ChemSpider 2D Image | Harmane | C12H10N2

Harmane

  • Molecular FormulaC12H10N2
  • Average mass182.221 Da
  • Monoisotopic mass182.084396 Da
  • ChemSpider ID4444755

More details:



Featured data source



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

1-Methyl-9H-pyrid[3,4-b]indole
1-Methyl-9H-β-carbolin [German] [ACD/IUPAC Name]
1-Methyl-9H-β-carboline [ACD/IUPAC Name]
1-Méthyl-9H-β-carboline [French] [ACD/IUPAC Name]
1-Methyl-β-carboline
207-642-2 [EINECS]
2-Methyl-b-carboline
486-84-0 [RN]
82D6J0535P
9H-Pyrido[3,4-b]indole, 1-methyl- [ACD/Index Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

103276_ALDRICH [DBID]
51370_FLUKA [DBID]
AF 102B | SNI 2011 | [DBID]
AIDS109048 [DBID]
AIDS-109048 [DBID]
BPBio1_000616 [DBID]
BRN 0143898 [DBID]
BSPBio_000560 [DBID]
C09209 [DBID]
CCRIS 6419 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      IRRITANT Matrix Scientific 040270
      P261; P262 Biosynth H-1150
    • Chemical Class:

      alkaloid Microsource [01500866]
      An indole alkaloid fundamental parent with a structure of 9<element>H</element>-<greek>beta</greek>-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of <ital>Sickingi a rubra</ital>, <ital>Symplocus racemosa</ital>, <ital>Passiflora incarnata</ital>, <ital>Peganum harmala</ital>, <ital>Banisteriopsis caapi</ital> and <ital>Tribulus terrestris</ital>, as well as fro m tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. ChEBI CHEBI:5623
    • Drug Status:

      experimental Microsource [01500866]
    • Compound Source:

      Alkaloid from Arariba rubra (Rubiaceae), Passiflora incarnata (Passifloraceae) and many other Passiflora spp., and a wide range of spp. in several families. Also present in tobacco Zerenex Molecular [ZBioX-0238]
      Arariba rubra. Microsource [01500866]
    • Bio Activity:

      Cytotoxic intercalating agent; Zerenex Molecular [ZBioX-0238]
      General Imidazolines Tocris Bioscience 1132
      Imidazoline Receptors Tocris Bioscience 1132
      Other Pharmacology Tocris Bioscience 1132
      Proposed as the endogenous ligand for imidazoline binding sites. Binds to I1-sites in rat kidney (IC50 = 31 nM) and I2-sites (Ki = 49 nM). Produces dose-dependent hypotension in vivo that is reversed by efaroxan (Cat. No. 0792). Potent inhibitor of monoamine oxidase A and B (IC50 values are 0.5 and 5 ?M respectively). Tocris Bioscience 1132
      Proposed as the endogenous ligand for imidazoline binding sites. Binds to I1-sites in rat kidney (IC50 = 31 nM) and I2-sites (Ki = 49 nM). Produces dose-dependent hypotension in vivo that is reversed by efaroxan (Cat. No. 0792). Potent inhibitor of monoamine oxidase A and B (IC50 values are 0.5 and 5 ?M respectively). Tocris Bioscience 1132
      Proposed as the endogenous ligand for imidazoline binding sites. Binds to I1-sites in rat kidney (IC50 = 31 nM) and I2-sites (Ki = 49 nM). Produces dose-dependent hypotension in vivo that is reversed by efaroxan (Cat. No. 0792). Potent inhibitor of monoamine oxidase A and B (IC50 values are 0.5 and 5 muM respectively). Tocris Bioscience 1132
      Putative endogenous imidazoline ligand. Also MAO inhibitor Tocris Bioscience 1132
  • Gas Chromatography
    • Retention Index (Kovats):

      1746 (estimated with error: 83) NIST Spectra mainlib_353129, replib_108712, replib_187191, replib_235279, replib_246085
      2000 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 1.5 m; Column type: Packed; CAS no: 486840; Active phase: SE-30; Carrier gas: He; Substrate: Chromosorb G HP (80-100 mesh); Data type: Kovats RI; Authors: Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C., Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses, J. Chromatogr., 184, 1980, 185-206.) NIST Spectra nist ri
      1980 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 486840; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W; Data type: Kovats RI; Authors: McLinden, V.J.; Stenhouse, A.M., A chromatography system for drug identification, Forensic Sci. Int., 13, 1979, 71-79.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      1975 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 2 m; Column type: Packed; Heat rate: 2.5 K/min; Start T: 120 C; End T: 200 C; CAS no: 486840; Active phase: OV-1; Substrate: Gas Chrom P; Data type: Normal alkane RI; Authors: Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 6, 1982, 185-192.) NIST Spectra nist ri
      2000 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 2 m; Column type: Packed; Heat rate: 2.5 K/min; Start T: 120 C; End T: 200 C; CAS no: 486840; Active phase: SE-30; Substrate: Gas Chrom P; Data type: Normal alkane RI; Authors: Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 6, 1982, 185-192.) NIST Spectra nist ri
      1952 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 486840; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri
      1940.2 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 5 m; Column type: Packed; Heat rate: 0.85 K/min; Start T: 100 C; End T: 300 C; CAS no: 486840; Active phase: SE-30; Carrier gas: Ar; Substrate: Gas Chrom P (100-120 mesh); Data type: Normal alkane RI; Authors: van Binst, G.; Dewaersegger, L.; Martin, R.H., Application de la Chromatographie en Phase Gazeuse A L'Etude des Produits de Pyrolyse D'alcoides Indoliques. II. Interpretation des Pyrogrammes et Discussion, J. Chromatogr., 25, 1966, 15-28.) NIST Spectra nist ri

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 386.9±22.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.8 mmHg at 25°C
Enthalpy of Vaporization: 61.1±3.0 kJ/mol
Flash Point: 176.2±13.6 °C
Index of Refraction: 1.750
Molar Refractivity: 59.3±0.3 cm3
#H bond acceptors: 2
#H bond donors: 1
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 3.26
ACD/LogD (pH 5.5): 0.70
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 4.56
ACD/LogD (pH 7.4): 1.88
ACD/BCF (pH 7.4): 8.03
ACD/KOC (pH 7.4): 69.32
Polar Surface Area: 29 Å2
Polarizability: 23.5±0.5 10-24cm3
Surface Tension: 60.8±3.0 dyne/cm
Molar Volume: 145.5±3.0 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) =  2.65

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  334.92  (Adapted Stein & Brown method)
    Melting Pt (deg C):  123.43  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.14E-005  (Modified Grain method)
    Subcooled liquid VP: 0.0003 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):  22.74
       log Kow used: 2.65 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1253 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.29E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.311E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.65  (KowWin est)
  Log Kaw used:  -7.665  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.315
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.3271
   Biowin2 (Non-Linear Model)     :   0.0726
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3725  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3892  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0696
   Biowin6 (MITI Non-Linear Model):   0.0325
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2550
 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):  0.04 Pa (0.0003 mm Hg)
  Log Koa (Koawin est  ): 10.315
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  7.5E-005 
       Octanol/air (Koa) model:  0.00507 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0027 
       Mackay model           :  0.00596 
       Octanol/air (Koa) model:  0.289 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 129.1889 E-12 cm3/molecule-sec
      Half-Life =     0.083 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.994 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.00433 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3120
      Log Koc:  3.494 

 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 = 1.341 (BCF = 21.91)
       log Kow used: 2.65 (estimated)

 Volatilization from Water:
    Henry LC:  5.29E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.494E+006  hours   (6.225E+004 days)
    Half-Life from Model Lake :  1.63E+007  hours   (6.791E+005 days)

 Removal In Wastewater Treatment:
    Total removal:               3.60  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.50  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       0.00408         1.99         1000       
   Water     15              900          1000       
   Soil      84.8            1.8e+003     1000       
   Sediment  0.164           8.1e+003     0          
     Persistence Time: 1.65e+003 hr




                    

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