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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:38:02 UTC

Update Date

2021-09-26 22:52:15 UTC

HMDB ID

HMDB0244480

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[2,2'-Biquinoline]-4,4'-dicarboxylic acid

Description

[2,2'-Biquinoline]-4,4'-dicarboxylic acid, also known as bicinchoninic acid, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Based on a literature review very few articles have been published on [2,2'-Biquinoline]-4,4'-dicarboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). [2,2'-biquinoline]-4,4'-dicarboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically [2,2'-Biquinoline]-4,4'-dicarboxylic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309102123382D          

 26 29  0  0  0  0            999 V2000
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0244480
     RDKit          3D
[2,2'-Biquinoline]-4,4'-dicarboxylic acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.8941    2.0120   -2.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050    1.2814   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9636    1.3874   -1.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514    0.4443   -0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592    0.5742   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565   -0.1535    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    0.0776    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.6389    0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -0.4272    0.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.1940    1.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -1.0885    1.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -2.1567    2.6158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    0.5213    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.8267   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3338    1.8004   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    2.5012   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    2.2135   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    1.2555   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421    0.9778   -0.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244   -1.0456    0.8558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -1.2227    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   -2.1619    1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -2.3940    1.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252   -1.6676    0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7704   -0.7081   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4091   -0.4906   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.1663   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    1.3070   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -1.3889    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -3.1230    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5699    0.3197    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933    2.0144   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    3.2638   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    2.7575   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.7408    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9365   -3.1258    2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3714   -1.8225    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245   -0.1518   -0.6640 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  4  1  0
 19  7  1  0
 26 21  1  0
 18 13  1  0
  3 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
M  END


  Mrv1652309102123382D          

 26 29  0  0  0  0            999 V2000
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244480

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC(=NC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H12N2O4/c23-19(24)13-9-17(21-15-7-3-1-5-11(13)15)18-10-14(20(25)26)12-6-2-4-8-16(12)22-18/h1-10H,(H,23,24)(H,25,26)

> <INCHI_KEY>
AFYNADDZULBEJA-UHFFFAOYSA-N

> <FORMULA>
C20H12N2O4

> <MOLECULAR_WEIGHT>
344.326

> <EXACT_MASS>
344.079706874

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.388798618431935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2,2'-biquinoline]-4,4'-dicarboxylic acid

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
4.022646956

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8575540569149567

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2556042997313166

> <JCHEM_PKA_STRONGEST_BASIC>
0.15038845013860813

> <JCHEM_POLAR_SURFACE_AREA>
100.38000000000001

> <JCHEM_REFRACTIVITY>
92.80519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bicinchoninic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244480
     RDKit          3D
[2,2'-Biquinoline]-4,4'-dicarboxylic acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.8941    2.0120   -2.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050    1.2814   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9636    1.3874   -1.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514    0.4443   -0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592    0.5742   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565   -0.1535    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    0.0776    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.6389    0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -0.4272    0.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.1940    1.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -1.0885    1.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -2.1567    2.6158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    0.5213    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.8267   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3338    1.8004   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    2.5012   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    2.2135   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    1.2555   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421    0.9778   -0.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244   -1.0456    0.8558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -1.2227    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   -2.1619    1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -2.3940    1.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252   -1.6676    0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7704   -0.7081   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4091   -0.4906   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.1663   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    1.3070   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -1.3889    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -3.1230    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5699    0.3197    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933    2.0144   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    3.2638   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    2.7575   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.7408    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9365   -3.1258    2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3714   -1.8225    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245   -0.1518   -0.6640 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  4  1  0
 19  7  1  0
 26 21  1  0
 18 13  1  0
  3 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   11                                                       
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    7   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0244480
HETATM    1  O1  UNL     1      -2.894   2.012  -2.537  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.605   1.281  -1.748  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.964   1.387  -1.857  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.851   0.444  -0.845  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.459   0.574  -0.765  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.657  -0.153   0.067  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.804   0.078   0.059  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.631  -0.639   0.883  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.027  -0.427   0.884  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.864  -1.194   1.760  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.091  -1.089   1.840  1.00  0.00           O  
HETATM   12  O4  UNL     1       3.284  -2.157   2.616  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.505   0.521   0.027  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.844   0.827  -0.072  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.334   1.800  -0.953  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.481   2.501  -1.766  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.144   2.213  -1.684  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.664   1.256  -0.817  1.00  0.00           C  
HETATM   19  N1  UNL     1       1.342   0.978  -0.742  1.00  0.00           N  
HETATM   20  N2  UNL     1      -1.224  -1.046   0.856  1.00  0.00           N  
HETATM   21  C15 UNL     1      -2.571  -1.223   0.828  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.149  -2.162   1.655  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.513  -2.394   1.671  1.00  0.00           C  
HETATM   24  C18 UNL     1      -5.325  -1.668   0.838  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.770  -0.708  -0.012  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.409  -0.491  -0.014  1.00  0.00           C  
HETATM   27  H1  UNL     1      -5.479   2.166  -1.469  1.00  0.00           H  
HETATM   28  H2  UNL     1      -0.974   1.307  -1.410  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.276  -1.389   1.565  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.480  -3.123   2.345  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.570   0.320   0.532  1.00  0.00           H  
HETATM   32  H6  UNL     1       6.393   2.014  -1.004  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.867   3.264  -2.455  1.00  0.00           H  
HETATM   34  H8  UNL     1       2.467   2.757  -2.317  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.490  -2.741   2.320  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.937  -3.126   2.319  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.371  -1.823   0.827  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.424  -0.152  -0.664  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   27
CONECT    4    5    5   26
CONECT    5    6   28
CONECT    6    7   20   20
CONECT    7    8    8   19
CONECT    8    9   29
CONECT    9   10   13   13
CONECT   10   11   11   12
CONECT   12   30
CONECT   13   14   18
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   19
CONECT   20   21
CONECT   21   22   22   26
CONECT   22   23   35
CONECT   23   24   24   36
CONECT   24   25   37
CONECT   25   26   26   38
END

HMDB0244480
     RDKit          3D
[2,2'-Biquinoline]-4,4'-dicarboxylic acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.8941    2.0120   -2.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050    1.2814   -1.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9636    1.3874   -1.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514    0.4443   -0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592    0.5742   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565   -0.1535    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    0.0776    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -0.6389    0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -0.4272    0.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.1940    1.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -1.0885    1.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835   -2.1567    2.6158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    0.5213    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    0.8267   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3338    1.8004   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815    2.5012   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    2.2135   -1.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    1.2555   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421    0.9778   -0.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244   -1.0456    0.8558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -1.2227    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   -2.1619    1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5127   -2.3940    1.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252   -1.6676    0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7704   -0.7081   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4091   -0.4906   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    2.1663   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    1.3070   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761   -1.3889    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -3.1230    2.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5699    0.3197    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933    2.0144   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    3.2638   -2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    2.7575   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.7408    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9365   -3.1258    2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3714   -1.8225    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245   -0.1518   -0.6640 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26  4  1  0
 19  7  1  0
 26 21  1  0
 18 13  1  0
  3 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[2,2'-Biquinoline]-4,4'-dicarboxylate	Generator
Bicinchoninic acid	HMDB

Chemical Formula

C₂₀H₁₂N₂O₄

Average Molecular Weight

344.326

Monoisotopic Molecular Weight

344.079706874

IUPAC Name

[2,2'-biquinoline]-4,4'-dicarboxylic acid

Traditional Name

bicinchoninic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(=NC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1)C(O)=O

InChI Identifier

InChI=1S/C20H12N2O4/c23-19(24)13-9-17(21-15-7-3-1-5-11(13)15)18-10-14(20(25)26)12-6-2-4-8-16(12)22-18/h1-10H,(H,23,24)(H,25,26)

InChI Key

AFYNADDZULBEJA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-4-carboxylic acid
Bipyridine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Pyridine
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.54	ALOGPS
logP	4.02	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.26	ChemAxon
pKa (Strongest Basic)	0.15	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.81 m³·mol⁻¹	ChemAxon
Polarizability	35.39 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	207.389	30932474
DeepCCS	[M+Na]+	182.617	30932474
AllCCS	[M+H]+	182.8	32859911
AllCCS	[M+H-H2O]+	179.4	32859911
AllCCS	[M+NH4]+	185.9	32859911
AllCCS	[M+Na]+	186.8	32859911
AllCCS	[M-H]-	181.4	32859911
AllCCS	[M+Na-2H]-	180.6	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
[2,2'-Biquinoline]-4,4'-dicarboxylic acid	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1)C(O)=O	4727.4	Standard polar	33892256
[2,2'-Biquinoline]-4,4'-dicarboxylic acid	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1)C(O)=O	2792.2	Standard non polar	33892256
[2,2'-Biquinoline]-4,4'-dicarboxylic acid	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=NC2=CC=CC=C2C(=C1)C(O)=O	3585.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f96-0029000000-2856b7df5f3962f61573	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 10V, Positive-QTOF	splash10-004i-0009000000-8aaa7c4c74dbba81c077	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 20V, Positive-QTOF	splash10-005a-0039000000-cb4dcaf499d9388e77c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 40V, Positive-QTOF	splash10-0f89-0094000000-9939161bdb6a14dc6b27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 10V, Negative-QTOF	splash10-0a4m-0092000000-506925971769ccad8018	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 20V, Negative-QTOF	splash10-0a4j-0090000000-8c713b6b414adf066149	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [2,2'-Biquinoline]-4,4'-dicarboxylic acid 40V, Negative-QTOF	splash10-0a4i-0090000000-d42cf1d3929267ec73f0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71068

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for [2,2'-Biquinoline]-4,4'-dicarboxylic acid (HMDB0244480)

MOL for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

3D MOL for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

3D SDF for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

3D-SDF for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

PDB for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

3D PDB for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

SMILES for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

INCHI for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

Structure for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

3D Structure for HMDB0244480 ([2,2'-Biquinoline]-4,4'-dicarboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra