Np mrd loader

Showing NP-Card for L-Ascorbate (NP0002645)

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Record Information
Version2.0
Created at2020-11-23 18:25:58 UTC
Updated at2021-08-12 19:51:44 UTC
NP-MRD IDNP0002645
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Ascorbate
Provided ByBMRBBMRB logo
Description L-Ascorbate is found in Arabidopsis thaliana, Carica papaya , Citrus spp., Colocasia escultenta, Daucus carota , Glycine max , Hippophae rhamnoides , Mangifera indica , Medicago sativa , Peperomia sui, Rubus idaeus L. and Zingiber officinale . Based on a literature review very few articles have been published on (2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxy-2,3-dihydrofuran-3-one.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002645 (L-Ascorbate)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    0.7341   -2.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317   -1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -0.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -1.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    0.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    1.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    1.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -0.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2049    0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269    1.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747   -0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9445   -1.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169   -2.8757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0034    3.3304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -0.8874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3351    1.9349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847    3.0759    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -1.1070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2968    0.3606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4378   -1.5890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
  8  2  1  0
  4 13  1  0
  6 14  1  0
  8 15  1  6
  9 16  1  1
 10 17  1  0
 11 18  1  1
 11 19  1  0
 12 20  1  0
M  END
Download

3D MOL for NP0002645 (L-Ascorbate)

NP0002645
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
    0.6303   -2.0069   -1.0119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768   -0.8179   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.3281    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734   -1.0360    0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.9904    0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.8576    1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    1.4040   -0.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.3179   -1.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4908    0.1939   -0.6586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0800   -0.8711   -1.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    0.0325    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.1470    1.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4147   -1.6286    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637    2.7498    0.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226    0.4797   -2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0049    1.1385   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9452   -0.5865   -1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -0.0466    1.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.9285    1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6120   -1.6241    1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
  8  2  1  0
  4 13  1  0
  6 14  1  0
  8 15  1  6
  9 16  1  6
 10 17  1  0
 11 18  1  0
 11 19  1  0
 12 20  1  0
M  END
Download

3D SDF for NP0002645 (L-Ascorbate)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    0.7341   -2.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317   -1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -0.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -1.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    0.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    1.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    1.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -0.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2049    0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269    1.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747   -0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9445   -1.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169   -2.8757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0034    3.3304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -0.8874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3351    1.9349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847    3.0759    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -1.1070    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2968    0.3606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4378   -1.5890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
  8  2  1  0
  4 13  1  0
  6 14  1  0
  8 15  1  6
  9 16  1  1
 10 17  1  0
 11 18  1  1
 11 19  1  0
 12 20  1  0
M  END
> <DATABASE_ID>
NP0002645

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](O)(CO)[C@@]1([H])OC(O)=C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10-11H,1H2/t2-,5+/m0/s1

> <INCHI_KEY>
TYQCGQRIZGCHNB-JLAZNSOCSA-N

> <FORMULA>
C6H8O6

> <MOLECULAR_WEIGHT>
176.1241

> <EXACT_MASS>
176.032087988

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
14.879813978845124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxy-2,3-dihydrofuran-3-one

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-1.2627400239999997

> <ALOGPS_LOGS>
0.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.066048731027895

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.717643537972783

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9807450107393816

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
46.2583

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ascorbate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002645 (L-Ascorbate)

NP0002645
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
    0.6303   -2.0069   -1.0119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768   -0.8179   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.3281    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734   -1.0360    0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.9904    0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606    1.8576    1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    1.4040   -0.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.3179   -1.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4908    0.1939   -0.6586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0800   -0.8711   -1.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    0.0325    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.1470    1.2585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4147   -1.6286    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637    2.7498    0.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226    0.4797   -2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0049    1.1385   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9452   -0.5865   -1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540   -0.0466    1.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    0.9285    1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6120   -1.6241    1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
  8  2  1  0
  4 13  1  0
  6 14  1  0
  8 15  1  6
  9 16  1  6
 10 17  1  0
 11 18  1  0
 11 19  1  0
 12 20  1  0
M  END
Download

PDB for NP0002645 (L-Ascorbate)

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1    5    8   13                                             
CONECT    3    4    5    9                                                  
CONECT    4    3    6   10                                                  
CONECT    5    2    3   12   14                                             
CONECT    6    4   11   12                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    6                                                            
CONECT   12    5    6                                                       
CONECT   13    2                                                            
CONECT   14    5                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for NP0002645 (L-Ascorbate)

COMPND    NP0002645
HETATM    1  O1  UNL     1       0.630  -2.007  -1.012  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.777  -0.818  -0.665  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.833  -0.328   0.204  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.873  -1.036   0.816  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.670   0.990   0.357  1.00  0.00           C  
HETATM    6  O3  UNL     1       2.461   1.858   1.112  1.00  0.00           O  
HETATM    7  O4  UNL     1       0.557   1.404  -0.367  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.053   0.318  -1.042  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.491   0.194  -0.659  1.00  0.00           C  
HETATM   10  O5  UNL     1      -2.080  -0.871  -1.323  1.00  0.00           O  
HETATM   11  C6  UNL     1      -1.673   0.033   0.840  1.00  0.00           C  
HETATM   12  O6  UNL     1      -1.081  -1.147   1.259  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.415  -1.629   0.168  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.764   2.750   0.690  1.00  0.00           H  
HETATM   15  H3  UNL     1       0.023   0.480  -2.120  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.005   1.139  -0.940  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.945  -0.587  -1.717  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.754  -0.047   1.076  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.307   0.928   1.380  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.612  -1.624   1.942  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    8
CONECT    3    4    5    5
CONECT    4   13
CONECT    5    6    7
CONECT    6   14
CONECT    7    8
CONECT    8    9   15
CONECT    9   10   11   16
CONECT   10   17
CONECT   11   12   18   19
CONECT   12   20
END
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SMILES for NP0002645 (L-Ascorbate)

[H][C@](O)(CO)[C@@]1([H])OC(O)=C(O)C1=O
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INCHI for NP0002645 (L-Ascorbate)

InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10-11H,1H2/t2-,5+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H8O6
Average Mass176.1241 Da
Monoisotopic Mass176.03209 Da
IUPAC Name(2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxy-2,3-dihydrofuran-3-one
Traditional Nameascorbate
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)[C@@]1([H])OC(O)=C(O)C1=O
InChI Identifier
InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10-11H,1H2/t2-,5+/m0/s1
InChI KeyTYQCGQRIZGCHNB-JLAZNSOCSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaPlant
Carica papaya L.Plant
Citrus spp.Plant
Colocasia escultentaPlant
Daucus carotaPlant
Glycine maxPlant
Hippophae rhamnoidesPlant
Mangifera indicaPlant
Medicago sativaPlant
Peperomia suiPlant
Rubus idaeusPlant
Zingiber officinalePlant
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as furanones. These are compounds containing a furan ring bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentFuranones
Alternative Parents
Substituents
  • 3-furanone
  • Vinylogous acid
  • Vinylogous ester
  • 1,2-diol
  • Ketone
  • Secondary alcohol
  • Cyclic ketone
  • Oxacycle
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP-1.9ALOGPS
logP-1.3ChemAxon
logS0.16ALOGPS
pKa (Strongest Acidic)0.72ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.26 m³·mol⁻¹ChemAxon
Polarizability14.88 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 ID5581
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References