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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:43:06 UTC

Update Date

2021-09-26 23:16:38 UTC

HMDB ID

HMDB0259224

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triiodothyronine, Reverse Sulfate

Description

Triiodothyronine, Reverse Sulfate belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on Triiodothyronine, Reverse Sulfate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triiodothyronine, reverse sulfate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triiodothyronine, Reverse Sulfate 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

  Mrv1652309112123432D          

 27 28  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 I   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
  4 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END

HMDB0259224
     RDKit          3D
Triiodothyronine, Reverse Sulfate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.6908    0.6854    1.5611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6899   -0.4793    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022   -0.0343   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    0.5160   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618   -0.3739   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572    0.0582   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.3839   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    1.8064   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.9722   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    0.7548   -1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9400   -0.0965   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690   -0.3942   -3.3430 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.4111   -0.7343   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092   -1.5810   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -1.0267   -0.2444 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.2643    0.3751   -0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.9736    1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2002   -2.0268   -1.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.5279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671   -1.4742    2.6356 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.3299    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466    2.2636   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551    4.2899    0.3273 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    1.8232   -0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0418   -1.0868    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -2.0989   -0.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0774   -0.5082    1.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    1.1716    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    0.3106    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9934   -1.2725    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.6655   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723   -0.9583   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273   -1.4219   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.6225   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5143    1.2222   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713   -2.8922   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.4638    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3966    2.5086   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7225   -1.0169    1.8904 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
  7 22  1  0
 22 23  1  0
 22 24  2  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
 24  4  1  0
 21  9  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 18 36  1  0
 21 37  1  0
 24 38  1  0
 27 39  1  0
M  END

  Mrv1652309112123432D          

 27 28  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 I   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
  4 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259224

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12I3NO7S/c16-9-3-7(4-12(19)15(20)21)1-2-13(9)25-8-5-10(17)14(11(18)6-8)26-27(22,23)24/h1-3,5-6,12H,4,19H2,(H,20,21)(H,22,23,24)

> <INCHI_KEY>
BWRJFXXHPZMDPS-UHFFFAOYSA-N

> <FORMULA>
C15H12I3NO7S

> <MOLECULAR_WEIGHT>
731.03

> <EXACT_MASS>
730.74686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
48.949183448661856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3-iodophenyl}propanoic acid

> <ALOGPS_LOGP>
0.41

> <JCHEM_LOGP>
3.496196706913918

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
0.6973186915952354

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8212260769641677

> <JCHEM_PKA_STRONGEST_BASIC>
9.444554838608738

> <JCHEM_POLAR_SURFACE_AREA>
136.14999999999998

> <JCHEM_REFRACTIVITY>
123.41729999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3-iodophenyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259224
     RDKit          3D
Triiodothyronine, Reverse Sulfate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.6908    0.6854    1.5611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6899   -0.4793    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022   -0.0343   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    0.5160   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618   -0.3739   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572    0.0582   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.3839   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    1.8064   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.9722   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    0.7548   -1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9400   -0.0965   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690   -0.3942   -3.3430 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.4111   -0.7343   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092   -1.5810   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -1.0267   -0.2444 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.2643    0.3751   -0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.9736    1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2002   -2.0268   -1.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.5279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671   -1.4742    2.6356 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.3299    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466    2.2636   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551    4.2899    0.3273 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    1.8232   -0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0418   -1.0868    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -2.0989   -0.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0774   -0.5082    1.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    1.1716    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    0.3106    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9934   -1.2725    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.6655   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723   -0.9583   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273   -1.4219   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.6225   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5143    1.2222   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713   -2.8922   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.4638    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3966    2.5086   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7225   -1.0169    1.8904 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
  7 22  1  0
 22 23  1  0
 22 24  2  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
 24  4  1  0
 21  9  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 18 36  1  0
 21 37  1  0
 24 38  1  0
 27 39  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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   13  I   UNK     0       1.334  -5.390   0.000  0.00  0.00           I+0
HETATM   14  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   21  I   UNK     0      -1.334  -6.930   0.000  0.00  0.00           I+0
HETATM   22  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0      -1.334 -11.550   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      -1.334 -13.090   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.874 -11.550   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.206 -11.550   0.000  0.00  0.00           O+0
HETATM   27  I   UNK     0       1.334 -11.550   0.000  0.00  0.00           I+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    4                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19                                                            
CONECT   22   18   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0259224
HETATM    1  N1  UNL     1      -4.691   0.685   1.561  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.690  -0.479   0.701  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.202  -0.034  -0.680  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.828   0.516  -0.504  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.762  -0.374  -0.624  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.457   0.058  -0.474  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.192   1.384  -0.204  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.121   1.806  -0.056  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.206   0.972  -0.163  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.835   0.755  -1.365  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.940  -0.097  -1.469  1.00  0.00           C  
HETATM   12  I1  UNL     1       4.869  -0.394  -3.343  1.00  0.00           I  
HETATM   13  C10 UNL     1       4.411  -0.734  -0.338  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.509  -1.581  -0.438  1.00  0.00           O  
HETATM   15  S1  UNL     1       7.105  -1.027  -0.244  1.00  0.00           S  
HETATM   16  O3  UNL     1       7.264   0.375  -0.803  1.00  0.00           O  
HETATM   17  O4  UNL     1       7.416  -0.974   1.208  1.00  0.00           O  
HETATM   18  O5  UNL     1       8.200  -2.027  -1.021  1.00  0.00           O  
HETATM   19  C11 UNL     1       3.791  -0.528   0.881  1.00  0.00           C  
HETATM   20  I2  UNL     1       4.467  -1.474   2.636  1.00  0.00           I  
HETATM   21  C12 UNL     1       2.687   0.330   0.952  1.00  0.00           C  
HETATM   22  C13 UNL     1      -1.247   2.264  -0.086  1.00  0.00           C  
HETATM   23  I3  UNL     1      -0.855   4.290   0.327  1.00  0.00           I  
HETATM   24  C14 UNL     1      -2.567   1.823  -0.237  1.00  0.00           C  
HETATM   25  C15 UNL     1      -6.042  -1.087   0.607  1.00  0.00           C  
HETATM   26  O6  UNL     1      -6.199  -2.099  -0.099  1.00  0.00           O  
HETATM   27  O7  UNL     1      -7.077  -0.508   1.304  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.600   1.172   1.441  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.698   0.311   2.557  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.993  -1.272   1.065  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.896   0.665  -1.145  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.172  -0.958  -1.307  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.927  -1.422  -0.835  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.378  -0.623  -0.565  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.514   1.222  -2.277  1.00  0.00           H  
HETATM   36  H9  UNL     1       8.271  -2.892  -0.516  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.230   0.464   1.930  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.397   2.509  -0.146  1.00  0.00           H  
HETATM   39  H12 UNL     1      -7.723  -1.017   1.890  1.00  0.00           H  
CONECT    1    2   28   29
CONECT    2    3   25   30
CONECT    3    4   31   32
CONECT    4    5    5   24
CONECT    5    6   33
CONECT    6    7    7   34
CONECT    7    8   22
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   35
CONECT   11   12   13   13
CONECT   13   14   19
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   36
CONECT   19   20   21   21
CONECT   21   37
CONECT   22   23   24   24
CONECT   24   38
CONECT   25   26   26   27
CONECT   27   39
END

HMDB0259224
     RDKit          3D
Triiodothyronine, Reverse Sulfate
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.6908    0.6854    1.5611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6899   -0.4793    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022   -0.0343   -0.6800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8284    0.5160   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618   -0.3739   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572    0.0582   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.3839   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    1.8064   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059    0.9722   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    0.7548   -1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9400   -0.0965   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690   -0.3942   -3.3430 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.4111   -0.7343   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092   -1.5810   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -1.0267   -0.2444 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.2643    0.3751   -0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.9736    1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2002   -2.0268   -1.0213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.5279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671   -1.4742    2.6356 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.3299    0.9521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466    2.2636   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551    4.2899    0.3273 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    1.8232   -0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0418   -1.0868    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993   -2.0989   -0.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0774   -0.5082    1.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    1.1716    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    0.3106    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9934   -1.2725    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8957    0.6655   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723   -0.9583   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273   -1.4219   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779   -0.6225   -0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5143    1.2222   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713   -2.8922   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    0.4638    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3966    2.5086   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7225   -1.0169    1.8904 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
  7 22  1  0
 22 23  1  0
 22 24  2  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
 24  4  1  0
 21  9  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
 10 35  1  0
 18 36  1  0
 21 37  1  0
 24 38  1  0
 27 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Triiodothyronine, reverse sulfuric acid	Generator
Triiodothyronine, reverse sulphate	Generator
Triiodothyronine, reverse sulphuric acid	Generator
2-Amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3-iodophenyl}propanoate	HMDB
2-Amino-3-{4-[3,5-diiodo-4-(sulphooxy)phenoxy]-3-iodophenyl}propanoate	HMDB
2-Amino-3-{4-[3,5-diiodo-4-(sulphooxy)phenoxy]-3-iodophenyl}propanoic acid	HMDB

Chemical Formula

C₁₅H₁₂I₃NO₇S

Average Molecular Weight

731.03

Monoisotopic Molecular Weight

730.74686

IUPAC Name

2-amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3-iodophenyl}propanoic acid

Traditional Name

2-amino-3-{4-[3,5-diiodo-4-(sulfooxy)phenoxy]-3-iodophenyl}propanoic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C15H12I3NO7S/c16-9-3-7(4-12(19)15(20)21)1-2-13(9)25-8-5-10(17)14(11(18)6-8)26-27(22,23)24/h1-3,5-6,12H,4,19H2,(H,20,21)(H,22,23,24)

InChI Key

BWRJFXXHPZMDPS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Diphenylether
Diaryl ether
3-phenylpropanoic-acid
Phenylsulfate
Alpha-amino acid
Amphetamine or derivatives
Arylsulfate
Phenoxy compound
Phenol ether
Halobenzene
Iodobenzene
Aralkylamine
Sulfate-ester
Sulfuric acid monoester
Benzenoid
Sulfuric acid ester
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Amino acid
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Organohalogen compound
Organopnictogen compound
Organoiodide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.41	ALOGPS
logP	3.5	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	136.15 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.42 m³·mol⁻¹	ChemAxon
Polarizability	48.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	218.601	30932474
DeepCCS	[M-H]-	216.243	30932474
DeepCCS	[M-2H]-	249.871	30932474
DeepCCS	[M+Na]+	225.225	30932474
AllCCS	[M+H]+	205.1	32859911
AllCCS	[M+H-H2O]+	204.4	32859911
AllCCS	[M+NH4]+	205.7	32859911
AllCCS	[M+Na]+	205.8	32859911
AllCCS	[M-H]-	204.3	32859911
AllCCS	[M+Na-2H]-	206.1	32859911
AllCCS	[M+HCOO]-	208.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Triiodothyronine, Reverse Sulfate	NC(CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C=C1)C(O)=O	5609.6	Standard polar	33892256
Triiodothyronine, Reverse Sulfate	NC(CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C=C1)C(O)=O	3691.0	Standard non polar	33892256
Triiodothyronine, Reverse Sulfate	NC(CC1=CC(I)=C(OC2=CC(I)=C(OS(O)(=O)=O)C(I)=C2)C=C1)C(O)=O	4333.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Triiodothyronine, Reverse Sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	3912.7	Semi standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	3847.7	Standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1	4772.9	Standard polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	3869.7	Semi standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	3611.7	Standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O[Si](C)(C)C	4432.6	Standard polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O	3913.7	Semi standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O	3896.6	Standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O[Si](C)(C)C)C(I)=C2)C(I)=C1)C(=O)O	4516.4	Standard polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #4	C[Si](C)(C)N(C(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O)[Si](C)(C)C	3966.9	Semi standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #4	C[Si](C)(C)N(C(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O)[Si](C)(C)C	3773.8	Standard non polar	33892256
Triiodothyronine, Reverse Sulfate,2TMS,isomer #4	C[Si](C)(C)N(C(CC1=CC=C(OC2=CC(I)=C(OS(=O)(=O)O)C(I)=C2)C(I)=C1)C(=O)O)[Si](C)(C)C	4622.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine, Reverse Sulfate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	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

64884547

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78171815

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 Triiodothyronine, Reverse Sulfate (HMDB0259224)

MOL for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

3D MOL for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

3D SDF for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

3D-SDF for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

PDB for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

3D PDB for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

SMILES for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

INCHI for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

Structure for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

3D Structure for HMDB0259224 (Triiodothyronine, Reverse Sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra