NP-MRD: Showing NP-Card for 5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid (NP0208073)

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Record Information

Version

2.0

Created at

2022-09-05 04:56:17 UTC

Updated at

2022-09-05 04:56:17 UTC

NP-MRD ID

NP0208073

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid

Description

2-Hydroxy-5-[(2-O-D-apio-beta-D-furanosyl-beta-D-xylopyranosyl)oxy]benzoic acid 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. 5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid is found in Spatholobus suberectus. Based on a literature review very few articles have been published on 2-Hydroxy-5-[(2-O-D-apio-beta-D-furanosyl-beta-D-xylopyranosyl)oxy]benzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206562D          

 29 31  0  0  1  0            999 V2000
    6.1166   -5.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -5.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -2.3054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1769   -3.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -2.4779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0510   -2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.7242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7221   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -1.6380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3631   -0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9136    1.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6383   -2.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1232   -3.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -4.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
  6 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    5.8281    1.0585   -2.4884 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7288    1.7093   -1.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6184    2.7301   -1.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767    1.3649   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851    0.3587   -0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627    0.0178    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023   -1.0114   -0.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551   -1.4445    0.6916 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2052   -2.7513    1.1135 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313   -3.6018    0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0384   -3.8874   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4320   -5.1389    0.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0163   -2.8711    0.0423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2587   -2.9872   -0.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744   -1.4621   -0.0520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4000   -0.6238    0.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9019    0.3458   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6304    1.5698    0.2124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167    2.3882    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941    1.5992   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3665    2.0065   -1.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0468    1.7514    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4622    3.0634    0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    0.1813   -0.3601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8389   -0.5038   -1.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243    0.7807    1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182    1.8094    1.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932    2.1077    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5047    3.1386    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5781    2.5688   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -0.2189   -1.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999   -0.8578    1.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -3.1126   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -4.5235    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298   -3.8980   -1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -5.1273    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1029   -3.0916    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.9640    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2847   -1.2236   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503    0.2554   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    3.3002   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    2.7919    1.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    2.8078   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995    1.1155    0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340    1.4528    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2799    3.1842    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7400   -0.3057    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0966   -0.5580   -2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    0.6174    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680    2.4031    2.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607    3.6858    1.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  1  6
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28  4  1  0
  4  5  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 17 24  1  0
 24 25  1  0
 24 20  1  0
  8 15  1  0
  5  6  1  0
 23 46  1  0
 22 44  1  0
 22 45  1  0
 21 43  1  0
 19 41  1  0
 19 42  1  0
 17 40  1  6
 15 39  1  6
 13 37  1  1
 14 38  1  0
 11 35  1  6
 12 36  1  0
 10 33  1  0
 10 34  1  0
  8 32  1  1
 26 49  1  0
 27 50  1  0
 29 51  1  0
  5 31  1  0
  3 30  1  0
 24 47  1  1
 25 48  1  0
M  END


  Mrv1652309052206562D          

 29 31  0  0  1  0            999 V2000
    6.1166   -5.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -5.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -2.3054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1769   -3.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -2.4779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0510   -2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.7242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7221   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -1.6380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3631   -0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9136    1.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6383   -2.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1232   -3.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -4.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
  6 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208073

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@]1(O)CO[C@@H](O[C@@H]2[C@@H](O)[C@H](O)CO[C@H]2OC2=CC=C(O)C(=C2)C(O)=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O12/c18-5-17(25)6-27-16(13(17)22)29-12-11(21)10(20)4-26-15(12)28-7-1-2-9(19)8(3-7)14(23)24/h1-3,10-13,15-16,18-22,25H,4-6H2,(H,23,24)/t10-,11+,12-,13+,15+,16+,17-/m1/s1

> <INCHI_KEY>
MPMGCDBPHYSKLY-UXJHBWSYSA-N

> <FORMULA>
C17H22O12

> <MOLECULAR_WEIGHT>
418.351

> <EXACT_MASS>
418.111126148

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.641140954173366

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[(2S,3R,4S,5R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid

> <JCHEM_LOGP>
-1.2405341306666662

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.81822127714184

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5120855914911315

> <JCHEM_PKA_STRONGEST_BASIC>
-3.142379140564354

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
90.12809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(2S,3R,4S,5R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  O   UNK     0      11.418 -10.694   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.512  -9.448   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.981  -9.609   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.139  -8.041   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.234  -6.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.860  -5.388   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.955  -4.142   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.423  -4.303   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.797  -5.710   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.265  -5.871   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.360  -4.625   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.829  -4.786   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.986  -3.219   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.081  -1.973   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.518  -3.058   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.144  -1.651   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.239  -0.405   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.699  -0.405   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.223   1.060   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.469   1.965   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.439   3.109   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.500   3.109   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.024   4.574   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.715   1.060   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.180   1.536   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.392  -5.227   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.297  -6.473   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.670  -7.880   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.576  -9.126   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   26                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   24                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   20   17   25                                                  
CONECT   25   24                                                            
CONECT   26    6   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    4   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-5-[(2-O-D-apio-b-D-furanosyl-b-D-xylopyranosyl)oxy]benzoate	Generator
2-Hydroxy-5-[(2-O-D-apio-b-D-furanosyl-b-D-xylopyranosyl)oxy]benzoic acid	Generator
2-Hydroxy-5-[(2-O-D-apio-beta-D-furanosyl-beta-D-xylopyranosyl)oxy]benzoate	Generator
2-Hydroxy-5-[(2-O-D-apio-β-D-furanosyl-β-D-xylopyranosyl)oxy]benzoate	Generator
2-Hydroxy-5-[(2-O-D-apio-β-D-furanosyl-β-D-xylopyranosyl)oxy]benzoic acid	Generator

Chemical Formula

C₁₇H₂₂O₁₂

Average Mass

418.3510 Da

Monoisotopic Mass

418.11113 Da

IUPAC Name

5-{[(2S,3R,4S,5R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid

Traditional Name

5-{[(2S,3R,4S,5R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

OC[C@@]1(O)CO[C@@H](O[C@@H]2[C@@H](O)[C@H](O)CO[C@H]2OC2=CC=C(O)C(=C2)C(O)=O)[C@@H]1O

InChI Identifier

InChI=1S/C17H22O12/c18-5-17(25)6-27-16(13(17)22)29-12-11(21)10(20)4-26-15(12)28-7-1-2-9(19)8(3-7)14(23)24/h1-3,10-13,15-16,18-22,25H,4-6H2,(H,23,24)/t10-,11+,12-,13+,15+,16+,17-/m1/s1

InChI Key

MPMGCDBPHYSKLY-UXJHBWSYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Spatholobus suberectus	LOTUS Database	35616633

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
O-glycosyl compound
Disaccharide
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
4-alkoxyphenol
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Oxane
Vinylogous acid
Oxolane
Tertiary alcohol
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	-1.2	ChemAxon
pKa (Strongest Acidic)	2.51	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.13 m³·mol⁻¹	ChemAxon
Polarizability	38.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28283464

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101405538

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid (NP0208073)

MOL for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

3D MOL for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

3D SDF for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

3D-SDF for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

PDB for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

3D PDB for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

SMILES for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

INCHI for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

Structure for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)

3D Structure for NP0208073 (5-{[(2s,3r,4s,5r)-3-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxybenzoic acid)