NP-MRD: Showing NP-Card for 3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid (NP0007263)

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Record Information

Version

2.0

Created at

2020-12-09 04:06:03 UTC

Updated at

2021-07-15 16:57:07 UTC

NP-MRD ID

NP0007263

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid

Provided By

NPAtlas

Description

3-{7-Oxo-2H,7H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. 3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid is found in Cortinarius brunneus. Based on a literature review very few articles have been published on 3-{7-oxo-2H,7H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118393D          

 31 33  0  0  0  0            999 V2000
    5.3437    0.0228   -0.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.6410    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    2.0052    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950   -0.0564    0.4302 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4115   -0.3213   -0.9361 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1036   -1.0180   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.3317   -1.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -2.9901   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -2.3452   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798   -0.9978   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -0.3380   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    0.9631   -0.1859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    1.1718    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    2.3118    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    2.2367    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2601    3.2290    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    1.0224    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659   -0.1371    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -0.0285   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    2.6075    0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632    0.5371    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -1.0330    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    0.6455   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -0.9375   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -2.8307   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085   -4.0497   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -2.8438   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    1.6874   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    3.2766    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061    0.9825    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846   -1.0817    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 11  6  2  0  0  0  0
 19 13  1  0  0  0  0
 19 10  2  0  0  0  0
  3 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
 12 28  1  0  0  0  0
 14 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.3437    0.0228   -0.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.6410    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    2.0052    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950   -0.0564    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.3213   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.0180   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.3317   -1.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -2.9901   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -2.3452   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798   -0.9978   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -0.3380   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    0.9631   -0.1859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    1.1718    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    2.3118    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    2.2367    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2601    3.2290    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    1.0224    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659   -0.1371    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -0.0285   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    2.6075    0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632    0.5371    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -1.0330    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    0.6455   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -0.9375   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -2.8307   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085   -4.0497   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -2.8438   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    1.6874   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    3.2766    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061    0.9825    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846   -1.0817    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  2  0
 19 13  1  0
 19 10  2  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652306242118393D          

 31 33  0  0  0  0            999 V2000
    5.3437    0.0228   -0.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.6410    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    2.0052    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950   -0.0564    0.4302 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4115   -0.3213   -0.9361 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1036   -1.0180   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.3317   -1.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -2.9901   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -2.3452   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798   -0.9978   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -0.3380   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    0.9631   -0.1859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    1.1718    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    2.3118    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    2.2367    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2601    3.2290    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    1.0224    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659   -0.1371    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -0.0285   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    2.6075    0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632    0.5371    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -1.0330    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    0.6455   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -0.9375   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -2.8307   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085   -4.0497   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -2.8438   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    1.6874   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    3.2766    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061    0.9825    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846   -1.0817    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 11  6  2  0  0  0  0
 19 13  1  0  0  0  0
 19 10  2  0  0  0  0
  3 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  0  0  0  0
 12 28  1  0  0  0  0
 14 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007263

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])C1=C2N([H])C3=C([H])C(=O)C([H])=C([H])C3=C2C([H])=C([H])N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H12N2O3/c17-8-1-2-9-10-5-6-15-11(3-4-13(18)19)14(10)16-12(9)7-8/h1-2,5-7,15-16H,3-4H2,(H,18,19)

> <INCHI_KEY>
MBOPWGSKAKJDIH-UHFFFAOYSA-N

> <FORMULA>
C14H12N2O3

> <MOLECULAR_WEIGHT>
256.261

> <EXACT_MASS>
256.084792254

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.364906393588573

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{7-oxo-2H,7H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
-1.7436647123721816

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.724356107077153

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9658435420582743

> <JCHEM_PKA_STRONGEST_BASIC>
5.548793805687757

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
74.6969

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{7-oxo-2H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.3437    0.0228   -0.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.6410    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    2.0052    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950   -0.0564    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.3213   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.0180   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.3317   -1.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -2.9901   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -2.3452   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798   -0.9978   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -0.3380   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    0.9631   -0.1859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    1.1718    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    2.3118    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    2.2367    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2601    3.2290    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    1.0224    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659   -0.1371    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -0.0285   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    2.6075    0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632    0.5371    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -1.0330    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    0.6455   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -0.9375   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -2.8307   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085   -4.0497   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -2.8438   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    1.6874   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    3.2766    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061    0.9825    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846   -1.0817    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  2  0
 19 13  1  0
 19 10  2  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 17 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       5.344   0.023  -0.014  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.297   0.641   0.301  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.399   2.005   0.525  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.995  -0.056   0.430  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.412  -0.321  -0.936  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.104  -1.018  -0.858  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.975  -2.332  -1.124  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.196  -2.990  -1.061  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.367  -2.345  -0.712  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.280  -0.998  -0.432  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.050  -0.338  -0.505  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.242   0.963  -0.186  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.536   1.172   0.089  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.205   2.312   0.457  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.560   2.237   0.681  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.260   3.229   1.023  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.224   1.022   0.533  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.566  -0.137   0.162  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.200  -0.029  -0.056  0.00  0.00           C+0
HETATM   20  H   UNK     0       3.592   2.607   0.306  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.263   0.537   1.012  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.176  -1.033   0.942  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.299   0.646  -1.442  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.106  -0.938  -1.552  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.868  -2.831  -1.391  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.209  -4.050  -1.291  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.325  -2.844  -0.651  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.519   1.687  -0.163  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.739   3.277   0.586  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.306   0.983   0.716  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.085  -1.082   0.047  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   20                                                       
CONECT    4    2    5   21   22                                             
CONECT    5    4    6   23   24                                             
CONECT    6    5    7   11                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   13   28                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   30                                                  
CONECT   18   17   19   31                                                  
CONECT   19   18   13   10                                                  
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28   12                                                            
CONECT   29   14                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    5.3437    0.0228   -0.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.6410    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987    2.0052    0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950   -0.0564    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.3213   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.0180   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.3317   -1.1237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -2.9901   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -2.3452   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798   -0.9978   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -0.3380   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2417    0.9631   -0.1859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357    1.1718    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    2.3118    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    2.2367    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2601    3.2290    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2240    1.0224    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659   -0.1371    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -0.0285   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    2.6075    0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2632    0.5371    1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -1.0330    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    0.6455   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060   -0.9375   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679   -2.8307   -1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085   -4.0497   -1.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -2.8438   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    1.6874   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    3.2766    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061    0.9825    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846   -1.0817    0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11  6  2  0
 19 13  1  0
 19 10  2  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-{7-oxo-2H,7H,9H-pyrido[3,4-b]indol-1-yl}propanoate	Generator
7-Hydroxy-b-carboline-1-propionate	Generator
7-Hydroxy-b-carboline-1-propionic acid	Generator
7-Hydroxy-beta-carboline-1-propionate	Generator
7-Hydroxy-β-carboline-1-propionate	Generator
7-Hydroxy-β-carboline-1-propionic acid	Generator

Chemical Formula

C₁₄H₁₂N₂O₃

Average Mass

256.2610 Da

Monoisotopic Mass

256.08479 Da

IUPAC Name

3-{7-oxo-2H,7H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid

Traditional Name

3-{7-oxo-2H,9H-pyrido[3,4-b]indol-1-yl}propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC1=C2NC3=CC(=O)C=CC3=C2C=CN1

InChI Identifier

InChI=1S/C14H12N2O3/c17-8-1-2-9-10-5-6-15-11(3-4-13(18)19)14(10)16-12(9)7-8/h1-2,5-7,15-16H,3-4H2,(H,18,19)

InChI Key

MBOPWGSKAKJDIH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cortinarius brunneus	NPAtlas	17854153

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indolyl carboxylic acid derivative
Indole
Indole or derivatives
Pyridine
Benzenoid
Vinylogous amide
Pyrrole
Heteroaromatic compound
Cyclic ketone
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.97	ALOGPS
logP	-1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.97	ChemAxon
pKa (Strongest Basic)	5.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.43 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.7 m³·mol⁻¹	ChemAxon
Polarizability	26.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016534

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9044178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10868897

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid (NP0007263)

MOL for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

3D MOL for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

3D SDF for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

3D-SDF for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

PDB for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

3D PDB for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

SMILES for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

INCHI for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

Structure for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)

3D Structure for NP0007263 (3-(7-hydroxy-9H-β-carboline-1-yl)propanoic acid)