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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:39:48 UTC

Update Date

2021-09-23 06:39:48 UTC

HMDB ID

HMDB0302109

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Foeniculoside X

Description

Foeniculoside x is a member of the class of compounds known as tetracenequinones. Tetracenequinones are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4. Foeniculoside x is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Foeniculoside x can be found in fennel, which makes foeniculoside x a potential biomarker for the consumption of this food product.

Structure

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

 
  Mrv0541 02241221372D          
 
 35 38  0  0  1  0            999 V2000
   22.8652  -12.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3004  -13.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -12.6140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7249  -13.0242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4429  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1550  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2979  -13.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5795  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2975  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0070  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -13.9757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4371  -14.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1492  -13.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8616  -14.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5737  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2917  -14.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0013  -15.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4314  -15.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8559  -15.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2860  -15.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5825  -12.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7188  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4375  -13.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7204  -15.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4371  -11.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162  -12.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8651  -13.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4350  -13.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -11.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7134  -14.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -12.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -15.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1627  -14.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 18 24  1  0  0  0  0
  3  4  1  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
  5 27  2  0  0  0  0
 13 14  1  0  0  0  0
 10 28  1  0  0  0  0
  2  3  1  0  0  0  0
 23 29  1  0  0  0  0
 14 15  1  0  0  0  0
 28 30  1  0  0  0  0
  1  8  2  0  0  0  0
  3 31  1  1  0  0  0
 15 16  2  0  0  0  0
 12 32  1  1  0  0  0
  4  5  1  0  0  0  0
  4 33  1  1  0  0  0
 16 17  1  0  0  0  0
 32 34  1  0  0  0  0
  8  9  1  0  0  0  0
 25 35  1  0  0  0  0
M  END

HMDB0302109
     RDKit          3D
Foeniculoside X
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.5914   -0.5567   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2948   -0.3604   -0.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850    0.5438   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.2144   -2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.6346   -0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9139    1.5277    0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9877    2.3179    1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017    3.2300    2.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    1.5880    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6356    0.7605    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953    0.8375    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0422    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -0.8441   -0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -0.9699   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0558   -1.8143   -1.7304 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.1341   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -0.1974   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571   -1.1248   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343   -1.6738   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248   -2.6897   -1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -1.4589   -0.0902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4351   -2.5956    0.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -2.8818    1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -1.3793   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841   -2.0229   -2.3435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -0.5139   -1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404    0.6300   -0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9418    1.4735   -0.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    0.9637   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834    0.9354   -0.0051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6731    2.0590    0.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1874   -0.2770    0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2083   -0.4896    1.7322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    0.0907    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702    0.4558    2.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6280   -1.2711   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1941   -1.0101   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.4322   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436    2.7484    3.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095    4.0108    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514    3.7952    1.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    2.2699    2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1996    1.5234    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.4805   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382   -1.0024   -2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999   -0.8982   -2.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.2042   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.0625    1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1474   -3.8613    2.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325   -2.1780    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8024   -0.7870   -1.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0101    1.7785   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806    0.1356   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3419    0.5414   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834    1.0942   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    2.7174    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821    0.3881    2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  1
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  2  0
 17  5  1  0
 32 21  1  0
 16 10  1  0
 34 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  6
 31 56  1  0
 33 57  1  0
M  END

 
  Mrv0541 02241221372D          
 
 35 38  0  0  1  0            999 V2000
   22.8652  -12.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3004  -13.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -12.6140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7249  -13.0242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4429  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1550  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2979  -13.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5795  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2975  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0070  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -13.9757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4371  -14.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1492  -13.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8616  -14.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5737  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2917  -14.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0013  -15.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4314  -15.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8559  -15.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2860  -15.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5825  -12.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7188  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4375  -13.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7204  -15.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4371  -11.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162  -12.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8651  -13.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4350  -13.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -11.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7134  -14.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -12.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -15.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1627  -14.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 18 24  1  0  0  0  0
  3  4  1  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
  5 27  2  0  0  0  0
 13 14  1  0  0  0  0
 10 28  1  0  0  0  0
  2  3  1  0  0  0  0
 23 29  1  0  0  0  0
 14 15  1  0  0  0  0
 28 30  1  0  0  0  0
  1  8  2  0  0  0  0
  3 31  1  1  0  0  0
 15 16  2  0  0  0  0
 12 32  1  1  0  0  0
  4  5  1  0  0  0  0
  4 33  1  1  0  0  0
 16 17  1  0  0  0  0
 32 34  1  0  0  0  0
  8  9  1  0  0  0  0
 25 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302109

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1OC)C(=O)[C@@]1(O)[C@H](O)C(OC)=CC(=O)[C@@]1(OC)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1

> <INCHI_KEY>
QSPIPUXWSNFXCK-AGILITTLSA-N

> <FORMULA>
C24H22O11

> <MOLECULAR_WEIGHT>
486.4249

> <EXACT_MASS>
486.116211546

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
47.49798968572925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
1.5009800106666664

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.340111341175927

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.905979899177597

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9205464621935286

> <JCHEM_POLAR_SURFACE_AREA>
165.89

> <JCHEM_REFRACTIVITY>
120.65749999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302109
     RDKit          3D
Foeniculoside X
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.5914   -0.5567   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2948   -0.3604   -0.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850    0.5438   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.2144   -2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.6346   -0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9139    1.5277    0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9877    2.3179    1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017    3.2300    2.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    1.5880    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6356    0.7605    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953    0.8375    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0422    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -0.8441   -0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -0.9699   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0558   -1.8143   -1.7304 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.1341   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -0.1974   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571   -1.1248   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343   -1.6738   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248   -2.6897   -1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -1.4589   -0.0902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4351   -2.5956    0.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -2.8818    1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -1.3793   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841   -2.0229   -2.3435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -0.5139   -1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404    0.6300   -0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9418    1.4735   -0.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    0.9637   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834    0.9354   -0.0051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6731    2.0590    0.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1874   -0.2770    0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2083   -0.4896    1.7322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    0.0907    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702    0.4558    2.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6280   -1.2711   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1941   -1.0101   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.4322   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436    2.7484    3.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095    4.0108    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514    3.7952    1.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    2.2699    2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1996    1.5234    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.4805   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382   -1.0024   -2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999   -0.8982   -2.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.2042   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.0625    1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1474   -3.8613    2.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325   -2.1780    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8024   -0.7870   -1.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0101    1.7785   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806    0.1356   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3419    0.5414   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834    1.0942   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    2.7174    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821    0.3881    2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  1
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  2  0
 17  5  1  0
 32 21  1  0
 16 10  1  0
 34 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  6
 31 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      42.682 -23.549   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.027 -24.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.357 -23.546   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.687 -24.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      40.027 -23.557   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      41.356 -24.323   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      36.023 -26.078   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      44.015 -24.333   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      45.355 -23.557   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      46.674 -24.333   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.346 -26.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.676 -26.088   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.016 -26.864   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.345 -26.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.675 -26.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      44.004 -26.109   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.344 -26.886   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.674 -26.109   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      37.336 -28.396   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      40.005 -28.407   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      42.664 -28.417   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      45.334 -28.417   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      34.687 -23.546   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      48.008 -26.878   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      49.350 -26.104   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      48.011 -28.420   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      40.016 -22.015   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      48.004 -23.567   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      33.348 -24.324   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      49.345 -24.341   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      37.357 -22.004   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      38.665 -27.630   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      38.676 -22.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      38.655 -29.173   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      50.704 -26.886   0.000  0.00  0.00           C+0
CONECT    1    6    8                                                       
CONECT    2   23    7    3                                                  
CONECT    3    4    2   31                                                  
CONECT    4   12    3    5   33                                             
CONECT    5    6   27    4                                                  
CONECT    6    5    1   14                                                  
CONECT    7   11    2                                                       
CONECT    8   16    1    9                                                  
CONECT    9   10    8                                                       
CONECT   10    9   18   28                                                  
CONECT   11   19    7   12                                                  
CONECT   12    4   11   13   32                                             
CONECT   13   20   12   14                                                  
CONECT   14    6   13   15                                                  
CONECT   15   21   14   16                                                  
CONECT   16    8   15   17                                                  
CONECT   17   18   22   16                                                  
CONECT   18   17   10   24                                                  
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22   17                                                            
CONECT   23    2   29                                                       
CONECT   24   18   25   26                                                  
CONECT   25   24   35                                                       
CONECT   26   24                                                            
CONECT   27    5                                                            
CONECT   28   10   30                                                       
CONECT   29   23                                                            
CONECT   30   28                                                            
CONECT   31    3                                                            
CONECT   32   12   34                                                       
CONECT   33    4                                                            
CONECT   34   32                                                            
CONECT   35   25                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0302109
HETATM    1  C1  UNL     1       7.591  -0.557  -1.044  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.295  -0.360  -0.521  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.385   0.544  -1.050  1.00  0.00           C  
HETATM    4  O2  UNL     1       5.731   1.214  -2.034  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.087   0.635  -0.402  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.914   1.528   0.623  1.00  0.00           C  
HETATM    7  O3  UNL     1       4.988   2.318   1.011  1.00  0.00           O  
HETATM    8  C5  UNL     1       4.802   3.230   2.063  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.673   1.588   1.214  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.636   0.761   0.771  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.395   0.837   1.378  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.635   0.042   0.967  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.424  -0.844  -0.067  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.793  -0.970  -0.717  1.00  0.00           C  
HETATM   15  O4  UNL     1       1.056  -1.814  -1.730  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.826  -0.134  -0.264  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.077  -0.197  -0.862  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.357  -1.125  -1.969  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.534  -1.674  -0.457  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.325  -2.690  -1.178  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.955  -1.459  -0.090  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.435  -2.596   0.582  1.00  0.00           O  
HETATM   23  C17 UNL     1      -2.738  -2.882   1.729  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.726  -1.379  -1.350  1.00  0.00           C  
HETATM   25  O7  UNL     1      -3.384  -2.023  -2.344  1.00  0.00           O  
HETATM   26  C19 UNL     1      -4.905  -0.514  -1.378  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.840   0.630  -0.714  1.00  0.00           C  
HETATM   28  O8  UNL     1      -5.942   1.474  -0.719  1.00  0.00           O  
HETATM   29  C21 UNL     1      -7.274   0.964  -0.871  1.00  0.00           C  
HETATM   30  C22 UNL     1      -3.583   0.935  -0.005  1.00  0.00           C  
HETATM   31  O9  UNL     1      -3.673   2.059   0.797  1.00  0.00           O  
HETATM   32  C23 UNL     1      -3.187  -0.277   0.811  1.00  0.00           C  
HETATM   33  O10 UNL     1      -4.208  -0.490   1.732  1.00  0.00           O  
HETATM   34  C24 UNL     1      -1.964   0.091   1.563  1.00  0.00           C  
HETATM   35  O11 UNL     1      -2.070   0.456   2.747  1.00  0.00           O  
HETATM   36  H1  UNL     1       7.628  -1.271  -1.874  1.00  0.00           H  
HETATM   37  H2  UNL     1       8.194  -1.010  -0.215  1.00  0.00           H  
HETATM   38  H3  UNL     1       8.030   0.432  -1.322  1.00  0.00           H  
HETATM   39  H4  UNL     1       4.844   2.748   3.070  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.609   4.011   2.084  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.851   3.795   1.999  1.00  0.00           H  
HETATM   42  H7  UNL     1       2.496   2.270   2.016  1.00  0.00           H  
HETATM   43  H8  UNL     1       0.200   1.523   2.194  1.00  0.00           H  
HETATM   44  H9  UNL     1       0.599  -2.480  -2.254  1.00  0.00           H  
HETATM   45  H10 UNL     1       4.438  -1.002  -2.293  1.00  0.00           H  
HETATM   46  H11 UNL     1       2.800  -0.898  -2.910  1.00  0.00           H  
HETATM   47  H12 UNL     1       3.318  -2.204  -1.682  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.677  -3.063   1.462  1.00  0.00           H  
HETATM   49  H14 UNL     1      -3.147  -3.861   2.104  1.00  0.00           H  
HETATM   50  H15 UNL     1      -2.832  -2.178   2.552  1.00  0.00           H  
HETATM   51  H16 UNL     1      -5.802  -0.787  -1.920  1.00  0.00           H  
HETATM   52  H17 UNL     1      -8.010   1.778  -0.849  1.00  0.00           H  
HETATM   53  H18 UNL     1      -7.481   0.136  -0.175  1.00  0.00           H  
HETATM   54  H19 UNL     1      -7.342   0.541  -1.917  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.783   1.094  -0.774  1.00  0.00           H  
HETATM   56  H21 UNL     1      -4.250   2.717   0.312  1.00  0.00           H  
HETATM   57  H22 UNL     1      -4.482   0.388   2.095  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   17
CONECT    6    7    9
CONECT    7    8
CONECT    8   39   40   41
CONECT    9   10   10   42
CONECT   10   11   16
CONECT   11   12   12   43
CONECT   12   13   34
CONECT   13   14   14   19
CONECT   14   15   16
CONECT   15   44
CONECT   16   17   17
CONECT   17   18
CONECT   18   45   46   47
CONECT   19   20   20   21
CONECT   21   22   24   32
CONECT   22   23
CONECT   23   48   49   50
CONECT   24   25   25   26
CONECT   26   27   27   51
CONECT   27   28   30
CONECT   28   29
CONECT   29   52   53   54
CONECT   30   31   32   55
CONECT   31   56
CONECT   32   33   34
CONECT   33   57
CONECT   34   35   35
END

HMDB0302109
     RDKit          3D
Foeniculoside X
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.5914   -0.5567   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2948   -0.3604   -0.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850    0.5438   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.2144   -2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0865    0.6346   -0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9139    1.5277    0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9877    2.3179    1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017    3.2300    2.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    1.5880    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6356    0.7605    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953    0.8375    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0422    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -0.8441   -0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -0.9699   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0558   -1.8143   -1.7304 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.1341   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0772   -0.1974   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571   -1.1248   -1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343   -1.6738   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248   -2.6897   -1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -1.4589   -0.0902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4351   -2.5956    0.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381   -2.8818    1.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262   -1.3793   -1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841   -2.0229   -2.3435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -0.5139   -1.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404    0.6300   -0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9418    1.4735   -0.7186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    0.9637   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834    0.9354   -0.0051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6731    2.0590    0.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1874   -0.2770    0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2083   -0.4896    1.7322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    0.0907    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702    0.4558    2.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6280   -1.2711   -1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1941   -1.0101   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.4322   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436    2.7484    3.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6095    4.0108    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514    3.7952    1.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    2.2699    2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1996    1.5234    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.4805   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382   -1.0024   -2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999   -0.8982   -2.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.2042   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.0625    1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1474   -3.8613    2.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325   -2.1780    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8024   -0.7870   -1.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0101    1.7785   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806    0.1356   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3419    0.5414   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834    1.0942   -0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    2.7174    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821    0.3881    2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  1
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  2  0
 17  5  1  0
 32 21  1  0
 16 10  1  0
 34 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 15 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  6
 31 56  1  0
 33 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₂O₁₁

Average Molecular Weight

486.4249

Monoisotopic Molecular Weight

486.116211546

IUPAC Name

methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate

Traditional Name

methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1OC)C(=O)[C@@]1(O)[C@H](O)C(OC)=CC(=O)[C@@]1(OC)C3=O

InChI Identifier

InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1

InChI Key

QSPIPUXWSNFXCK-AGILITTLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
Anthracene carboxylic acid or derivatives
Anthracene carboxylic acid
1,4-anthraquinone
9,10-anthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
1-naphthol
O-methoxybenzoic acid or derivatives
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Quinone
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Vinylogous ester
Vinylogous acid
Methyl ester
Tertiary alcohol
Ketone
Carboxylic acid ester
1,2-diol
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Polyol
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302109)

Food

Herb and spice

Herb

Fennel (FooDB: FOOD00082)

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	2.25	ALOGPS
logP	1.5	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.66 m³·mol⁻¹	ChemAxon
Polarizability	47.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	209.996	32859911
AllCCS	[M+H-H2O]+	207.919	32859911
AllCCS	[M+Na]+	212.439	32859911
AllCCS	[M+NH4]+	211.897	32859911
AllCCS	[M-H]-	213.622	32859911
AllCCS	[M+Na-2H]-	214.629	32859911
AllCCS	[M+HCOO]-	215.885	32859911
DeepCCS	[M+H]+	203.33	30932474
DeepCCS	[M-H]-	201.47	30932474
DeepCCS	[M-2H]-	234.708	30932474
DeepCCS	[M+Na]+	208.936	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.3979 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2817.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	242.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	634.0 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	741.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1139.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	518.9 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	1857.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	359.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	274.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	184.2 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	106.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 10V, Positive-QTOF	splash10-000i-0000900000-8214fecb9b8d358d8f4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 20V, Positive-QTOF	splash10-052r-0010900000-f0748ca032e2c1f4c909	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 40V, Positive-QTOF	splash10-000m-2025900000-af8947ec3f12eb0b4de9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 10V, Negative-QTOF	splash10-000i-0000900000-972914cf472b839f2e20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 20V, Negative-QTOF	splash10-000i-0000900000-ea5af6df1ff6bdf11b75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 40V, Negative-QTOF	splash10-000i-3023900000-0a8dd6456d03ce480478	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 10V, Positive-QTOF	splash10-0a4r-0000900000-b6c40843d2b92c70bbfd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 20V, Positive-QTOF	splash10-05di-0002900000-6a82a2e42521ebb6e650	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 40V, Positive-QTOF	splash10-00g0-4359800000-204e04a6c45049791613	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 10V, Negative-QTOF	splash10-000i-0000900000-6a828bd457b661bfbaf1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 20V, Negative-QTOF	splash10-0fk9-0016900000-0018d49fddf65eee68c9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Foeniculoside X 40V, Negative-QTOF	splash10-053l-6006900000-a091b1d5921542f469b7	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001867

KNApSAcK ID

Not Available

Chemspider ID

114600

KEGG Compound ID

C12380

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129395

PDB ID

OCW

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

Not Available

Showing metabocard for Foeniculoside X (HMDB0302109)

MOL for HMDB0302109 (Foeniculoside X)

3D MOL for HMDB0302109 (Foeniculoside X)

3D SDF for HMDB0302109 (Foeniculoside X)

3D-SDF for HMDB0302109 (Foeniculoside X)

PDB for HMDB0302109 (Foeniculoside X)

3D PDB for HMDB0302109 (Foeniculoside X)

SMILES for HMDB0302109 (Foeniculoside X)

INCHI for HMDB0302109 (Foeniculoside X)

Structure for HMDB0302109 (Foeniculoside X)

3D Structure for HMDB0302109 (Foeniculoside X)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra