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Showing NP-Card for aminodhs (NP0249320)

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Record Information
Version2.0
Created at2022-09-07 11:50:56 UTC
Updated at2022-09-07 11:50:56 UTC
NP-MRD IDNP0249320
Secondary Accession NumbersNone
Natural Product Identification
Common Nameaminodhs
Description aminodhs is found in Apis cerana. aminodhs was first documented in 1998 (PMID: 9497318).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0249320 (aminodhs)

 
  Mrv1533006051515532D          
 
 12 12  0  0  1  0            999 V2000
   14.1861  -11.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9017  -11.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4744  -11.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824  -10.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9017  -12.2644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4744  -12.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8903   -9.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4706   -9.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1861  -12.6825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6134  -12.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625  -12.6711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824  -13.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  2  0  0  0  0
  9 12  1  6  0  0  0
  6  9  1  0  0  0  0
M  END
Download

3D MOL for NP0249320 (aminodhs)

     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.3895    0.9673   -1.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1545    0.3848    0.1014 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2214    0.7526    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -0.0467   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    0.5726   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -0.1259   -1.0963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442    1.9109   -0.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0318   -1.3301   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2282   -1.9304    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -3.1410    0.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4388   -1.0749    0.0272 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2824   -1.4765    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499    1.8895   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4183    0.9915   -1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697    0.9034    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837    1.8309    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414    0.6286    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313    2.3046    0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -1.9840   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194   -1.3239   -0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792   -0.7032    1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
 11  2  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  3 16  1  0
  3 17  1  0
  8 19  1  0
 11 20  1  6
 12 21  1  0
  7 18  1  0
M  END
Download

3D SDF for NP0249320 (aminodhs)

 
  Mrv1533006051515532D          
 
 12 12  0  0  1  0            999 V2000
   14.1861  -11.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9017  -11.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4744  -11.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824  -10.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9017  -12.2644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4744  -12.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8903   -9.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4706   -9.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1861  -12.6825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6134  -12.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7625  -12.6711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824  -13.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  2  0  0  0  0
  9 12  1  6  0  0  0
  6  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249320

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H9NO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h2,4,6,10H,1,8H2,(H,11,12)/t4-,6+/m1/s1

> <INCHI_KEY>
NTKDYXWKDJOXSZ-XINAWCOVSA-N

> <FORMULA>
C7H9NO4

> <MOLECULAR_WEIGHT>
171.152

> <EXACT_MASS>
171.053157774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.42834339869535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R)-5-amino-4-hydroxy-3-oxocyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
-2.62

> <JCHEM_LOGP>
-3.3949887087309927

> <ALOGPS_LOGS>
-0.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.822750265085517

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1062522253119877

> <JCHEM_PKA_STRONGEST_BASIC>
9.26736419776113

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
39.8511

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
AminoDHS

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0249320 (aminodhs)

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PDB for NP0249320 (aminodhs)
HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      26.481 -20.581   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.817 -21.347   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.152 -21.347   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.474 -19.055   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.817 -22.894   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.152 -22.894   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      27.795 -18.289   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.145 -18.296   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      26.481 -23.674   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      29.145 -23.653   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      23.823 -23.653   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      26.474 -25.206   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3   11    9                                                  
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   12    6                                                  
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0249320 (aminodhs)
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SMILES for NP0249320 (aminodhs)
N[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
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INCHI for NP0249320 (aminodhs)
InChI=1S/C7H9NO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h2,4,6,10H,1,8H2,(H,11,12)/t4-,6+/m1/s1
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View in JSmol
Synonyms
ValueSource
5-Deoxy-5-amino-3-dehydroshikimic acidChEBI
AminoDHSChEBI
5-Deoxy-5-amino-3-dehydroshikimateGenerator
5-Amino-5-deoxy-3-dehydroshikimateGenerator
5-amino-5-Deoxy-3-dehydroshikimic acidGenerator, MeSH
Chemical FormulaC7H9NO4
Average Mass171.1520 Da
Monoisotopic Mass171.05316 Da
IUPAC Name(4S,5R)-5-amino-4-hydroxy-3-oxocyclohex-1-ene-1-carboxylic acid
Traditional NameAminoDHS
CAS Registry NumberNot Available
SMILES
N[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
InChI Identifier
InChI=1S/C7H9NO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h2,4,6,10H,1,8H2,(H,11,12)/t4-,6+/m1/s1
InChI KeyNTKDYXWKDJOXSZ-XINAWCOVSA-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 Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentGamma amino acids and derivatives  
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
    • 

  • Cyclohexenone
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Cyclic ketone
    • 

  • Amino acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Hydrocarbon derivative
    • 

  • Amine
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Alcohol
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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-2.6ALOGPS
logP-3.4ChemAxon
logS-0.59ALOGPS
pKa (Strongest Acidic)3.11ChemAxon
pKa (Strongest Basic)9.27ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.85 m³·mol⁻¹ChemAxon
Polarizability15.43 ųChemAxon
Number of Rings1ChemAxon
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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDC12108  
BioCyc IDCPD-10230  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound443627  
PDB IDNot Available
ChEBI ID29514  
Good Scents IDNot Available
References
General References
  1. Kim CG, Yu TW, Fryhle CB, Handa S, Floss HG: 3-Amino-5-hydroxybenzoic acid synthase, the terminal enzyme in the formation of the precursor of mC7N units in rifamycin and related antibiotics. J Biol Chem. 1998 Mar 13;273(11):6030-40. doi: 10.1074/jbc.273.11.6030. [PubMed:9497318  ] 
  2. LOTUS database [Link]