| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2022-09-05 01:49:38 UTC |
|---|
| Updated at | 2022-09-05 01:49:38 UTC |
|---|
| NP-MRD ID | NP0205821 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (2s,5r,6r)-2,6-diamino-5,7-dihydroxyheptanoic acid |
|---|
| Description | DADH belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. (2s,5r,6r)-2,6-diamino-5,7-dihydroxyheptanoic acid was first documented in 2019 (PMID: 30898076). Based on a literature review a small amount of articles have been published on DADH (PMID: 33973612) (PMID: 32451245). |
|---|
| Structure | N[C@H](CO)[C@H](O)CC[C@H](N)C(O)=O InChI=1S/C7H16N2O4/c8-4(7(12)13)1-2-6(11)5(9)3-10/h4-6,10-11H,1-3,8-9H2,(H,12,13)/t4-,5+,6+/m0/s1 |
|---|
| Synonyms | | Value | Source |
|---|
| N,N'-diacetyl-1,6-diaminohexane | MeSH |
|
|---|
| Chemical Formula | C7H16N2O4 |
|---|
| Average Mass | 192.2150 Da |
|---|
| Monoisotopic Mass | 192.11101 Da |
|---|
| IUPAC Name | (2S,5R,6R)-2,6-diamino-5,7-dihydroxyheptanoic acid |
|---|
| Traditional Name | (2S,5R,6R)-2,6-diamino-5,7-dihydroxyheptanoic acid |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | N[C@H](CO)[C@H](O)CC[C@H](N)C(O)=O |
|---|
| InChI Identifier | InChI=1S/C7H16N2O4/c8-4(7(12)13)1-2-6(11)5(9)3-10/h4-6,10-11H,1-3,8-9H2,(H,12,13)/t4-,5+,6+/m0/s1 |
|---|
| InChI Key | FYKBJIJHQDFVCI-KVQBGUIXSA-N |
|---|
| Experimental Spectra |
|---|
|
| Not Available | | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | Not Available |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic acids and derivatives |
|---|
| Class | Carboxylic acids and derivatives |
|---|
| Sub Class | Amino acids, peptides, and analogues |
|---|
| Direct Parent | L-alpha-amino acids |
|---|
| Alternative Parents | |
|---|
| Substituents | - L-alpha-amino acid
- Medium-chain hydroxy acid
- Medium-chain fatty acid
- Hydroxy fatty acid
- Amino fatty acid
- Fatty acyl
- Fatty acid
- Amino acid
- Secondary alcohol
- 1,2-aminoalcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Primary amine
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Amine
- Alcohol
- Aliphatic acyclic compound
|
|---|
| Molecular Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental 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 |
|
|---|
| Predicted Properties | |
|---|
| General References | - Zeng L, Sirbu D, Tkachenko NV, Benniston AC: Autocatalytic photodegradation of [Ru(II)(2,2'-bipyridine)(2)DAD](+) (DADH = 1,2-dihydroxyanthracene-9,10-dione) by hydrogen peroxide under acidic aqueous conditions. Dalton Trans. 2021 Jun 8;50(22):7640-7646. doi: 10.1039/d1dt00952d. [PubMed:33973612 ]
- Satomura T, Emoto S, Kurosawa N, Ohshima T, Sakuraba H, Suye SI: Characterization of dye-linked d-amino acid dehydrogenase from Sulfurisphaera tokodaii expressed using an archaeal recombinant protein expression system. J Biosci Bioeng. 2020 Sep;130(3):247-252. doi: 10.1016/j.jbiosc.2020.04.008. Epub 2020 May 23. [PubMed:32451245 ]
- Yashiro T, Sakata F, Sekimoto T, Shirai T, Hasebe F, Matsuda K, Kurosawa S, Suzuki S, Nagata K, Kasakura K, Nishiyama M, Nishiyama C: Immunosuppressive effect of a non-proteinogenic amino acid from Streptomyces through inhibiting allogeneic T cell proliferation. Biosci Biotechnol Biochem. 2019 Jun;83(6):1111-1116. doi: 10.1080/09168451.2019.1591262. Epub 2019 Mar 22. [PubMed:30898076 ]
- LOTUS database [Link]
|
|---|