Inherent Properties, Identifiers and References
ChemSpider ID: 815
Empirical Formula: C9H13NO3
Molecular Weight: 183.2044
Nominal Mass: 183 Da
Average Mass: 183.2044 Da
Monoisotopic Mass: 183.089543 Da
Quick Links: Permalink Similar Isomers
Systematic Name: 4-(1-hydroxy-2-methylamino-ethyl)benzene-1,2-diol
SMILES: Oc1ccc(cc1O)C(O)CNC
InChI: InChI=1/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,​1H3
InChIKey: UCTWMZQNUQWSLP-UHFFFAOYAC
(Details...) Original Reference(s)
Data SourceExternal ID(s)
UsefulChemUC0023
(Details...) Names and Synonyms

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

(-)-3,4-d​ihydroxy-​a-[(methy​lamino)me​thyl]-Ben​zyl alcoh​ol

(-)-3,4-d​ihydroxy-​alpha-((m​ethylamin​o)methyl)​-benzyl a​lcohol

(-)-3,4-D​ihydroxy-​alpha-((m​ethylamin​o)methyl)​benzyl al​cohol

(-)-3,4-d​ihydroxy-​alpha-[(m​ethylamin​o)methyl]​-Benzyl a​lcohol

(+-)-3,4-​Dihydroxy​-alpha-((​methylami​no)methyl​)benzyl a​lcohol

(+-)-4-(1​-Hydroxy-​2-(methyl​amino)eth​yl)-1,2-b​enzenediol

(±)-3,4-D​ihydroxy-​a-[(methy​lamino)me​thyl]benz​yl Alcohol

(±)-4-[1-​Hydroxy-2​-(methyla​mino)ethy​l]-1,2-be​nzenediol

(±)-Adren​aline

(±)-Epine​phrine

More...
(Details...) Database ID(s)

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BRN 22121​60

BRN 29387​99

CHEBI:335​68

E1635_SIG​MA

nchembio8​01-comp3

NCIOpen2_​000082

(Details...) Predicted Properties
LogP: ACD/LogP: -0.63
ALOGPS: -0.82 		# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): -3.64 ACD/LogD (pH 7.4): -2.46
ACD/BCF (pH 5.5): 1 ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 1 ACD/KOC (pH 7.4): 1
#H bond acceptors: 4 #H bond donors: 4
#Freely Rotating Bonds: 6 Polar Surface Area: 30.93 Å2
Index of Refraction: 1.607 Molar Refractivity: 49.33 cm3
Molar Volume: 142.6 cm3 Polarizability: 19.55 10-24cm3
Surface Tension: 59.9 dyne/cm Density: 1.283 g/cm3
Flash Point: 207.9 °C Enthalpy of Vaporization: 70.21 kJ/mol
Boiling Point: 413.1 °C at 760 mmHg Vapour Pressure: 1.45E-07 mmHg at 25°C
(Details...) EPI Summary 
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -0.69
    Log Kow (Exper. database match) =  -1.37
       Exper. Ref:  Hansch,C & Leo,A (1985)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  345.38  (Adapted Stein & Brown method)
    Melting Pt (deg C):  123.68  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.48E-008  (Modified Grain method)
    MP  (exp database):  211-212 deg C
    Subcooled liquid VP: 7.07E-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):  1e+006
       log Kow used: -1.37 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  180 mg/L (20 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L
    Wat Sol (Exper. database match) =  180.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines
       Phenols
       Benzyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.06E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.803E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.37  (exp database)
  Log Kaw used:  -16.540  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.170
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2045
   Biowin2 (Non-Linear Model)     :   0.9885
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0915  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8355  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5547
   Biowin6 (MITI Non-Linear Model):   0.5012
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0008
 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):  0.000943 Pa (7.07E-006 mm Hg)
  Log Koa (Koawin est  ): 15.170
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00318 
       Octanol/air (Koa) model:  363 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.103 
       Mackay model           :  0.203 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 138.1532 E-12 cm3/molecule-sec
      Half-Life =     0.077 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.929 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.153 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  133.1
      Log Koc:  2.124 

 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: -1.37 (expkow database)

 Volatilization from Water:
    Henry LC:  7.06E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.122E+015  hours   (4.677E+013 days)
    Half-Life from Model Lake : 1.225E+016  hours   (5.102E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       3.78e-011       1.86         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr