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Search term: C7H7NO3
Found by empirical formula
Inherent Properties, Identifiers and References
ChemSpider ID: 3933
Empirical Formula: C7H7NO3
Molecular Weight: 153.1354
Nominal Mass: 153 Da
Average Mass: 153.1354 Da
Monoisotopic Mass: 153.042593 Da
Quick Links: Permalink Similar Isomers
Systematic Name: 5-amino-2-hydroxy-benzoic acid
SMILES: O=C(O)c1cc(ccc1O)N
InChI: InChI=1/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
InChIKey: KBOPZPXVLCULAV-UHFFFAOYAE
(Details...) Wikipedia Article(s)
Mesalazine (INN, BAN), also known as Mesalamine (USAN) or 5-aminosalicylic acid (5-ASA), is an anti-inflammatory drug used to treat inflammation of the digestive tract (Crohn's disease) and mild to moderate ulcerative colitis. Mesalazine is a bowel-specific aminosalicylate drug that is metabolized in the gut and has its predominant actions there, thereby having fewer systemic side effects. As a derivative of salicylic acid, 5-ASA is also an antioxidant that traps free radicals, which are potentially damaging by-products of metabolism. 5-ASA is considered the active moiety of sulfasalazine, which is metabolized to it. Read more... or Edit at Wikipedia...
(Details...) Original Reference(s)
Data Source External ID(s)
Molbank Molecules 2001 Volume 6 Page M260
Disclaimer (Details...) Supplemental Information

User Data

  • experimental physchem properties
    • Melting Point: ca 280 dec.
  • miscellaneous
    • Appearance: light tan to grey powder
    • Stability: Stable. Incompatible with acids, acid anhydrides,acid chlorides, chloroformates, strong oxidizing agents.
    • Toxicity: ORL-RAT LD50 2800 mg kg-1, IPR-RAT LD50 1000 mg kg-1, ORL-MUS LD50 5000 mg kg-1, IPR-MUS LD50 681 mg kg-1, SKN-RBT LD50 > 5000 mg kg-1
    • Safety: WARNING: Irreversible damage risk, protect skin/eyes/lungs.
    • Safety: Safety glasses.
(Details...) Names and Synonyms

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

2-Hydroxy​-5-aminob​enzoic ac​id

3-carboxy​-4-hydrox​yaniline

4-14-00-0​2058 (Bei​lstein Ha​ndbook Re​ference) [Beilstein]

5-Amino-2​-hydroxyb​enzene-1-​carboxyli​c Acid

5-Amino-2​-hydroxyb​enzolcarb​onsäure

acide 5-a​mino-2-hy​droxybenz​oïque

Asacolitin

Asacolon

Fisalamine

Lixacol

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(Details...) Database ID(s)

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

09409_FLU​KA

09410_FLU​KA

A3537_SIG​MA

A3613/015​3179

A6178_SIG​MA

A79809_AL​DRICH

AI3-15564

BRN 20904​21

CCRIS 7334

D00377

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(Details...) Predicted Properties
LogP: ACD/LogP: 0.46
ALOGPS: 0.75
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): -2.19 ACD/LogD (pH 7.4): -2.67
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: 3 Polar Surface Area: 38.77 Å2
Index of Refraction: 1.691 Molar Refractivity: 39.3 cm3
Molar Volume: 102.6 cm3 Polarizability: 15.57 10-24cm3
Surface Tension: 83.3 dyne/cm Density: 1.491 g/cm3
Flash Point: 198.1 °C Enthalpy of Vaporization: 69.09 kJ/mol
Boiling Point: 403.9 °C at 760 mmHg Vapour Pressure: 3.01E-07 mmHg at 25°C
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  0.98

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  346.34  (Adapted Stein & Brown method)
    Melting Pt (deg C):  128.86  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.1E-008  (Modified Grain method)
    MP  (exp database):  283 deg C
    Subcooled liquid VP: 4.37E-005 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):  1.077e+004
       log Kow used: 0.98 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  888.84 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aromatic Amines-acid
       Phenols-acid
       Salicylic Acid-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.02E-012  atm-m3/mole
   Group Method:   2.28E-015  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.141E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.98  (KowWin est)
  Log Kaw used:  -9.688  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.668
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7336
   Biowin2 (Non-Linear Model)     :   0.9053
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8701  (weeks       )
   Biowin4 (Primary Survey Model) :   3.5659  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5647
   Biowin6 (MITI Non-Linear Model):   0.5429
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6183
 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):  0.00583 Pa (4.37E-005 mm Hg)
  Log Koa (Koawin est  ): 10.668
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000515 
       Octanol/air (Koa) model:  0.0114 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0183 
       Mackay model           :  0.0396 
       Octanol/air (Koa) model:  0.478 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  20.8772 E-12 cm3/molecule-sec
      Half-Life =     0.512 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     6.148 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.0289 (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 = 0.500 (BCF = 3.162)
       log Kow used: 0.98 (estimated)

 Volatilization from Water:
    Henry LC:  5.02E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.443E+008  hours   (6.014E+006 days)
    Half-Life from Model Lake : 1.575E+009  hours   (6.56E+007 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       0.000269        12.3         1000       
   Water     34.7            360          1000       
   Soil      65.2            720          1000       
   Sediment  0.0693          3.24e+003    0          
     Persistence Time: 608 hr