NP-MRD: Showing NP-Card for (2S)-cyclo-Dopa 5-O-glucoside (NP0083988)

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Record Information

Version

2.0

Created at

2022-04-29 04:51:46 UTC

Updated at

2022-04-29 04:51:47 UTC

NP-MRD ID

NP0083988

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S)-cyclo-Dopa 5-O-glucoside

Description

(2S)-cyclo-Dopa 5-O-glucoside is found in Beta vulgaris and Spinacia oleracea . (2S)-cyclo-Dopa 5-O-glucoside was first documented in 2001 (PMID: 11421447).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533007131514152D          

 31 33  0  0  1  0            999 V2000
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.4330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  7 14  1  6  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  4  1  0  0  0  0
 18  8  1  0  0  0  0
 11 19  1  6  0  0  0
 12 20  1  6  0  0  0
 13 21  1  6  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24  9  1  0  0  0  0
 15 24  1  1  0  0  0
 25 10  1  0  0  0  0
 25 15  1  0  0  0  0
  7 26  1  1  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 15 31  1  6  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    7.3218   -1.0399    0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7329    0.0574    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3143    0.9281    1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4369    0.4160   -0.0136 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4021    0.4238    1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662    0.0170    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8246    0.1322    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -0.3298   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.1433    0.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -0.2260    0.0663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2609    1.1041    0.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.0963   -0.3330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0144    2.5203   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049    3.2929    0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4846    0.3356    0.5780 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7437    0.2753   -0.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -1.0386    0.7830 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6381   -1.8229    1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4669   -0.8688    1.2437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8803   -2.0593    1.6253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.9305   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2930   -1.4205   -2.3390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374   -1.0410   -1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255   -0.5791   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511   -0.6042   -0.9176 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2570    1.2409    1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836    1.3841   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    1.4535    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6457   -0.2634    1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    0.6141    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572   -0.7011   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6453    0.5985   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950    2.9855   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0738    2.5302   -0.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5260    2.9420    1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6130    0.7934    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1270   -0.6075    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8403   -1.5032   -0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5104   -2.7795    1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -0.1981    2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -2.7876    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706   -1.4612   -2.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450   -1.5122   -2.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.2232   -1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 25  4  1  0
 24  6  1  0
 19 10  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  6
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  1
 16 37  1  0
 17 38  1  6
 18 39  1  0
 19 40  1  1
 20 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
  3 26  1  0
M  END


  Mrv1533007131514152D          

 31 33  0  0  1  0            999 V2000
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.4330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  7 14  1  6  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  4  1  0  0  0  0
 18  8  1  0  0  0  0
 11 19  1  6  0  0  0
 12 20  1  6  0  0  0
 13 21  1  6  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24  9  1  0  0  0  0
 15 24  1  1  0  0  0
 25 10  1  0  0  0  0
 25 15  1  0  0  0  0
  7 26  1  1  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 15 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0083988

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CC2=CC(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=C(O)C=C2N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO9/c17-4-10-11(19)12(20)13(21)15(25-10)24-9-2-5-1-7(14(22)23)16-6(5)3-8(9)18/h2-3,7,10-13,15-21H,1,4H2,(H,22,23)/t7-,10+,11+,12-,13+,15+/m0/s1

> <INCHI_KEY>
PXMFPPFHRQZIHO-OLCQZNMOSA-N

> <FORMULA>
C15H19NO9

> <MOLECULAR_WEIGHT>
357.315

> <EXACT_MASS>
357.105981196

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.84911893805842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-2.9178504146240853

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.98876530697803

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.004592006004493

> <JCHEM_PKA_STRONGEST_BASIC>
4.545784210564996

> <JCHEM_POLAR_SURFACE_AREA>
168.93999999999997

> <JCHEM_REFRACTIVITY>
81.4975

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.592  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.259   0.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.926  -2.843   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.926   0.237   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.259   1.777   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.090  -2.637   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.090   0.031   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.925  -2.073   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       0.521  -2.675   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      11.592  -3.613   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      12.926  -1.303   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      10.259  -1.303   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      11.592   1.007   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       8.925   1.007   0.000  0.00  0.00           H+0
CONECT    1    5    7                                                       
CONECT    2    5    9                                                       
CONECT    3    6    8                                                       
CONECT    4   10   17                                                       
CONECT    5    1    2    6                                                  
CONECT    6    3    5   16                                                  
CONECT    7    1   14   16   26                                             
CONECT    8    3    9   18                                                  
CONECT    9    2    8   24                                                  
CONECT   10    4   11   25   27                                             
CONECT   11   10   12   19   28                                             
CONECT   12   11   13   20   29                                             
CONECT   13   12   15   21   30                                             
CONECT   14    7   22   23                                                  
CONECT   15   13   24   25   31                                             
CONECT   16    6    7                                                       
CONECT   17    4                                                            
CONECT   18    8                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   14                                                            
CONECT   24    9   15                                                       
CONECT   25   10   15                                                       
CONECT   26    7                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Cyclodopa glucoside	ChEBI
Leucodopachrome 5-beta-D-glucoside	ChEBI
Leucodopachrome glucoside	ChEBI
Leucodopachrome 5-b-D-glucoside	Generator
Leucodopachrome 5-β-D-glucoside	Generator

Chemical Formula

C₁₅H₁₉NO₉

Average Mass

357.3150 Da

Monoisotopic Mass

357.10598 Da

IUPAC Name

(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

Traditional Name

(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC2=CC(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=C(O)C=C2N1)C(O)=O

InChI Identifier

InChI=1S/C15H19NO9/c17-4-10-11(19)12(20)13(21)15(25-10)24-9-2-5-1-7(14(22)23)16-6(5)3-8(9)18/h2-3,7,10-13,15-21H,1,4H2,(H,22,23)/t7-,10+,11+,12-,13+,15+/m0/s1

InChI Key

PXMFPPFHRQZIHO-OLCQZNMOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Beta vulgaris	LOTUS Database	35616633
Spinacia oleracea	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Indolecarboxylic acid derivative
Indolecarboxylic acid
Hexose monosaccharide
O-glycosyl compound
Alpha-amino acid
L-alpha-amino acid
Alpha-amino acid or derivatives
Indole or derivatives
Dihydroindole
Aralkylamine
Secondary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Benzenoid
Amino acid
Secondary alcohol
Amino acid or derivatives
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indolyl carboxylic acid (CHEBI:81316 )

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

Property	Value	Source
logP	-0.92	ALOGPS
logP	-2.9	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	4.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	168.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.5 m³·mol⁻¹	ChemAxon
Polarizability	33.85 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030765

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C17751

BioCyc ID

CPD-8656

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173990

PDB ID

Not Available

ChEBI ID

134458

Good Scents ID

Not Available

References

General References

Kujala T, Loponen J, Pihlaja K: Betalains and phenolics in red beetroot (Beta vulgaris) peel extracts: extraction and characterisation. Z Naturforsch C J Biosci. 2001 May-Jun;56(5-6):343-8. doi: 10.1515/znc-2001-5-604. [PubMed:11421447 ]

Showing NP-Card for (2S)-cyclo-Dopa 5-O-glucoside (NP0083988)

MOL for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

3D MOL for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

3D SDF for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

3D-SDF for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

PDB for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

3D PDB for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

SMILES for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

INCHI for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

Structure for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)

3D Structure for NP0083988 ((2S)-cyclo-Dopa 5-O-glucoside)