NP-MRD: Showing NP-Card for yuccaol E (NP0027369)

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Record Information

Version

2.0

Created at

2021-06-19 19:00:36 UTC

Updated at

2026-02-26 00:02:58 UTC

NP-MRD ID

NP0027369

Natural Product DOI

https://doi.org/10.57994/0392

Secondary Accession Numbers

None

Natural Product Identification

Common Name

yuccaol E

Provided By

JEOL Database JEOL Logo

Description

yuccaol E is found in Yucca schidigera. yuccaol E was first documented in 2023 (PMID: 36603655). Based on a literature review very few articles have been published on yuccaol E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121003D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306192121003D          

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    2.9286    4.0866   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098    2.8120   -0.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0027369

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2[H])[C@@]11C(=O)OC2=C(OC([H])([H])[H])C(O[H])=C([H])C(\C([H])=C(/[H])C3=C([H])C(O[H])=C([H])C(O[H])=C3[H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C30H22O10/c1-38-26-22(36)10-16(3-2-14-8-18(32)11-19(33)9-14)24-27(26)40-29(37)30(24)25-21(35)12-20(34)13-23(25)39-28(30)15-4-6-17(31)7-5-15/h2-13,28,31-36H,1H3/b3-2+/t28-,30-/m1/s1

> <INCHI_KEY>
AXXVTNVJZLPKHY-BGGPHIJQSA-N

> <FORMULA>
C30H22O10

> <MOLECULAR_WEIGHT>
542.496

> <EXACT_MASS>
542.121296908

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
53.763218640409775

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2'R,3R)-4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-2H,2'H-3,3'-spirobi[[1]benzofuran]-2-one

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.899558020333333

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.765740892987123

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.306505538857639

> <JCHEM_PKA_STRONGEST_BASIC>
-4.645818857250233

> <JCHEM_POLAR_SURFACE_AREA>
166.14

> <JCHEM_REFRACTIVITY>
142.96709999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2'R,3R)-4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-2'H-3,3'-spirobi[[1]benzofuran]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 67  0  0  0  0  0  0  0  0999 V2000
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    3.3775    2.4418    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
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 39 40  2  0
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 12 13  1  0
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 15 16  1  0
 31 24  2  0
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  1 42  1  0
  1 43  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.412   3.835   1.703  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.974   2.748   0.978  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.145   1.715   0.638  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.761   0.698  -0.102  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.090   0.793  -0.423  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.068  -0.434  -0.539  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.709  -0.580  -0.245  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.008  -1.776  -0.711  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.946  -2.883   0.044  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.178  -4.074  -0.335  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.560  -4.737   0.655  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.321  -5.857   0.329  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.078  -6.493   1.270  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.337  -6.357  -0.967  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.583  -5.715  -1.943  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.558  -6.167  -3.230  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.172  -4.583  -1.639  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.085   0.425   0.495  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.798   1.546   0.925  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.027   2.444   1.649  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.241   1.880   1.759  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.130   2.391   2.429  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.326   0.587   0.954  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.931  -0.507   1.766  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.457  -1.167   2.884  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.771  -0.842   3.372  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.247  -2.143   3.488  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.515  -2.426   2.966  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.237  -3.417   3.568  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.020  -1.735   1.868  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.206  -0.780   1.291  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.591  -0.001   0.230  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.358   0.653  -0.202  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.636   2.026  -0.788  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.784   2.545  -1.777  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.004   3.818  -2.306  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.072   4.579  -1.848  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.247   5.818  -2.388  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.929   4.087  -0.870  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.710   2.812  -0.342  0.00  0.00           C+0
HETATM   41  H   UNK     0      -4.208   4.568   1.867  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.625   4.331   1.126  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.057   3.512   2.686  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.390   1.635  -0.029  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.600  -1.194  -1.107  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.523  -1.708  -1.680  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.426  -2.913   1.021  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.550  -4.364   1.674  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.014  -5.996   2.104  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.934  -7.234  -1.194  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.113  -6.962  -3.289  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.754  -4.112  -2.426  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.921  -1.331   4.199  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.901  -2.691   4.359  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.130  -3.424   3.180  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.005  -1.928   1.460  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.031   0.032  -1.047  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.058   1.964  -2.150  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.344   4.216  -3.071  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.023   6.228  -1.971  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.763   4.675  -0.502  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.377   2.442   0.435  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    3    1                                                       
CONECT    3   19    4    2                                                  
CONECT    4    5    3    6                                                  
CONECT    5    4   44                                                       
CONECT    6    4    7   45                                                  
CONECT    7    6   18    8                                                  
CONECT    8    9    7   46                                                  
CONECT    9    8   10   47                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   49                                                       
CONECT   14   12   15   50                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   51                                                       
CONECT   17   15   10   52                                                  
CONECT   18   23   19    7                                                  
CONECT   19   18    3   20                                                  
CONECT   20   21   19                                                       
CONECT   21   23   20   22                                                  
CONECT   22   21                                                            
CONECT   23   18   21   24   33                                             
CONECT   24   23   25   31                                                  
CONECT   25   26   27   24                                                  
CONECT   26   25   53                                                       
CONECT   27   28   25   54                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   55                                                       
CONECT   30   31   28   56                                                  
CONECT   31   32   30   24                                                  
CONECT   32   33   31                                                       
CONECT   33   23   32   34   57                                             
CONECT   34   33   35   40                                                  
CONECT   35   34   36   58                                                  
CONECT   36   35   37   59                                                  
CONECT   37   36   39   38                                                  
CONECT   38   37   60                                                       
CONECT   39   37   40   61                                                  
CONECT   40   39   34   62                                                  
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    5                                                            
CONECT   45    6                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   26                                                            
CONECT   54   27                                                            
CONECT   55   29                                                            
CONECT   56   30                                                            
CONECT   57   33                                                            
CONECT   58   35                                                            
CONECT   59   36                                                            
CONECT   60   38                                                            
CONECT   61   39                                                            
CONECT   62   40                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

RDKit          3D

62 67  0  0  0  0  0  0  0  0999 V2000
   -3.4121    3.8348    1.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    2.7476    0.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    1.7148    0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.6977   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0901    0.7926   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681   -0.4337   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.5804   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -1.7757   -0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -2.8828    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -4.0745   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604   -4.7367    0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3208   -5.8573    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779   -6.4926    1.2700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -6.3571   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -5.7147   -1.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5576   -6.1667   -3.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -4.5832   -1.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0845    0.4247    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    1.5458    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267    2.4442    1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    1.8799    1.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303    2.3913    2.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3262    0.5867    0.9540 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9313   -0.5075    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4565   -1.1672    2.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7706   -0.8423    3.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471   -2.1430    3.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5152   -2.4260    2.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2371   -3.4167    3.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204   -1.7348    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.7801    1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5905   -0.0005    0.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584    0.6526   -0.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6360    2.0256   -0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7840    2.5452   -1.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0039    3.8180   -2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721    4.5785   -1.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2471    5.8180   -2.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286    4.0866   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098    2.8120   -0.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2081    4.5679    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    4.3312    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571    3.5123    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3901    1.6354   -0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6001   -1.1936   -1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232   -1.7082   -1.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -2.9128    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5501   -4.3639    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -5.9961    2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -7.2335   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128   -6.9621   -3.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -4.1121   -2.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -1.3311    4.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006   -2.6905    4.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299   -3.4240    3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0053   -1.9278    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313    0.0317   -1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0576    1.9642   -2.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439    4.2156   -3.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    6.2277   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    4.6749   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    2.4418    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 18  1  0
  8  9  2  0
 23 21  1  1
  9 10  1  0
 10 11  2  0
 28 27  1  0
 11 12  1  0
 24 23  1  0
 12 14  2  0
 23 33  1  0
 14 15  1  0
 33 32  1  0
 15 17  2  0
 17 10  1  0
 32 31  1  0
 28 29  1  0
 21 20  1  0
 25 26  1  0
 27 25  2  0
 21 22  2  0
 18 19  1  0
  4  5  1  0
 25 24  1  0
 33 34  1  0
 19  3  2  0
 34 35  2  0
 20 19  1  0
 35 36  1  0
  3  4  1  0
 36 37  2  0
 31 30  1  0
 37 39  1  0
  4  6  2  0
 39 40  2  0
 40 34  1  0
 30 28  2  0
 37 38  1  0
  6  7  1  0
 12 13  1  0
  7 18  2  0
 15 16  1  0
 31 24  2  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
 27 54  1  0
 30 56  1  0
 33 57  1  6
  6 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 14 50  1  0
 17 52  1  0
 29 55  1  0
 26 53  1  0
  5 44  1  0
 35 58  1  0
 36 59  1  0
 39 61  1  0
 40 62  1  0
 38 60  1  0
 13 49  1  0
 16 51  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₂O₁₀

Average Mass

542.4960 Da

Monoisotopic Mass

542.12130 Da

IUPAC Name

(2'R,3R)-4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-2H,2'H-3,3'-spirobi[[1]benzofuran]-2-one

Traditional Name

(2'R,3R)-4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)-7-methoxy-2'H-3,3'-spirobi[[1]benzofuran]-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2[H])[C@@]11C(=O)OC2=C(OC([H])([H])[H])C(O[H])=C([H])C(\C([H])=C(/[H])C3=C([H])C(O[H])=C([H])C(O[H])=C3[H])=C12

InChI Identifier

InChI=1S/C30H22O10/c1-38-26-22(36)10-16(3-2-14-8-18(32)11-19(33)9-14)24-27(26)40-29(37)30(24)25-21(35)12-20(34)13-23(25)39-28(30)15-4-6-17(31)7-5-15/h2-13,28,31-36H,1H3/b3-2+/t28-,30-/m1/s1

InChI Key

AXXVTNVJZLPKHY-BGGPHIJQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	lpecio@iung.pulawy.pl	Not Available	Not Available	2023-01-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.0, Methanol-d4, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.0, Methanol-d4, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500.2, CD₃OD, simulated)	lpecio@iung.pulawy.pl	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Yucca schidigera		Not Available
Yucca schidigera		Not Available
Yucca schidigera	JEOL database	Piacente, S., et al, J. Nat. Prod. 67, 882 (2004)

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
Stilbene
Coumaran
Benzofuran
Anisole
Styrene
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	4.21	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	142.97 m³·mol⁻¹	ChemAxon
Polarizability	53.76 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8522750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10347292

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pecio L, Alilou M, Kozachok S, Orhan IE, Eren G, Senol Deniz FS, Stuppner H, Oleszek W: Absolute configuration of spiro-flavostilbenoids from Yucca schidigera Roezl ex Ortgies: First indication of (2R)-naringenin as the key building block. Phytochemistry. 2023 Mar;207:113584. doi: 10.1016/j.phytochem.2022.113584. Epub 2023 Jan 2. [PubMed:36603655 ]
Piacente, S., et al. (2004). Piacente, S., et al, J. Nat. Prod. 67, 882 (2004). J. Nat. Prod..
DOI: 10.1016/j.phytochem.2022.113584
PII: s0031942222005003

Showing NP-Card for yuccaol E (NP0027369)

MOL for NP0027369 (yuccaol E)

3D MOL for NP0027369 (yuccaol E)

3D SDF for NP0027369 (yuccaol E)

3D-SDF for NP0027369 (yuccaol E)

PDB for NP0027369 (yuccaol E)

3D PDB for NP0027369 (yuccaol E)

SMILES for NP0027369 (yuccaol E)

INCHI for NP0027369 (yuccaol E)

Structure for NP0027369 (yuccaol E)

3D Structure for NP0027369 (yuccaol E)