Np mrd loader

Showing NP-Card for (2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol (NP0328830)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-12 12:39:10 UTC
Updated at2022-09-12 12:39:10 UTC
NP-MRD IDNP0328830
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol
Description6-Deoxy-alpha-L-talopyranose, also known as 6-deoxy-a-L-tal, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. (2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol was first documented in 2017 (PMID: 28406643). Based on a literature review a small amount of articles have been published on 6-deoxy-alpha-L-talopyranose (PMID: 31735911) (PMID: 34931849).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)


  Mrv1652309122214392D          

 11 11  0  0  1  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
Download

3D MOL for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)

     RDKit          3D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.1672    0.7244   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293    0.1140    0.5517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4908    1.1014    1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    1.3952    0.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2614    2.4640    0.7702 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730    0.2220    0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4261    0.4848   -0.8568 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088   -1.0955   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1880   -1.5787   -1.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -1.1238    0.1045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2462   -1.5347   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226    0.8749   -0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7864    1.7314   -0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1707    0.1129   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589   -0.0955    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2518    1.6765   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900    3.0777    0.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0680    0.2663    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367    0.0001   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159   -1.8151    0.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119   -2.5503   -1.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270   -1.9558    0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194   -2.4963   -1.2712 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  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  6
  5 17  1  0
  6 18  1  1
  7 19  1  0
  8 20  1  1
  9 21  1  0
 10 22  1  1
 11 23  1  0
M  END
Download

3D SDF for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)


  Mrv1652309122214392D          

 11 11  0  0  1  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0328830

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5+,6+/m0/s1

> <INCHI_KEY>
SHZGCJCMOBCMKK-YDMGZANHSA-N

> <FORMULA>
C6H12O5

> <MOLECULAR_WEIGHT>
164.157

> <EXACT_MASS>
164.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.284745894646615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol

> <JCHEM_LOGP>
-1.885629251333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.724419195509512

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30218058050956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121738272477764

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
34.3797

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)

Download
PDB for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)
HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)
Download
SMILES for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)
C[C@@H]1O[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O
Download
INCHI for NP0328830 ((2r,3r,4r,5s,6s)-6-methyloxane-2,3,4,5-tetrol)
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5+,6+/m0/s1
Download
View in JSmol
Synonyms
ValueSource
(2R,3R,4R,5S,6S)-6-Methyloxane-2,3,4,5-tetrolChEBI
6-Deoxy-a-L-talChEBI
WURCS=2.0/1,1,0/[a2221m-1a_1-5]/1/ChEBI
6-Deoxy-a-L-talopyranoseGenerator
6-Deoxy-α-L-talopyranoseGenerator
Chemical FormulaC6H12O5
Average Mass164.1570 Da
Monoisotopic Mass164.06847 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
C[C@@H]1O[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5+,6+/m0/s1
InChI KeySHZGCJCMOBCMKK-YDMGZANHSA-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 hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentHexoses  
Alternative Parents
Substituents
  • Hexose monosaccharide
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Hemiacetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24740329  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12302977  
PDB IDNot Available
ChEBI ID145582  
Good Scents IDNot Available
References
General References
  1. Son S, Ko SK, Jang M, Lee JK, Kwon MC, Kang DH, Ryoo IJ, Lee JS, Hong YS, Kim BY, Jang JH, Ahn JS: Polyketides and Anthranilic Acid Possessing 6-Deoxy-alpha-l-talopyranose from a Streptomyces Species. J Nat Prod. 2017 May 26;80(5):1378-1386. doi: 10.1021/acs.jnatprod.6b01059. Epub  2017 Apr 13. [PubMed:28406643  ] 
  2. Kohda Y, Sakamoto S, Otsuka Y, Sawa R, Kubota Y, Igarashi M, Muramatsu H, Iijima M, Kawada M: A new indole glycoside from Kitasatospora sp. MG372-hF19 carrying a 6-deoxy-alpha-L-talopyranose moiety. J Antibiot (Tokyo). 2020 Mar;73(3):167-170. doi: 10.1038/s41429-019-0258-9. Epub  2019 Nov 18. [PubMed:31735911  ] 
  3. Huynh TH, Lee J, Moon DH, Nguyen TQ, Son S, Hwang S, Du YE, Cui J, Jang JH, Nam SJ, Shin J, Jang J, Lee SK, Oh KB, Oh DC: Gwanakosides A and B, 6-Deoxy-alpha-l-talopyranose-Bearing Aromatic Metabolites from a Streptomyces sp. and Coculture with Pandoraea sp. J Nat Prod. 2022 Jan 28;85(1):83-90. doi: 10.1021/acs.jnatprod.1c00703. Epub 2021  Dec 21. [PubMed:34931849  ] 
  4. LOTUS database [Link]