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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:20:51 UTC

Update Date

2021-09-14 15:46:26 UTC

HMDB ID

HMDB0060030

Secondary Accession Numbers

HMDB60030

Metabolite Identification

Common Name

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

Description

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 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',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl is an extremely weak basic (essentially neutral) compound (based on its pKa). These are disaccharides containing both an hexose and a pentose.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652304062013162D          

 28 30  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
   -4.1545   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    1.3259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8689    0.9134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8689    0.0884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.9134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7255    1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834    1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    0.9134    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
   -1.2966    1.3259    0.0000 C   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
  7 15  1  1  0  0  0
 18 15  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 17 22  1  1  0  0  0
 18 23  1  6  0  0  0
 16 24  1  6  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
  5 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0060030
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl
 50 52  0  0  0  0  0  0  0  0999 V2000
   -6.7803    2.7275   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020    1.5318   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    1.5643   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    2.6873   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    0.3515   -0.5261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486    0.7286   -0.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.2283    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.2471   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255   -0.3779   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -1.5890   -1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -2.2344   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -3.4667   -2.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -1.6251   -2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.3869   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646    0.2617   -1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2583   -0.1517   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.2382    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9050    0.4587    1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7752    1.1454    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5845    2.0663    0.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.5522   -0.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    0.2227   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261   -0.3658    1.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6343    1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.1157    1.8945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4267    1.1876    2.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.4334    0.7181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490   -1.7808    0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1465    3.6164   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    2.8398    0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5705    2.6910   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360   -0.2425   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254   -1.2008   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -2.1037   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.9590   -3.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904   -2.0552   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237    0.1323   -2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826    1.3571   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -1.2285   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    1.2157    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897   -0.5389    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -0.4910    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6313    1.1468    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    1.1900   -0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212    0.3646    2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -2.3439    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -0.8011    2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1510    1.1928    3.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059   -0.1448    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8623   -2.2178    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  7 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  5  1  0
 22  9  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  6
  7 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
M  END


  Mrv1652304062013162D          

 28 30  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
   -4.1545   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    1.3259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8689    0.9134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8689    0.0884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.9134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7255    1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834    1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    0.9134    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
   -1.2966    1.3259    0.0000 C   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
  7 15  1  1  0  0  0
 18 15  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 17 22  1  1  0  0  0
 18 23  1  6  0  0  0
 16 24  1  6  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
  5 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060030

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O10/c1-25-17(24)16-14(22)13(21)15(23)18(28-16)27-11-6-8(4-9(19)7-11)5-10-2-3-12(20)26-10/h4,6-7,10,13-16,18-19,21-23H,2-3,5H2,1H3/t10?,13-,14-,15+,16-,18?/m0/s1

> <INCHI_KEY>
SNIRJYJBIJKJEM-LQOUNWOVSA-N

> <FORMULA>
C18H22O10

> <MOLECULAR_WEIGHT>
398.3613

> <EXACT_MASS>
398.121296924

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.58279279602685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-0.18657744466666562

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.166293838754143

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.355539935829588

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868312024582437

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
90.08859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.70e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060030
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl
 50 52  0  0  0  0  0  0  0  0999 V2000
   -6.7803    2.7275   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020    1.5318   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    1.5643   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    2.6873   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    0.3515   -0.5261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486    0.7286   -0.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.2283    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.2471   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255   -0.3779   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -1.5890   -1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -2.2344   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -3.4667   -2.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -1.6251   -2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.3869   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646    0.2617   -1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2583   -0.1517   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.2382    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9050    0.4587    1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7752    1.1454    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5845    2.0663    0.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.5522   -0.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    0.2227   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261   -0.3658    1.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6343    1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.1157    1.8945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4267    1.1876    2.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.4334    0.7181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490   -1.7808    0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1465    3.6164   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    2.8398    0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5705    2.6910   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360   -0.2425   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254   -1.2008   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -2.1037   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.9590   -3.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904   -2.0552   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237    0.1323   -2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826    1.3571   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -1.2285   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    1.2157    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897   -0.5389    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -0.4910    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6313    1.1468    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    1.1900   -0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212    0.3646    2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -2.3439    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -0.8011    2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1510    1.1928    3.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059   -0.1448    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8623   -2.2178    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  7 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  5  1  0
 22  9  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  6
  7 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
M  END

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  C   UNK     0      -7.755  -0.605   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.755   2.475   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.089   1.705   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.089   0.165   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.421   0.165   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.421   1.705   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.088   2.475   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -10.422   2.475   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -10.422  -0.605   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -7.755   4.015   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.088   4.015   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.754   1.705   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  C   UNK     0      -2.420   2.475   0.000  0.00  0.00           C+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                                                       
CONECT    7    1   15                                                       
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    7   18   19                                                  
CONECT   16   17   20   24                                                  
CONECT   17   16   18   22                                                  
CONECT   18   15   17   23                                                  
CONECT   19   15   20                                                       
CONECT   20   16   19   21                                                  
CONECT   21   20   25   26                                                  
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   16                                                            
CONECT   25   21                                                            
CONECT   26   21   28                                                       
CONECT   27    5                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0060030
HETATM    1  C1  UNL     1      -6.780   2.728  -0.645  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.002   1.532  -0.604  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.614   1.564  -0.570  1.00  0.00           C  
HETATM    4  O2  UNL     1      -4.058   2.687  -0.576  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.766   0.352  -0.526  1.00  0.00           C  
HETATM    6  O3  UNL     1      -2.449   0.729  -0.500  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.592  -0.228   0.052  1.00  0.00           C  
HETATM    8  O4  UNL     1      -0.295   0.247  -0.113  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.726  -0.378  -0.779  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.574  -1.589  -1.380  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.612  -2.234  -2.062  1.00  0.00           C  
HETATM   12  O5  UNL     1       1.414  -3.467  -2.660  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.838  -1.625  -2.132  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.028  -0.387  -1.529  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.365   0.262  -1.619  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.258  -0.152  -0.495  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.646   0.238   0.834  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.905   0.459   1.676  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.775   1.145   0.670  1.00  0.00           C  
HETATM   20  O6  UNL     1       7.584   2.066   0.948  1.00  0.00           O  
HETATM   21  O7  UNL     1       6.483   0.552  -0.550  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.993   0.223  -0.867  1.00  0.00           C  
HETATM   23  C16 UNL     1      -1.826  -0.366   1.548  1.00  0.00           C  
HETATM   24  O8  UNL     1      -1.441  -1.634   1.987  1.00  0.00           O  
HETATM   25  C17 UNL     1      -3.277  -0.116   1.895  1.00  0.00           C  
HETATM   26  O9  UNL     1      -3.427   1.188   2.330  1.00  0.00           O  
HETATM   27  C18 UNL     1      -4.175  -0.433   0.718  1.00  0.00           C  
HETATM   28  O10 UNL     1      -4.149  -1.781   0.429  1.00  0.00           O  
HETATM   29  H1  UNL     1      -6.147   3.616  -0.827  1.00  0.00           H  
HETATM   30  H2  UNL     1      -7.220   2.840   0.372  1.00  0.00           H  
HETATM   31  H3  UNL     1      -7.571   2.691  -1.399  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.036  -0.242  -1.427  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.825  -1.201  -0.394  1.00  0.00           H  
HETATM   34  H6  UNL     1      -0.374  -2.104  -1.349  1.00  0.00           H  
HETATM   35  H7  UNL     1       2.121  -3.959  -3.153  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.690  -2.055  -2.639  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.824   0.132  -2.613  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.183   1.357  -1.509  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.512  -1.229  -0.527  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.150   1.216   0.799  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.990  -0.539   1.260  1.00  0.00           H  
HETATM   42  H14 UNL     1       6.342  -0.491   2.010  1.00  0.00           H  
HETATM   43  H15 UNL     1       5.631   1.147   2.487  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.086   1.190  -0.381  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.221   0.365   2.123  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.711  -2.344   1.353  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.554  -0.801   2.715  1.00  0.00           H  
HETATM   48  H20 UNL     1      -4.151   1.193   3.009  1.00  0.00           H  
HETATM   49  H21 UNL     1      -5.206  -0.145   1.009  1.00  0.00           H  
HETATM   50  H22 UNL     1      -4.862  -2.218   0.972  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   27   32
CONECT    6    7
CONECT    7    8   23   33
CONECT    8    9
CONECT    9   10   10   22
CONECT   10   11   34
CONECT   11   12   13   13
CONECT   12   35
CONECT   13   14   36
CONECT   14   15   22   22
CONECT   15   16   37   38
CONECT   16   17   21   39
CONECT   17   18   40   41
CONECT   18   19   42   43
CONECT   19   20   20   21
CONECT   22   44
CONECT   23   24   25   45
CONECT   24   46
CONECT   25   26   27   47
CONECT   26   48
CONECT   27   28   49
CONECT   28   50
END

HMDB0060030
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl
 50 52  0  0  0  0  0  0  0  0999 V2000
   -6.7803    2.7275   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020    1.5318   -0.6035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    1.5643   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583    2.6873   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663    0.3515   -0.5261 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486    0.7286   -0.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.2283    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.2471   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255   -0.3779   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -1.5890   -1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -2.2344   -2.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -3.4667   -2.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -1.6251   -2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.3869   -1.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646    0.2617   -1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2583   -0.1517   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.2382    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9050    0.4587    1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7752    1.1454    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5845    2.0663    0.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    0.5522   -0.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    0.2227   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261   -0.3658    1.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4413   -1.6343    1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -0.1157    1.8945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4267    1.1876    2.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.4334    0.7181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1490   -1.7808    0.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1465    3.6164   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    2.8398    0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5705    2.6910   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0360   -0.2425   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254   -1.2008   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -2.1037   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.9590   -3.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904   -2.0552   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237    0.1323   -2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826    1.3571   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -1.2285   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    1.2157    0.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897   -0.5389    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -0.4910    2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6313    1.1468    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    1.1900   -0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212    0.3646    2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -2.3439    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -0.8011    2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1510    1.1928    3.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059   -0.1448    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8623   -2.2178    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  7 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  5  1  0
 22  9  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  6
  7 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  1
 28 50  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-glucuronide-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-glucuronide-O-methyl	Generator
Methyl (2S,3S,4S,5R)-3,4,5-trihydroxy-6-{3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid	Generator

Chemical Formula

C₁₈H₂₂O₁₀

Average Molecular Weight

398.3613

Monoisotopic Molecular Weight

398.121296924

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C18H22O10/c1-25-17(24)16-14(22)13(21)15(23)18(28-16)27-11-6-8(4-9(19)7-11)5-10-2-3-12(20)26-10/h4,6-7,10,13-16,18-19,21-23H,2-3,5H2,1H3/t10?,13-,14-,15+,16-,18?/m0/s1

InChI Key

SNIRJYJBIJKJEM-LQOUNWOVSA-N

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
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Gamma butyrolactone
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Methyl ester
Tetrahydrofuran
Lactone
Carboxylic acid ester
Secondary alcohol
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0060030)
Kidney (HMDB: HMDB0060030)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060030)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.7 g/L	ALOGPS
logP	-0.08	ALOGPS
logP	-0.19	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.09 m³·mol⁻¹	ChemAxon
Polarizability	37.58 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	195.243	31661259
DarkChem	[M-H]-	190.135	31661259
DeepCCS	[M+H]+	189.156	30932474
DeepCCS	[M-H]-	186.76	30932474
DeepCCS	[M-2H]-	220.074	30932474
DeepCCS	[M+Na]+	195.19	30932474
AllCCS	[M+H]+	192.5	32859911
AllCCS	[M+H-H2O]+	189.9	32859911
AllCCS	[M+NH4]+	194.9	32859911
AllCCS	[M+Na]+	195.6	32859911
AllCCS	[M-H]-	189.7	32859911
AllCCS	[M+Na-2H]-	190.0	32859911
AllCCS	[M+HCOO]-	190.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	4550.6	Standard polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3291.0	Standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3625.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3221.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3167.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3173.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3174.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3228.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3244.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3228.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3179.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #5	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3184.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TMS,isomer #6	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3171.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3244.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3258.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3248.2	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3185.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,4TMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3260.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TBDMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3442.0	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TBDMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3395.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TBDMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3398.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,1TBDMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3393.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3660.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3650.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3651.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3600.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #5	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3607.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,2TBDMS,isomer #6	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3593.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TBDMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3837.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TBDMS,isomer #2	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3865.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TBDMS,isomer #3	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3835.2	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,3TBDMS,isomer #4	COC(=O)[C@H]1OC(OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3816.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl,4TBDMS,isomer #1	COC(=O)[C@H]1OC(OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4041.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-6129000000-2db8cfd9e1c0de0455e5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl GC-MS (4 TMS) - 70eV, Positive	splash10-00di-2020009000-930ac4a33221296976d1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 10V, Negative-QTOF	splash10-052b-1339000000-0758b71f5d81d21468bf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 20V, Negative-QTOF	splash10-0a4i-2794000000-94433e2ce188adfc4b78	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 40V, Negative-QTOF	splash10-0btc-8940000000-85e58e746fe9112b1994	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 10V, Positive-QTOF	splash10-052b-0549000000-bb86c6533d0b1e459280	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 20V, Positive-QTOF	splash10-0a4v-0920000000-1f3aa9be90ff23c2ff37	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl 40V, Positive-QTOF	splash10-0abm-1910000000-80632248f7f90e7c7a78	2017-10-06	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22827565	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

124202096

PDB ID

Not Available

ChEBI ID

89537

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]

Showing metabocard for 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl (HMDB0060030)

MOL for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

3D MOL for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

3D SDF for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

3D-SDF for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

PDB for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

3D PDB for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

SMILES for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

INCHI for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

Structure for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

3D Structure for HMDB0060030 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-glucuronide-O-methyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra