NP-MRD: Showing NP-Card for Ziziphin (NP0052107)

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Record Information

Version

2.0

Created at

2022-04-27 23:16:49 UTC

Updated at

2022-04-27 23:16:49 UTC

NP-MRD ID

NP0052107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ziziphin

Description

(2S,3S,4R,5S,6S)-4-(acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]Tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Ziziphin is found in Apis cerana and Ziziphus jujuba . Based on a literature review very few articles have been published on (2S,3S,4R,5S,6S)-4-(acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]Tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201162D          

 69 77  0  0  1  0            999 V2000
    5.7026    0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0189    1.7015    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.6991    2.2493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3828    1.4873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8846    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648    1.3803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0631    2.0352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3794    2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    2.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584    2.0907    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9061    1.2827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3979    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245    0.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0864    1.3876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8835    2.2538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4292    3.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1206    0.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684   -0.0405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -0.2987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.9822   -0.8153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3668   -1.3647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.7658   -1.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9498    3.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6263    2.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0666    0.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1541    2.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4387    3.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8369    1.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3386    1.1537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1567    1.2607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6584    0.6058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3421   -0.1561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5241   -0.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7095   -1.6801    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2078   -1.0252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5752   -2.5491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787   -3.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2148   -3.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4730    2.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  1  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 15 12  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
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 25 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
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 32 34  1  0  0  0  0
 29 35  1  6  0  0  0
 35 36  1  0  0  0  0
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 36 38  1  0  0  0  0
 28 39  1  1  0  0  0
 27 40  1  6  0  0  0
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 41 42  2  0  0  0  0
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 42 44  1  0  0  0  0
 16 45  1  1  0  0  0
 11 45  1  1  0  0  0
  8 46  1  1  0  0  0
  5 47  1  1  0  0  0
  3 48  1  0  0  0  0
  3 49  1  0  0  0  0
  2 50  1  1  0  0  0
 51 50  1  6  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 51 56  1  0  0  0  0
 54 57  1  6  0  0  0
 58 57  1  6  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
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 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 58 63  1  0  0  0  0
 63 64  1  1  0  0  0
 62 65  1  6  0  0  0
 61 66  1  6  0  0  0
 60 67  1  1  0  0  0
 53 68  1  6  0  0  0
 52 69  1  6  0  0  0
M  END

     RDKit          3D

149157  0  0  0  0  0  0  0  0999 V2000
   -4.3395    1.0689    4.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250    0.2399    3.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282201162D          

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 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 51 56  1  0  0  0  0
 54 57  1  6  0  0  0
 58 57  1  6  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 58 63  1  0  0  0  0
 63 64  1  1  0  0  0
 62 65  1  6  0  0  0
 61 66  1  6  0  0  0
 60 67  1  1  0  0  0
 53 68  1  6  0  0  0
 52 69  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@@H]2CO[C@H](O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC[C@@H]4[C@@H]6[C@]7(C[C@@]54CO7)O[C@H](C[C@]6(C)O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC(C)=O)[C@@H]4OC(C)=O)C=C(C)C)C3(C)C)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H80O18/c1-23(2)18-28-19-49(11,69-45-41(65-27(6)53)40(64-26(5)52)35(55)25(4)63-45)42-29-12-13-32-47(9)16-15-33(46(7,8)31(47)14-17-48(32,10)50(29)21-51(42,68-28)61-22-50)67-43-38(58)36(56)30(20-60-43)66-44-39(59)37(57)34(54)24(3)62-44/h18,24-25,28-45,54-59H,12-17,19-22H2,1-11H3/t24-,25-,28-,29+,30+,31-,32+,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45-,47-,48+,49-,50-,51-/m0/s1

> <INCHI_KEY>
SPFBVQWRJFUDBB-JBCFAVJRSA-N

> <FORMULA>
C51H80O18

> <MOLECULAR_WEIGHT>
981.183

> <EXACT_MASS>
980.534465736

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
149

> <JCHEM_AVERAGE_POLARIZABILITY>
105.69053813221365

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6S)-3-(acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0^{1,14}.0^{2,11}.0^{5,10}.0^{15,20}]tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.2152566593333347

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.435911965707888

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.920534080185401

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182606379343

> <JCHEM_POLAR_SURFACE_AREA>
247.81999999999994

> <JCHEM_REFRACTIVITY>
241.30440000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S,6S)-3-(acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0^{1,14}.0^{2,11}.0^{5,10}.0^{15,20}]tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.645   1.754   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.235   3.176   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.299   4.399   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.772   4.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.181   2.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.118   1.554   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.654   2.576   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.718   3.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.308   5.221   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.835   5.421   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.029   3.903   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.558   2.394   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.476   1.058   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.019   1.173   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.028   2.590   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.649   4.207   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.668   5.905   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.253   5.442   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.152   4.464   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.904   3.331   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.481   1.833   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.001   1.432   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.092   0.345   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.688  -0.076   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.775  -0.558   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.924   0.468   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.386  -0.014   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.700  -1.522   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.551  -2.547   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.089  -2.065   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.060  -3.091   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.254  -4.599   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.716  -5.081   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.895  -5.624   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.865  -4.055   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -4.328  -4.537   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.641  -6.045   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -5.477  -3.512   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.163  -2.004   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.535   1.011   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.400   3.693   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.835   5.170   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.773   6.285   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -4.332   5.533   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.478   4.877   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.902   5.105   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.591   1.354   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.488   5.377   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.152   5.932   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.762   3.376   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      13.699   2.153   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      15.226   2.353   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.162   1.131   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.572  -0.291   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      14.045  -0.491   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      13.108   0.731   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      16.509  -1.514   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      15.918  -2.936   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      16.855  -4.159   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      16.264  -5.581   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      14.737  -5.781   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      13.801  -4.558   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      14.391  -3.136   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.455  -1.914   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      12.274  -4.758   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      14.147  -7.203   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      17.201  -6.804   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      17.689   1.331   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      15.816   3.776   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   50                                                  
CONECT    3    2    4   48   49                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   47                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   46                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18   45                                             
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   22                                                  
CONECT   16   15   17   19   45                                             
CONECT   17   16   18                                                       
CONECT   18   17   11                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21   41                                                  
CONECT   21   20   22                                                       
CONECT   22   21   15   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   40                                                  
CONECT   28   27   29   39                                                  
CONECT   29   28   30   35                                                  
CONECT   30   29   25   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   28                                                            
CONECT   40   27                                                            
CONECT   41   20   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   16   11                                                       
CONECT   46    8                                                            
CONECT   47    5                                                            
CONECT   48    3                                                            
CONECT   49    3                                                            
CONECT   50    2   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53   69                                                  
CONECT   53   52   54   68                                                  
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55   51                                                       
CONECT   57   54   58                                                       
CONECT   58   57   59   63                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61   67                                                  
CONECT   61   60   62   66                                                  
CONECT   62   61   63   65                                                  
CONECT   63   62   58   64                                                  
CONECT   64   63                                                            
CONECT   65   62                                                            
CONECT   66   61                                                            
CONECT   67   60                                                            
CONECT   68   53                                                            
CONECT   69   52                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  154    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4R,5S,6S)-4-(Acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0,.0,.0,.0,]tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₅₁H₈₀O₁₈

Average Mass

981.1830 Da

Monoisotopic Mass

980.53447 Da

IUPAC Name

(2S,3S,4R,5S,6S)-3-(acetyloxy)-2-{[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-{[(2R,3R,4S,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-en-1-yl)-19,21-dioxahexacyclo[18.2.1.0^{1,14}.0^{2,11}.0^{5,10}.0^{15,20}]tricosan-16-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@@H]2CO[C@H](O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC[C@@H]4[C@@H]6[C@]7(C[C@@]54CO7)O[C@H](C[C@]6(C)O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC(C)=O)[C@@H]4OC(C)=O)C=C(C)C)C3(C)C)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C51H80O18/c1-23(2)18-28-19-49(11,69-45-41(65-27(6)53)40(64-26(5)52)35(55)25(4)63-45)42-29-12-13-32-47(9)16-15-33(46(7,8)31(47)14-17-48(32,10)50(29)21-51(42,68-28)61-22-50)67-43-38(58)36(56)30(20-60-43)66-44-39(59)37(57)34(54)24(3)62-44/h18,24-25,28-45,54-59H,12-17,19-22H2,1-11H3/t24-,25-,28-,29+,30+,31-,32+,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45-,47-,48+,49-,50-,51-/m0/s1

InChI Key

SPFBVQWRJFUDBB-JBCFAVJRSA-N

Experimental Spectra

Not Available

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

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633
Ziziphus jujuba	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid
Naphthopyran
O-glycosyl compound
Glycosyl compound
Disaccharide
Naphthalene
Ketal
Pyran
Oxane
Dicarboxylic acid or derivatives
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.33	ALOGPS
logP	3.22	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	247.82 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	241.3 m³·mol⁻¹	ChemAxon
Polarizability	105.69 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

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

163070399

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ziziphin (NP0052107)

MOL for NP0052107 (Ziziphin)

3D MOL for NP0052107 (Ziziphin)

3D SDF for NP0052107 (Ziziphin)

3D-SDF for NP0052107 (Ziziphin)

PDB for NP0052107 (Ziziphin)

3D PDB for NP0052107 (Ziziphin)

SMILES for NP0052107 (Ziziphin)

INCHI for NP0052107 (Ziziphin)

Structure for NP0052107 (Ziziphin)

3D Structure for NP0052107 (Ziziphin)