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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:19:22 UTC

Update Date

2022-03-07 02:55:11 UTC

HMDB ID

HMDB0037080

Secondary Accession Numbers

HMDB37080

Metabolite Identification

Common Name

3-Methylellagic acid 8-(2-acetylrhamnoside)

Description

(8S,8'S)-Secoisolariciresinol 9-xyloside belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones (8S,8'S)-Secoisolariciresinol 9-xyloside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (8S,8'S)-Secoisolariciresinol 9-xyloside has been detected, but not quantified in, herbs and spices and tea. This could make (8S,8's)-secoisolariciresinol 9-xyloside a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061309332D          

 36 40  0  0  0  0            999 V2000
   -3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 21  9  1  0  0  0  0
 22  8  1  0  0  0  0
 23 20  1  0  0  0  0
 24  7  2  0  0  0  0
 25 10  1  0  0  0  0
 26 11  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 21  2  0  0  0  0
 30 22  2  0  0  0  0
 31  3  1  0  0  0  0
 31 16  1  0  0  0  0
 32  6  1  0  0  0  0
 32 23  1  0  0  0  0
 33  7  1  0  0  0  0
 33 20  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
 35 19  1  0  0  0  0
 35 22  1  0  0  0  0
 36 17  1  0  0  0  0
 36 23  1  0  0  0  0
M  END

HMDB0037080
     RDKit          3D
3-Methylellagic acid 8-(2-acetylrhamnoside)
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.2396   -3.8882    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2833   -2.4898    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1380   -1.8407    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9402   -1.7129    2.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -2.2087    3.0187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696   -1.0510    2.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8650   -0.5544    1.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977    0.1016    1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807    0.2395    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.5645    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    0.4492   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    0.9450   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    1.5770   -0.7715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843    0.8308   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813    0.9808   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090    1.4870   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.9849   -2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.7265   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589    3.3866   -0.8514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    2.1876    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.6988    1.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6956    1.0706    0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.1379    1.4425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -0.6499    2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.9082    3.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -0.0270    3.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    0.8069   -2.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5297    1.2759   -3.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997    0.1481   -2.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -0.3398   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5621   -0.9976   -2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.1340   -3.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.4591   -1.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344   -1.3451   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -0.6965    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1701   -0.1960   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0805   -4.1580   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151   -4.2927    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -4.3397    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -2.1268    4.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -0.9297    3.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -0.2595   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    0.8027   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9810    1.7231   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    3.0572   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    1.5016   -3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9705    3.3658   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.8736   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603    3.0269    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    2.4457    2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    1.4006    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -2.1581    4.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -1.7783    3.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -2.7667    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789    1.7613   -3.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6934    0.0264   -4.0294 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 12 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 34  3  1  0
 35  7  1  0
 36 11  2  0
 22 14  1  0
 36 30  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  6 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 28 55  1  0
 29 56  1  0
M  END


  Mrv0541 05061309332D          

 36 40  0  0  0  0            999 V2000
   -3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 21  9  1  0  0  0  0
 22  8  1  0  0  0  0
 23 20  1  0  0  0  0
 24  7  2  0  0  0  0
 25 10  1  0  0  0  0
 26 11  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 21  2  0  0  0  0
 30 22  2  0  0  0  0
 31  3  1  0  0  0  0
 31 16  1  0  0  0  0
 32  6  1  0  0  0  0
 32 23  1  0  0  0  0
 33  7  1  0  0  0  0
 33 20  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
 35 19  1  0  0  0  0
 35 22  1  0  0  0  0
 36 17  1  0  0  0  0
 36 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037080

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O13/c1-6-14(27)15(28)20(33-7(2)24)23(32-6)36-17-11(26)5-9-13-12-8(22(30)35-19(13)17)4-10(25)16(31-3)18(12)34-21(9)29/h4-6,14-15,20,23,25-28H,1-3H3

> <INCHI_KEY>
XOBMJVRDRZBSBR-UHFFFAOYSA-N

> <FORMULA>
C23H20O13

> <MOLECULAR_WEIGHT>
504.3971

> <EXACT_MASS>
504.090390726

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
47.198504207456466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
0.3817837576666659

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.4983040816862925

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.802129143977902

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612922563839045

> <JCHEM_POLAR_SURFACE_AREA>
187.50999999999993

> <JCHEM_REFRACTIVITY>
114.84209999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037080
     RDKit          3D
3-Methylellagic acid 8-(2-acetylrhamnoside)
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.2396   -3.8882    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2833   -2.4898    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1380   -1.8407    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9402   -1.7129    2.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -2.2087    3.0187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696   -1.0510    2.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8650   -0.5544    1.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977    0.1016    1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807    0.2395    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.5645    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    0.4492   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    0.9450   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    1.5770   -0.7715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843    0.8308   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813    0.9808   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090    1.4870   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.9849   -2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.7265   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589    3.3866   -0.8514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    2.1876    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.6988    1.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6956    1.0706    0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.1379    1.4425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -0.6499    2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.9082    3.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -0.0270    3.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    0.8069   -2.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5297    1.2759   -3.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997    0.1481   -2.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -0.3398   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5621   -0.9976   -2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.1340   -3.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.4591   -1.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344   -1.3451   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -0.6965    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1701   -0.1960   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0805   -4.1580   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151   -4.2927    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -4.3397    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -2.1268    4.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -0.9297    3.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -0.2595   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    0.8027   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9810    1.7231   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    3.0572   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    1.5016   -3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9705    3.3658   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.8736   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603    3.0269    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    2.4457    2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    1.4006    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -2.1581    4.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -1.7783    3.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -2.7667    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789    1.7613   -3.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6934    0.0264   -4.0294 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 12 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 34  3  1  0
 35  7  1  0
 36 11  2  0
 22 14  1  0
 36 30  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  6 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 28 55  1  0
 29 56  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.160  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -9.542   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390   2.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.390  -2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.850  -8.208   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.770  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.160  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.160  -4.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.390  -5.541   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.390  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.850  -0.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.850  -5.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.540   1.127   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -4.207   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.080  -4.207   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.390  -8.208   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.700  -1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.080  -1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.700  -4.207   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -6.160  -6.875   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.770   2.461   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.850  -5.541   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.160   1.127   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.850  -2.874   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.080  -6.875   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.080   1.127   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.540  -4.207   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.540  -4.207   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   31                                                            
CONECT    4    8   10                                                       
CONECT    5    9   11                                                       
CONECT    6    1   14   32                                                  
CONECT    7    2   24   33                                                  
CONECT    8    4   12   22                                                  
CONECT    9    5   13   21                                                  
CONECT   10    4   16   25                                                  
CONECT   11    5   17   26                                                  
CONECT   12    8   13   18                                                  
CONECT   13    9   12   19                                                  
CONECT   14    6   15   27                                                  
CONECT   15   14   20   28                                                  
CONECT   16   10   18   31                                                  
CONECT   17   11   19   36                                                  
CONECT   18   12   16   34                                                  
CONECT   19   13   17   35                                                  
CONECT   20   15   23   33                                                  
CONECT   21    9   29   34                                                  
CONECT   22    8   30   35                                                  
CONECT   23   20   32   36                                                  
CONECT   24    7                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31    3   16                                                       
CONECT   32    6   23                                                       
CONECT   33    7   20                                                       
CONECT   34   18   21                                                       
CONECT   35   19   22                                                       
CONECT   36   17   23                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

COMPND    HMDB0037080
HETATM    1  C1  UNL     1       6.240  -3.888   0.100  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.283  -2.490   0.300  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.138  -1.841   0.736  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.940  -1.713   2.091  1.00  0.00           C  
HETATM    5  O2  UNL     1       5.842  -2.209   3.019  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.770  -1.051   2.484  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.865  -0.554   1.572  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.698   0.102   1.911  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.481   0.240   3.140  1.00  0.00           O  
HETATM   10  O4  UNL     1       0.846   0.564   1.018  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.023   0.449  -0.278  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.111   0.945  -1.217  1.00  0.00           C  
HETATM   13  O5  UNL     1      -1.014   1.577  -0.771  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.184   0.831  -0.479  1.00  0.00           C  
HETATM   15  O6  UNL     1      -3.081   0.981  -1.501  1.00  0.00           O  
HETATM   16  C10 UNL     1      -4.309   1.487  -1.205  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.913   1.985  -2.520  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.071   2.727  -0.333  1.00  0.00           C  
HETATM   19  O7  UNL     1      -2.959   3.387  -0.851  1.00  0.00           O  
HETATM   20  C13 UNL     1      -3.706   2.188   1.020  1.00  0.00           C  
HETATM   21  O8  UNL     1      -4.874   1.699   1.650  1.00  0.00           O  
HETATM   22  C14 UNL     1      -2.696   1.071   0.899  1.00  0.00           C  
HETATM   23  O9  UNL     1      -3.172  -0.138   1.442  1.00  0.00           O  
HETATM   24  C15 UNL     1      -2.569  -0.650   2.573  1.00  0.00           C  
HETATM   25  C16 UNL     1      -2.995  -1.908   3.205  1.00  0.00           C  
HETATM   26  O10 UNL     1      -1.598  -0.027   3.112  1.00  0.00           O  
HETATM   27  C17 UNL     1       0.329   0.807  -2.575  1.00  0.00           C  
HETATM   28  O11 UNL     1      -0.530   1.276  -3.550  1.00  0.00           O  
HETATM   29  C18 UNL     1       1.500   0.148  -2.967  1.00  0.00           C  
HETATM   30  C19 UNL     1       2.396  -0.340  -2.039  1.00  0.00           C  
HETATM   31  C20 UNL     1       3.562  -0.998  -2.393  1.00  0.00           C  
HETATM   32  O12 UNL     1       3.777  -1.134  -3.619  1.00  0.00           O  
HETATM   33  O13 UNL     1       4.407  -1.459  -1.492  1.00  0.00           O  
HETATM   34  C21 UNL     1       4.234  -1.345  -0.195  1.00  0.00           C  
HETATM   35  C22 UNL     1       3.088  -0.696   0.212  1.00  0.00           C  
HETATM   36  C23 UNL     1       2.170  -0.196  -0.684  1.00  0.00           C  
HETATM   37  H1  UNL     1       6.080  -4.158  -0.977  1.00  0.00           H  
HETATM   38  H2  UNL     1       7.215  -4.293   0.471  1.00  0.00           H  
HETATM   39  H3  UNL     1       5.426  -4.340   0.707  1.00  0.00           H  
HETATM   40  H4  UNL     1       5.719  -2.127   4.012  1.00  0.00           H  
HETATM   41  H5  UNL     1       3.575  -0.930   3.542  1.00  0.00           H  
HETATM   42  H6  UNL     1      -1.868  -0.259  -0.531  1.00  0.00           H  
HETATM   43  H7  UNL     1      -4.978   0.803  -0.673  1.00  0.00           H  
HETATM   44  H8  UNL     1      -5.981   1.723  -2.501  1.00  0.00           H  
HETATM   45  H9  UNL     1      -4.774   3.057  -2.654  1.00  0.00           H  
HETATM   46  H10 UNL     1      -4.389   1.502  -3.396  1.00  0.00           H  
HETATM   47  H11 UNL     1      -4.971   3.366  -0.279  1.00  0.00           H  
HETATM   48  H12 UNL     1      -2.435   3.874  -0.189  1.00  0.00           H  
HETATM   49  H13 UNL     1      -3.360   3.027   1.651  1.00  0.00           H  
HETATM   50  H14 UNL     1      -5.406   2.446   2.022  1.00  0.00           H  
HETATM   51  H15 UNL     1      -1.827   1.401   1.528  1.00  0.00           H  
HETATM   52  H16 UNL     1      -2.391  -2.158   4.101  1.00  0.00           H  
HETATM   53  H17 UNL     1      -4.042  -1.778   3.553  1.00  0.00           H  
HETATM   54  H18 UNL     1      -2.937  -2.767   2.520  1.00  0.00           H  
HETATM   55  H19 UNL     1      -1.379   1.761  -3.441  1.00  0.00           H  
HETATM   56  H20 UNL     1       1.693   0.026  -4.029  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   34
CONECT    4    5    6
CONECT    5   40
CONECT    6    7    7   41
CONECT    7    8   35
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   36   36
CONECT   12   13   27   27
CONECT   13   14
CONECT   14   15   22   42
CONECT   15   16
CONECT   16   17   18   43
CONECT   17   44   45   46
CONECT   18   19   20   47
CONECT   19   48
CONECT   20   21   22   49
CONECT   21   50
CONECT   22   23   51
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   52   53   54
CONECT   27   28   29
CONECT   28   55
CONECT   29   30   30   56
CONECT   30   31   36
CONECT   31   32   32   33
CONECT   33   34
CONECT   34   35   35
CONECT   35   36
END

HMDB0037080
     RDKit          3D
3-Methylellagic acid 8-(2-acetylrhamnoside)
 56 60  0  0  0  0  0  0  0  0999 V2000
    6.2396   -3.8882    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2833   -2.4898    0.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1380   -1.8407    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9402   -1.7129    2.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -2.2087    3.0187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696   -1.0510    2.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8650   -0.5544    1.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977    0.1016    1.9112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807    0.2395    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.5645    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    0.4492   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    0.9450   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    1.5770   -0.7715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843    0.8308   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813    0.9808   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090    1.4870   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.9849   -2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.7265   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589    3.3866   -0.8514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056    2.1876    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.6988    1.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6956    1.0706    0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.1379    1.4425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -0.6499    2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.9082    3.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -0.0270    3.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    0.8069   -2.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5297    1.2759   -3.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997    0.1481   -2.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -0.3398   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5621   -0.9976   -2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7774   -1.1340   -3.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.4591   -1.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344   -1.3451   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -0.6965    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1701   -0.1960   -0.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0805   -4.1580   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151   -4.2927    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -4.3397    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -2.1268    4.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -0.9297    3.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -0.2595   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    0.8027   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9810    1.7231   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    3.0572   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    1.5016   -3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9705    3.3658   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4347    3.8736   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603    3.0269    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4057    2.4457    2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266    1.4006    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -2.1581    4.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -1.7783    3.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368   -2.7667    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789    1.7613   -3.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6934    0.0264   -4.0294 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 12 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 34  3  1  0
 35  7  1  0
 36 11  2  0
 22 14  1  0
 36 30  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  0
  6 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 28 55  1  0
 29 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetic acid	Generator
3-Methylellagate 8-(2-acetylrhamnoside)	Generator

Chemical Formula

C₂₃H₂₀O₁₃

Average Molecular Weight

504.3971

Monoisotopic Molecular Weight

504.090390726

IUPAC Name

2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

Traditional Name

2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24

InChI Identifier

InChI=1S/C23H20O13/c1-6-14(27)15(28)20(33-7(2)24)23(32-6)36-17-11(26)5-9-13-12-8(22(30)35-19(13)17)4-10(25)16(31-3)18(12)34-21(9)29/h4-6,14-15,20,23,25-28H,1-3H3

InChI Key

XOBMJVRDRZBSBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Dibenzylbutane lignan skeleton
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Pentose monosaccharide
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Polyol
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037080)
Cytoplasm (HMDB: HMDB0037080)

Source

Exogenous

Food

Food (HMDB: HMDB0037080)

Endogenous

Plant

Plant (HMDB: HMDB0037080)

Not Available

Nutrient (HMDB: HMDB0037080)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.29 g/L	ALOGPS
logP	1.56	ALOGPS
logP	0.38	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	5.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	187.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	47.2 Å³	ChemAxon
Number of Rings	5	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
DarkChem	[M+H]+	212.538	31661259
DarkChem	[M-H]-	210.144	31661259
DeepCCS	[M-2H]-	237.073	30932474
DeepCCS	[M+Na]+	212.499	30932474
AllCCS	[M+H]+	208.5	32859911
AllCCS	[M+H-H2O]+	206.6	32859911
AllCCS	[M+NH4]+	210.2	32859911
AllCCS	[M+Na]+	210.7	32859911
AllCCS	[M-H]-	209.5	32859911
AllCCS	[M+Na-2H]-	210.0	32859911
AllCCS	[M+HCOO]-	210.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methylellagic acid 8-(2-acetylrhamnoside)	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	5540.4	Standard polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside)	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	3758.3	Standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside)	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4499.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methylellagic acid 8-(2-acetylrhamnoside),1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4108.0	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TMS,isomer #2	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4109.3	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TMS,isomer #3	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4156.2	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4150.8	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4060.4	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4057.1	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4020.5	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4066.0	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #5	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4063.1	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TMS,isomer #6	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4083.7	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	3949.3	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	3939.8	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	3930.9	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	3960.3	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),4TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3OC(C)=O)C(=O)OC1=C24	3833.4	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4316.5	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TBDMS,isomer #2	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4317.7	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TBDMS,isomer #3	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4402.8	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),1TBDMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4398.9	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4480.7	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4478.8	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #3	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24	4415.8	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4494.1	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #5	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4491.2	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),2TBDMS,isomer #6	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4566.9	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4598.3	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O)C3OC(C)=O)C(=O)OC1=C24	4530.9	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TBDMS,isomer #3	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4523.4	Semi standard non polar	33892256
3-Methylellagic acid 8-(2-acetylrhamnoside),3TBDMS,isomer #4	COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O[Si](C)(C)C(C)(C)C)=C3OC3OC(C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3OC(C)=O)C(=O)OC1=C24	4612.6	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 - 3-Methylellagic acid 8-(2-acetylrhamnoside) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a74-9101500000-a0c18071844e0545ddf0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) GC-MS (2 TMS) - 70eV, Positive	splash10-001i-9722148000-c41348835e24871ebb20	2017-10-06	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 - 3-Methylellagic acid 8-(2-acetylrhamnoside) 10V, Positive-QTOF	splash10-014j-1029630000-05b44462c79a2fc31ee5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 20V, Positive-QTOF	splash10-014i-0129100000-2c6b3ba2e37d137b887e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 40V, Positive-QTOF	splash10-0fr2-2298000000-3054bce9ee4605093d48	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 10V, Negative-QTOF	splash10-0pvi-5025940000-79232b6d60402e931a7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 20V, Negative-QTOF	splash10-0aos-9166400000-b9ed31d4f800698fed0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 40V, Negative-QTOF	splash10-0a4i-9051000000-b81a54f5c2cba8c8abfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 10V, Negative-QTOF	splash10-0udi-1000190000-2de497cce15f57ae40dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 20V, Negative-QTOF	splash10-052f-6205910000-dcc37823e261e934beaa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 40V, Negative-QTOF	splash10-052o-4091000000-b6a52195501d296b2474	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 10V, Positive-QTOF	splash10-014i-0009020000-774589de935449161a5b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 20V, Positive-QTOF	splash10-014i-1219120000-8b9ee89c0d6673c9c8ee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylellagic acid 8-(2-acetylrhamnoside) 40V, Positive-QTOF	splash10-014j-9357100000-8cdab5a5628b3c556335	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB016072

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

131752144

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

3-Methylellagic acid 8-(2-acetylrhamnoside) → 3-Methylellagic acid 8-rhamnoside	details

Showing metabocard for 3-Methylellagic acid 8-(2-acetylrhamnoside) (HMDB0037080)

MOL for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D MOL for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D SDF for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D-SDF for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

PDB for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D PDB for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

SMILES for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

INCHI for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

Structure for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D Structure for HMDB0037080 (3-Methylellagic acid 8-(2-acetylrhamnoside))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions