Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:11:54 UTC |
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Update date | 2015-10-09 22:32:35 UTC |
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Primary ID | FDB022309 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | NAD |
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Description | NAD (or Nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be converted to ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it by cellular respiration. (wikipedia). Nicotinamide adenine dinucleotide is a A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (Dorland, 27th ed) [HMDB] |
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CAS Number | 53-84-9 |
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Structure | |
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Synonyms | Synonym | Source |
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beta-NAD | ChEBI | Diphosphopyridine nucleotide | ChEBI | DPN | ChEBI | NAD+ | ChEBI | Nadide | ChEBI | Nicotinamide adenine dinucleotide | ChEBI | beta-NAD+ | Kegg | b-NAD | Generator | Β-nad | Generator | b-NAD+ | Generator | Β-nad+ | Generator | 3-Carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt | HMDB | 3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate inner salt | HMDB | 3-Carbamoyl-1-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate | HMDB | 3-Carbamoyl-1-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyrophosphate | HMDB | Adenine-nicotinamide dinucleotide | HMDB | beta-Diphosphopyridine nucleotide | HMDB | beta-Nicotinamide adenine dinucleotide | HMDB | beta-Nicotinamide adenine dinucleotide trihydrate | HMDB | CO-I | HMDB | Codehydrase I | HMDB | Codehydrogenase I | HMDB | Coenzyme I | HMDB | Cozymase | HMDB | Cozymase I | HMDB | Diphosphopyridine nucleotide oxidized | HMDB | Endopride | HMDB | NAD trihydrate | HMDB | NAD-oxidized | HMDB | Nicotinamide adenine dinucleotide oxidized | HMDB | Nicotinamide dinucleotide | HMDB | Nicotineamide adenine dinucleotide | HMDB | Oxidized diphosphopyridine nucleotide | HMDB | Pyridine nucleotide diphosphate | HMDB | [(3S,2R,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3S,2R,4R,5R)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl) hydrogen phosphate | HMDB | [Adenylate-32-p]-NAD | HMDB | Dihydronicotinamide adenine dinucleotide | HMDB | NADH | HMDB | Nucleotide, diphosphopyridine | HMDB | Adenine dinucleotide, dihydronicotinamide | HMDB | Dinucleotide, dihydronicotinamide adenine | HMDB | Dinucleotide, nicotinamide-adenine | HMDB | Nicotinamide-adenine dinucleotide | HMDB | [(3S,2R,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3S,2R,4R,5R)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyoryl) hydrogen ate | HMDB | [adenylate-32-P]-NAD | hmdb | 3-Carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyroate inner salt | HMDB | 3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyroate inner salt | HMDB | 3-Carbamoyl-1-D-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyroate | HMDB | 3-Carbamoyl-1-delta-ribofuranosylpyridinium hydroxide 5'-ester with adenosine 5'-pyroate | HMDB | beta-Diopyridine nucleotide | HMDB | Diopyridine nucleotide | ChEBI | Diopyridine nucleotide oxidized | HMDB | diphosphopyridine nucleotide oxidized | hmdb | nicotinamide adenine dinucleotide oxidized | hmdb | Oxidized diopyridine nucleotide | HMDB | Pyridine nucleotide diate | HMDB |
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Predicted Properties | |
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Chemical Formula | C21H28N7O14P2 |
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IUPAC name | 1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium |
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InChI Identifier | InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 |
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InChI Key | BAWFJGJZGIEFAR-NNYOXOHSSA-O |
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Isomeric SMILES | NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O |
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Average Molecular Weight | 664.433 |
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Monoisotopic Molecular Weight | 664.116946663 |
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Classification |
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Description | Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | (5'->5')-dinucleotides |
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Sub Class | Not Available |
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Direct Parent | (5'->5')-dinucleotides |
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Alternative Parents | |
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Substituents | - (5'->5')-dinucleotide
- Purine nucleotide sugar
- Purine ribonucleoside diphosphate
- Purine ribonucleoside monophosphate
- Nicotinamide-nucleotide
- Pyridine nucleotide
- Pentose-5-phosphate
- Pentose phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Organic pyrophosphate
- Purine
- Imidazopyrimidine
- Nicotinamide
- Monoalkyl phosphate
- Aminopyrimidine
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Imidolactam
- Phosphoric acid ester
- Alkyl phosphate
- Pyrimidine
- Pyridinium
- Pyridine
- Tetrahydrofuran
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- Carboximidic acid derivative
- Carboximidic acid
- Organoheterocyclic compound
- Oxacycle
- Azacycle
- Hydrocarbon derivative
- Organopnictogen compound
- Organic oxide
- Primary amine
- Organonitrogen compound
- Amine
- Organic nitrogen compound
- Alcohol
- Organic oxygen compound
- Organooxygen compound
- Organic cation
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Source: Biological location: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | NAD, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-002b-4213904000-b8a6dbd0370f9d5a56be | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-006x-0011297400-efee4fe3a4cf024c960a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-004i-0028900000-8ec9bcaf25513495b979 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0a4i-0011953000-577487fb6aff29c77330 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-00di-0000009000-e1d0afb4e7926a0f845e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-0001092010-1dcbca7a5ffe61f23e50 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-004i-0028900000-764e3ecea72fe178a87e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-004i-0018900000-3b774fba9b96129baa6c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-0000090000-d4236efb9eec36017416 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-03di-0000029000-870aa620464a4fedbe8d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-002r-0930610000-ccd233f26036136ba3e8 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-000i-0900000000-ec77ba41ae7dbcfd08a2 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0219003700-2f52e3c5db41066a112c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0uk9-0301009000-a3d0c464e56f6e320c80 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0000090000-c18a7719161c63a71938 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0udi-0000009000-1dde5b221786fe375304 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0002-0911001000-bd16ca8021ab63e9e290 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-001i-0900000000-662adda5a00fce5c5017 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-03di-0900000000-a2724dbab2ca6eb7e8da | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00dl-0400090000-19bb49ef6fe960f224d2 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0000009000-0b37b39334338eb59ba4 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-1100109000-7b9f7c9d8d96bfbfe848 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-01rt-9300000000-34fd3df485912f4e75a4 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0000009000-b658a57d72fd6ec693f9 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014j-0000009000-841f81c695ad2c0ec387 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0007-7920202000-c7820b4eaef53b5cdf66 | 2016-09-12 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 5682 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C00003 |
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Pubchem Compound ID | 5893 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 15846 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00902 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 33480 |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | NAD |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Aminoadipate-semialdehyde synthase | AASS | A4D0W4 | Aminomethyltransferase, mitochondrial | AMT | P48728 | Glycine cleavage system H protein, mitochondrial | GCSH | P23434 | Alcohol dehydrogenase [NADP(+)] | AKR1A1 | P14550 | 7-dehydrocholesterol reductase | DHCR7 | Q9UBM7 | Pyruvate dehydrogenase E1 component subunit beta, mitochondrial | PDHB | P11177 | Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial | PDHA1 | P08559 | Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial | PDHA2 | P29803 | 2-oxoglutarate dehydrogenase, mitochondrial | OGDH | Q02218 | 2-oxoglutarate dehydrogenase-like, mitochondrial | OGDHL | Q9ULD0 | Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial | DLAT | P10515 | 14 kDa phosphohistidine phosphatase | PHPT1 | Q9NRX4 | GDP-mannose 4,6 dehydratase | GMDS | O60547 | C-1-tetrahydrofolate synthase, cytoplasmic | MTHFD1 | P11586 | Methylenetetrahydrofolate dehydrogenase (NADP+ dependent) 2, methenyltetrahydrofolate cyclohydrolase | MTHFD2 | Q7Z650 | Acyl-CoA synthetase family member 4 | AASDH | Q4L235 | L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase | AASDHPPT | Q9NRN7 | Inosine-5'-monophosphate dehydrogenase | IMPDH1 | A4D0Z6 | Dihydrofolate reductase | DHFR | P00374 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1 | NDUFB1 | O75438 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 12 | NDUFA12 | Q9UI09 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 1 | NDUFA1 | O15239 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4-like 2 | NDUFA4L2 | Q9NRX3 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 3 | NDUFA3 | O95167 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 8 | NDUFA8 | P51970 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4 | NDUFA4 | O00483 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11 | NDUFA11 | Q86Y39 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 6 | NDUFA6 | P56556 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 4 | NDUFB4 | O95168 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 7 | NDUFA7 | O95182 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 2 | NDUFA2 | O43678 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 5, mitochondrial | NDUFB5 | O43674 | NADH dehydrogenase [ubiquinone] 1 subunit C2 | NDUFC2 | O95298 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 3 | NDUFB3 | O43676 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 7 | NDUFB7 | P17568 | Acyl carrier protein, mitochondrial | NDUFAB1 | O14561 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 5 | NDUFA5 | Q16718 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 9 | NDUFB9 | Q9Y6M9 | NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 13 | NDUFA13 | Q9P0J0 | NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 11, mitochondrial | NDUFB11 | Q9NX14 | NADH dehydrogenase (Ubiquinone) 1 beta subcomplex, 2, 8kDa | NDUFB2 | A4D1T5 | Corticosteroid 11-beta-dehydrogenase isozyme 1 | HSD11B1 | P28845 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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