1000       
   Sediment  0.0848          8.1e+003     0          
     Persistence Time: 1.09e+003 hr
(Details...) SimBioSys LASSO
Descriptors: 0, 0, 0, 0, 0, 0, 0, 6, 0, 0, 0, 0, 3, 4, 1, 0, 6, 0, 2, 2, 0, 0, 0, 0
CategoryTargetPDB CodeLASSO Score
MetalloenzymesACE, angiotensin-converting enzyme;1o860.12
Other EnzymesAChE, acetylcholinesterase;1eve0.00
MetalloenzymesADA, adenosine deaminase;1stw0.00
Other EnzymesALR2, aldose reductase;1ah30.00
Other EnzymesAmpC, AmpC beta-lactamase;1xgj0.03
Nuclear Hormone ReceptorsAR, androgen receptor;1xq20.00
KinasesCDK2, cyclindependent kinase 2;1ckp0.00
MetalloenzymesCOMT, catechol O-methyltransferase;1h1d0.00
Other EnzymesCOX-1, cyclooxygenase-1;1p4g0.70
Other Enzymescyclooxygenase-21cx20.00
Folate EnzymesDHFR, dihydrofolate reductase;3dfr0.00
KinasesEGFr, epidermal growth factor receptor;1m170.00
Nuclear Hormone ReceptorsER, estrogen receptor; agonist1l2i0.00
Nuclear Hormone ReceptorsER, estrogen receptor; antagonist3ert0.01
KinasesFGFr1, fibroblast growth factor receptor kinase;1agw0.00
Serine ProteasesFXa, factor Xa;1f0r0.01
Folate EnzymesGART, glycinamide ribonucleotide transformylase;1c2t0.00
Other EnzymesGPB, glycogen phosphorylase â;1a8i0.00
Nuclear Hormone ReceptorsGR, glucocorticoid receptor;1m2z0.00
Other EnzymesHIVPR, HIV protease;1hpx0.00
Other EnzymesHIVRT, HIV reverse transcriptase;1rt10.05
Other EnzymesHMGR, hydroxymethylglutaryl-CoA reductase;1hw80.01
KinasesHSP90, human heat shock protein 90;1uy60.01
Other EnzymesInhA, enoyl ACP reductase;1p440.00
Nuclear Hormone ReceptorsMR, mineralocorticoid receptor;2aa20.00
Other EnzymesNA, neuraminidase;1a4g0.00
KinasesP38 MAP, P38 mitogen activated protein;1kv20.00
Other EnzymesPARP, poly(ADP-ribose) polymerase;1efy0.00
MetalloenzymesPDE5, phosphodiesterase 5;1xp00.01
KinasesPDGFrb, platelet derived growth factor receptor kinase;0.00
Other EnzymesPNP, purine nucleoside phosphorylase;1b8o0.00
Nuclear Hormone ReceptorsPPARg, peroxisome proliferator activated receptor ç;1fm90.07
Nuclear Hormone ReceptorsPR, progesterone receptor;1sr70.01
Nuclear Hormone ReceptorsRXRa, retinoic X receptor R;1mvc0.00
Other EnzymesSAHH, S-adenosyl-homocysteine hydrolase;1a7a0.00
KinasesSRC, tyrosine kinase SRC;2src0.01
Serine ProteasesThrombin1ba80.00
KinasesTK, thymidine kinase;1kim0.00
Serine ProteasesTrypsin1bju0.00
KinasesVEGFr2, vascular endothelial growth factor receptor;1vr20.02