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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:21:44 UTC

Update Date

2022-03-07 02:53:47 UTC

HMDB ID

HMDB0033614

Secondary Accession Numbers

HMDB33614

Metabolite Identification

Common Name

Licoagrone

Description

Licoagrone belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Licoagrone has been detected, but not quantified in, several different foods, such as herbal tea, green tea, herbs and spices, black tea, and red tea. This could make licoagrone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Licoagrone.

Structure

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


  Mrv0541 05061307142D          

 55 60  0  0  0  0            999 V2000
    0.9335   -4.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -4.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255   -3.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -3.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -2.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884   -3.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -2.3354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226   -2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325   -4.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -4.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2944   -4.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5493   -5.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464   -4.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -5.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4371   -1.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2026   -0.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -0.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6003   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -0.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564   -0.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9433    0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587    0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411    0.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -1.5096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1529    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1529    0.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384   -0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7239    0.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7239    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673    1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673    2.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818    2.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818    3.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963    2.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8673   -0.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  2  0  0  0  0
  9 16  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 39  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  2  0  0  0  0
 26 32  1  0  0  0  0
 27 28  2  0  0  0  0
 27 37  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 38  1  0  0  0  0
 30 31  1  0  0  0  0
 30 40  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
 40 41  2  0  0  0  0
 42 43  1  0  0  0  0
 42 55  2  0  0  0  0
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 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
M  END

HMDB0033614
     RDKit          3D
Licoagrone
 97102  0  0  0  0  0  0  0  0999 V2000
   -7.2565    6.3609   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8366    5.3008   -1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8792    4.7952   -2.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5947    4.8177   -1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066    5.2556   -0.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235    4.1250    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051    3.5915   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869    2.5474    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    2.0678    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    2.7154   -0.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0106    0.9366    0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745    1.4730    1.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    2.8637    1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    3.3627    2.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600    4.7384    2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    2.5007    2.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4360    3.0372    3.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1868    1.1266    2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    0.6052    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9416   -0.8206    1.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291   -1.5842    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396   -1.1674    1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -2.2566    1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5630   -2.2088    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7714    0.1039    1.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3381   -5.7828   -2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061307142D          

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M  END
> <DATABASE_ID>
HMDB0033614

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC2=C(OC(C(=O)C3=CC(CC=C(C)C)=C(O)C=C3)(C2=O)C2=C(\C=C3/OC4=C(C=CC(O)=C4CC=C(C)C)C3=O)C=C(O)C(O)=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C45H42O10/c1-23(2)7-10-26-17-28(12-15-34(26)46)43(52)45(44(53)32-18-27(11-8-24(3)4)36(48)22-39(32)55-45)33-21-38(50)37(49)19-29(33)20-40-41(51)31-14-16-35(47)30(42(31)54-40)13-9-25(5)6/h7-9,12,14-22,46-50H,10-11,13H2,1-6H3/b40-20-

> <INCHI_KEY>
MEJLVLSNRYLDSG-MDCVPAOJSA-N

> <FORMULA>
C45H42O10

> <MOLECULAR_WEIGHT>
742.809

> <EXACT_MASS>
742.277797564

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
79.71843342710665

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4,5-dihydroxy-2-{[(2Z)-6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenyl)-6-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-5-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
6.45

> <JCHEM_LOGP>
9.520442110666668

> <ALOGPS_LOGS>
-5.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.426923304372866

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.95770338021797

> <JCHEM_PKA_STRONGEST_BASIC>
-4.901842866018836

> <JCHEM_POLAR_SURFACE_AREA>
170.82

> <JCHEM_REFRACTIVITY>
214.36060000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.00e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4,5-dihydroxy-2-{[(2Z)-6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-1-benzofuran-2-ylidene]methyl}phenyl)-6-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-5-(3-methylbut-2-en-1-yl)-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033614
     RDKit          3D
Licoagrone
 97102  0  0  0  0  0  0  0  0999 V2000
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    7.6080    0.7999   -2.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2303   -2.2786   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -1.2772   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7762   -1.2404   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1281   -1.5135    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399   -3.0809    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -3.0760   -3.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -3.3007   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4018   -5.0513   -1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635   -4.9072   -3.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -5.1406   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302   -6.4945   -2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896   -7.7400   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -7.1956   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -7.6348   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560   -1.8072   -2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361    1.2921    2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560    2.1946    2.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3922    3.8691    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
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 21 22  1  0
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 27 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  3
 32 33  1  0
 32 34  1  0
 24 35  1  0
 35 36  2  0
 11 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  1  0
 40 42  2  0
 42 43  1  0
 43 44  1  0
 44 45  2  3
 45 46  1  0
 45 47  1  0
 42 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
  8 52  2  0
 52 53  1  0
 53 54  2  0
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 54  6  1  0
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 29 23  1  0
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  3 59  1  0
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 52 95  1  0
 53 96  1  0
 55 97  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       1.743  -7.982   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.236  -8.302   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.794  -7.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.318  -5.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.188  -5.373   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.218  -6.517   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.088  -4.359   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.058  -3.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.349  -3.841   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.301  -7.478   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.776  -8.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.283  -9.263   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.759 -10.727   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.313  -8.118   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.240  -9.767   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.683  -3.071   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.378  -1.709   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.843  -1.233   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.987  -2.263   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.452  -1.787   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.772  -0.281   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.627   0.749   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.163   0.273   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.237   0.195   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.596  -2.818   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.019   2.074   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.019   0.534   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.685  -0.236   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.351   0.534   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.351   2.074   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.685   2.844   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.352   2.844   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.352   4.384   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.686   5.154   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.686   6.694   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.020   4.384   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.352  -0.236   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.113   0.058   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.018   1.304   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.113   2.550   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.589   4.014   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.163   2.334   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.244   3.872   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.616   4.571   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -3.696   6.109   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.405   6.948   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.033   6.249   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.952   4.711   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -5.068   6.808   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.149   8.346   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -6.521   9.045   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -7.813   8.207   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -6.602  10.583   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -2.485   8.486   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -3.454   1.496   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    5    8   16                                                  
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2                                                            
CONECT   16    9                                                            
CONECT   17    8   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   18   22   39                                                  
CONECT   24   21                                                            
CONECT   25   20                                                            
CONECT   26   27   31   32                                                  
CONECT   27   26   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31   40                                                  
CONECT   31   26   30                                                       
CONECT   32   26   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   27                                                            
CONECT   38   29   39                                                       
CONECT   39   23   38   40   42                                             
CONECT   40   30   39   41                                                  
CONECT   41   40                                                            
CONECT   42   39   43   55                                                  
CONECT   43   42   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   49                                                  
CONECT   46   45   47   54                                                  
CONECT   47   46   48                                                       
CONECT   48   43   47                                                       
CONECT   49   45   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   46                                                            
CONECT   55   42                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

COMPND    HMDB0033614
HETATM    1  C1  UNL     1      -7.256   6.361  -0.483  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.837   5.301  -1.436  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.879   4.795  -2.376  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.595   4.818  -1.464  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.507   5.256  -0.581  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.924   4.125   0.233  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.705   3.591  -0.111  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.087   2.547   0.586  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.793   2.068   0.180  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.221   2.715  -0.774  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.011   0.937   0.694  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.174   1.473   1.437  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.328   2.864   1.582  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.415   3.363   2.247  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.560   4.738   2.386  1.00  0.00           O  
HETATM   16  C14 UNL     1       3.353   2.501   2.771  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.436   3.037   3.434  1.00  0.00           O  
HETATM   18  C15 UNL     1       3.187   1.127   2.620  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.084   0.605   1.945  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.942  -0.821   1.833  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.029  -1.584   1.596  1.00  0.00           C  
HETATM   22  O4  UNL     1       4.340  -1.167   1.433  1.00  0.00           O  
HETATM   23  C19 UNL     1       5.194  -2.257   1.206  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.461  -3.424   1.214  1.00  0.00           C  
HETATM   25  C21 UNL     1       5.174  -4.593   1.005  1.00  0.00           C  
HETATM   26  C22 UNL     1       6.534  -4.583   0.801  1.00  0.00           C  
HETATM   27  C23 UNL     1       7.249  -3.401   0.797  1.00  0.00           C  
HETATM   28  O5  UNL     1       8.611  -3.480   0.585  1.00  0.00           O  
HETATM   29  C24 UNL     1       6.563  -2.209   1.004  1.00  0.00           C  
HETATM   30  C25 UNL     1       7.299  -0.948   1.028  1.00  0.00           C  
HETATM   31  C26 UNL     1       7.215  -0.054  -0.124  1.00  0.00           C  
HETATM   32  C27 UNL     1       6.616  -0.144  -1.263  1.00  0.00           C  
HETATM   33  C28 UNL     1       6.774   1.044  -2.230  1.00  0.00           C  
HETATM   34  C29 UNL     1       5.814  -1.285  -1.714  1.00  0.00           C  
HETATM   35  C30 UNL     1       3.077  -3.047   1.458  1.00  0.00           C  
HETATM   36  O6  UNL     1       2.112  -3.835   1.534  1.00  0.00           O  
HETATM   37  O7  UNL     1      -0.771   0.104   1.513  1.00  0.00           O  
HETATM   38  C31 UNL     1      -1.439  -0.822   0.667  1.00  0.00           C  
HETATM   39  C32 UNL     1      -2.573  -1.563   0.875  1.00  0.00           C  
HETATM   40  C33 UNL     1      -3.012  -2.409  -0.152  1.00  0.00           C  
HETATM   41  O8  UNL     1      -4.149  -3.155   0.050  1.00  0.00           O  
HETATM   42  C34 UNL     1      -2.333  -2.501  -1.341  1.00  0.00           C  
HETATM   43  C35 UNL     1      -2.793  -3.387  -2.429  1.00  0.00           C  
HETATM   44  C36 UNL     1      -2.462  -4.811  -2.154  1.00  0.00           C  
HETATM   45  C37 UNL     1      -3.338  -5.783  -2.101  1.00  0.00           C  
HETATM   46  C38 UNL     1      -4.779  -5.543  -2.316  1.00  0.00           C  
HETATM   47  C39 UNL     1      -2.906  -7.175  -1.826  1.00  0.00           C  
HETATM   48  C40 UNL     1      -1.193  -1.736  -1.510  1.00  0.00           C  
HETATM   49  C41 UNL     1      -0.727  -0.896  -0.531  1.00  0.00           C  
HETATM   50  C42 UNL     1       0.403   0.013  -0.405  1.00  0.00           C  
HETATM   51  O9  UNL     1       1.439  -0.026  -1.084  1.00  0.00           O  
HETATM   52  C43 UNL     1      -2.797   2.078   1.668  1.00  0.00           C  
HETATM   53  C44 UNL     1      -4.039   2.613   2.028  1.00  0.00           C  
HETATM   54  C45 UNL     1      -4.603   3.635   1.313  1.00  0.00           C  
HETATM   55  O10 UNL     1      -5.810   4.147   1.672  1.00  0.00           O  
HETATM   56  H1  UNL     1      -8.173   6.892  -0.844  1.00  0.00           H  
HETATM   57  H2  UNL     1      -6.447   7.114  -0.385  1.00  0.00           H  
HETATM   58  H3  UNL     1      -7.545   5.887   0.474  1.00  0.00           H  
HETATM   59  H4  UNL     1      -7.917   5.405  -3.307  1.00  0.00           H  
HETATM   60  H5  UNL     1      -8.843   4.796  -1.830  1.00  0.00           H  
HETATM   61  H6  UNL     1      -7.639   3.731  -2.580  1.00  0.00           H  
HETATM   62  H7  UNL     1      -5.382   4.037  -2.203  1.00  0.00           H  
HETATM   63  H8  UNL     1      -3.665   5.713  -1.146  1.00  0.00           H  
HETATM   64  H9  UNL     1      -4.848   5.990   0.168  1.00  0.00           H  
HETATM   65  H10 UNL     1      -2.179   3.983  -0.963  1.00  0.00           H  
HETATM   66  H11 UNL     1       0.602   3.547   1.185  1.00  0.00           H  
HETATM   67  H12 UNL     1       1.871   5.371   2.001  1.00  0.00           H  
HETATM   68  H13 UNL     1       4.533   4.035   3.530  1.00  0.00           H  
HETATM   69  H14 UNL     1       3.921   0.458   3.033  1.00  0.00           H  
HETATM   70  H15 UNL     1       1.023  -1.375   1.930  1.00  0.00           H  
HETATM   71  H16 UNL     1       4.590  -5.503   1.013  1.00  0.00           H  
HETATM   72  H17 UNL     1       7.038  -5.517   0.644  1.00  0.00           H  
HETATM   73  H18 UNL     1       9.273  -2.750   0.546  1.00  0.00           H  
HETATM   74  H19 UNL     1       8.388  -1.116   1.327  1.00  0.00           H  
HETATM   75  H20 UNL     1       6.943  -0.330   1.934  1.00  0.00           H  
HETATM   76  H21 UNL     1       7.796   0.921   0.009  1.00  0.00           H  
HETATM   77  H22 UNL     1       6.944   1.959  -1.664  1.00  0.00           H  
HETATM   78  H23 UNL     1       5.869   1.120  -2.858  1.00  0.00           H  
HETATM   79  H24 UNL     1       7.608   0.800  -2.908  1.00  0.00           H  
HETATM   80  H25 UNL     1       6.230  -2.279  -1.485  1.00  0.00           H  
HETATM   81  H26 UNL     1       4.755  -1.277  -1.408  1.00  0.00           H  
HETATM   82  H27 UNL     1       5.776  -1.240  -2.851  1.00  0.00           H  
HETATM   83  H28 UNL     1      -3.128  -1.514   1.796  1.00  0.00           H  
HETATM   84  H29 UNL     1      -4.640  -3.081   0.924  1.00  0.00           H  
HETATM   85  H30 UNL     1      -2.311  -3.076  -3.385  1.00  0.00           H  
HETATM   86  H31 UNL     1      -3.889  -3.301  -2.581  1.00  0.00           H  
HETATM   87  H32 UNL     1      -1.402  -5.051  -1.985  1.00  0.00           H  
HETATM   88  H33 UNL     1      -4.964  -4.907  -3.216  1.00  0.00           H  
HETATM   89  H34 UNL     1      -5.299  -5.141  -1.423  1.00  0.00           H  
HETATM   90  H35 UNL     1      -5.330  -6.495  -2.547  1.00  0.00           H  
HETATM   91  H36 UNL     1      -3.090  -7.740  -2.769  1.00  0.00           H  
HETATM   92  H37 UNL     1      -1.816  -7.196  -1.655  1.00  0.00           H  
HETATM   93  H38 UNL     1      -3.458  -7.635  -0.992  1.00  0.00           H  
HETATM   94  H39 UNL     1      -0.656  -1.807  -2.444  1.00  0.00           H  
HETATM   95  H40 UNL     1      -2.436   1.292   2.298  1.00  0.00           H  
HETATM   96  H41 UNL     1      -4.556   2.195   2.899  1.00  0.00           H  
HETATM   97  H42 UNL     1      -6.392   3.869   2.439  1.00  0.00           H  
CONECT    1    2   56   57   58
CONECT    2    3    4    4
CONECT    3   59   60   61
CONECT    4    5   62
CONECT    5    6   63   64
CONECT    6    7    7   54
CONECT    7    8   65
CONECT    8    9   52   52
CONECT    9   10   10   11
CONECT   11   12   37   50
CONECT   12   13   13   19
CONECT   13   14   66
CONECT   14   15   16   16
CONECT   15   67
CONECT   16   17   18
CONECT   17   68
CONECT   18   19   19   69
CONECT   19   20
CONECT   20   21   21   70
CONECT   21   22   35
CONECT   22   23
CONECT   23   24   24   29
CONECT   24   25   35
CONECT   25   26   26   71
CONECT   26   27   72
CONECT   27   28   29   29
CONECT   28   73
CONECT   29   30
CONECT   30   31   74   75
CONECT   31   32   32   76
CONECT   32   33   34
CONECT   33   77   78   79
CONECT   34   80   81   82
CONECT   35   36   36
CONECT   37   38
CONECT   38   39   39   49
CONECT   39   40   83
CONECT   40   41   42   42
CONECT   41   84
CONECT   42   43   48
CONECT   43   44   85   86
CONECT   44   45   45   87
CONECT   45   46   47
CONECT   46   88   89   90
CONECT   47   91   92   93
CONECT   48   49   49   94
CONECT   49   50
CONECT   50   51   51
CONECT   52   53   95
CONECT   53   54   54   96
CONECT   54   55
CONECT   55   97
END

HMDB0033614
     RDKit          3D
Licoagrone
 97102  0  0  0  0  0  0  0  0999 V2000
   -7.2565    6.3609   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8366    5.3008   -1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8792    4.7952   -2.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5947    4.8177   -1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066    5.2556   -0.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235    4.1250    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051    3.5915   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869    2.5474    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7927    2.0678    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    2.7154   -0.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0106    0.9366    0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745    1.4730    1.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280    2.8637    1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    3.3627    2.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600    4.7384    2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    2.5007    2.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4360    3.0372    3.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1868    1.1266    2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    0.6052    1.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9416   -0.8206    1.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291   -1.5842    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396   -1.1674    1.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -2.2566    1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4607   -3.4241    1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1745   -4.5927    1.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5345   -4.5828    0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490   -3.4007    0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6109   -3.4796    0.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5630   -2.2088    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2993   -0.9482    1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2147   -0.0545   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162   -0.1438   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7737    1.0439   -2.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8139   -1.2848   -1.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768   -3.0472    1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1124   -3.8354    1.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7714    0.1039    1.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387   -0.8219    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -1.5632    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0123   -2.4086   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1490   -3.1551    0.0501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331   -2.5015   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -3.3866   -2.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -4.8105   -2.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3381   -5.7828   -2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -5.5433   -2.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064   -7.1753   -1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1925   -1.7363   -1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274   -0.8961   -0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    0.0127   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.0265   -1.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975    2.0778    1.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    2.6131    2.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6034    3.6349    1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8102    4.1471    1.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1726    6.8920   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    7.1140   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5447    5.8866    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9174    5.4048   -3.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8429    4.7957   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6390    3.7305   -2.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3822    4.0368   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6649    5.7129   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8481    5.9903    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787    3.9829   -0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    3.5472    1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709    5.3706    2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    4.0348    3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9207    0.4583    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -1.3746    1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903   -5.5032    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0381   -5.5173    0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2728   -2.7496    0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3878   -1.1163    1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9431   -0.3295    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7959    0.9211    0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9442    1.9592   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8692    1.1195   -2.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6080    0.7999   -2.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2303   -2.2786   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -1.2772   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7762   -1.2404   -2.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1281   -1.5135    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399   -3.0809    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -3.0760   -3.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -3.3007   -2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4018   -5.0513   -1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635   -4.9072   -3.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -5.1406   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302   -6.4945   -2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896   -7.7400   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -7.1956   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -7.6348   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560   -1.8072   -2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361    1.2921    2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560    2.1946    2.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3922    3.8691    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  3
 32 33  1  0
 32 34  1  0
 24 35  1  0
 35 36  2  0
 11 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  1  0
 40 42  2  0
 42 43  1  0
 43 44  1  0
 44 45  2  3
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 45 47  1  0
 42 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
  8 52  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
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 50 11  1  0
 19 12  1  0
 35 21  1  0
 49 38  1  0
 29 23  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  3 59  1  0
  3 60  1  0
  3 61  1  0
  4 62  1  0
  5 63  1  0
  5 64  1  0
  7 65  1  0
 13 66  1  0
 15 67  1  0
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 20 70  1  0
 25 71  1  0
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 31 76  1  0
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 34 81  1  0
 34 82  1  0
 39 83  1  0
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 43 86  1  0
 44 87  1  0
 46 88  1  0
 46 89  1  0
 46 90  1  0
 47 91  1  0
 47 92  1  0
 47 93  1  0
 48 94  1  0
 52 95  1  0
 53 96  1  0
 55 97  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₅H₄₂O₁₀

Average Molecular Weight

742.809

Monoisotopic Molecular Weight

742.277797564

IUPAC Name

2-(4,5-dihydroxy-2-{[(2Z)-6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenyl)-6-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-5-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzofuran-3-one

Traditional Name

2-(4,5-dihydroxy-2-{[(2Z)-6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-1-benzofuran-2-ylidene]methyl}phenyl)-6-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-5-(3-methylbut-2-en-1-yl)-1-benzofuran-3-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC2=C(OC(C(=O)C3=CC(CC=C(C)C)=C(O)C=C3)(C2=O)C2=C(\C=C3/OC4=C(C=CC(O)=C4CC=C(C)C)C3=O)C=C(O)C(O)=C2)C=C1O

InChI Identifier

InChI=1S/C45H42O10/c1-23(2)7-10-26-17-28(12-15-34(26)46)43(52)45(44(53)32-18-27(11-8-24(3)4)36(48)22-39(32)55-45)33-21-38(50)37(49)19-29(33)20-40-41(51)31-14-16-35(47)30(42(31)54-40)13-9-25(5)6/h7-9,12,14-22,46-50H,10-11,13H2,1-6H3/b40-20-

InChI Key

MEJLVLSNRYLDSG-MDCVPAOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Aurone
Stilbene
Alkyl-phenylketone
Benzofuran
Phenylketone
Coumaran
Benzoyl
Catechol
Aryl ketone
Aryl alkyl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033614)

Cellular substructure

Membrane (HMDB: HMDB0033614)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033614)

Source

Exogenous

Food

Food (HMDB: HMDB0033614)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033614)

Not Available

Nutrient (HMDB: HMDB0033614)

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	0.0009 g/L	ALOGPS
logP	6.45	ALOGPS
logP	9.52	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	6.96	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	214.36 m³·mol⁻¹	ChemAxon
Polarizability	79.72 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	268.402	30932474
DeepCCS	[M-H]-	266.507	30932474
DeepCCS	[M-2H]-	300.295	30932474
DeepCCS	[M+Na]+	274.161	30932474
AllCCS	[M+H]+	268.0	32859911
AllCCS	[M+H-H2O]+	267.1	32859911
AllCCS	[M+NH4]+	268.8	32859911
AllCCS	[M+Na]+	269.0	32859911
AllCCS	[M-H]-	232.8	32859911
AllCCS	[M+Na-2H]-	235.8	32859911
AllCCS	[M+HCOO]-	239.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Licoagrone	CC(C)=CCC1=CC2=C(OC(C(=O)C3=CC(CC=C(C)C)=C(O)C=C3)(C2=O)C2=C(\C=C3/OC4=C(C=CC(O)=C4CC=C(C)C)C3=O)C=C(O)C(O)=C2)C=C1O	8605.5	Standard polar	33892256
Licoagrone	CC(C)=CCC1=CC2=C(OC(C(=O)C3=CC(CC=C(C)C)=C(O)C=C3)(C2=O)C2=C(\C=C3/OC4=C(C=CC(O)=C4CC=C(C)C)C3=O)C=C(O)C(O)=C2)C=C1O	5277.0	Standard non polar	33892256
Licoagrone	CC(C)=CCC1=CC2=C(OC(C(=O)C3=CC(CC=C(C)C)=C(O)C=C3)(C2=O)C2=C(\C=C3/OC4=C(C=CC(O)=C4CC=C(C)C)C3=O)C=C(O)C(O)=C2)C=C1O	6242.5	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 - Licoagrone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gy9-2901043500-8f1f449b0a76b01337aa	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrone GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	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 - Licoagrone 10V, Positive-QTOF	splash10-004i-0910053700-494967436df7a7edbb92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 20V, Positive-QTOF	splash10-0550-2471098600-3b4ea03ca892f8520429	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 40V, Positive-QTOF	splash10-014r-5920010000-80c7754f0d80147a2f33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 10V, Negative-QTOF	splash10-0006-0110030900-bdbaf435a1e4e7352ec7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 20V, Negative-QTOF	splash10-02fx-0441173900-253ed58f6feb7b967ce3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 40V, Negative-QTOF	splash10-014r-0794021200-58ef53b66ae65dfa1a34	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 10V, Negative-QTOF	splash10-0006-0000010900-9f325208f3007f3ea436	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 20V, Negative-QTOF	splash10-0f79-0411290300-5ac770ab89e3f6c5f363	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 40V, Negative-QTOF	splash10-014i-0954371500-fd343993a32e9c3cea47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 10V, Positive-QTOF	splash10-0006-0000007900-a783f329215aca8818b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 20V, Positive-QTOF	splash10-015i-0201009200-fe98d1ba066304a7c5ce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrone 40V, Positive-QTOF	splash10-000f-4319100200-d76109a3c5eb915062b7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB011702

KNApSAcK ID

C00014673

Chemspider ID

4477420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318993

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.. .

Showing metabocard for Licoagrone (HMDB0033614)

MOL for HMDB0033614 (Licoagrone)

3D MOL for HMDB0033614 (Licoagrone)

3D SDF for HMDB0033614 (Licoagrone)

3D-SDF for HMDB0033614 (Licoagrone)

PDB for HMDB0033614 (Licoagrone)

3D PDB for HMDB0033614 (Licoagrone)

SMILES for HMDB0033614 (Licoagrone)

INCHI for HMDB0033614 (Licoagrone)

Structure for HMDB0033614 (Licoagrone)

3D Structure for HMDB0033614 (Licoagrone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra