InChI=1/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)

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Inherent Properties, Identifiers and References

ChemSpider ID:	65756
Empirical Formula:	C₆H₅NO₃
Molecular Weight:	139.1088
Nominal Mass:	139 Da
Average Mass:	139.1088 Da
Monoisotopic Mass:	139.026943 Da

Systematic Name:

6-oxo-1H-pyridine-3-carboxylic acid

SMILES:

O=C(O)/C1=C/NC(=O)/C=C1

InChI:

InChI=1/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)

InChIKey:

BLHCMGRVFXRYRN-UHFFFAOYAN

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Supplemental Information

User Data

experimental physchem properties

Melting Point: 314-316

The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. See also: Melting Point

miscellaneous

Safety: WARNING: Irritates lungs, eyes, skin

See Chemical Safety

Names and Synonyms

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

1,6-dihydro-6-oxo-Nicotinic acid

2-Hydroxy-5-carboxypyridine

3-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-

5-Carboxy-2-pyridone

6-Hydroxyniacin

6-Oxo-1,6-dihydropyridine-3-carboxylic acid

Acide 6-oxo-1,6-dihydropyridine-3-carboxylique

EINECS 225-682-9

T6NJ BQ EVQ [WLN] [WLN]

1, 6-Dihydro-6-oxo-3-pyridinecarboxylic acid

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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

Predicted Properties

LogP:	ACD/LogP: -0.80 XLogP: -0.60	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	-3.07	ACD/LogD (pH 7.4):	-4.41
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:	2
#Freely Rotating Bonds:	1	Polar Surface Area:	46.61 Å²
Index of Refraction:	1.579	Molar Refractivity:	31.84 cm³
Molar Volume:	95.8 cm³	Polarizability:	12.62 10^-24cm³
Surface Tension:	61 dyne/cm	Density:	1.451 g/cm³
Flash Point:	186 °C	Enthalpy of Vaporization:	69.45 kJ/mol
Boiling Point:	384 °C at 760 mmHg	Vapour Pressure:	5.81E-07 mmHg at 25°C

MeSH

EPI Summary

            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -0.95

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  357.57  (Adapted Stein & Brown method)
    Melting Pt (deg C):  137.35  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.45E-006  (Modified Grain method)
    Subcooled liquid VP: 8.72E-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):  5.425e+005
       log Kow used: -0.95 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.31E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.176E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.95  (KowWin est)
  Log Kaw used:  -11.663  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.713
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9642
   Biowin2 (Non-Linear Model)     :   0.9875
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2021  (weeks       )
   Biowin4 (Primary Survey Model) :   4.2380  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6246
   Biowin6 (MITI Non-Linear Model):   0.6492
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2344
 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):  0.0116 Pa (8.72E-005 mm Hg)
  Log Koa (Koawin est  ): 10.713
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000258 
       Octanol/air (Koa) model:  0.0127 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00923 
       Mackay model           :  0.0202 
       Octanol/air (Koa) model:  0.504 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  19.9850 E-12 cm3/molecule-sec
      Half-Life =     0.535 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     6.422 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.810000 E-17 cm3/molecule-sec
      Half-Life =     1.415 Days (at 7E11 mol/cm3)
      Half-Life =     33.956 Hrs
   Fraction sorbed to airborne particulates (phi): 0.0147 (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: -0.95 (estimated)

 Volatilization from Water:
    Henry LC:  5.31E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:   1.3E+010  hours   (5.419E+008 days)
    Half-Life from Model Lake : 1.419E+011  hours   (5.911E+009 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       1.26e-006       9.32         1000       
   Water     38.9            360          1000       
   Soil      61              720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr

SimBioSys LASSO

Descriptors: 0, 0, 0, 2, 1, 0, 0, 5, 0, 0, 0, 0, 0, 2, 0, 0, 6, 3, 1, 0, 0, 0, 0, 0

Category	Target	PDB Code	LASSO Score
Other Enzymes	ALR2, aldose reductase	1ah3	0.82
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.19
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.15
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.08
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.06
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.05
Kinases	TK, thymidine kinase	1kim	0.04
Other Enzymes	NA, neuraminidase	1a4g	0.02
Serine Proteases	FXa, factor Xa	1f0r	0.02
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.01
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.01
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Other Enzymes	HIVPR, HIV protease	1hpx	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Serine Proteases	Thrombin	1ba8	0.00
Serine Proteases	Trypsin	1bju	0.00

Feedback

Date	Severity	Status	Feedback
10/12/2007 2:52:48 AM	Normal	Fixed	17216210: Add EINECS 225-682-9 WLN is T6NJ BQ EVQ or T6MVJ EVQ for tautomer SBW Verdict: Added WLN and EINECS