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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-20 21:09:46 UTC

Update Date

2021-01-04 21:29:02 UTC

HMDB ID

HMDB0059912

Secondary Accession Numbers

HMDB59912

Metabolite Identification

Common Name

Indigo Carmine

Description

Indigo carmine, also known as C.I. Pigment Blue 63, or indigo blue, belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. Indigo carmine is an indigo derivative that is produced by sulfonation of indigo, which makes the compound water soluble (up to 10 g/L). Indigo carmine exists as a bright purple solid and is an extremely weak basic (essentially neutral) compound (based on its pKa). It is approved for use as a food colorant in the U.S and E.U. It is also used as a medical dye. In obstetric surgery, indigo carmine solutions are sometimes employed to detect amniotic fluid leaks. In urologic surgery, intravenous injection of indigo carmine is often used to highlight portions of the urinary tract. The dye is filtered rapidly by the kidneys from the blood, and colors the urine blue. This enables structures of the urinary tract to be seen in the surgical field and demonstrates if there is a leak. A frequently encountered cardiovascular effect of intravenous indigo carmine administration is temporary alpha-receptor stimulation. Skin discoloration may occur at high doses. According to one study, the primary action of indigo carmine appears to be at the level of nitric oxide generation and/or its release from the endothelium. In addition to this, indigo carmine appears to inhibit vascular smooth muscle guanylyl cyclase. Therefore, indigo carmine may increase blood pressure by interfering with these nitric oxide-mediated vasodilatory mechanisms. Moreover, incubation of isotopically labeled indigo carmine with intestinal contents of rats for 48 h suggested that isatin-5-sulphonic acid and 5-sulphoanthranilic acid may possibly be metabolites formed by intestinal bacterial metabolism of the drug.

Structure

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


  Mrv1652306061823292D          

 30 33  0  0  0  0            999 V2000
    8.8016   -2.3597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550   -0.7069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6155   -2.9870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410   -0.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5085   -2.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480   -0.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834   -3.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098   -1.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5731    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7467   -1.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8743   -0.8762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821   -2.2004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3865   -1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5700   -1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6510   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6510   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8743   -2.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821   -0.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -0.3883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415   -2.6883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  2  0  0  0  0
  1 25  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  2  0  0  0  0
  2 10  2  0  0  0  0
  2 26  1  0  0  0  0
  3 19  2  0  0  0  0
  4 20  2  0  0  0  0
 11 13  1  0  0  0  0
 11 17  1  0  0  0  0
 11 29  1  0  0  0  0
 12 14  1  0  0  0  0
 12 18  1  0  0  0  0
 12 30  1  0  0  0  0
 13 14  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 17  2  0  0  0  0
 15 19  1  0  0  0  0
 15 21  1  0  0  0  0
 16 18  2  0  0  0  0
 16 20  1  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0059912
     RDKit          3D
Indigo Carmine
 38 41  0  0  0  0  0  0  0  0999 V2000
    1.4197    2.0135   -0.9680 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    0.9056   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -0.0589    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741    0.1388   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    1.2417   -0.6183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9667   -0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875    1.6790   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1504    1.1855   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465   -0.0306   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9755   -0.6306    0.2487 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.0242   -1.4123    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9479    0.5300    0.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4257   -1.5363   -1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -0.7508    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.2447    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550   -0.8195    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -1.9165    1.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.1581    0.6593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223   -0.8922    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.6433    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -1.1259    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829    0.0872    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9016    0.6862   -0.1942 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9087    1.5761   -1.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -0.4435   -0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4475    1.6102    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1865    0.8134   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    0.3213   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    2.0900   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    2.6317   -1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192    1.7709   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -2.4213   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -1.7213    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8976   -1.9986    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6494   -2.5951    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.7042    1.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843    1.0684    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2996    1.7877   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 22 27  1  0
 27 28  2  0
 28  2  1  0
 16  4  1  0
 28 19  1  0
 15  6  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 26 37  1  0
 27 38  1  0
M  END


  Mrv1652306061823292D          

 30 33  0  0  0  0            999 V2000
    8.8016   -2.3597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1550   -0.7069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6155   -2.9870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410   -0.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5085   -2.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480   -0.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834   -3.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098   -1.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5731    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7467   -1.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8743   -0.8762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821   -2.2004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3865   -1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5700   -1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6510   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6510   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8743   -2.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821   -0.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0847   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -0.3883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415   -2.6883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  2  0  0  0  0
  1 25  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  2  0  0  0  0
  2 10  2  0  0  0  0
  2 26  1  0  0  0  0
  3 19  2  0  0  0  0
  4 20  2  0  0  0  0
 11 13  1  0  0  0  0
 11 17  1  0  0  0  0
 11 29  1  0  0  0  0
 12 14  1  0  0  0  0
 12 18  1  0  0  0  0
 12 30  1  0  0  0  0
 13 14  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 17  2  0  0  0  0
 15 19  1  0  0  0  0
 15 21  1  0  0  0  0
 16 18  2  0  0  0  0
 16 20  1  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 28  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059912

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]N1C2=C(C=C(C=C2)S(O)(=O)=O)C(=O)\C1=C1/N([H])C2=C(C=C(C=C2)S(O)(=O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H10N2O8S2/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14/h1-6,17-18H,(H,21,22,23)(H,24,25,26)/b14-13+

> <INCHI_KEY>
CFZXDJWFRVEWSR-BUHFOSPRSA-N

> <FORMULA>
C16H10N2O8S2

> <MOLECULAR_WEIGHT>
422.389

> <EXACT_MASS>
421.987856686

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
39.646678775401455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(E)-3,3'-dioxo-1H,1'H,3H,3'H-[2,2'-biindolylidene]-5,5'-disulfonic acid

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
1.0141740006666669

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.149454650268563

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8254973064029025

> <JCHEM_PKA_STRONGEST_BASIC>
-7.661388393713553

> <JCHEM_POLAR_SURFACE_AREA>
166.93999999999997

> <JCHEM_REFRACTIVITY>
101.28599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E)-3,3'-dioxo-1H,1'H-[2,2'-biindolylidene]-5,5'-disulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059912
     RDKit          3D
Indigo Carmine
 38 41  0  0  0  0  0  0  0  0999 V2000
    1.4197    2.0135   -0.9680 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    0.9056   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -0.0589    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741    0.1388   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    1.2417   -0.6183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9667   -0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875    1.6790   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1504    1.1855   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465   -0.0306   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9755   -0.6306    0.2487 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.0242   -1.4123    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9479    0.5300    0.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4257   -1.5363   -1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -0.7508    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.2447    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550   -0.8195    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -1.9165    1.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.1581    0.6593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223   -0.8922    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.6433    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -1.1259    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829    0.0872    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9016    0.6862   -0.1942 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9087    1.5761   -1.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -0.4435   -0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4475    1.6102    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1865    0.8134   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    0.3213   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    2.0900   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    2.6317   -1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192    1.7709   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -2.4213   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -1.7213    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8976   -1.9986    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6494   -2.5951    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.7042    1.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843    1.0684    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2996    1.7877   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 22 27  1  0
 27 28  2  0
 28  2  1  0
 16  4  1  0
 28 19  1  0
 15  6  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 26 37  1  0
 27 38  1  0
M  END

HEADER    PROTEIN                                 06-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-JUN-18         0                                  
HETATM    1  S   UNK     0      16.430  -4.405   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       2.156  -1.320   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      10.482  -5.576   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.103  -0.167   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      17.749  -5.185   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.836  -0.558   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      15.649  -5.743   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      17.192  -3.067   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.936   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.394  -2.658   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      10.965  -1.636   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       7.620  -4.107   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      10.055  -2.862   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.531  -2.862   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.415  -3.643   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.170  -2.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.415  -2.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.170  -3.643   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.965  -4.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.620  -1.636   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.753  -4.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.832  -1.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.753  -1.320   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.832  -4.405   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.091  -3.643   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.494  -2.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.091  -2.100   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.494  -3.643   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      10.668  -0.725   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.917  -5.018   0.000  0.00  0.00           H+0
CONECT    1    5    7    8   25                                             
CONECT    2    6    9   10   26                                             
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11   13   17   29                                                  
CONECT   12   14   18   30                                                  
CONECT   13   11   14   19                                                  
CONECT   14   12   13   20                                                  
CONECT   15   17   19   21                                                  
CONECT   16   18   20   22                                                  
CONECT   17   11   15   23                                                  
CONECT   18   12   16   24                                                  
CONECT   19    3   13   15                                                  
CONECT   20    4   14   16                                                  
CONECT   21   15   25                                                       
CONECT   22   16   26                                                       
CONECT   23   17   27                                                       
CONECT   24   18   28                                                       
CONECT   25    1   21   27                                                  
CONECT   26    2   22   28                                                  
CONECT   27   23   25                                                       
CONECT   28   24   26                                                       
CONECT   29   11                                                            
CONECT   30   12                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0059912
HETATM    1  O1  UNL     1       1.420   2.014  -0.968  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.613   0.906  -0.396  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.631  -0.059   0.083  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.674   0.139  -0.040  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.357   1.242  -0.618  1.00  0.00           N  
HETATM    6  C4  UNL     1      -2.746   0.967  -0.500  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.887   1.679  -0.886  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.150   1.186  -0.653  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.347  -0.031  -0.032  1.00  0.00           C  
HETATM   10  S1  UNL     1      -6.976  -0.631   0.249  1.00  0.00           S  
HETATM   11  O2  UNL     1      -7.024  -1.412   1.509  1.00  0.00           O  
HETATM   12  O3  UNL     1      -7.948   0.530   0.329  1.00  0.00           O  
HETATM   13  O4  UNL     1      -7.426  -1.536  -1.093  1.00  0.00           O  
HETATM   14  C8  UNL     1      -4.236  -0.751   0.357  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.967  -0.245   0.118  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.655  -0.819   0.435  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.436  -1.916   1.003  1.00  0.00           O  
HETATM   18  N2  UNL     1       1.321  -1.158   0.659  1.00  0.00           N  
HETATM   19  C11 UNL     1       2.722  -0.892   0.546  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.830  -1.643   0.951  1.00  0.00           C  
HETATM   21  C13 UNL     1       5.071  -1.126   0.706  1.00  0.00           C  
HETATM   22  C14 UNL     1       5.283   0.087   0.086  1.00  0.00           C  
HETATM   23  S2  UNL     1       6.902   0.686  -0.194  1.00  0.00           S  
HETATM   24  O6  UNL     1       6.909   1.576  -1.412  1.00  0.00           O  
HETATM   25  O7  UNL     1       7.859  -0.443  -0.492  1.00  0.00           O  
HETATM   26  O8  UNL     1       7.447   1.610   1.097  1.00  0.00           O  
HETATM   27  C15 UNL     1       4.187   0.813  -0.305  1.00  0.00           C  
HETATM   28  C16 UNL     1       2.923   0.321  -0.074  1.00  0.00           C  
HETATM   29  H1  UNL     1      -0.917   2.090  -1.047  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.692   2.632  -1.372  1.00  0.00           H  
HETATM   31  H3  UNL     1      -6.019   1.771  -0.969  1.00  0.00           H  
HETATM   32  H4  UNL     1      -6.983  -2.421  -1.101  1.00  0.00           H  
HETATM   33  H5  UNL     1      -4.354  -1.721   0.853  1.00  0.00           H  
HETATM   34  H6  UNL     1       0.898  -1.999   1.084  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.649  -2.595   1.437  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.947  -1.704   1.018  1.00  0.00           H  
HETATM   37  H9  UNL     1       7.884   1.068   1.800  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.300   1.788  -0.804  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   28
CONECT    3    4    4   18
CONECT    4    5   16
CONECT    5    6   29
CONECT    6    7    7   15
CONECT    7    8   30
CONECT    8    9    9   31
CONECT    9   10   14
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   17   17
CONECT   18   19   34
CONECT   19   20   20   28
CONECT   20   21   35
CONECT   21   22   22   36
CONECT   22   23   27
CONECT   23   24   24   25   25
CONECT   23   26
CONECT   26   37
CONECT   27   28   28   38
END

HMDB0059912
     RDKit          3D
Indigo Carmine
 38 41  0  0  0  0  0  0  0  0999 V2000
    1.4197    2.0135   -0.9680 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    0.9056   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305   -0.0589    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6741    0.1388   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    1.2417   -0.6183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7463    0.9667   -0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875    1.6790   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1504    1.1855   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465   -0.0306   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9755   -0.6306    0.2487 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.0242   -1.4123    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9479    0.5300    0.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4257   -1.5363   -1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -0.7508    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.2447    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550   -0.8195    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -1.9165    1.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.1581    0.6593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223   -0.8922    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8302   -1.6433    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0706   -1.1259    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2829    0.0872    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9016    0.6862   -0.1942 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9087    1.5761   -1.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -0.4435   -0.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4475    1.6102    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1865    0.8134   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    0.3213   -0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    2.0900   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    2.6317   -1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0192    1.7709   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827   -2.4213   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -1.7213    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8976   -1.9986    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6494   -2.5951    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.7042    1.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843    1.0684    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2996    1.7877   -0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  2  0
 23 26  1  0
 22 27  1  0
 27 28  2  0
 28  2  1  0
 16  4  1  0
 28 19  1  0
 15  6  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 26 37  1  0
 27 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(1,3-Dihydro-3-oxo-5-sulphO-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonic acid	ChEBI
Indigo carmine free acid	ChEBI
Indigo-5,5'-disulfonic acid	ChEBI
Indigotindisulfonate	ChEBI
Indigotindisulfonic acid	ChEBI
2-(1,3-Dihydro-3-oxo-5-sulfO-2H-indol-2-ylidene)-3-oxoindoline-5-sulfonate	Generator
2-(1,3-Dihydro-3-oxo-5-sulfO-2H-indol-2-ylidene)-3-oxoindoline-5-sulfonic acid	Generator
2-(1,3-Dihydro-3-oxo-5-sulphO-2H-indol-2-ylidene)-3-oxoindoline-5-sulphonate	Generator
Indigo-5,5'-disulfonate	Generator
Indigo-5,5'-disulphonate	Generator
Indigo-5,5'-disulphonic acid	Generator
Indigotindisulphonate	Generator
Indigotindisulphonic acid	Generator
Indigo blue	HMDB
Indigo	HMDB
(delta-2,2'-Biindole)-3,3'-dione	HMDB
Carmine, indigo	HMDB
Indigo disulfonate	HMDB
Soluble indigo blue	HMDB
Indigotin	HMDB
2-(1,3-Dihydro-3-oxo-5-sulphO-2H-indol-2-ylidene)-3- oxoindoline-5-sulphonic acid	HMDB
D And C blue no. 6	HMDB
Disulfonate, indigo	HMDB
FD And C blue no. 2	HMDB
Indigo blue, soluble	HMDB
Indigotindisulfonate sodium	HMDB
indigo Carmine	MeSH, HMDB

Chemical Formula

C₁₆H₁₀N₂O₈S₂

Average Molecular Weight

422.389

Monoisotopic Molecular Weight

421.987856686

IUPAC Name

(E)-3,3'-dioxo-1H,1'H,3H,3'H-[2,2'-biindolylidene]-5,5'-disulfonic acid

Traditional Name

(E)-3,3'-dioxo-1H,1'H-[2,2'-biindolylidene]-5,5'-disulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=CC2=C(N\C(C2=O)=C2\NC3=C(C=C(C=C3)S(O)(=O)=O)C2=O)C=C1

InChI Identifier

InChI=1S/C16H10N2O8S2/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14/h1-6,17-18H,(H,21,22,23)(H,24,25,26)/b14-13+

InChI Key

CFZXDJWFRVEWSR-BUHFOSPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolines

Direct Parent

Indolines

Alternative Parents

Substituents

Arylsulfonic acid or derivatives
Dihydroindole
1-sulfo,2-unsubstituted aromatic compound
Aryl ketone
Secondary aliphatic/aromatic amine
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Vinylogous amide
Ketone
Secondary amine
Enamine
Azacycle
Organic nitrogen compound
Amine
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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
Water Solubility	0.1 g/L	ALOGPS
logP	-0.94	ALOGPS
logP	1.01	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	-7.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	166.94 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.29 m³·mol⁻¹	ChemAxon
Polarizability	39.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	192.893	30932474
DeepCCS	[M-H]-	190.497	30932474
DeepCCS	[M-2H]-	223.382	30932474
DeepCCS	[M+Na]+	198.805	30932474
AllCCS	[M+H]+	193.3	32859911
AllCCS	[M+H-H2O]+	190.6	32859911
AllCCS	[M+NH4]+	195.8	32859911
AllCCS	[M+Na]+	196.5	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	186.1	32859911
AllCCS	[M+HCOO]-	186.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indigo Carmine	OS(=O)(=O)C1=CC2=C(N\C(C2=O)=C2\NC3=C(C=C(C=C3)S(O)(=O)=O)C2=O)C=C1	6199.4	Standard polar	33892256
Indigo Carmine	OS(=O)(=O)C1=CC2=C(N\C(C2=O)=C2\NC3=C(C=C(C=C3)S(O)(=O)=O)C2=O)C=C1	2843.2	Standard non polar	33892256
Indigo Carmine	OS(=O)(=O)C1=CC2=C(N\C(C2=O)=C2\NC3=C(C=C(C=C3)S(O)(=O)=O)C2=O)C=C1	4700.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Indigo Carmine,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	4157.8	Semi standard non polar	33892256
Indigo Carmine,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	3967.2	Standard non polar	33892256
Indigo Carmine,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	7756.5	Standard polar	33892256
Indigo Carmine,1TMS,isomer #2	C[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4061.7	Semi standard non polar	33892256
Indigo Carmine,1TMS,isomer #2	C[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	3982.4	Standard non polar	33892256
Indigo Carmine,1TMS,isomer #2	C[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	7000.4	Standard polar	33892256
Indigo Carmine,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C4C3=O)C(=O)C2=C1	4146.7	Semi standard non polar	33892256
Indigo Carmine,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C4C3=O)C(=O)C2=C1	4023.6	Standard non polar	33892256
Indigo Carmine,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C4C3=O)C(=O)C2=C1	7210.3	Standard polar	33892256
Indigo Carmine,2TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	3916.4	Semi standard non polar	33892256
Indigo Carmine,2TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	4036.4	Standard non polar	33892256
Indigo Carmine,2TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	6404.7	Standard polar	33892256
Indigo Carmine,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C	3914.1	Semi standard non polar	33892256
Indigo Carmine,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C	4038.9	Standard non polar	33892256
Indigo Carmine,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C	6394.2	Standard polar	33892256
Indigo Carmine,2TMS,isomer #4	C[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	3920.5	Semi standard non polar	33892256
Indigo Carmine,2TMS,isomer #4	C[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4016.5	Standard non polar	33892256
Indigo Carmine,2TMS,isomer #4	C[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	5624.5	Standard polar	33892256
Indigo Carmine,3TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	3740.6	Semi standard non polar	33892256
Indigo Carmine,3TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	4128.5	Standard non polar	33892256
Indigo Carmine,3TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C4N3[Si](C)(C)C)C(=O)C2=C1	5975.8	Standard polar	33892256
Indigo Carmine,3TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	3840.4	Semi standard non polar	33892256
Indigo Carmine,3TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	4115.4	Standard non polar	33892256
Indigo Carmine,3TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	5155.1	Standard polar	33892256
Indigo Carmine,4TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	3789.8	Semi standard non polar	33892256
Indigo Carmine,4TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	4234.7	Standard non polar	33892256
Indigo Carmine,4TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C3N1[Si](C)(C)C)N2[Si](C)(C)C	4842.7	Standard polar	33892256
Indigo Carmine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	4397.0	Semi standard non polar	33892256
Indigo Carmine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	4211.0	Standard non polar	33892256
Indigo Carmine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O)C=C4C3=O)C(=O)C2=C1	7671.7	Standard polar	33892256
Indigo Carmine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4350.1	Semi standard non polar	33892256
Indigo Carmine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4184.3	Standard non polar	33892256
Indigo Carmine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1/C(=C2/NC3=CC=C(S(=O)(=O)O)C=C3C2=O)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	6781.5	Standard polar	33892256
Indigo Carmine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C4C3=O)C(=O)C2=C1	4621.7	Semi standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C4C3=O)C(=O)C2=C1	4553.7	Standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3/NC4=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C4C3=O)C(=O)C2=C1	7160.8	Standard polar	33892256
Indigo Carmine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	4465.6	Semi standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	4497.3	Standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	6221.9	Standard polar	33892256
Indigo Carmine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C(C)(C)C	4465.8	Semi standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C(C)(C)C	4500.8	Standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1\NC3=CC=C(S(=O)(=O)O)C=C3C1=O)N2[Si](C)(C)C(C)(C)C	6207.1	Standard polar	33892256
Indigo Carmine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4542.1	Semi standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	4428.7	Standard non polar	33892256
Indigo Carmine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1/C(=C2\C(=O)C3=CC(S(=O)(=O)O)=CC=C3N2[Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)O)=CC=C21	5389.6	Standard polar	33892256
Indigo Carmine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	4595.6	Semi standard non polar	33892256
Indigo Carmine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	4875.9	Standard non polar	33892256
Indigo Carmine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2N/C(=C3\C(=O)C4=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C4N3[Si](C)(C)C(C)(C)C)C(=O)C2=C1	5814.5	Standard polar	33892256
Indigo Carmine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4621.4	Semi standard non polar	33892256
Indigo Carmine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4812.0	Standard non polar	33892256
Indigo Carmine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	5032.5	Standard polar	33892256
Indigo Carmine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4738.2	Semi standard non polar	33892256
Indigo Carmine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	5220.7	Standard non polar	33892256
Indigo Carmine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=C1)C(=O)/C(=C1/C(=O)C3=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C3N1[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4818.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Pigment Blue 63 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2749500000-b7042c12e11418d21015	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Pigment Blue 63 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Pigment Blue 63 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 - Indigo Carmine 10V, Positive-QTOF	splash10-00di-0000900000-89f2c2f53b28e59acf74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 20V, Positive-QTOF	splash10-00dl-0027900000-c2c2a2e9e311e0feddd3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 40V, Positive-QTOF	splash10-03fr-0196000000-f4880a3747eaf442484e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 10V, Negative-QTOF	splash10-00di-0000900000-fe6eb7fd27b8a2dc7f5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 20V, Negative-QTOF	splash10-00di-2021900000-791a8c28c1e7d0e8afa9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 40V, Negative-QTOF	splash10-001i-9011000000-cc798298986c0c283422	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 10V, Positive-QTOF	splash10-00di-0000900000-0e8ef1c067d34847e6ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 20V, Positive-QTOF	splash10-0w90-0040900000-a8583f2fc19fed114773	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 40V, Positive-QTOF	splash10-0459-0494000000-e16ae6e2b829c58ccb6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 10V, Negative-QTOF	splash10-00di-0020900000-b512a7deb96bf33b61ec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 20V, Negative-QTOF	splash10-00di-0010900000-ea73187868f67cd3d3e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indigo Carmine 40V, Negative-QTOF	splash10-001i-9310000000-99a09e8e374d610b7052	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

DB11577

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Indigo_carmine

METLIN ID

Not Available

PubChem Compound

5282430

PDB ID

Not Available

ChEBI ID

90117

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Indigo Carmine (HMDB0059912)

MOL for HMDB0059912 (Indigo Carmine)

3D MOL for HMDB0059912 (Indigo Carmine)

3D SDF for HMDB0059912 (Indigo Carmine)

3D-SDF for HMDB0059912 (Indigo Carmine)

PDB for HMDB0059912 (Indigo Carmine)

3D PDB for HMDB0059912 (Indigo Carmine)

SMILES for HMDB0059912 (Indigo Carmine)

INCHI for HMDB0059912 (Indigo Carmine)

Structure for HMDB0059912 (Indigo Carmine)

3D Structure for HMDB0059912 (Indigo Carmine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra