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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:49:45 UTC

Update Date

2021-09-26 23:04:32 UTC

HMDB ID

HMDB0252127

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Eumelanins

Description

Eumelanins, also known as trichochrome F, belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). Based on a literature review a significant number of articles have been published on Eumelanins. This compound has been identified in human blood as reported by (PMID: 31557052 ). Eumelanins is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Eumelanins 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

  Mrv1652309112111502D          

 37 40  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 S   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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   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
    0.7145   -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
    2.1434   -0.4125    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
    1.4289   -2.4750    0.0000 O   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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 S   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 N   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
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 16 28  1  0  0  0  0
 12 28  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 33 37  1  0  0  0  0
M  END

HMDB0252127
     RDKit          3D
Eumelanins
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.7075    0.0332    2.0548 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3953    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497   -0.8834    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.7318   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705   -0.3894   -1.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177   -0.2596   -2.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.0897   -3.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -0.4686   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -0.8057   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -0.9340    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.0960    0.4490 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.8099   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -0.8873   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495   -2.0234    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374   -2.1572    0.7648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -1.2828    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6234   -1.6218    1.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -2.8032    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6321   -0.6783    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5049    0.6167    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5722    1.6258    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895    1.7143    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5003    2.7397    0.3975 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1879    0.4305   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4313    0.3774    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5048   -0.7455   -0.4115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.9885    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796    0.0819    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.4509   -0.3011 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595   -0.4854   -2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -0.2742   -3.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864    0.0549   -4.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -0.4291   -2.7448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323   -0.3114   -2.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.9397    2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    0.9999    3.4583 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    1.4014    1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744   -0.6642    2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3736   -0.5014    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757    1.1843    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.3808    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.5861    1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8589   -0.2188   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    0.2449   -4.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.2145    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.9138    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5723   -0.9425    2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1931    1.4317    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1531    2.6558    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080    1.9763   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2902    3.6315   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6455    2.7878    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8478   -1.5952    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1565    1.9814    0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331    0.0969   -3.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736   -0.0489   -3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    2.2140    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
 28 29  1  0
 12 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  2 35  1  0
 35 36  2  0
 35 37  1  0
 10  4  1  0
 29 13  1  0
 34  8  1  0
 28 16  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  7 44  1  0
 10 45  1  0
 14 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
 33 55  1  0
 34 56  1  0
 37 57  1  0
M  END

  Mrv1652309112111502D          

 37 40  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 S   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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   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
    0.7145   -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
    2.1434   -0.4125    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
    1.4289   -2.4750    0.0000 O   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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 S   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 N   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
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 16 28  1  0  0  0  0
 12 28  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 33 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252127

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CC(O)=C2NC(C(O)=O)=C(SC2=C1)C1=CN=C2C(=O)C=C(CC(N)C(O)=O)C=C2S1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H20N4O8S2/c24-10(21(30)31)1-8-3-12(28)17-14(5-8)36-16(7-26-17)20-19(23(34)35)27-18-13(29)4-9(6-15(18)37-20)2-11(25)22(32)33/h3-7,10-11,27,29H,1-2,24-25H2,(H,30,31)(H,32,33)(H,34,35)

> <INCHI_KEY>
SBZBDWBZQAABFX-UHFFFAOYSA-N

> <FORMULA>
C23H20N4O8S2

> <MOLECULAR_WEIGHT>
544.55

> <EXACT_MASS>
544.072255968

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
54.09603073082121

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-(2-amino-2-carboxyethyl)-2-[7-(2-amino-2-carboxyethyl)-5-oxo-5H-1,4-benzothiazin-2-yl]-5-hydroxy-4H-1,4-benzothiazine-3-carboxylic acid

> <ALOGPS_LOGP>
-1.45

> <JCHEM_LOGP>
-4.781014174689694

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.945777293214272

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3322657020023083

> <JCHEM_PKA_STRONGEST_BASIC>
9.494345750701898

> <JCHEM_POLAR_SURFACE_AREA>
225.62999999999997

> <JCHEM_REFRACTIVITY>
141.8169

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(2-amino-2-carboxyethyl)-2-[7-(2-amino-2-carboxyethyl)-5-oxo-1,4-benzothiazin-2-yl]-5-hydroxy-4H-1,4-benzothiazine-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252127
     RDKit          3D
Eumelanins
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.7075    0.0332    2.0548 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3953    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497   -0.8834    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.7318   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705   -0.3894   -1.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177   -0.2596   -2.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.0897   -3.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -0.4686   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -0.8057   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -0.9340    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.0960    0.4490 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.8099   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -0.8873   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495   -2.0234    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374   -2.1572    0.7648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -1.2828    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6234   -1.6218    1.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -2.8032    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6321   -0.6783    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5049    0.6167    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5722    1.6258    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895    1.7143    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5003    2.7397    0.3975 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1879    0.4305   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4313    0.3774    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5048   -0.7455   -0.4115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.9885    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796    0.0819    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.4509   -0.3011 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595   -0.4854   -2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -0.2742   -3.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864    0.0549   -4.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -0.4291   -2.7448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323   -0.3114   -2.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.9397    2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    0.9999    3.4583 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    1.4014    1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744   -0.6642    2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3736   -0.5014    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757    1.1843    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.3808    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.5861    1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8589   -0.2188   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    0.2449   -4.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.2145    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.9138    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5723   -0.9425    2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1931    1.4317    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1531    2.6558    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080    1.9763   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2902    3.6315   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6455    2.7878    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8478   -1.5952    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1565    1.9814    0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331    0.0969   -3.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736   -0.0489   -3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    2.2140    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
 28 29  1  0
 12 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  2 35  1  0
 35 36  2  0
 35 37  1  0
 10  4  1  0
 29 13  1  0
 34  8  1  0
 28 16  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  7 44  1  0
 10 45  1  0
 14 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
 33 55  1  0
 34 56  1  0
 37 57  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -4.001  -0.770   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   28  S   UNK     0       0.000  -0.000   0.000  0.00  0.00           S+0
HETATM   29  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   37  N   UNK     0      -8.002  -3.080   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   29                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
CONECT   22   18   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23                                                            
CONECT   28   16   12                                                       
CONECT   29    9   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    2   33                                                       
CONECT   33   32   34   37                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   33                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0252127
HETATM    1  N1  UNL     1       8.707   0.033   2.055  1.00  0.00           N  
HETATM    2  C1  UNL     1       7.503   0.395   1.293  1.00  0.00           C  
HETATM    3  C2  UNL     1       7.050  -0.883   0.626  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.845  -0.732  -0.190  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.870  -0.389  -1.524  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.718  -0.260  -2.255  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.809   0.090  -3.604  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.454  -0.469  -1.683  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.446  -0.806  -0.367  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.594  -0.934   0.357  1.00  0.00           C  
HETATM   11  S1  UNL     1       1.899  -1.096   0.449  1.00  0.00           S  
HETATM   12  C9  UNL     1       0.635  -0.810  -0.834  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.702  -0.887  -0.347  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.249  -2.023   0.228  1.00  0.00           C  
HETATM   15  N2  UNL     1      -2.437  -2.157   0.765  1.00  0.00           N  
HETATM   16  C12 UNL     1      -3.421  -1.283   0.909  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.623  -1.622   1.516  1.00  0.00           C  
HETATM   18  O2  UNL     1      -4.788  -2.803   1.945  1.00  0.00           O  
HETATM   19  C14 UNL     1      -5.632  -0.678   1.651  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.505   0.617   1.202  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.572   1.626   1.332  1.00  0.00           C  
HETATM   22  C17 UNL     1      -7.490   1.714   0.143  1.00  0.00           C  
HETATM   23  N3  UNL     1      -8.500   2.740   0.397  1.00  0.00           N  
HETATM   24  C18 UNL     1      -8.188   0.430  -0.056  1.00  0.00           C  
HETATM   25  O3  UNL     1      -9.431   0.377   0.093  1.00  0.00           O  
HETATM   26  O4  UNL     1      -7.505  -0.745  -0.412  1.00  0.00           O  
HETATM   27  C19 UNL     1      -4.310   0.989   0.588  1.00  0.00           C  
HETATM   28  C20 UNL     1      -3.280   0.082   0.434  1.00  0.00           C  
HETATM   29  S2  UNL     1      -1.790   0.451  -0.301  1.00  0.00           S  
HETATM   30  C21 UNL     1       0.959  -0.485  -2.049  1.00  0.00           C  
HETATM   31  C22 UNL     1      -0.089  -0.274  -3.052  1.00  0.00           C  
HETATM   32  O5  UNL     1       0.186   0.055  -4.240  1.00  0.00           O  
HETATM   33  O6  UNL     1      -1.405  -0.429  -2.745  1.00  0.00           O  
HETATM   34  N4  UNL     1       2.332  -0.311  -2.492  1.00  0.00           N  
HETATM   35  C23 UNL     1       6.483   0.940   2.220  1.00  0.00           C  
HETATM   36  O7  UNL     1       6.707   1.000   3.458  1.00  0.00           O  
HETATM   37  O8  UNL     1       5.254   1.401   1.776  1.00  0.00           O  
HETATM   38  H1  UNL     1       8.374  -0.664   2.784  1.00  0.00           H  
HETATM   39  H2  UNL     1       9.374  -0.501   1.462  1.00  0.00           H  
HETATM   40  H3  UNL     1       7.776   1.184   0.588  1.00  0.00           H  
HETATM   41  H4  UNL     1       7.862  -1.381   0.074  1.00  0.00           H  
HETATM   42  H5  UNL     1       6.790  -1.586   1.472  1.00  0.00           H  
HETATM   43  H6  UNL     1       6.859  -0.219  -2.000  1.00  0.00           H  
HETATM   44  H7  UNL     1       5.696   0.245  -4.037  1.00  0.00           H  
HETATM   45  H8  UNL     1       4.538  -1.214   1.428  1.00  0.00           H  
HETATM   46  H9  UNL     1      -0.599  -2.914   0.228  1.00  0.00           H  
HETATM   47  H10 UNL     1      -6.572  -0.943   2.133  1.00  0.00           H  
HETATM   48  H11 UNL     1      -7.193   1.432   2.240  1.00  0.00           H  
HETATM   49  H12 UNL     1      -6.153   2.656   1.493  1.00  0.00           H  
HETATM   50  H13 UNL     1      -6.908   1.976  -0.786  1.00  0.00           H  
HETATM   51  H14 UNL     1      -8.290   3.631  -0.064  1.00  0.00           H  
HETATM   52  H15 UNL     1      -8.646   2.788   1.417  1.00  0.00           H  
HETATM   53  H16 UNL     1      -7.848  -1.595   0.021  1.00  0.00           H  
HETATM   54  H17 UNL     1      -4.156   1.981   0.221  1.00  0.00           H  
HETATM   55  H18 UNL     1      -2.133   0.097  -3.244  1.00  0.00           H  
HETATM   56  H19 UNL     1       2.474  -0.049  -3.495  1.00  0.00           H  
HETATM   57  H20 UNL     1       5.222   2.214   1.185  1.00  0.00           H  
CONECT    1    2   38   39
CONECT    2    3   35   40
CONECT    3    4   41   42
CONECT    4    5    5   10
CONECT    5    6   43
CONECT    6    7    8    8
CONECT    7   44
CONECT    8    9   34
CONECT    9   10   10   11
CONECT   10   45
CONECT   11   12
CONECT   12   13   30   30
CONECT   13   14   14   29
CONECT   14   15   46
CONECT   15   16   16
CONECT   16   17   28
CONECT   17   18   18   19
CONECT   19   20   20   47
CONECT   20   21   27
CONECT   21   22   48   49
CONECT   22   23   24   50
CONECT   23   51   52
CONECT   24   25   25   26
CONECT   26   53
CONECT   27   28   28   54
CONECT   28   29
CONECT   30   31   34
CONECT   31   32   32   33
CONECT   33   55
CONECT   34   56
CONECT   35   36   36   37
CONECT   37   57
END

HMDB0252127
     RDKit          3D
Eumelanins
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.7075    0.0332    2.0548 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5033    0.3953    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0497   -0.8834    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.7318   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705   -0.3894   -1.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177   -0.2596   -2.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.0897   -3.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -0.4686   -1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -0.8057   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -0.9340    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.0960    0.4490 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.8099   -0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -0.8873   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495   -2.0234    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374   -2.1572    0.7648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -1.2828    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6234   -1.6218    1.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -2.8032    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6321   -0.6783    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5049    0.6167    1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5722    1.6258    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895    1.7143    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5003    2.7397    0.3975 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1879    0.4305   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4313    0.3774    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5048   -0.7455   -0.4115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.9885    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2796    0.0819    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.4509   -0.3011 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595   -0.4854   -2.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -0.2742   -3.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1864    0.0549   -4.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -0.4291   -2.7448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323   -0.3114   -2.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.9397    2.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    0.9999    3.4583 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    1.4014    1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744   -0.6642    2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3736   -0.5014    1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757    1.1843    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.3808    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7900   -1.5861    1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8589   -0.2188   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    0.2449   -4.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.2145    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.9138    0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5723   -0.9425    2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1931    1.4317    2.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1531    2.6558    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080    1.9763   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2902    3.6315   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6455    2.7878    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8478   -1.5952    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1565    1.9814    0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331    0.0969   -3.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736   -0.0489   -3.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    2.2140    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
 28 29  1  0
 12 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  2 35  1  0
 35 36  2  0
 35 37  1  0
 10  4  1  0
 29 13  1  0
 34  8  1  0
 28 16  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  7 44  1  0
 10 45  1  0
 14 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 26 53  1  0
 27 54  1  0
 33 55  1  0
 34 56  1  0
 37 57  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Trichochrome F	HMDB
Eumelanin	HMDB

Chemical Formula

C₂₃H₂₀N₄O₈S₂

Average Molecular Weight

544.55

Monoisotopic Molecular Weight

544.072255968

IUPAC Name

7-(2-amino-2-carboxyethyl)-2-[7-(2-amino-2-carboxyethyl)-5-oxo-5H-1,4-benzothiazin-2-yl]-5-hydroxy-4H-1,4-benzothiazine-3-carboxylic acid

Traditional Name

7-(2-amino-2-carboxyethyl)-2-[7-(2-amino-2-carboxyethyl)-5-oxo-1,4-benzothiazin-2-yl]-5-hydroxy-4H-1,4-benzothiazine-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC(O)=C2NC(C(O)=O)=C(SC2=C1)C1=CN=C2C(=O)C=C(CC(N)C(O)=O)C=C2S1)C(O)=O

InChI Identifier

InChI=1S/C23H20N4O8S2/c24-10(21(30)31)1-8-3-12(28)17-14(5-8)36-16(7-26-17)20-19(23(34)35)27-18-13(29)4-9(6-15(18)37-20)2-11(25)22(32)33/h3-7,10-11,27,29H,1-2,24-25H2,(H,30,31)(H,32,33)(H,34,35)

InChI Key

SBZBDWBZQAABFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Not Available

Direct Parent

Benzothiazines

Alternative Parents

Substituents

Alpha-amino acid
Alpha-amino acid or derivatives
Benzothiazine
Tricarboxylic acid or derivatives
Aryl thioether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Secondary aliphatic/aromatic amine
Aralkylamine
Para-thiazine
Vinylogous thioester
Benzenoid
Heteroaromatic compound
Thioenolether
Amino acid or derivatives
Amino acid
Azacycle
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Enamine
Organic oxygen compound
Amine
Organic oxide
Carbonyl group
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Primary amine
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)

Source

Exogenous

Exogenous (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	-1.4	ALOGPS
logP	-4.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.33	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	225.63 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.82 m³·mol⁻¹	ChemAxon
Polarizability	54.1 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	203.368	30932474
DeepCCS	[M-H]-	200.973	30932474
DeepCCS	[M-2H]-	233.856	30932474
DeepCCS	[M+Na]+	209.281	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eumelanins	NC(CC1=CC(O)=C2NC(C(O)=O)=C(SC2=C1)C1=CN=C2C(=O)C=C(CC(N)C(O)=O)C=C2S1)C(O)=O	6209.7	Standard polar	33892256
Eumelanins	NC(CC1=CC(O)=C2NC(C(O)=O)=C(SC2=C1)C1=CN=C2C(=O)C=C(CC(N)C(O)=O)C=C2S1)C(O)=O	3956.1	Standard non polar	33892256
Eumelanins	NC(CC1=CC(O)=C2NC(C(O)=O)=C(SC2=C1)C1=CN=C2C(=O)C=C(CC(N)C(O)=O)C=C2S1)C(O)=O	5897.0	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 - Eumelanins GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eumelanins GC-MS (TMS_2_18) - 70eV, Positive	Not Available	2021-11-04	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 - Eumelanins 10V, Positive-QTOF	splash10-0002-0000980000-70edc3097b7a4d0687ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eumelanins 20V, Positive-QTOF	splash10-0kaj-0000910000-ce8c5d1b38146492b5fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eumelanins 40V, Positive-QTOF	splash10-002b-0007910000-7342745d06c1b423f747	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eumelanins 10V, Negative-QTOF	splash10-0006-0000390000-a8536f45830e507407c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eumelanins 20V, Negative-QTOF	splash10-0f8d-0050930000-7b34a91af0e43292f397	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eumelanins 40V, Negative-QTOF	splash10-0w9r-0001900000-15097c5dc0462592a22e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102582077

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 Eumelanins (HMDB0252127)

MOL for HMDB0252127 (Eumelanins)

3D MOL for HMDB0252127 (Eumelanins)

3D SDF for HMDB0252127 (Eumelanins)

3D-SDF for HMDB0252127 (Eumelanins)

PDB for HMDB0252127 (Eumelanins)

3D PDB for HMDB0252127 (Eumelanins)

SMILES for HMDB0252127 (Eumelanins)

INCHI for HMDB0252127 (Eumelanins)

Structure for HMDB0252127 (Eumelanins)

3D Structure for HMDB0252127 (Eumelanins)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra