NP-MRD: Showing NP-Card for 5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide (NP0136313)

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Record Information

Version

2.0

Created at

2022-05-12 15:11:19 UTC

Updated at

2022-05-12 15:11:19 UTC

NP-MRD ID

NP0136313

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

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

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062013162D          

 29 31  0  0  0  0            999 V2000
   -4.1545   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2979   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7104   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3778   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1229   -3.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0429   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1624   -2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -1.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -3.6662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9699   -3.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -4.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9699   -4.9037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2554   -4.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2554   -3.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4590   -3.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735   -3.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -5.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590   -4.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -3.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -2.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -4.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  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  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
 17 18  1  1  0  0  0
 17 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
 18 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 20 25  1  1  0  0  0
 21 26  1  6  0  0  0
  5 27  1  0  0  0  0
 27 17  1  0  0  0  0
 23 28  2  0  0  0  0
 19 29  1  6  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -2.5537   -5.1746   -1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660   -4.6843   -1.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -3.3296   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -2.4686   -0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639   -1.1068   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1509   -0.2481   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746   -0.0985    0.6249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9891    0.7793    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323    2.1565    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1493    1.9072    1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3555    2.7499    2.0130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284    0.5549    1.5225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -0.6346   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4111   -1.4597   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -0.9975   -0.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419    0.2818    0.0137 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7562    0.4429    1.2469 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1424    1.7329    1.5081 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8030    1.8954    2.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2138    3.0069    3.2032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9712    0.7965    3.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9661    2.3563    0.4136 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1468    3.7090    0.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732    2.1386   -0.9537 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2419    2.4969   -1.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0580    0.6734   -1.1287 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3694    0.5214   -2.3191 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1882   -2.8242   -0.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2429   -3.7251   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1532   -5.0176   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6019   -6.2372   -1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -4.6265   -2.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177   -2.8974   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9004   -0.7215   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9409    0.7604   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0495   -1.1289    0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6191    0.5114    1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5745    0.6932   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612    2.7838    1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    2.7118   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    0.4185   -0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    1.0025   -0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933    2.3456    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8038    0.2353    3.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9613    1.8657    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    3.8427    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3999    2.6826   -1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496    2.3529   -2.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9784    0.0448   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9854    0.3458   -3.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1881   -3.4163   -0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  2  0
 28 29  1  0
 28 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 14 13  2  0
 13  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5  4  2  0
  4  3  1  0
 26 16  1  0
 12  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 29 51  1  0
 16 42  1  1
 18 43  1  1
 22 45  1  6
 23 46  1  0
 24 47  1  1
 25 48  1  0
 26 49  1  6
 27 50  1  0
 21 44  1  0
 13 41  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
  4 33  1  0
M  END


  Mrv1652304062013162D          

 29 31  0  0  0  0            999 V2000
   -4.1545   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2979   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7104   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3778   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1229   -3.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0429   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1624   -2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -1.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -3.6662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9699   -3.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -4.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9699   -4.9037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2554   -4.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2554   -3.6662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4590   -3.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735   -3.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -5.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590   -4.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -3.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -2.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -4.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  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  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
 17 18  1  1  0  0  0
 17 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
 18 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 20 25  1  1  0  0  0
 21 26  1  6  0  0  0
  5 27  1  0  0  0  0
 27 17  1  0  0  0  0
 23 28  2  0  0  0  0
 19 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136313

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O11/c1-26-9-5-7(4-8-2-3-11(19)27-8)6-10(12(9)20)28-18-15(23)13(21)14(22)16(29-18)17(24)25/h5-6,8,13-16,18,20-23H,2-4H2,1H3,(H,24,25)/t8?,13-,14-,15+,16-,18+/m1/s1

> <INCHI_KEY>
KPVLDYMZFUPBJG-VHXBZSDJSA-N

> <FORMULA>
C18H22O11

> <MOLECULAR_WEIGHT>
414.3607

> <EXACT_MASS>
414.116211546

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.2288830686213

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.19

> <JCHEM_LOGP>
-0.49014276633333304

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.183506207130208

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9260259934679134

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686827984979038

> <JCHEM_POLAR_SURFACE_AREA>
172.21

> <JCHEM_REFRACTIVITY>
91.78269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-hydroxy-3-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    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0      -7.755  -3.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.089  -4.455   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.089  -5.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.755  -6.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.421  -5.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.421  -4.455   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.755  -2.145   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.422  -6.765   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.756  -5.995   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.526  -3.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.772  -4.530   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -13.296  -5.995   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0     -11.280  -4.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -15.236  -4.055   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -5.088  -3.685   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.421  -1.375   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.144  -6.844   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.810  -6.074   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.144  -8.384   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.810  -9.154   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.477  -8.384   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.477  -6.844   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.857  -6.074   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.191  -6.844   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.810 -10.694   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.857  -9.154   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.088  -6.765   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.857  -4.534   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.478  -9.154   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    1    5   15                                                  
CONECT    7    1   16                                                       
CONECT    8    3    9                                                       
CONECT    9    8   12   13                                                  
CONECT   10   11   13                                                       
CONECT   11   10   12   14                                                  
CONECT   12    9   11                                                       
CONECT   13    9   10                                                       
CONECT   14   11                                                            
CONECT   15    6                                                            
CONECT   16    7                                                            
CONECT   17   18   19   27                                                  
CONECT   18   17   22                                                       
CONECT   19   17   20   29                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   18   23                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23                                                            
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27    5   17                                                       
CONECT   28   23                                                            
CONECT   29   19                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₁₈H₂₂O₁₁

Average Mass

414.3607 Da

Monoisotopic Mass

414.11621 Da

IUPAC Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H22O11/c1-26-9-5-7(4-8-2-3-11(19)27-8)6-10(12(9)20)28-18-15(23)13(21)14(22)16(29-18)17(24)25/h5-6,8,13-16,18,20-23H,2-4H2,1H3,(H,24,25)/t8?,13-,14-,15+,16-,18+/m1/s1

InChI Key

KPVLDYMZFUPBJG-VHXBZSDJSA-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
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
Alkyl aryl ether
Beta-hydroxy acid
Pyran
Gamma butyrolactone
Monosaccharide
Oxane
Monocyclic benzene moiety
Hydroxy acid
Dicarboxylic acid or derivatives
Benzenoid
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	-0.19	ALOGPS
logP	-0.49	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.93	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.78 m³·mol⁻¹	ChemAxon
Polarizability	39.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0060028

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

124202099

PDB ID

Not Available

ChEBI ID

89550

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide (NP0136313)

MOL for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

3D MOL for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

3D SDF for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

3D-SDF for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

PDB for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

3D PDB for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

SMILES for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

INCHI for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

Structure for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)

3D Structure for NP0136313 (5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone-O-methyl-5'-O-glucuronide)