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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 08:48:37 UTC

Update Date

2021-09-24 08:48:37 UTC

HMDB ID

HMDB0304310

Secondary Accession Numbers

None

Metabolite Identification

Common Name

cyclo-dopa 5-O-glucoside

Description

Cyclo-dopa 5-o-glucoside, also known as leucodopachrome 5-beta-D-glucoside, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides 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. Cyclo-dopa 5-o-glucoside is soluble (in water) and a moderately acidic compound (based on its pKa). Cyclo-dopa 5-o-glucoside can be found in a number of food items such as almond, gooseberry, apricot, and pepper (c. pubescens), which makes cyclo-dopa 5-o-glucoside a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533007131514152D          

 31 33  0  0  1  0            999 V2000
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.4330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  7 14  1  6  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  4  1  0  0  0  0
 18  8  1  0  0  0  0
 11 19  1  6  0  0  0
 12 20  1  6  0  0  0
 13 21  1  6  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24  9  1  0  0  0  0
 15 24  1  1  0  0  0
 25 10  1  0  0  0  0
 25 15  1  0  0  0  0
  7 26  1  1  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 15 31  1  6  0  0  0
M  END

HMDB0304310
     RDKit          3D
cyclo-dopa 5-O-glucoside
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.2152   -1.5946   -1.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -1.4984   -0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4669   -2.6559    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0515   -0.1883    0.0727 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7487   -0.1400    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    0.3781   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996    0.3656   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992    0.9099   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653    0.9240   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.4295   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3924   -0.5026   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0876   -1.1895   -0.0152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6539   -2.4631   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687   -3.2074   -1.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026   -0.2592    0.4494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9490   -0.9310    1.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    0.9270    1.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4188    1.8725    1.5299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    1.5439    0.1936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6912    2.3934    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    1.4753   -2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6911    2.0356   -3.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7464    1.4932   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569    0.9405   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458    0.8175   -0.9461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3484   -2.7371    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161    0.0831    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    0.5453    1.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.1554    1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -0.0853    0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -0.0368    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.3943    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657   -2.2750   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570   -3.0865    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.7460   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    0.0495   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8718   -0.5701    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    0.5178    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4485    2.6904    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    2.0955   -0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    1.8719    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    2.0531   -3.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    1.9336   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5976    1.3702   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  4  1  0
 24  6  1  0
 19 10  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  1
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  6
 16 37  1  0
 17 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
M  END


  Mrv1533007131514152D          

 31 33  0  0  1  0            999 V2000
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.4330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  1  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  7 14  1  6  0  0  0
 15 13  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  4  1  0  0  0  0
 18  8  1  0  0  0  0
 11 19  1  6  0  0  0
 12 20  1  6  0  0  0
 13 21  1  6  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24  9  1  0  0  0  0
 15 24  1  1  0  0  0
 25 10  1  0  0  0  0
 25 15  1  0  0  0  0
  7 26  1  1  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 15 31  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0304310

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(CC2=CC(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=C(O)C=C2N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO9/c17-4-10-11(19)12(20)13(21)15(25-10)24-9-2-5-1-7(14(22)23)16-6(5)3-8(9)18/h2-3,7,10-13,15-21H,1,4H2,(H,22,23)/t7-,10+,11+,12-,13+,15+/m0/s1

> <INCHI_KEY>
PXMFPPFHRQZIHO-OLCQZNMOSA-N

> <FORMULA>
C15H19NO9

> <MOLECULAR_WEIGHT>
357.315

> <EXACT_MASS>
357.105981196

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.84911893805842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-2.9178504146240853

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.98876530697803

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.004592006004493

> <JCHEM_PKA_STRONGEST_BASIC>
4.545784210564996

> <JCHEM_POLAR_SURFACE_AREA>
168.93999999999997

> <JCHEM_REFRACTIVITY>
81.4975

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304310
     RDKit          3D
cyclo-dopa 5-O-glucoside
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.2152   -1.5946   -1.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -1.4984   -0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4669   -2.6559    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0515   -0.1883    0.0727 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7487   -0.1400    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    0.3781   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996    0.3656   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992    0.9099   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653    0.9240   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.4295   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3924   -0.5026   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0876   -1.1895   -0.0152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6539   -2.4631   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687   -3.2074   -1.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026   -0.2592    0.4494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9490   -0.9310    1.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    0.9270    1.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4188    1.8725    1.5299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    1.5439    0.1936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6912    2.3934    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    1.4753   -2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6911    2.0356   -3.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7464    1.4932   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569    0.9405   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458    0.8175   -0.9461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3484   -2.7371    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161    0.0831    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    0.5453    1.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.1554    1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -0.0853    0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -0.0368    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.3943    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657   -2.2750   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570   -3.0865    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.7460   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    0.0495   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8718   -0.5701    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    0.5178    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4485    2.6904    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    2.0955   -0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    1.8719    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    2.0531   -3.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    1.9336   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5976    1.3702   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  4  1  0
 24  6  1  0
 19 10  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  1
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  6
 16 37  1  0
 17 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.592  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.259   0.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.926  -2.843   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.926   0.237   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.259   1.777   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.090  -2.637   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.090   0.031   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.925  -2.073   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       0.521  -2.675   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      11.592  -3.613   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      12.926  -1.303   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      10.259  -1.303   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      11.592   1.007   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       8.925   1.007   0.000  0.00  0.00           H+0
CONECT    1    5    7                                                       
CONECT    2    5    9                                                       
CONECT    3    6    8                                                       
CONECT    4   10   17                                                       
CONECT    5    1    2    6                                                  
CONECT    6    3    5   16                                                  
CONECT    7    1   14   16   26                                             
CONECT    8    3    9   18                                                  
CONECT    9    2    8   24                                                  
CONECT   10    4   11   25   27                                             
CONECT   11   10   12   19   28                                             
CONECT   12   11   13   20   29                                             
CONECT   13   12   15   21   30                                             
CONECT   14    7   22   23                                                  
CONECT   15   13   24   25   31                                             
CONECT   16    6    7                                                       
CONECT   17    4                                                            
CONECT   18    8                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   14                                                            
CONECT   24    9   15                                                       
CONECT   25   10   15                                                       
CONECT   26    7                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0304310
HETATM    1  O1  UNL     1       5.215  -1.595  -1.832  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.245  -1.498  -0.594  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.467  -2.656   0.177  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.051  -0.188   0.073  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.749  -0.140   0.847  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.789   0.378  -0.152  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.400   0.366  -0.154  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.699   0.910  -1.205  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.665   0.924  -1.257  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.575   0.430  -0.332  1.00  0.00           C  
HETATM   11  O4  UNL     1      -2.392  -0.503  -1.009  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.088  -1.190  -0.015  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.654  -2.463  -0.609  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.569  -3.207  -1.071  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.203  -0.259   0.449  1.00  0.00           C  
HETATM   16  O6  UNL     1      -4.949  -0.931   1.400  1.00  0.00           O  
HETATM   17  C11 UNL     1      -3.515   0.927   1.110  1.00  0.00           C  
HETATM   18  O7  UNL     1      -4.419   1.873   1.530  1.00  0.00           O  
HETATM   19  C12 UNL     1      -2.479   1.544   0.194  1.00  0.00           C  
HETATM   20  O8  UNL     1      -1.691   2.393   0.967  1.00  0.00           O  
HETATM   21  C13 UNL     1       1.378   1.475  -2.270  1.00  0.00           C  
HETATM   22  O9  UNL     1       0.691   2.036  -3.351  1.00  0.00           O  
HETATM   23  C14 UNL     1       2.746   1.493  -2.279  1.00  0.00           C  
HETATM   24  C15 UNL     1       3.457   0.940  -1.212  1.00  0.00           C  
HETATM   25  N1  UNL     1       4.846   0.818  -0.946  1.00  0.00           N  
HETATM   26  H1  UNL     1       6.348  -2.737   0.677  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.916   0.083   0.729  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.899   0.545   1.702  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.492  -1.155   1.189  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.894  -0.085   0.696  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.125  -0.037   0.565  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.469  -1.394   0.881  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.366  -2.275  -1.411  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.157  -3.086   0.154  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.218  -3.746  -0.326  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.830   0.050  -0.399  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.872  -0.570   1.431  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.997   0.518   2.010  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.449   2.690   0.976  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.963   2.095  -0.612  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.233   1.872   1.671  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.312   2.053  -3.403  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.310   1.934  -3.107  1.00  0.00           H  
HETATM   44  H19 UNL     1       5.598   1.370  -1.416  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   25   27
CONECT    5    6   28   29
CONECT    6    7    7   24
CONECT    7    8   30
CONECT    8    9   21   21
CONECT    9   10
CONECT   10   11   19   31
CONECT   11   12
CONECT   12   13   15   32
CONECT   13   14   33   34
CONECT   14   35
CONECT   15   16   17   36
CONECT   16   37
CONECT   17   18   19   38
CONECT   18   39
CONECT   19   20   40
CONECT   20   41
CONECT   21   22   23
CONECT   22   42
CONECT   23   24   24   43
CONECT   24   25
CONECT   25   44
END

HMDB0304310
     RDKit          3D
cyclo-dopa 5-O-glucoside
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.2152   -1.5946   -1.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -1.4984   -0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4669   -2.6559    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0515   -0.1883    0.0727 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7487   -0.1400    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    0.3781   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996    0.3656   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992    0.9099   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653    0.9240   -1.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.4295   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3924   -0.5026   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0876   -1.1895   -0.0152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6539   -2.4631   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687   -3.2074   -1.0710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026   -0.2592    0.4494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9490   -0.9310    1.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    0.9270    1.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4188    1.8725    1.5299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    1.5439    0.1936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6912    2.3934    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    1.4753   -2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6911    2.0356   -3.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7464    1.4932   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569    0.9405   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458    0.8175   -0.9461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3484   -2.7371    0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161    0.0831    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988    0.5453    1.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.1554    1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -0.0853    0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -0.0368    0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.3943    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657   -2.2750   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570   -3.0865    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -3.7460   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8301    0.0495   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8718   -0.5701    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    0.5178    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4485    2.6904    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    2.0955   -0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2330    1.8719    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116    2.0531   -3.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    1.9336   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5976    1.3702   -1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  4  1  0
 24  6  1  0
 19 10  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  0
  5 29  1  0
  7 30  1  0
 10 31  1  1
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  6
 16 37  1  0
 17 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cyclo-dopa 5-O-glucoside	ChEBI
Cyclodopa glucoside	ChEBI
Leucodopachrome 5-beta-D-glucoside	ChEBI
Leucodopachrome glucoside	ChEBI
Leucodopachrome 5-b-D-glucoside	Generator
Leucodopachrome 5-β-D-glucoside	Generator
Cyclodopa 5-b-D-glucoside	Generator
Cyclodopa 5-β-D-glucoside	Generator

Chemical Formula

C₁₅H₁₉NO₉

Average Molecular Weight

357.315

Monoisotopic Molecular Weight

357.105981196

IUPAC Name

(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

Traditional Name

(2S)-6-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indole-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC2=CC(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=C(O)C=C2N1)C(O)=O

InChI Identifier

InChI=1S/C15H19NO9/c17-4-10-11(19)12(20)13(21)15(25-10)24-9-2-5-1-7(14(22)23)16-6(5)3-8(9)18/h2-3,7,10-13,15-21H,1,4H2,(H,22,23)/t7-,10+,11+,12-,13+,15+/m0/s1

InChI Key

PXMFPPFHRQZIHO-OLCQZNMOSA-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
Indolecarboxylic acid derivative
Indolecarboxylic acid
Hexose monosaccharide
O-glycosyl compound
Alpha-amino acid
L-alpha-amino acid
Alpha-amino acid or derivatives
Indole or derivatives
Dihydroindole
Aralkylamine
Secondary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Benzenoid
Amino acid
Secondary alcohol
Amino acid or derivatives
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indolyl carboxylic acid (CHEBI:81316 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

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
logP	-0.92	ALOGPS
logP	-2.9	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	4.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	168.94 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.5 m³·mol⁻¹	ChemAxon
Polarizability	33.85 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	180.939	32859911
AllCCS	[M+H-H2O]+	178.199	32859911
AllCCS	[M+Na]+	184.188	32859911
AllCCS	[M+NH4]+	183.465	32859911
AllCCS	[M-H]-	178.615	32859911
AllCCS	[M+Na-2H]-	178.455	32859911
AllCCS	[M+HCOO]-	178.417	32859911
DeepCCS	[M+H]+	176.351	30932474
DeepCCS	[M-H]-	174.526	30932474
DeepCCS	[M-2H]-	207.767	30932474
DeepCCS	[M+Na]+	181.957	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cyclo-dopa 5-O-glucoside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3188.2	Semi standard non polar	33892256
cyclo-dopa 5-O-glucoside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3123.2	Standard non polar	33892256
cyclo-dopa 5-O-glucoside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](OC2=CC3=C(C=C2O[Si](C)(C)C)N([Si](C)(C)C)[C@H](C(=O)O[Si](C)(C)C)C3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3331.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 10V, Positive-QTOF	splash10-054n-0907000000-ff945066b5dac54a8851	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 20V, Positive-QTOF	splash10-0092-0900000000-9f1c2cdc65b45467ccb8	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 40V, Positive-QTOF	splash10-006t-0900000000-ca869b2f092a2bb9a36d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 10V, Negative-QTOF	splash10-0a4l-0719000000-647a4cd4f5968af93fd7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 20V, Negative-QTOF	splash10-0006-1912000000-641aa4739b3647c5c79e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 40V, Negative-QTOF	splash10-0007-2900000000-81ef127f679a51a2e92c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 10V, Positive-QTOF	splash10-052b-0904000000-6b9bd6edba3a4a0de741	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 20V, Positive-QTOF	splash10-004i-0900000000-c5b4821a801403a2095c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 40V, Positive-QTOF	splash10-0k95-3940000000-6e1aff2ef0b4bc6428a2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 10V, Negative-QTOF	splash10-0a4i-0409000000-805787cb1e9657ecdc29	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 20V, Negative-QTOF	splash10-0f6w-0911000000-c480ac2d6e13f0464653	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cyclo-dopa 5-O-glucoside 40V, Negative-QTOF	splash10-002b-0900000000-fc7bd783bfc0525f45d6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173990

PDB ID

Not Available

ChEBI ID

134458

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

Not Available

Showing metabocard for cyclo-dopa 5-O-glucoside (HMDB0304310)

MOL for HMDB0304310 (cyclo-dopa 5-O-glucoside)

3D MOL for HMDB0304310 (cyclo-dopa 5-O-glucoside)

3D SDF for HMDB0304310 (cyclo-dopa 5-O-glucoside)

3D-SDF for HMDB0304310 (cyclo-dopa 5-O-glucoside)

PDB for HMDB0304310 (cyclo-dopa 5-O-glucoside)

3D PDB for HMDB0304310 (cyclo-dopa 5-O-glucoside)

SMILES for HMDB0304310 (cyclo-dopa 5-O-glucoside)

INCHI for HMDB0304310 (cyclo-dopa 5-O-glucoside)

Structure for HMDB0304310 (cyclo-dopa 5-O-glucoside)

3D Structure for HMDB0304310 (cyclo-dopa 5-O-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra