NP-MRD: Showing NP-Card for Castacrenin K (NP0333059)

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Record Information

Version

1.0

Created at

2024-05-04 04:53:24 UTC

Updated at

2024-05-06 00:11:01 UTC

NP-MRD ID

NP0333059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Castacrenin K

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01162307302D          

 53 59  0  0  1  0            999 V2000
    3.5384    2.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266    1.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6195    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2075    1.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4121    1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2403    2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555    2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    3.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996    3.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433    3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438    4.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575    3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723    3.7256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    2.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3712    2.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912    5.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    4.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846    5.6954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    4.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    2.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.2313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017    0.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3583   -0.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4369   -0.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830    0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580    2.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139    3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986    3.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271    4.4589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549    1.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271    0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423    2.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627    1.9897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445    0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9675   -0.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 14 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
 31  7  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 32 40  1  0  0  0  0
 31 41  1  0  0  0  0
 10 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 11 45  1  0  0  0  0
 45 46  1  0  0  0  0
 42 47  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 23 50  1  0  0  0  0
 50 51  2  0  0  0  0
 48 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END


  Mrv2104 01162307302D          

 53 59  0  0  1  0            999 V2000
    3.5384    2.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266    1.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6195    1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2075    1.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4121    1.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2403    2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4555    2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2837    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    3.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996    3.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9433    3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438    4.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575    3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723    3.7256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    2.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3712    2.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327    1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281    2.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250    4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912    5.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    4.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846    5.6954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    4.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502    4.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    2.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146    1.2313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017    0.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3583   -0.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4369   -0.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9959    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3830    0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580    2.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139    3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986    3.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989    3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3271    4.4589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549    1.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271    0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423    2.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627    1.9897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445    0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9675   -0.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 14 24  2  0  0  0  0
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 26 28  2  0  0  0  0
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 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
 31  7  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
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 39 40  2  0  0  0  0
 32 40  1  0  0  0  0
 31 41  1  0  0  0  0
 10 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 11 45  1  0  0  0  0
 45 46  1  0  0  0  0
 42 47  1  0  0  0  0
  2 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 23 50  1  0  0  0  0
 50 51  2  0  0  0  0
 48 52  1  0  0  0  0
 52 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C3=C2C(=O)O[C@H](C2OC(=O)C4=C3C(O)=C(O)C(O)=C4[C@@H]2C2=C(O)C(O)=C(O)C=C2)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H24O20/c34-4-9-21(40)30-29-11(5-1-2-7(35)19(38)18(5)37)13-17(32(49)52-29)15(26(45)28(47)24(13)43)14-16(33(50)53-30)12(23(42)27(46)25(14)44)10-6(31(48)51-9)3-8(36)20(39)22(10)41/h1-3,9,11,21,29-30,34-47H,4H2/t9?,11-,21+,29?,30?/m0/s1

> <INCHI_KEY>
BEFLRSPCWCRBBL-XAWNQXBOSA-N

> <FORMULA>
C33H24O20

> <MOLECULAR_WEIGHT>
740.535

> <EXACT_MASS>
740.086093173

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
65.4340531149054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-29-(2,3,4-trihydroxyphenyl)-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaene-4,22,27-trione

> <JCHEM_LOGP>
1.0898232466666662

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.446832306907567

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.825604541160225

> <JCHEM_PKA_STRONGEST_BASIC>
-6.116483548380614

> <JCHEM_POLAR_SURFACE_AREA>
362.12

> <JCHEM_REFRACTIVITY>
171.38070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-29-(2,3,4-trihydroxyphenyl)-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaene-4,22,27-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-JAN-23         0                                  
HETATM    1  O   UNK     0       6.605   3.872   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.396   2.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.890   2.027   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.121   3.361   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.152   4.505   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.688   4.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.359   1.823   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.503   2.854   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.182   4.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.717   4.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.396   6.342   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.902   6.663   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.226   6.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.560   6.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.893   6.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.228   6.956   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.228   8.496   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.561   6.185   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.895   6.954   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.560   4.645   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.893   3.874   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.394   3.245   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.892   4.647   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.393   8.474   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.637   9.383   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.986   9.100   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.825  10.631   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.741   8.194   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.334   8.820   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.326   5.391   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.894   2.298   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.750   1.268   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.071  -0.239   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.535  -0.714   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.073  -1.270   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.247  -2.776   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.538  -0.794   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.682  -1.825   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.859   0.712   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.715   1.743   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.573   3.805   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.108   4.280   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.213   5.786   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.677   6.261   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       0.931   6.817   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       0.611   8.323   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -1.036   3.249   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       7.891   1.567   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       9.225   2.336   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       9.226   3.876   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      10.757   3.714   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       7.923   0.027   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       9.273  -0.714   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5                                                            
CONECT    7    3    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11   41                                                  
CONECT   11   10   12   45                                                  
CONECT   12   11   13   28                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   15   50                                                  
CONECT   24   14   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   12   29                                                  
CONECT   29   28                                                            
CONECT   30    9                                                            
CONECT   31    7   32   41                                                  
CONECT   32   31   33   40                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   32                                                       
CONECT   41   31   10   42                                                  
CONECT   42   41   43   47                                                  
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   11   46                                                  
CONECT   46   45                                                            
CONECT   47   42                                                            
CONECT   48    2   49   52                                                  
CONECT   49   48   50                                                       
CONECT   50   49   23   51                                                  
CONECT   51   50                                                            
CONECT   52   48   53                                                       
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₂₄O₂₀

Average Mass

740.5350 Da

Monoisotopic Mass

740.08609 Da

IUPAC Name

(1S,25R,29S)-7,8,9,12,13,14,17,18,19,25-decahydroxy-24-(hydroxymethyl)-29-(2,3,4-trihydroxyphenyl)-3,23,26-trioxahexacyclo[13.10.3.1^{2,6}.0^{5,10}.0^{11,28}.0^{16,21}]nonacosa-5(10),6,8,11(28),12,14,16,18,20-nonaene-4,22,27-trione

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C3=C2C(=O)O[C@H](C2OC(=O)C4=C3C(O)=C(O)C(O)=C4[C@@H]2C2=C(O)C(O)=C(O)C=C2)[C@@H]1O

InChI Identifier

InChI=1S/C33H24O20/c34-4-9-21(40)30-29-11(5-1-2-7(35)19(38)18(5)37)13-17(32(49)52-29)15(26(45)28(47)24(13)43)14-16(33(50)53-30)12(23(42)27(46)25(14)44)10-6(31(48)51-9)3-8(36)20(39)22(10)41/h1-3,9,11,21,29-30,34-47H,4H2/t9?,11-,21+,29?,30?/m0/s1

InChI Key

BEFLRSPCWCRBBL-XAWNQXBOSA-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
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
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
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

Not Available

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
sativa		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.09	ChemAxon
pKa (Strongest Acidic)	6.83	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	362.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	171.38 m³·mol⁻¹	ChemAxon
Polarizability	65.43 Å³	ChemAxon
Number of Rings	7	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

Not Available

References

General References

Metoyer B, Renouf E, Jourdes M, Merillon JM, Teguo PW: Isolation of Hydrolyzable Tannins from Castanea sativa Using Centrifugal Partition Chromatography. J Nat Prod. 2024 Apr 26;87(4):652-663. doi: 10.1021/acs.jnatprod.3c00524. Epub 2024 Feb 15. [PubMed:38359463 ]

Showing NP-Card for Castacrenin K (NP0333059)

MOL for NP0333059 (Castacrenin K)

3D MOL for NP0333059 (Castacrenin K)

3D SDF for NP0333059 (Castacrenin K)

3D-SDF for NP0333059 (Castacrenin K)

PDB for NP0333059 (Castacrenin K)

3D PDB for NP0333059 (Castacrenin K)

SMILES for NP0333059 (Castacrenin K)

INCHI for NP0333059 (Castacrenin K)

Structure for NP0333059 (Castacrenin K)

3D Structure for NP0333059 (Castacrenin K)