NP-MRD: Showing NP-Card for 3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid (NP0325394)

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Record Information

Version

1.0

Created at

2022-09-12 06:07:08 UTC

Updated at

2022-09-12 06:07:08 UTC

NP-MRD ID

NP0325394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

Description

7,8-Dihydroxycoumarin-5-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. 3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid is found in Tetraphis pellucida. Based on a literature review very few articles have been published on 7,8-Dihydroxycoumarin-5-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122208072D          

 31 33  0  0  1  0            999 V2000
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    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  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 13 25  2  0  0  0  0
 19 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6376    3.2782   -0.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8539    2.9752   -0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7491    3.9846   -0.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2485    1.5575   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607    0.6727   -0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2147   -0.5512   -1.0177 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    1.2503   -1.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859    0.8308   -1.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8251    0.0590   -0.3015 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4961   -0.1985   -0.7856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -0.2835    0.3574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5933   -0.4783    0.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -0.6659   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3866   -1.7861   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7254   -1.9971   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1725   -3.1519   -1.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -1.0697   -0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9997   -1.2067   -0.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1310    0.0657    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9958    0.9596    0.7065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6065    2.0515    1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4261    2.9140    1.7663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2574    2.3163    1.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256    1.4032    1.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7949    0.2722    0.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -1.3873    1.2760 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7559   -0.8574    2.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -2.1661    0.4961 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7091   -2.7518   -0.6088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624   -1.2366    0.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2890   -1.0619    1.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6901    3.7846    0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    1.4240   -1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7064    1.2784    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9980    1.7876   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481    0.3130   -2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    0.6826    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980    0.6919    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052   -2.5516   -1.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282   -3.3704   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3677   -2.0088   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    3.1974    2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    1.5938    1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5282   -2.1264    1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    0.0335    2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455   -2.8911    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235   -3.5669   -0.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474   -1.7756   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799   -0.2373    1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 30  1  0
 30 31  1  0
 30  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 25  2  0
 25 24  1  0
 24 23  2  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 15  1  0
 15 16  1  0
 15 14  2  0
 11 26  1  0
 26 27  1  0
 26 28  1  0
 14 13  1  0
 19 25  1  0
 29 47  1  0
 28 46  1  1
 30 48  1  6
 31 49  1  0
  9 37  1  1
  8 35  1  0
  8 36  1  0
  4 33  1  0
  4 34  1  0
  3 32  1  0
 11 38  1  1
 24 43  1  0
 23 42  1  0
 18 41  1  0
 16 40  1  0
 14 39  1  0
 26 44  1  1
 27 45  1  0
M  END


  Mrv1652309122208072D          

 31 33  0  0  1  0            999 V2000
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    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  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 13 25  2  0  0  0  0
 19 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0325394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=C3C=CC(=O)OC3=C(O)C(O)=C2)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O13/c19-7-3-8(6-1-2-11(22)31-17(6)13(7)24)29-18-16(27)15(26)14(25)9(30-18)5-28-12(23)4-10(20)21/h1-3,9,14-16,18-19,24-27H,4-5H2,(H,20,21)/t9-,14-,15+,16-,18-/m1/s1

> <INCHI_KEY>
ALGRXJNDUINCPU-DLACZOMZSA-N

> <FORMULA>
C18H18O13

> <MOLECULAR_WEIGHT>
442.329

> <EXACT_MASS>
442.07474064

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.97516800787146

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2R,3S,4S,5R,6S)-6-[(7,8-dihydroxy-2-oxo-2H-chromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

> <JCHEM_LOGP>
-0.4120505866666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.035331698856812

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3975147475425933

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491030299508385

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
95.13130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2R,3S,4S,5R,6S)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      18.672  -9.240   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      18.672  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      21.339  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.673  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      24.006  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      25.340  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      26.674  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      25.340  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.006  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      18.672 -13.860   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.004 -12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   25                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   13   19                                                  
CONECT   26   11   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    9   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
7,8-Dihydroxycoumarin-5-yl 6-O-(carboxyacetyl)-b-D-glucopyranoside	Generator
7,8-Dihydroxycoumarin-5-yl 6-O-(carboxyacetyl)-β-D-glucopyranoside	Generator

Chemical Formula

C₁₈H₁₈O₁₃

Average Mass

442.3290 Da

Monoisotopic Mass

442.07474 Da

IUPAC Name

3-{[(2R,3S,4S,5R,6S)-6-[(7,8-dihydroxy-2-oxo-2H-chromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

Traditional Name

3-{[(2R,3S,4S,5R,6S)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=C3C=CC(=O)OC3=C(O)C(O)=C2)[C@@H]1O

InChI Identifier

InChI=1S/C18H18O13/c19-7-3-8(6-1-2-11(22)31-17(6)13(7)24)29-18-16(27)15(26)14(25)9(30-18)5-28-12(23)4-10(20)21/h1-3,9,14-16,18-19,24-27H,4-5H2,(H,20,21)/t9-,14-,15+,16-,18-/m1/s1

InChI Key

ALGRXJNDUINCPU-DLACZOMZSA-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
Tetraphis pellucida	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-5-o-glycoside
Phenolic glycoside
7,8-dihydroxycoumarin
7-hydroxycoumarin
Hydroxycoumarin
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1,3-dicarbonyl compound
Pyran
Oxane
Benzenoid
Monosaccharide
Dicarboxylic acid or derivatives
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid
Polyol
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxide
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-0.41	ChemAxon
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	95.13 m³·mol⁻¹	ChemAxon
Polarizability	38.98 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101923602

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid (NP0325394)

MOL for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

3D MOL for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

3D SDF for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

3D-SDF for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

PDB for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

3D PDB for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

SMILES for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

INCHI for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

Structure for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)

3D Structure for NP0325394 (3-{[(2r,3s,4s,5r,6s)-6-[(7,8-dihydroxy-2-oxochromen-5-yl)oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid)