NP-MRD: Showing NP-Card for Castacrenin E (NP0085483)

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Record Information

Version

2.0

Created at

2022-04-29 05:59:38 UTC

Updated at

2025-02-11 15:44:41 UTC

NP-MRD ID

NP0085483

Natural Product DOI

https://doi.org/10.57994/2359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Castacrenin E

Description

Castacrenin E belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Castacrenin E is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, castacrenin e has been detected, but not quantified in, nuts. Castacrenin E is found in Castanea crenata . Castacrenin E was first documented in 2024 (PMID: 38359463). This could make castacrenin e a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241220002D          

 76 86  0  0  0  0            999 V2000
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   -3.8896   -1.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

104114  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 02241220002D          

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M  END
> <DATABASE_ID>
NP0085483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=C2C3C4OC(=O)C5C(=C(O)C(=O)C35OC2=C(O)C(O)=C1)C1=C2C(=C(O)C(O)=C1O)C1=C(O)C(O)=C(O)C=C1C(=O)OC1COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(C=C(O)C(O)=C3O)C(=O)OC1C4OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C47H28O29/c48-10-2-7-15(29(56)25(10)52)16-8(3-11(49)26(53)30(16)57)44(68)73-36-14(5-71-42(7)66)72-43(67)9-4-12(50)27(54)31(58)17(9)19-21-20(33(60)35(62)32(19)59)22-24-46(70)74-38(39(36)75-45(21)69)23-18-6(41(64)65)1-13(51)28(55)37(18)76-47(23,24)40(63)34(22)61/h1-4,14,23-24,36,38-39,48-62H,5H2,(H,64,65)

> <INCHI_KEY>
IPFQZCIOMMYBJU-UHFFFAOYSA-N

> <FORMULA>
C47H28O29

> <MOLECULAR_WEIGHT>
1056.7078

> <EXACT_MASS>
1056.071624934

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
94.31498886270666

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
16

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.3³⁴,⁴⁶.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²³,²⁸.0³³,⁴⁹.0³⁷,⁴⁵.0³⁹,⁴⁴.0³⁷,⁵²]dopentaconta-5(10),6,8,11,13,15,23,25,27,29,31,33(49),34,39,41,43-hexadecaene-43-carboxylic acid

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.0728374636666667

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.570022813551504

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7060732795807

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8311783811895745

> <JCHEM_POLAR_SURFACE_AREA>
498.5500000000001

> <JCHEM_REFRACTIVITY>
239.23090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.3³⁴,⁴⁶.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²³,²⁸.0³³,⁴⁹.0³⁷,⁴⁵.0³⁹,⁴⁴.0³⁷,⁵²]dopentaconta-5(10),6,8,11,13,15,23,25,27,29,31,33(49),34,39,41,43-hexadecaene-43-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.593   0.213   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.593  -1.327   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.261  -2.097   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.931  -1.327   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.931   0.213   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.261   0.980   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.261  -3.637   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.595  -4.410   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.595  -5.953   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.261  -6.723   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.929  -5.953   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.929  -4.410   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.930  -3.640   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -9.930  -6.723   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -7.261  -8.263   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -9.928  -2.097   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -9.925   0.983   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.261   2.521   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.391  -1.327   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.388  -4.410   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.391   0.213   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.388  -5.950   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.851  -1.327   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.848  -4.410   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.308  -4.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.540  -3.555   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.533  -2.202   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.640  -4.543   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.180  -4.543   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.180  -6.084   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.928  -3.311   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.928  -4.852   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.261  -5.622   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.590  -4.852   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.590  -3.311   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.261  -2.544   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.261  -7.162   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.925  -2.541   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.925  -5.622   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.261  -0.968   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.595  -0.200   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.595   1.340   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.261   2.110   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.926   1.340   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.926  -0.200   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       7.261   3.650   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       9.930   2.110   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       9.928  -0.970   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       2.848  -1.946   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       2.848  -3.486   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       1.821  -1.946   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       0.502  -1.150   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       0.502   1.930   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       1.849   1.183   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       3.169   1.930   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.169   3.470   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       1.849   4.215   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       0.502   3.417   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       4.498   1.155   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       4.280   4.495   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       3.646   5.868   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       2.142   5.691   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       1.097   6.823   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       4.399   7.210   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       1.344   5.670   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      -0.199   5.670   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -0.648   4.215   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -1.261   6.784   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      -2.758   6.420   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      -3.195   4.941   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -2.134   3.822   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      -0.828   8.263   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      -3.821   7.534   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0      -2.555   2.341   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0      -1.482   1.235   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0      -4.049   1.966   0.000  0.00  0.00           O+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3   16                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5   18                                                  
CONECT    7    3    8   12                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12    7   11   20                                                  
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16    2                                                            
CONECT   17    1                                                            
CONECT   18    6                                                            
CONECT   19    4   21   23                                                  
CONECT   20   12   22   24                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23   19   27                                                       
CONECT   24   20   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   23   26   52                                                  
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   37                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   31   35   40                                                  
CONECT   37   33                                                            
CONECT   38   35                                                            
CONECT   39   34                                                            
CONECT   40   36   41   45                                                  
CONECT   41   40   42   48                                                  
CONECT   42   41   43   47                                                  
CONECT   43   42   44   46                                                  
CONECT   44   43   45   60                                                  
CONECT   45   40   44   49                                                  
CONECT   46   43                                                            
CONECT   47   42                                                            
CONECT   48   41                                                            
CONECT   49   45   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   27   51   53                                                  
CONECT   53   52   54   58                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   59                                                  
CONECT   56   55   57   60                                                  
CONECT   57   56   58   62   65                                             
CONECT   58   53   57   67                                                  
CONECT   59   55                                                            
CONECT   60   44   56   61                                                  
CONECT   61   60   62   64                                                  
CONECT   62   57   61   63                                                  
CONECT   63   62                                                            
CONECT   64   61                                                            
CONECT   65   57   66                                                       
CONECT   66   65   67   68                                                  
CONECT   67   58   66   71                                                  
CONECT   68   66   69   72                                                  
CONECT   69   68   70   73                                                  
CONECT   70   69   71                                                       
CONECT   71   67   70   74                                                  
CONECT   72   68                                                            
CONECT   73   69                                                            
CONECT   74   71   75   76                                                  
CONECT   75   74                                                            
CONECT   76   74                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  172    0
END

View in JSmol

Synonyms

Value	Source
7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-Pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.3³⁴,⁴⁶.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²³,²⁸.0³³,⁴⁹.0³⁷,⁴⁵.0³⁹,⁴⁴.0³⁷,⁵²]dopentaconta-5,7,9,11,13,15,23,25,27,29(49),30,32,34,39(44),40,42-hexadecaene-43-carboxylate	Generator

Chemical Formula

C₄₇H₂₈O₂₉

Average Mass

1056.7078 Da

Monoisotopic Mass

1056.07162 Da

IUPAC Name

7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.3³⁴,⁴⁶.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²³,²⁸.0³³,⁴⁹.0³⁷,⁴⁵.0³⁹,⁴⁴.0³⁷,⁵²]dopentaconta-5(10),6,8,11,13,15,23,25,27,29,31,33(49),34,39,41,43-hexadecaene-43-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C2C3C4OC(=O)C5C(=C(O)C(=O)C35OC2=C(O)C(O)=C1)C1=C2C(=C(O)C(O)=C1O)C1=C(O)C(O)=C(O)C=C1C(=O)OC1COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(C=C(O)C(O)=C3O)C(=O)OC1C4OC2=O

InChI Identifier

InChI=1S/C47H28O29/c48-10-2-7-15(29(56)25(10)52)16-8(3-11(49)26(53)30(16)57)44(68)73-36-14(5-71-42(7)66)72-43(67)9-4-12(50)27(54)31(58)17(9)19-21-20(33(60)35(62)32(19)59)22-24-46(70)74-38(39(36)75-45(21)69)23-18-6(41(64)65)1-13(51)28(55)37(18)76-47(23,24)40(63)34(22)61/h1-4,14,23-24,36,38-39,48-62H,5H2,(H,64,65)

InChI Key

IPFQZCIOMMYBJU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	benjamin.metoyer@gmail.com	Polyphénols Biotech-ADERA, Unité de recherche Œnologie, UMR 1366 INRAE, ISVV, 33882 Villenave-d'Ornon, France	Benjamin Métoyer	2024-05-04	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.27, CD₃OD, simulated)	benjamin.metoyer@gmail.com	Institut des sciences de la vigne et du vin	Métoyer	2024-05-04	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Castanea crenata	Plant	KNApSAcK
Castanea sativa		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Hexacarboxylic acid or derivatives
Gallic acid or derivatives
Dihydroxybenzoic acid
Hydroxybenzoic acid
Coumaran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Delta valerolactone
Delta_valerolactone
Benzenoid
Oxane
Carboxylic acid ester
Lactone
Ketone
Carboxylic acid derivative
Carboxylic acid
Enol
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.05	ALOGPS
logP	2.07	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	498.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	239.23 m³·mol⁻¹	ChemAxon
Polarizability	94.31 Å³	ChemAxon
Number of Rings	11	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

HMDB0031904

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008591

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Castacrenin E (NP0085483)

MOL for NP0085483 (Castacrenin E)

3D MOL for NP0085483 (Castacrenin E)

3D SDF for NP0085483 (Castacrenin E)

3D-SDF for NP0085483 (Castacrenin E)

PDB for NP0085483 (Castacrenin E)

3D PDB for NP0085483 (Castacrenin E)

SMILES for NP0085483 (Castacrenin E)

INCHI for NP0085483 (Castacrenin E)

Structure for NP0085483 (Castacrenin E)

3D Structure for NP0085483 (Castacrenin E)