NP-MRD: Showing NP-Card for 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide (NP0136294)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-12 15:10:50 UTC

Updated at

2022-05-12 15:10:50 UTC

NP-MRD ID

NP0136294

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide

Description

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide 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-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Vanillic acid
  Mrv1652304062013122D          

 28 30  0  0  0  0            999 V2000
    3.7714   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915   -0.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9148   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -3.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3425   -2.7107    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6280   -3.1232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6280   -3.9483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3425   -4.3608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0570   -3.9483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -5.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -5.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -5.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -4.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 14 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  8 16  1  0  0  0  0
 17  7  1  1  0  0  0
 22 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  6  0  0  0
 19 27  1  1  0  0  0
 18 28  1  6  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.0704    0.7838   -3.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564    0.4134   -2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1130   -0.2267   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -0.5537   -2.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936   -1.1990   -1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240   -1.5281   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -2.2264    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682   -1.1586    0.5847 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7204   -1.7618    1.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6432   -0.5356    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2474    0.0924   -0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8937    0.9435   -0.7643 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.4230   -0.5020 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2384   -1.1940    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -0.5368   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -0.2559    0.6283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178    0.3405    0.5601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1809   -0.5241    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3518    0.0688    0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5257   -0.7959    0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6773   -0.3873    0.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3813   -2.0226    1.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6148    1.4109    1.1614 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5810    2.0571    0.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3934    2.3056    1.1442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6351    3.4120    1.9467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308    1.4778    1.5993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0512    2.1814    1.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    1.1890   -3.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9796   -0.1203   -4.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2548    1.4797   -3.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1396   -0.2792   -3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470   -1.4565   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -2.8192    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250   -2.8543   -0.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0027   -0.4979    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1790   -2.4863    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -2.1411    2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6966   -0.8087    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048    0.1409    1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -1.4634    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4553    0.7299   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3183    0.1862   -0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -2.7264    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9586    1.3150    2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4176    2.0853    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2032    2.5887    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229    3.5978    1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4882    1.0429    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    3.1405    1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
 15 14  1  0
 14  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 27 17  1  0
 13  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 17 42  1  6
 19 43  1  6
 23 45  1  1
 24 46  1  0
 25 47  1  6
 26 48  1  0
 27 49  1  1
 28 50  1  0
 22 44  1  0
 14 41  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  1
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
  5 33  1  0
  4 32  1  0
M  END

Vanillic acid
  Mrv1652304062013122D          

 28 30  0  0  0  0            999 V2000
    3.7714   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731   -1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915   -0.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9148   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -3.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3425   -2.7107    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6280   -3.1232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6280   -3.9483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3425   -4.3608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0570   -3.9483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -5.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -5.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -5.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -4.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 14 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  8 16  1  0  0  0  0
 17  7  1  1  0  0  0
 22 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  6  0  0  0
 19 27  1  1  0  0  0
 18 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O[C@H]2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C(O)=O)C=C(CC2CCC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O10/c1-25-10-4-2-8(6-9-3-5-12(19)26-9)7-11(10)27-18-15(22)13(20)14(21)16(28-18)17(23)24/h2,4,7,9,13-16,18,20-22H,3,5-6H2,1H3,(H,23,24)/t9?,13-,14-,15+,16-,18+/m1/s1

> <INCHI_KEY>
VZGJAVFCUBLIJF-ZOQSEFCISA-N

> <FORMULA>
C18H22O10

> <MOLECULAR_WEIGHT>
398.3613

> <EXACT_MASS>
398.121296924

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.05140241318942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-methoxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-0.18657744466666562

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216689957267159

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.22358172581818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279769341257

> <JCHEM_POLAR_SURFACE_AREA>
151.98000000000002

> <JCHEM_REFRACTIVITY>
89.80179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-methoxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Vanillic acid                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       7.040  -0.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.706  -1.210   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.706  -2.750   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.040  -3.520   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.374  -2.750   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.374  -1.210   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.040  -5.060   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.707  -3.520   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.373  -0.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.039  -1.210   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.793  -0.305   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.547  -1.210   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.023  -2.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.563  -2.675   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.917  -0.734   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.041  -2.750   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.706  -5.830   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.373  -5.060   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.039  -5.830   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.039  -7.370   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.373  -8.140   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.706  -7.370   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.373  -9.680   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.706 -10.450   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.039 -10.450   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.705  -8.140   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.705  -5.060   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.373  -3.520   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    4   17                                                       
CONECT    8    5   16                                                       
CONECT    9    2   10                                                       
CONECT   10    9   14   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   12                                                            
CONECT   16    8                                                            
CONECT   17    7   22   18                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   17   21                                                       
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20                                                            
CONECT   27   19                                                            
CONECT   28   18                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
5-(3',4'-Dihydroxyphenyl)-g-valerolactone-4'-O-methyl-3'-O-glucuronide	Generator
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone-4'-O-methyl-3'-O-glucuronide	Generator
(2R,3R,4R,5S,6R)-3,4,5-Trihydroxy-6-{2-methoxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₁₈H₂₂O₁₀

Average Mass

398.3613 Da

Monoisotopic Mass

398.12130 Da

IUPAC Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-methoxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

Traditional Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-methoxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O[C@H]2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C(O)=O)C=C(CC2CCC(=O)O2)C=C1

InChI Identifier

InChI=1S/C18H22O10/c1-25-10-4-2-8(6-9-3-5-12(19)26-9)7-11(10)27-18-15(22)13(20)14(21)16(28-18)17(23)24/h2,4,7,9,13-16,18,20-22H,3,5-6H2,1H3,(H,23,24)/t9?,13-,14-,15+,16-,18+/m1/s1

InChI Key

VZGJAVFCUBLIJF-ZOQSEFCISA-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

Not Available

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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Hydroxy acid
Gamma butyrolactone
Pyran
Oxane
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	-0.26	ALOGPS
logP	-0.19	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.8 m³·mol⁻¹	ChemAxon
Polarizability	38.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0059990

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

124202064

PDB ID

Not Available

ChEBI ID

88748

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide (NP0136294)

MOL for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

3D MOL for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

3D SDF for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

3D-SDF for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

PDB for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

3D PDB for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

SMILES for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

INCHI for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

Structure for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)

3D Structure for NP0136294 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide)