NP-MRD: Showing NP-Card for Yadanziolide B (NP0139251)

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Record Information

Version

2.0

Created at

2022-06-29 19:46:03 UTC

Updated at

2022-06-29 19:46:03 UTC

NP-MRD ID

NP0139251

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Yadanziolide B

Description

Yadanziolide B belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Yadanziolide B is found in Brucea javanica and Brucea mollis. It was first documented in 2002 (PMID: 12221597). Based on a literature review a significant number of articles have been published on yadanziolide B (PMID: 22070654) (PMID: 20050684) (PMID: 17896817) (PMID: 21910051).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292221462D          

 31 35  0  0  1  0            999 V2000
    5.1705    1.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5062    0.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8419   -1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4712   -0.9339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9024   -0.3363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1355    0.4550    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5336    1.0286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6971    0.8183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3954    0.0031    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0618   -0.5602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8169   -1.3582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9965   -1.5555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3879   -0.9199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4841   -0.2651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9778    0.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2800    1.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    1.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    1.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1561    0.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -0.0508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398   -2.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641   -2.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3819   -1.9593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437    1.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784   -1.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -1.7253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  2  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 11 24  1  1  0  0  0
 15 25  1  6  0  0  0
 25 26  1  0  0  0  0
 14 27  1  6  0  0  0
 13 28  1  1  0  0  0
  9 29  1  6  0  0  0
  7 30  1  1  0  0  0
  6 31  1  1  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.3016    0.9938   -1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5813    0.5245   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2393   -0.0812    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071   -0.5235    1.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046   -0.7269    2.8184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297   -0.7568    1.6964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7223   -1.9856    2.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091   -0.5430    0.2800 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9109   -1.7813   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1339    0.7122   -0.2106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4589    1.3308   -1.4049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1609    2.4668   -1.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476    1.6992   -0.9260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1032    2.4532    0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353    2.3708    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7675    3.0746    2.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    1.4316    1.2071 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1424    2.2778    1.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423    0.7872   -0.0905 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5936    1.6467   -1.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -0.5397   -0.2316 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1768   -0.5379   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5934   -0.1721    1.1377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327   -0.9215   -1.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1806   -0.2619   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.4173   -0.6434 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0035   -0.4767    0.3408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6550   -1.8263    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5838   -2.5038   -0.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1338   -1.6129    0.6522 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3886   -1.4656    1.9847 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0119   -1.8690   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315    1.4696    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    0.5926   -2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    2.9850   -2.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.2400   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848    0.8300    2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1103    2.9453    0.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128    1.2237   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6947    0.0419   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5113   -1.6035   -0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934   -0.7622    1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.5914   -2.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4479   -0.8169   -2.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323   -0.0359    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2819   -2.5054    1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570   -3.1347   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315   -2.5755    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238   -1.8548    2.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  6
 22 23  1  0
 21 24  1  0
 24 25  1  0
 26 25  1  6
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 10  2  1  0
 26 13  1  0
 27  8  1  0
 26 19  1  0
 30 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  6 36  1  1
  7 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  1
 11 42  1  6
 12 43  1  0
 13 44  1  6
 17 45  1  1
 18 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  1
 28 54  1  1
 29 55  1  0
 30 56  1  6
 31 57  1  0
M  END


  Mrv1652306292221462D          

 31 35  0  0  1  0            999 V2000
    5.1705    1.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5062    0.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8419   -1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4712   -0.9339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9024   -0.3363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1355    0.4550    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5336    1.0286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6971    0.8183    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3954    0.0031    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0618   -0.5602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8169   -1.3582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9965   -1.5555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3879   -0.9199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4841   -0.2651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9778    0.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2800    1.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    1.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    1.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1561    0.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -0.0508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398   -2.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641   -2.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3819   -1.9593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437    1.8264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784   -1.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381   -1.7253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  2  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 10 20  1  6  0  0  0
 17 21  1  1  0  0  0
 16 22  1  1  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  1  0  0  0
 15 25  1  6  0  0  0
 25 26  1  0  0  0  0
 14 27  1  6  0  0  0
 13 28  1  1  0  0  0
  9 29  1  6  0  0  0
  7 30  1  1  0  0  0
  6 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0139251

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@@]3(O)[C@]4(CO)OC[C@]13[C@@H]2[C@@H](O)[C@@H]4O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O11/c1-6-3-7(22)12(25)17(2)8(6)9(23)15-18-5-30-19(4-21,13(26)10(24)11(17)18)20(18,29)14(27)16(28)31-15/h3,8-15,21,23-27,29H,4-5H2,1-2H3/t8-,9-,10-,11-,12-,13+,14+,15-,17+,18+,19-,20+/m1/s1

> <INCHI_KEY>
QPBBQXZJTIVCTO-VWXLKGNHSA-N

> <FORMULA>
C20H26O11

> <MOLECULAR_WEIGHT>
442.417

> <EXACT_MASS>
442.147511657

> <ALOGPS_LOGP>
-1.39

> <ALOGPS_LOGS>
-0.67

> <ALOGPS_SOLUBILITY>
9.49e+01 g/l

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       9.652   2.688   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.217   1.211   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.278   0.096   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.843  -1.382   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.905  -2.497   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.346  -1.743   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.284  -0.628   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.720   0.849   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.596   1.920   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.035   1.527   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.471   0.006   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.715  -1.046   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.258  -2.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.727  -2.904   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.591  -1.717   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.770  -0.495   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.825   1.014   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.389   2.430   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.428   3.633   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.934   2.674   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.291   0.875   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.263  -0.811   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.925  -0.095   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.348   0.970   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.300  -2.557   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.381  -4.094   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.293  -4.381   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.313  -3.657   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.988   3.409   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.866  -2.110   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.911  -3.221   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   31                                                  
CONECT    7    6    8   12   30                                             
CONECT    8    7    2    9                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   16   24                                             
CONECT   12   11    7   13                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16   23   25                                             
CONECT   16   15   11   17   22                                             
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   10                                                       
CONECT   21   17                                                            
CONECT   22   16                                                            
CONECT   23   15   24                                                       
CONECT   24   23   11                                                       
CONECT   25   15   26                                                       
CONECT   26   25                                                            
CONECT   27   14                                                            
CONECT   28   13                                                            
CONECT   29    9                                                            
CONECT   30    7                                                            
CONECT   31    6                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₁₁

Average Mass

442.4170 Da

Monoisotopic Mass

442.14751 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@@]3(O)[C@]4(CO)OC[C@]13[C@@H]2[C@@H](O)[C@@H]4O

InChI Identifier

InChI=1S/C20H26O11/c1-6-3-7(22)12(25)17(2)8(6)9(23)15-18-5-30-19(4-21,13(26)10(24)11(17)18)20(18,29)14(27)16(28)31-15/h3,8-15,21,23-27,29H,4-5H2,1-2H3/t8-,9-,10-,11-,12-,13+,14+,15-,17+,18+,19-,20+/m1/s1

InChI Key

QPBBQXZJTIVCTO-VWXLKGNHSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Brucea javanica	LOTUS Database	35616633
Brucea mollis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

Polycyclic triterpenoid
Triterpenoid
C-20 quassinoid skeleton
Quassinoid
Naphthopyran
Naphthalene
Furopyran
Delta valerolactone
Cyclohexenone
Delta_valerolactone
Oxepane
Oxane
Pyran
Cyclic alcohol
Furan
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Polyol
Dialkyl ether
Ether
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heteropentacyclic compound (CHEBI:68932 )
enone (CHEBI:68932 )
delta-lactone (CHEBI:68932 )
heptol (CHEBI:68932 )
quassinoid (CHEBI:68932 )

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

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

9918759

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11744055

PDB ID

Not Available

ChEBI ID

68932

Good Scents ID

Not Available

References

General References

Chen H, Bai J, Fang ZF, Yu SS, Ma SG, Xu S, Li Y, Qu J, Ren JH, Li L, Si YK, Chen XG: Indole alkaloids and quassinoids from the stems of Brucea mollis. J Nat Prod. 2011 Nov 28;74(11):2438-45. doi: 10.1021/np200712y. Epub 2011 Nov 9. [PubMed:22070654 ]
Su BN, Chang LC, Park EJ, Cuendet M, Santarsiero BD, Mesecar AD, Mehta RG, Fong HH, Pezzuto JM, Kinghorn AD: Bioactive constituents of the seeds of Brucea javanica. Planta Med. 2002 Aug;68(8):730-3. doi: 10.1055/s-2002-33798. [PubMed:12221597 ]

Showing NP-Card for Yadanziolide B (NP0139251)

MOL for NP0139251 (Yadanziolide B)

3D MOL for NP0139251 (Yadanziolide B)

3D SDF for NP0139251 (Yadanziolide B)

3D-SDF for NP0139251 (Yadanziolide B)

PDB for NP0139251 (Yadanziolide B)

3D PDB for NP0139251 (Yadanziolide B)

SMILES for NP0139251 (Yadanziolide B)

INCHI for NP0139251 (Yadanziolide B)

Structure for NP0139251 (Yadanziolide B)

3D Structure for NP0139251 (Yadanziolide B)