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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-07-26 09:50:00 UTC

Update Date

2020-02-26 21:24:30 UTC

HMDB ID

HMDB0003324

Secondary Accession Numbers

HMDB03324

Metabolite Identification

Common Name

Biotripyrrin-b

Description

Biotripyrrin-a and biotripyrrin-b, bilirubin metabolites, are novel tripyrrole biocompounds and belong to a third group of bile pigments following biliverdin and bilirubin. They are regioisomers of each other. -- Yamaguchi T et al., J Biochem (Tokyo). 1994 Aug;116(2):298-303. PMID 7822247 . These metabolites are recognized by an anti-bilirubin monoclonal antibody, 24G7, but are neg. in the diazo reaction. (PubMed ID 9836731 ).

Structure

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


  Mrv1652307191923422D          

 36 38  0  0  0  0            999 V2000
    4.7735    3.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9400    1.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5863   -1.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9425    1.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2260   -0.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    2.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2260   -1.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7760    2.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3853    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0384    1.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7579   -0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1579    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    2.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5115    0.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    1.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2058    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4253    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8230    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9405   -1.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7760    3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9030    0.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8205    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6183    1.0238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0754    0.8906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0780    0.3648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6549   -1.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9405   -2.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3879   -0.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0359    1.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0498   -0.5306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8669    2.2113    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 17 14  2  0  0  0  0
 18 10  1  0  0  0  0
 18 13  2  0  0  0  0
 19 10  2  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  2  0  0  0  0
 28 21  1  0  0  0  0
 28 24  2  0  0  0  0
 29 22  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 35 10  1  0  0  0  0
 36 11  1  0  0  0  0
M  END

HMDB0003324
     RDKit          3D
Biotripyrrin-b
 61 63  0  0  0  0  0  0  0  0999 V2000
    6.4200    2.2667    2.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.7775    2.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127    1.4265    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760    0.9224    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327    0.6409    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2014    0.6913   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.2545   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0023   -0.0906   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.6491   -1.0941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661   -0.1074   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.5446   -0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.1388    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2690   -1.0398    0.9877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -1.1229    1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -2.1641    2.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.0419    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4607    0.4073    2.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5488    0.8140    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    2.0919    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    2.1445   -1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8686    3.5549   -1.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    3.8446   -2.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8234    4.5468   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226   -1.3763   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407   -2.6267   -1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636   -3.4292   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -4.6881   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -5.4319    0.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0776   -5.0869   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.3614   -1.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885   -2.5162   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629    1.0963   -1.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    1.5170   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4029    1.9902    0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    2.5274    3.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2999    2.4473    2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.6433    3.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0539    1.4969    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -0.3234    0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.5239    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.1371   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555    1.6736   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407    1.5376   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.9655    2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201    1.3022    2.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2263    0.6815    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913   -0.4482    2.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8984    2.4271    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687    2.9232    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3429    1.4772   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    1.9175   -2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659    4.7893   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -3.2418   -2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -2.4760   -1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.8717    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528   -3.7156   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -6.0272   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9573   -2.0855   -3.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -2.9111   -1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -3.2907   -2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8032    2.5318   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 10 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  2  0
 33 34  1  0
 33  3  1  0
 30  8  2  0
 18 12  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
 34 61  1  0
M  END


  Mrv1652307191923422D          

 36 38  0  0  0  0            999 V2000
    4.7735    3.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9400    1.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5863   -1.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9425    1.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2260   -0.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    2.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2260   -1.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7760    2.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3853    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0384    1.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7579   -0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1579    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    2.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5115    0.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    1.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2058    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4253    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8230    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9405   -1.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7760    3.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9030    0.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8205    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6183    1.0238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0754    0.8906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0780    0.3648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6549   -1.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9405   -2.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4905    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3879   -0.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0359    1.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0498   -0.5306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8669    2.2113    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 17 14  2  0  0  0  0
 18 10  1  0  0  0  0
 18 13  2  0  0  0  0
 19 10  2  0  0  0  0
 19 12  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  2  0  0  0  0
 28 21  1  0  0  0  0
 28 24  2  0  0  0  0
 29 22  2  0  0  0  0
 30 22  1  0  0  0  0
 31 23  2  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 35 10  1  0  0  0  0
 36 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003324

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C25H27N3O6/c1-5-15-12(2)19(27-25(15)34)10-18-13(3)16(6-8-22(29)30)20(26-18)11-21-17(7-9-23(31)32)14(4)24(33)28-21/h5,10-11,26H,1,6-9H2,2-4H3,(H,27,34)(H,28,33)(H,29,30)(H,31,32)/b19-10+,21-11-

> <INCHI_KEY>
PMIYFUGIVLGYIZ-YDSWVFJZSA-N

> <FORMULA>
C25H27N3O6

> <MOLECULAR_WEIGHT>
465.506

> <EXACT_MASS>
465.189985601

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
51.134667345488346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
1.3760866950816733

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8314447068671798

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3664536978636934

> <JCHEM_PKA_STRONGEST_BASIC>
5.698526637369872

> <JCHEM_POLAR_SURFACE_AREA>
155.57

> <JCHEM_REFRACTIVITY>
130.6965

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003324
     RDKit          3D
Biotripyrrin-b
 61 63  0  0  0  0  0  0  0  0999 V2000
    6.4200    2.2667    2.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.7775    2.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127    1.4265    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760    0.9224    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327    0.6409    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2014    0.6913   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.2545   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0023   -0.0906   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.6491   -1.0941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661   -0.1074   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.5446   -0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.1388    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2690   -1.0398    0.9877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -1.1229    1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -2.1641    2.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.0419    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4607    0.4073    2.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5488    0.8140    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    2.0919    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    2.1445   -1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8686    3.5549   -1.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    3.8446   -2.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8234    4.5468   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226   -1.3763   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407   -2.6267   -1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636   -3.4292   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -4.6881   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -5.4319    0.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0776   -5.0869   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.3614   -1.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885   -2.5162   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629    1.0963   -1.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    1.5170   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4029    1.9902    0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    2.5274    3.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2999    2.4473    2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.6433    3.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0539    1.4969    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -0.3234    0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.5239    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.1371   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555    1.6736   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407    1.5376   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.9655    2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201    1.3022    2.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2263    0.6815    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913   -0.4482    2.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8984    2.4271    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687    2.9232    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3429    1.4772   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    1.9175   -2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659    4.7893   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -3.2418   -2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -2.4760   -1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.8717    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528   -3.7156   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -6.0272   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9573   -2.0855   -3.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -2.9111   -1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -3.2907   -2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8032    2.5318   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 10 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  2  0
 33 34  1  0
 33  3  1  0
 30  8  2  0
 18 12  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
 34 61  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0       8.911   6.342   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.955   3.603   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.161  -2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.293   2.621   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.244   5.572   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.222  -0.711   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.582   4.591   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.222  -2.251   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.249   5.361   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.919   0.416   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.872   2.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.490   3.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.481  -0.567   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.828   2.146   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.244   4.032   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.888   0.059   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.582   3.051   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.451   0.578   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.014   1.662   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.727   1.591   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.336   2.146   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.556  -3.021   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.249   6.901   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.352   0.681   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.998   3.127   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      14.221   1.911   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       9.474   1.662   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      18.812   0.681   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      19.889  -2.251   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      18.556  -4.561   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      16.915   7.671   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      19.582   7.671   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      21.257  -0.565   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.534   3.603   0.000  0.00  0.00           O+0
HETATM   35  H   UNK     0      11.293  -0.990   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      16.552   4.128   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    1   15                                                       
CONECT    6    8   16                                                       
CONECT    7    9   17                                                       
CONECT    8    6   22                                                       
CONECT    9    7   23                                                       
CONECT   10   18   19   35                                                  
CONECT   11   20   21   36                                                  
CONECT   12    2   15   19                                                  
CONECT   13    3   16   18                                                  
CONECT   14    4   17   24                                                  
CONECT   15    5   12   25                                                  
CONECT   16    6   13   20                                                  
CONECT   17    7   14   21                                                  
CONECT   18   10   13   26                                                  
CONECT   19   10   12   27                                                  
CONECT   20   11   16   26                                                  
CONECT   21   11   17   28                                                  
CONECT   22    8   29   30                                                  
CONECT   23    9   31   32                                                  
CONECT   24   14   28   33                                                  
CONECT   25   15   27   34                                                  
CONECT   26   18   20                                                       
CONECT   27   19   25                                                       
CONECT   28   21   24                                                       
CONECT   29   22                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   25                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0003324
HETATM    1  C1  UNL     1       6.420   2.267   2.874  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.286   1.778   2.414  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.113   1.426   1.012  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.976   0.922   0.494  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.733   0.641   1.246  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.201   0.691  -0.899  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.383   0.255  -1.803  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.002  -0.091  -1.546  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.982   0.649  -1.094  1.00  0.00           N  
HETATM   10  C9  UNL     1      -0.166  -0.107  -0.982  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.397   0.545  -0.616  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.289   0.139   0.225  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.269  -1.040   0.988  1.00  0.00           N  
HETATM   14  C12 UNL     1      -3.315  -1.123   1.734  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.605  -2.164   2.612  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.164   0.042   1.528  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.461   0.407   2.145  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.549   0.814   0.611  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.014   2.092   0.098  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.440   2.144  -1.323  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.869   3.555  -1.598  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.281   3.845  -2.737  1.00  0.00           O  
HETATM   23  O3  UNL     1      -4.823   4.547  -0.636  1.00  0.00           O  
HETATM   24  C19 UNL     1       0.123  -1.376  -1.370  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.641  -2.627  -1.379  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.364  -3.429  -0.157  1.00  0.00           C  
HETATM   27  C22 UNL     1      -1.157  -4.688  -0.099  1.00  0.00           C  
HETATM   28  O4  UNL     1      -0.932  -5.432   0.913  1.00  0.00           O  
HETATM   29  O5  UNL     1      -2.078  -5.087  -1.026  1.00  0.00           O  
HETATM   30  C23 UNL     1       1.494  -1.361  -1.729  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.288  -2.516  -2.228  1.00  0.00           C  
HETATM   32  N3  UNL     1       5.563   1.096  -1.164  1.00  0.00           N  
HETATM   33  C25 UNL     1       6.080   1.517  -0.066  1.00  0.00           C  
HETATM   34  O6  UNL     1       7.403   1.990   0.028  1.00  0.00           O  
HETATM   35  H1  UNL     1       6.541   2.527   3.926  1.00  0.00           H  
HETATM   36  H2  UNL     1       7.300   2.447   2.276  1.00  0.00           H  
HETATM   37  H3  UNL     1       4.481   1.643   3.100  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.054   1.497   1.260  1.00  0.00           H  
HETATM   39  H5  UNL     1       2.320  -0.323   0.953  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.024   0.524   2.348  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.758   0.137  -2.833  1.00  0.00           H  
HETATM   42  H8  UNL     1       1.056   1.674  -0.867  1.00  0.00           H  
HETATM   43  H9  UNL     1      -1.641   1.538  -1.093  1.00  0.00           H  
HETATM   44  H10 UNL     1      -4.136  -2.965   2.244  1.00  0.00           H  
HETATM   45  H11 UNL     1      -5.320   1.302   2.774  1.00  0.00           H  
HETATM   46  H12 UNL     1      -6.226   0.682   1.377  1.00  0.00           H  
HETATM   47  H13 UNL     1      -5.891  -0.448   2.705  1.00  0.00           H  
HETATM   48  H14 UNL     1      -4.898   2.427   0.712  1.00  0.00           H  
HETATM   49  H15 UNL     1      -3.269   2.923   0.241  1.00  0.00           H  
HETATM   50  H16 UNL     1      -5.343   1.477  -1.505  1.00  0.00           H  
HETATM   51  H17 UNL     1      -3.679   1.917  -2.076  1.00  0.00           H  
HETATM   52  H18 UNL     1      -3.966   4.789  -0.188  1.00  0.00           H  
HETATM   53  H19 UNL     1      -0.296  -3.242  -2.261  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.725  -2.476  -1.568  1.00  0.00           H  
HETATM   55  H21 UNL     1      -0.514  -2.872   0.753  1.00  0.00           H  
HETATM   56  H22 UNL     1       0.753  -3.716  -0.137  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.049  -6.027  -1.406  1.00  0.00           H  
HETATM   58  H24 UNL     1       2.957  -2.086  -3.030  1.00  0.00           H  
HETATM   59  H25 UNL     1       2.988  -2.911  -1.462  1.00  0.00           H  
HETATM   60  H26 UNL     1       1.686  -3.291  -2.712  1.00  0.00           H  
HETATM   61  H27 UNL     1       7.803   2.532  -0.738  1.00  0.00           H  
CONECT    1    2    2   35   36
CONECT    2    3   37
CONECT    3    4    4   33
CONECT    4    5    6
CONECT    5   38   39   40
CONECT    6    7    7   32
CONECT    7    8   41
CONECT    8    9   30   30
CONECT    9   10   42
CONECT   10   11   24   24
CONECT   11   12   12   43
CONECT   12   13   18
CONECT   13   14   14
CONECT   14   15   16
CONECT   15   44
CONECT   16   17   18   18
CONECT   17   45   46   47
CONECT   18   19
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   22   23
CONECT   23   52
CONECT   24   25   30
CONECT   25   26   53   54
CONECT   26   27   55   56
CONECT   27   28   28   29
CONECT   29   57
CONECT   30   31
CONECT   31   58   59   60
CONECT   32   33   33
CONECT   33   34
CONECT   34   61
END

HMDB0003324
     RDKit          3D
Biotripyrrin-b
 61 63  0  0  0  0  0  0  0  0999 V2000
    6.4200    2.2667    2.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.7775    2.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127    1.4265    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760    0.9224    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327    0.6409    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2014    0.6913   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.2545   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0023   -0.0906   -1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    0.6491   -1.0941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661   -0.1074   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.5446   -0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.1388    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2690   -1.0398    0.9877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148   -1.1229    1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -2.1641    2.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.0419    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4607    0.4073    2.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5488    0.8140    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    2.0919    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404    2.1445   -1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8686    3.5549   -1.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    3.8446   -2.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8234    4.5468   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226   -1.3763   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407   -2.6267   -1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636   -3.4292   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1568   -4.6881   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -5.4319    0.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0776   -5.0869   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.3614   -1.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885   -2.5162   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5629    1.0963   -1.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    1.5170   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4029    1.9902    0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    2.5274    3.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2999    2.4473    2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    1.6433    3.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0539    1.4969    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198   -0.3234    0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.5239    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.1371   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555    1.6736   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407    1.5376   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.9655    2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3201    1.3022    2.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2263    0.6815    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8913   -0.4482    2.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8984    2.4271    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687    2.9232    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3429    1.4772   -1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    1.9175   -2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659    4.7893   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -3.2418   -2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -2.4760   -1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.8717    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528   -3.7156   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -6.0272   -1.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9573   -2.0855   -3.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -2.9111   -1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -3.2907   -2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8032    2.5318   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 10 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 24 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  2  0
 33 34  1  0
 33  3  1  0
 30  8  2  0
 18 12  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
 34 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoate	Generator

Chemical Formula

C₂₅H₂₇N₃O₆

Average Molecular Weight

465.506

Monoisotopic Molecular Weight

465.189985601

IUPAC Name

3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

Traditional Name

3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid

CAS Registry Number

158598-18-6

SMILES

[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C

InChI Identifier

InChI=1S/C25H27N3O6/c1-5-15-12(2)19(27-25(15)34)10-18-13(3)16(6-8-22(29)30)20(26-18)11-21-17(7-9-23(31)32)14(4)24(33)28-21/h5,10-11,26H,1,6-9H2,2-4H3,(H,27,34)(H,28,33)(H,29,30)(H,31,32)/b19-10+,21-11-

InChI Key

PMIYFUGIVLGYIZ-YDSWVFJZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipyrrins. Dipyrrins are compounds containing two pyrrole rings fused via a methine (-C=) group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Dipyrrins

Alternative Parents

Substituents

Dipyrrin
Dicarboxylic acid or derivatives
Cyclic carboximidic acid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.029 g/L	ALOGPS
logP	1.61	ALOGPS
logP	1.38	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	5.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.57 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	130.7 m³·mol⁻¹	ChemAxon
Polarizability	51.13 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	221.031	30932474
DeepCCS	[M-H]-	218.94	30932474
DeepCCS	[M-2H]-	252.18	30932474
DeepCCS	[M+Na]+	226.944	30932474
AllCCS	[M+H]+	214.6	32859911
AllCCS	[M+H-H2O]+	212.4	32859911
AllCCS	[M+NH4]+	216.8	32859911
AllCCS	[M+Na]+	217.4	32859911
AllCCS	[M-H]-	214.8	32859911
AllCCS	[M+Na-2H]-	216.1	32859911
AllCCS	[M+HCOO]-	217.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Biotripyrrin-b	[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C	6407.5	Standard polar	33892256
Biotripyrrin-b	[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C	3283.8	Standard non polar	33892256
Biotripyrrin-b	[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C	4238.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Biotripyrrin-b,1TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4165.9	Semi standard non polar	33892256
Biotripyrrin-b,1TMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4139.8	Semi standard non polar	33892256
Biotripyrrin-b,1TMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O	4183.6	Semi standard non polar	33892256
Biotripyrrin-b,1TMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C	4170.5	Semi standard non polar	33892256
Biotripyrrin-b,1TMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O	4282.7	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4073.8	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #10	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4242.4	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O	4112.0	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C	4106.8	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O	4236.0	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O	4082.0	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #6	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C	4094.5	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #7	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O	4200.0	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #8	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C	4116.2	Semi standard non polar	33892256
Biotripyrrin-b,2TMS,isomer #9	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O	4258.9	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O	3998.7	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #10	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4209.9	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C	4027.8	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O	4149.2	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C	4051.3	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O	4201.0	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #6	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4194.8	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #7	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C	4042.0	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #8	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O	4164.8	Semi standard non polar	33892256
Biotripyrrin-b,3TMS,isomer #9	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4167.9	Semi standard non polar	33892256
Biotripyrrin-b,4TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C	3971.9	Semi standard non polar	33892256
Biotripyrrin-b,4TMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O	4085.6	Semi standard non polar	33892256
Biotripyrrin-b,4TMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4088.3	Semi standard non polar	33892256
Biotripyrrin-b,4TMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4132.4	Semi standard non polar	33892256
Biotripyrrin-b,4TMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4105.3	Semi standard non polar	33892256
Biotripyrrin-b,5TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	4031.8	Semi standard non polar	33892256
Biotripyrrin-b,5TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	3567.3	Standard non polar	33892256
Biotripyrrin-b,5TMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C	5340.2	Standard polar	33892256
Biotripyrrin-b,1TBDMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4362.0	Semi standard non polar	33892256
Biotripyrrin-b,1TBDMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4303.3	Semi standard non polar	33892256
Biotripyrrin-b,1TBDMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O	4385.1	Semi standard non polar	33892256
Biotripyrrin-b,1TBDMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4333.7	Semi standard non polar	33892256
Biotripyrrin-b,1TBDMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O	4460.2	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O	4398.4	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #10	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C	4539.8	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O	4462.7	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4436.4	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O	4548.7	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O	4421.8	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #6	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4416.0	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #7	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O	4513.1	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #8	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4457.8	Semi standard non polar	33892256
Biotripyrrin-b,2TBDMS,isomer #9	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O	4581.7	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #1	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O	4487.7	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #10	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C	4633.7	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #2	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4481.4	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #3	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O	4581.5	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #4	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4532.4	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #5	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O	4647.3	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #6	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C	4609.8	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #7	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C	4503.7	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #8	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O	4600.1	Semi standard non polar	33892256
Biotripyrrin-b,3TBDMS,isomer #9	C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C	4587.3	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 - Biotripyrrin-b GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fs-1101900000-daa980a0c938fb4cb683	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biotripyrrin-b GC-MS (3 TMS) - 70eV, Positive	splash10-014i-4000089000-40408d789d1d180c48aa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biotripyrrin-b GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Biotripyrrin-b 10V, Positive-QTOF	splash10-0002-0000900000-5e80fb254cbaf8344286	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Positive-QTOF	splash10-00dj-0104900000-176df8158ba5be158957	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Positive-QTOF	splash10-0200-2938400000-cb8a899917a3bc026213	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Negative-QTOF	splash10-03dj-0000900000-cbc81b481d5b63227aff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Negative-QTOF	splash10-0gvk-1000900000-cfee32983a52516212fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Negative-QTOF	splash10-052f-9111300000-7470247fc7b58a28209c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Positive-QTOF	splash10-00kb-0000900000-7bcc33eefe4e1afd19f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Positive-QTOF	splash10-0w90-0107900000-8ec823c438652d0ba4cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Positive-QTOF	splash10-0umi-0309700000-c889b9e40f77166ce88f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Negative-QTOF	splash10-03di-0001900000-2c1dbc370e9cbbd65841	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Negative-QTOF	splash10-0fk9-0007900000-4b3d779ab9df1ccaa0b7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Negative-QTOF	splash10-00di-0009000000-4a4ad2287a6d4545b3bb	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB023139

KNApSAcK ID

Not Available

Chemspider ID

59696712

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750328

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

Yamaguchi T, Shioji I, Sugimoto A, Komoda Y, Nakajima H: Chemical structure of a new family of bile pigments from human urine. J Biochem. 1994 Aug;116(2):298-303. [PubMed:7822247 ]
Yamaguchi T, Hashizume T, Tanaka M, Nakayama M, Sugimoto A, Ikeda S, Nakajima H, Horio F: Bilirubin oxidation provoked by endotoxin treatment is suppressed by feeding ascorbic acid in a rat mutant unable to synthesize ascorbic acid. Eur J Biochem. 1997 Apr 15;245(2):233-40. [PubMed:9151948 ]
Shimoharada K, Inoue S, Nakahara M, Kanzaki N, Shimizu S, Kang D, Hamasaki N, Kinoshita S: Urine concentration of biopyrrins: a new marker for oxidative stress in vivo. Clin Chem. 1998 Dec;44(12):2554-5. [PubMed:9836731 ]
Yamaguchi T, Terakado M, Horio F, Aoki K, Tanaka M, Nakajima H: Role of bilirubin as an antioxidant in an ischemia-reperfusion of rat liver and induction of heme oxygenase. Biochem Biophys Res Commun. 1996 Jun 5;223(1):129-35. [PubMed:8660358 ]
Yamaguchi T, Horio F, Hashizume T, Tanaka M, Ikeda S, Kakinuma A, Nakajima H: Bilirubin is oxidized in rats treated with endotoxin and acts as a physiological antioxidant synergistically with ascorbic acid in vivo. Biochem Biophys Res Commun. 1995 Sep 5;214(1):11-9. [PubMed:7669030 ]

Showing metabocard for Biotripyrrin-b (HMDB0003324)

MOL for HMDB0003324 (Biotripyrrin-b)

3D MOL for HMDB0003324 (Biotripyrrin-b)

3D SDF for HMDB0003324 (Biotripyrrin-b)

3D-SDF for HMDB0003324 (Biotripyrrin-b)

PDB for HMDB0003324 (Biotripyrrin-b)

3D PDB for HMDB0003324 (Biotripyrrin-b)

SMILES for HMDB0003324 (Biotripyrrin-b)

INCHI for HMDB0003324 (Biotripyrrin-b)

Structure for HMDB0003324 (Biotripyrrin-b)

3D Structure for HMDB0003324 (Biotripyrrin-b)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra