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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:41:06 UTC

Update Date

2021-09-26 23:02:09 UTC

HMDB ID

HMDB0250592

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Curculigoside

Description

(5-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate 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-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Curculigoside is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Curculigoside is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004231522582D          

 33 35  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0250592
     RDKit          3D
Curculigoside
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.4623   -4.2339   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9694   -2.9633   -0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194   -1.8697   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -2.0788   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0483   -1.0489   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    0.2103   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333    0.4401    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248    1.7386    0.3918 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923    2.8309    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -0.5964    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.4471    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099   -0.5705    1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -0.1753   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977   -0.0158   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.1093    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    2.0132    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766    3.0946    1.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    3.9955    2.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733    3.2317    1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859    2.3209    1.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864    1.2602    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    0.3348    0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.2473    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166    0.4164   -1.1224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440    0.1588   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5251   -1.0598   -2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.9051   -3.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9947   -0.0507    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2592    1.1883    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0118    0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8313   -2.3239    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.0696    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714   -1.1195    2.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -4.9359   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485   -4.5909    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -4.1361   -1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -3.0667   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1022   -1.2341   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969    1.0177   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.6153    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2281    3.6666    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8395    3.2216   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.9542   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665    0.1626   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468    1.9444    0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    4.8259    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    4.0508    2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.4414    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112    1.0688    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287    1.0159   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6455   -1.1588   -2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -1.9612   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022   -1.7436   -3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9926   -0.4661   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.7083    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6000   -0.6860    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8043   -2.2610    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218   -1.9000    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -1.6956    2.5955 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 10  3  1  0
 21 15  1  0
 32 23  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END


  Mrv1533004231522582D          

 33 35  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250592

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(OC)=C1C(=O)OCC1=CC(O)=CC=C1OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O11/c1-29-14-4-3-5-15(30-2)17(14)21(28)31-10-11-8-12(24)6-7-13(11)32-22-20(27)19(26)18(25)16(9-23)33-22/h3-8,16,18-20,22-27H,9-10H2,1-2H3

> <INCHI_KEY>
SJJRKHVKAXVFJQ-UHFFFAOYSA-N

> <FORMULA>
C22H26O11

> <MOLECULAR_WEIGHT>
466.439

> <EXACT_MASS>
466.147511657

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.04871516861392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.5106546293333336

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.201292887596562

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.674687840170652

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923448972835

> <JCHEM_POLAR_SURFACE_AREA>
164.37

> <JCHEM_REFRACTIVITY>
111.72850000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250592
     RDKit          3D
Curculigoside
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.4623   -4.2339   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9694   -2.9633   -0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194   -1.8697   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -2.0788   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0483   -1.0489   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    0.2103   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333    0.4401    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248    1.7386    0.3918 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923    2.8309    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -0.5964    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.4471    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099   -0.5705    1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -0.1753   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977   -0.0158   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.1093    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    2.0132    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766    3.0946    1.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    3.9955    2.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733    3.2317    1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859    2.3209    1.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864    1.2602    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    0.3348    0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.2473    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166    0.4164   -1.1224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440    0.1588   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5251   -1.0598   -2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.9051   -3.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9947   -0.0507    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2592    1.1883    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0118    0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8313   -2.3239    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.0696    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714   -1.1195    2.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -4.9359   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485   -4.5909    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -4.1361   -1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -3.0667   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1022   -1.2341   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969    1.0177   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.6153    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2281    3.6666    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8395    3.2216   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.9542   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665    0.1626   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468    1.9444    0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    4.8259    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    4.0508    2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.4414    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112    1.0688    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287    1.0159   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6455   -1.1588   -2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -1.9612   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022   -1.7436   -3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9926   -0.4661   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.7083    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6000   -0.6860    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8043   -2.2610    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218   -1.9000    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -1.6956    2.5955 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 10  3  1  0
 21 15  1  0
 32 23  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.000 -12.320   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0250592
HETATM    1  C1  UNL     1       4.462  -4.234  -0.597  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.969  -2.963  -0.280  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.819  -1.870  -0.245  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.149  -2.079  -0.531  1.00  0.00           C  
HETATM    5  C4  UNL     1       7.048  -1.049  -0.518  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.581   0.210  -0.207  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.233   0.440   0.086  1.00  0.00           C  
HETATM    8  O2  UNL     1       4.825   1.739   0.392  1.00  0.00           O  
HETATM    9  C7  UNL     1       5.692   2.831   0.423  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.332  -0.596   0.071  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.914  -0.447   0.364  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.510  -0.571   1.554  1.00  0.00           O  
HETATM   13  O4  UNL     1       1.970  -0.175  -0.609  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.598  -0.016  -0.426  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.196   1.109   0.414  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.076   2.013   0.952  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.677   3.095   1.732  1.00  0.00           C  
HETATM   18  O5  UNL     1       1.588   3.996   2.265  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.673   3.232   1.954  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.586   2.321   1.415  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.186   1.260   0.648  1.00  0.00           C  
HETATM   22  O6  UNL     1      -2.021   0.335   0.091  1.00  0.00           O  
HETATM   23  C17 UNL     1      -3.413   0.247   0.163  1.00  0.00           C  
HETATM   24  O7  UNL     1      -3.917   0.416  -1.122  1.00  0.00           O  
HETATM   25  C18 UNL     1      -5.244   0.159  -1.262  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.525  -1.060  -2.140  1.00  0.00           C  
HETATM   27  O8  UNL     1      -5.023  -0.905  -3.419  1.00  0.00           O  
HETATM   28  C20 UNL     1      -5.995  -0.051   0.023  1.00  0.00           C  
HETATM   29  O9  UNL     1      -6.259   1.188   0.644  1.00  0.00           O  
HETATM   30  C21 UNL     1      -5.340  -1.012   0.957  1.00  0.00           C  
HETATM   31  O10 UNL     1      -5.831  -2.324   0.818  1.00  0.00           O  
HETATM   32  C22 UNL     1      -3.854  -1.070   0.769  1.00  0.00           C  
HETATM   33  O11 UNL     1      -3.271  -1.119   2.056  1.00  0.00           O  
HETATM   34  H1  UNL     1       3.606  -4.936  -0.764  1.00  0.00           H  
HETATM   35  H2  UNL     1       5.149  -4.591   0.199  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.002  -4.136  -1.579  1.00  0.00           H  
HETATM   37  H4  UNL     1       6.545  -3.067  -0.780  1.00  0.00           H  
HETATM   38  H5  UNL     1       8.102  -1.234  -0.748  1.00  0.00           H  
HETATM   39  H6  UNL     1       7.297   1.018  -0.199  1.00  0.00           H  
HETATM   40  H7  UNL     1       6.671   2.615   0.902  1.00  0.00           H  
HETATM   41  H8  UNL     1       5.228   3.667   1.001  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.840   3.222  -0.610  1.00  0.00           H  
HETATM   43  H10 UNL     1       0.122  -0.954  -0.059  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.167   0.163  -1.453  1.00  0.00           H  
HETATM   45  H12 UNL     1       2.147   1.944   0.783  1.00  0.00           H  
HETATM   46  H13 UNL     1       1.866   4.826   1.755  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.031   4.051   2.551  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.653   2.441   1.598  1.00  0.00           H  
HETATM   49  H16 UNL     1      -3.811   1.069   0.765  1.00  0.00           H  
HETATM   50  H17 UNL     1      -5.729   1.016  -1.788  1.00  0.00           H  
HETATM   51  H18 UNL     1      -6.646  -1.159  -2.139  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.154  -1.961  -1.618  1.00  0.00           H  
HETATM   53  H20 UNL     1      -4.502  -1.744  -3.615  1.00  0.00           H  
HETATM   54  H21 UNL     1      -6.993  -0.466  -0.249  1.00  0.00           H  
HETATM   55  H22 UNL     1      -6.919   1.708   0.151  1.00  0.00           H  
HETATM   56  H23 UNL     1      -5.600  -0.686   2.003  1.00  0.00           H  
HETATM   57  H24 UNL     1      -6.804  -2.261   0.644  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.522  -1.900   0.140  1.00  0.00           H  
HETATM   59  H26 UNL     1      -3.878  -1.696   2.595  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   37
CONECT    5    6    6   38
CONECT    6    7   39
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   40   41   42
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   43   44
CONECT   15   16   16   21
CONECT   16   17   45
CONECT   17   18   19   19
CONECT   18   46
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   22
CONECT   22   23
CONECT   23   24   32   49
CONECT   24   25
CONECT   25   26   28   50
CONECT   26   27   51   52
CONECT   27   53
CONECT   28   29   30   54
CONECT   29   55
CONECT   30   31   32   56
CONECT   31   57
CONECT   32   33   58
CONECT   33   59
END

HMDB0250592
     RDKit          3D
Curculigoside
 59 61  0  0  0  0  0  0  0  0999 V2000
    4.4623   -4.2339   -0.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9694   -2.9633   -0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194   -1.8697   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486   -2.0788   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0483   -1.0489   -0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    0.2103   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333    0.4401    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248    1.7386    0.3918 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923    2.8309    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -0.5964    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -0.4471    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099   -0.5705    1.5539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -0.1753   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977   -0.0158   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.1093    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    2.0132    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766    3.0946    1.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    3.9955    2.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733    3.2317    1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859    2.3209    1.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864    1.2602    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    0.3348    0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.2473    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166    0.4164   -1.1224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440    0.1588   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5251   -1.0598   -2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.9051   -3.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9947   -0.0507    0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2592    1.1883    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0118    0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8313   -2.3239    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540   -1.0696    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714   -1.1195    2.0560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -4.9359   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485   -4.5909    0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -4.1361   -1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -3.0667   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1022   -1.2341   -0.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969    1.0177   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.6153    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2281    3.6666    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8395    3.2216   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.9542   -0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665    0.1626   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468    1.9444    0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    4.8259    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    4.0508    2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.4414    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112    1.0688    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287    1.0159   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6455   -1.1588   -2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -1.9612   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022   -1.7436   -3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9926   -0.4661   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9193    1.7083    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6000   -0.6860    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8043   -2.2610    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218   -1.9000    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775   -1.6956    2.5955 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 10  3  1  0
 21 15  1  0
 32 23  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-Hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoic acid	Generator

Chemical Formula

C₂₂H₂₆O₁₁

Average Molecular Weight

466.439

Monoisotopic Molecular Weight

466.147511657

IUPAC Name

(5-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate

Traditional Name

(5-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2,6-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(OC)=C1C(=O)OCC1=CC(O)=CC=C1OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H26O11/c1-29-14-4-3-5-15(30-2)17(14)21(28)31-10-11-8-12(24)6-7-13(11)32-22-20(27)19(26)18(25)16(9-23)33-22/h3-8,16,18-20,22-27H,9-10H2,1-2H3

InChI Key

SJJRKHVKAXVFJQ-UHFFFAOYSA-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
Hexose monosaccharide
O-glycosyl compound
O-methoxybenzoic acid or derivatives
Benzoate ester
Benzyloxycarbonyl
Dimethoxybenzene
M-dimethoxybenzene
Benzoic acid or derivatives
4-alkoxyphenol
Anisole
Methoxybenzene
Phenol ether
Benzoyl
Phenoxy compound
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	0.43	ALOGPS
logP	0.51	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	111.73 m³·mol⁻¹	ChemAxon
Polarizability	45.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.627	30932474
DeepCCS	[M-H]-	196.241	30932474
DeepCCS	[M-2H]-	229.58	30932474
DeepCCS	[M+Na]+	204.808	30932474
AllCCS	[M+H]+	208.4	32859911
AllCCS	[M+H-H2O]+	206.3	32859911
AllCCS	[M+NH4]+	210.3	32859911
AllCCS	[M+Na]+	210.9	32859911
AllCCS	[M-H]-	202.2	32859911
AllCCS	[M+Na-2H]-	202.9	32859911
AllCCS	[M+HCOO]-	203.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.0288 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.27 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1919.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	200.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	141.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	80.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	375.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	378.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	346.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	769.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	414.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1209.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	258.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	93.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Curculigoside	COC1=CC=CC(OC)=C1C(=O)OCC1=CC(O)=CC=C1OC1OC(CO)C(O)C(O)C1O	4090.6	Standard polar	33892256
Curculigoside	COC1=CC=CC(OC)=C1C(=O)OCC1=CC(O)=CC=C1OC1OC(CO)C(O)C(O)C1O	3774.4	Standard non polar	33892256
Curculigoside	COC1=CC=CC(OC)=C1C(=O)OCC1=CC(O)=CC=C1OC1OC(CO)C(O)C(O)C1O	4088.6	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 - Curculigoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-059j-9812600000-5b90ef064ff3f0fc2d09	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Curculigoside GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-03	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 - Curculigoside 10V, Positive-QTOF	splash10-014i-0900100000-903c17e189cd8c8fdbda	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Curculigoside 20V, Positive-QTOF	splash10-014r-0900000000-212d1194374d6acfc589	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Curculigoside 40V, Positive-QTOF	splash10-016r-1900000000-9f84656950f0c2eb9eec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Curculigoside 10V, Negative-QTOF	splash10-001i-0900100000-29540acb71680cdf912f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Curculigoside 20V, Negative-QTOF	splash10-0081-0920000000-fb5867e69308969db35b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Curculigoside 40V, Negative-QTOF	splash10-0fki-2921300000-da16d1322000e7fd0042	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

22178864

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Curculigoside (HMDB0250592)

MOL for HMDB0250592 (Curculigoside)

3D MOL for HMDB0250592 (Curculigoside)

3D SDF for HMDB0250592 (Curculigoside)

3D-SDF for HMDB0250592 (Curculigoside)

PDB for HMDB0250592 (Curculigoside)

3D PDB for HMDB0250592 (Curculigoside)

SMILES for HMDB0250592 (Curculigoside)

INCHI for HMDB0250592 (Curculigoside)

Structure for HMDB0250592 (Curculigoside)

3D Structure for HMDB0250592 (Curculigoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra