Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 21:58:19 UTC |
---|
Update Date | 2022-03-07 02:55:04 UTC |
---|
HMDB ID | HMDB0036795 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Azorubine |
---|
Description | Azorubine is a food dye Azorubine is commonly used in the UK and in several other countries in a popular soda brand, but it is a prohibited food additive in Canada, Japan, Norway, Sweden and the United States. Azorubine, carmoisine, food Red 3, Azorubin S, Brillantcarmoisin O, Acid Red 14, or C.I. 14720 is a synthetic red food dye from the azo dye group. It usually comes as a disodium salt. It is a red to maroon powder. It is used for the purposes where the food is heat-treated after fermentation. It has E number E122. Some of the foods it can be present in are blancmange, marzipan, Swiss roll, jams, preserves, yoghurts, jellies, breadcrumbs, and cheesecake mixes. It is also present in Oraldene Mouthwash. It is one of the colourants that the Hyperactive Children's Support Group recommends be eliminated from the diet of children. |
---|
Structure | OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O InChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21- |
---|
Synonyms | Value | Source |
---|
4-Hydroxy-3-[(4-sulfO-1-naphthalenyl)azo]-1-naphthalenesulfonic acid, 9ci | HMDB | Acetacid red b | HMDB | Acid brilliant rubine 2g | HMDB | Acid brilliant rubine 2GT | HMDB | Acid brilliant rubine a2g CONC. | HMDB | Acid chrome blue 2R | HMDB | Acid chrome blue ba | HMDB | Acid chrome blue ba-CF | HMDB | Acid chrome blue FBS | HMDB | Acid fast red FB | HMDB | Acid red 14 | HMDB | Acid red 26 | HMDB | Acid red 2C | HMDB | Acid red 2S | HMDB | Acid rubine | HMDB | Acid rubine extra | HMDB | Airedale carmoisine | HMDB | Amacid carmoisine b | HMDB | Amacid chrome blue R | HMDB | Atul acid crystal red | HMDB | Atul crystal red F | HMDB | azo Rubin extra | HMDB | azo Rubin S | HMDB | azo Rubin XX | HMDB | azo Rubine | HMDB | azo Rubine (biological stain) | HMDB | azo Rubine af | HMDB | azo Rubine extra LC | HMDB | azo Rubine for FOOD | HMDB | azo Rubine LZ | HMDB | azo Rubine S specially pure | HMDB | azo Rubine XX | HMDB | Azorubin | HMDB | Brasilan azo rubine 2NS | HMDB | Brilliant acid rubine m | HMDB | Brilliant carmoisine | HMDB | Brilliant crimson 2R.fq | HMDB | Brilliant crimson red | HMDB | Bucacid azo rubine | HMDB | C.I. acid red 14 | HMDB | C.I. acid red 14, disodium salt | HMDB | C.I. acid red no. 14 | HMDB | C.I. chromotrope FB | HMDB | C.I. FOOD red 3 | HMDB | C.I. mordant blue 79 | HMDB | Calcocid rubine XX | HMDB | Carmoisine | HMDB | Carmoisine aluminium lake | HMDB | Carmoisine aluminum lake | HMDB | Carmoisine ba | HMDB | Carmoisine ba-CF | HMDB | Carmoisine BSS | HMDB | Carmoisine fu | HMDB | Carmoisine GRN | HMDB | Carmoisine las | HMDB | Carmoisine S | HMDB | Carmoisine supra | HMDB | Carmoisine W | HMDB | Carmoisine WS | HMDB | Certicol carmoisine S | HMDB | Chrome fast blue 2R | HMDB | Chromotrop FB | HMDB | Chromotrope FB | HMDB | Cilefa rubine R | HMDB | Crimson 2EMBL | HMDB | Crimson embl | HMDB | Diadem chrome blue g | HMDB | Diadem chrome blue R | HMDB | Disodium 2-(4-sulfO-1-naphthylazo)-1-naphthol-4-sulfonate | HMDB | e122 | HMDB | Edicol supra carmoisine W | HMDB | Edicol supra carmoisine WS | HMDB | Eniacid brilliant rubine 3b | HMDB | erio Rubine b | HMDB | Eurocert azorubine | HMDB | Ext D and C red no. 10 | HMDB | Ext. D & C red no. 10 | HMDB | Extract D and C red no. 10 | HMDB | fenazo Red c | HMDB | FOOD Red 5 | HMDB | Fruit red a extra yellowish geigy | HMDB | HD Carmoisine | HMDB | HD Carmoisine supra | HMDB | Hexacol carmoisine | HMDB | Hexacol carmoisine CONC. | HMDB | Hidacid azo rubine | HMDB | Hispacid rubine F | HMDB | Java rubine N | HMDB | Karmesin | HMDB | Kenachrome blue 2R | HMDB | Kiton crimson 2R | HMDB | Kiton rubine R | HMDB | Lighthouse chrome blue 2R | HMDB | Lissamine red W | HMDB | Nacarat | HMDB | Nacarat a export | HMDB | Nacarat extra pure a | HMDB | Neklacid azorubine W | HMDB | Neklacid rubine W | HMDB | Nylomine acid red P4b | HMDB | Pontacyl rubine R | HMDB | Solar rubine | HMDB | Solochrome blue FB | HMDB | Solochrome brilliant blue | HMDB | Standacol carmoisine | HMDB | Tertracid red ca | HMDB | Tertrochrome blue FB | HMDB | 4-Hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonate | Generator | 4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonate | Generator | 4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonic acid | Generator |
|
---|
Chemical Formula | C20H14N2O7S2 |
---|
Average Molecular Weight | 458.464 |
---|
Monoisotopic Molecular Weight | 458.024242192 |
---|
IUPAC Name | 4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid |
---|
Traditional Name | 4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid |
---|
CAS Registry Number | 3567-69-9 |
---|
SMILES | OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O |
---|
InChI Identifier | InChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21- |
---|
InChI Key | TVWOWDDBXAFQDG-DQRAZIAOSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Naphthalenes |
---|
Sub Class | Naphthalene sulfonic acids and derivatives |
---|
Direct Parent | 1-naphthalene sulfonates |
---|
Alternative Parents | |
---|
Substituents | - 1-naphthalene sulfonate
- 1-naphthalene sulfonic acid or derivatives
- 1-naphthol
- Arylsulfonic acid or derivatives
- 1-sulfo,2-unsubstituted aromatic compound
- Organic sulfonic acid or derivatives
- Organosulfonic acid or derivatives
- Organosulfonic acid
- Sulfonyl
- Azo compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Hydrocarbon derivative
- Organic oxide
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic homopolycyclic compound
|
---|
Molecular Framework | Aromatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | |
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Azorubine,1TMS,isomer #1 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 4415.0 | Semi standard non polar | 33892256 | Azorubine,1TMS,isomer #2 | C[Si](C)(C)OS(=O)(=O)C1=CC(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C(O)C2=CC=CC=C12 | 4264.7 | Semi standard non polar | 33892256 | Azorubine,1TMS,isomer #3 | C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 4231.2 | Semi standard non polar | 33892256 | Azorubine,2TMS,isomer #1 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 4234.0 | Semi standard non polar | 33892256 | Azorubine,2TMS,isomer #1 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 3908.2 | Standard non polar | 33892256 | Azorubine,2TMS,isomer #2 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12 | 4263.8 | Semi standard non polar | 33892256 | Azorubine,2TMS,isomer #2 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12 | 3903.1 | Standard non polar | 33892256 | Azorubine,2TMS,isomer #3 | C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 4108.4 | Semi standard non polar | 33892256 | Azorubine,2TMS,isomer #3 | C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 3932.4 | Standard non polar | 33892256 | Azorubine,3TMS,isomer #1 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12 | 4135.4 | Semi standard non polar | 33892256 | Azorubine,3TMS,isomer #1 | C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12 | 4033.6 | Standard non polar | 33892256 | Azorubine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 4651.6 | Semi standard non polar | 33892256 | Azorubine,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C(O)C2=CC=CC=C12 | 4521.0 | Semi standard non polar | 33892256 | Azorubine,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 4505.3 | Semi standard non polar | 33892256 | Azorubine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 4713.1 | Semi standard non polar | 33892256 | Azorubine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12 | 4370.4 | Standard non polar | 33892256 | Azorubine,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12 | 4724.5 | Semi standard non polar | 33892256 | Azorubine,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12 | 4381.9 | Standard non polar | 33892256 | Azorubine,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 4601.3 | Semi standard non polar | 33892256 | Azorubine,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12 | 4447.1 | Standard non polar | 33892256 | Azorubine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12 | 4809.0 | Semi standard non polar | 33892256 | Azorubine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12 | 4764.0 | Standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Azorubine GC-MS (Non-derivatized) - 70eV, Positive | splash10-00fr-0193300000-e70ea6560beecd501ec8 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Azorubine GC-MS (1 TMS) - 70eV, Positive | splash10-00di-3092410000-78801168d8e43a586b06 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Azorubine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 10V, Positive-QTOF | splash10-0a4i-0042900000-1ca6efe37beefa4ac9a5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 20V, Positive-QTOF | splash10-056r-0397300000-2be370a6ebe3f9576cc3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 40V, Positive-QTOF | splash10-0aba-0691000000-767d8a2cac2ccd089219 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 10V, Negative-QTOF | splash10-0ab9-1091700000-d59ac9f6004d97f50e4c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 20V, Negative-QTOF | splash10-057s-5397500000-6b01550285f08626f009 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 40V, Negative-QTOF | splash10-001i-9170000000-63a0e6db01fb16d89f9a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 10V, Positive-QTOF | splash10-0a4i-0000900000-4d7de59dd5ee1e61fdc3 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 20V, Positive-QTOF | splash10-0c29-0069700000-c0f37d56de9fc7e504df | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 40V, Positive-QTOF | splash10-052b-1693000000-b16966de4ac567a195da | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 10V, Negative-QTOF | splash10-0a4i-0000900000-6766223d427c9ccfa9f1 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 20V, Negative-QTOF | splash10-001i-9000000000-a6fb8cd4d3dc149be309 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Azorubine 40V, Negative-QTOF | splash10-001i-9440000000-7cd93a7e851c505cfff8 | 2021-09-25 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|