Np mrd loader

Record Information
Version2.0
Created at2022-09-05 01:49:38 UTC
Updated at2022-09-05 01:49:38 UTC
NP-MRD IDNP0205821
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s,5r,6r)-2,6-diamino-5,7-dihydroxyheptanoic acid
DescriptionDADH 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
Thumb
Synonyms
ValueSource
N,N'-diacetyl-1,6-diaminohexaneMeSH
Chemical FormulaC7H16N2O4
Average Mass192.2150 Da
Monoisotopic Mass192.11101 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 NumberNot 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 KeyFYKBJIJHQDFVCI-KVQBGUIXSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-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 FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-5ChemAxon
pKa (Strongest Acidic)2.3ChemAxon
pKa (Strongest Basic)9.56ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area129.8 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.13 m³·mol⁻¹ChemAxon
Polarizability19.57 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001690
Chemspider ID58825799
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound121514024
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. LOTUS database [Link]