NP-MRD: Showing NP-Card for jugione B (NP0332501)

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Record Information

Version

2.0

Created at

2024-02-13 20:06:38 UTC

Updated at

2024-09-03 04:19:26 UTC

NP-MRD ID

NP0332501

Natural Product DOI

https://doi.org/10.57994/1754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

jugione B

Description

Jugione B belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. jugione B was first documented in 2024 (PMID: 38247656). Based on a literature review very few articles have been published on jugione B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02132420062D          

 52 58  0  0  1  0            999 V2000
    8.1745    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3801    1.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453    0.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6763    0.9591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5179    1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239    2.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547    3.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9935    1.9616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4378    1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723   -0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5744    0.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1427   -0.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8082    0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2399    1.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4736    2.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2757    2.4923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9634    2.9481    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7363    2.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2494    3.3057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0737    3.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7936    3.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9988    3.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0820    4.7663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462    3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    3.3414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7970    4.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4365    3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440    1.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6103    1.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1786    0.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241    0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842    1.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6149    0.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309   -0.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -0.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243   -2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7550   -2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -3.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164    0.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9628    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5348    1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5047    2.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037    2.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    3.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9327    2.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705    2.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9252    3.0626    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  1  0  0  0
  8  2  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  1  0  0  0
 22 24  2  0  0  0  0
 17 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  2  0  0  0  0
 10 32  1  0  0  0  0
  4 32  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 35 43  2  0  0  0  0
 33 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 44 50  1  0  0  0  0
 50 51  1  0  0  0  0
  5 51  1  0  0  0  0
 51 52  2  0  0  0  0
M  END


  Mrv2104 02132420062D          

 52 58  0  0  1  0            999 V2000
    8.1745    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3801    1.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453    0.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6763    0.9591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5179    1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239    2.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1547    3.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9935    1.9616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4378    1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    0.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723   -0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5744    0.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1427   -0.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8082    0.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2399    1.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4736    2.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2757    2.4923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9634    2.9481    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7363    2.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2494    3.3057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0737    3.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7936    3.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9988    3.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0820    4.7663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9462    3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    3.3414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7970    4.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4365    3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440    1.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6103    1.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1786    0.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241    0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842    1.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6149    0.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309   -0.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -0.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243   -2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7550   -2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -3.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164    0.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9628    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5348    1.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5047    2.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037    2.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    3.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9327    2.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705    2.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9252    3.0626    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  1  0  0  0
  8  2  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  1  0  0  0
 22 24  2  0  0  0  0
 17 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  2  0  0  0  0
 10 32  1  0  0  0  0
  4 32  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 35 43  2  0  0  0  0
 33 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 44 50  1  0  0  0  0
 50 51  1  0  0  0  0
  5 51  1  0  0  0  0
 51 52  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332501

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]1(CC(=O)C2=C(O1)C1=C(C[C@@]34C=C(C)[C@@H]1C(O)=C3C(=O)C1=C(O)C=CC=C1[C@@H]4OC(=O)\C=C\C=C\C=C\C)C=C2O)[C@@H]1C[C@H](O)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C39H34O13/c1-4-5-6-7-8-12-26(44)51-35-20-10-9-11-21(40)29(20)33(46)31-32(45)27-18(2)15-38(31,35)16-19-13-22(41)30-24(43)17-39(37(48)49-3,52-34(30)28(19)27)25-14-23(42)36(47)50-25/h4-13,15,23,25,27,35,40-42,45H,14,16-17H2,1-3H3/b5-4+,7-6+,12-8+/t23-,25-,27-,35-,38-,39+/m0/s1

> <INCHI_KEY>
ORYKEXUHBYOACR-SUGWLPTKSA-N

> <FORMULA>
C39H34O13

> <MOLECULAR_WEIGHT>
710.688

> <EXACT_MASS>
710.199941155

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
70.73427901930094

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,9R,13S,23S)-5,14,18-trihydroxy-9-[(2S,4S)-4-hydroxy-5-oxooxolan-2-yl]-25-methyl-23-[(2E,4E,6E)-octa-2,4,6-trienoyloxy]-7,16-dioxo-10-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{6,11}.0^{17,22}]pentacosa-3(12),4,6(11),14,17,19,21,24-octaene-9-carboxylate

> <JCHEM_LOGP>
4.679392110333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.292695576684904

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.643521009660055

> <JCHEM_PKA_STRONGEST_BASIC>
-3.842903311422314

> <JCHEM_POLAR_SURFACE_AREA>
203.18999999999997

> <JCHEM_REFRACTIVITY>
187.31119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9R,13S,23S)-5,14,18-trihydroxy-9-[(2S,4S)-4-hydroxy-5-oxooxolan-2-yl]-25-methyl-23-[(2E,4E,6E)-octa-2,4,6-trienoyloxy]-7,16-dioxo-10-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{6,11}.0^{17,22}]pentacosa-3(12),4,6(11),14,17,19,21,24-octaene-9-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-FEB-24         0                                  
HETATM    1  C   UNK     0      15.259   1.859   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.776   2.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.405   1.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.596   1.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.300   3.421   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.618   4.335   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.489   5.869   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.055   3.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.017   2.454   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.581   0.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.642  -0.139   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.139   0.222   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      15.200  -0.895   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.575   1.698   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.514   2.815   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.951   4.292   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.448   4.652   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.732   5.503   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.174   4.965   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.132   6.171   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      20.671   6.105   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      18.281   7.454   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.798   7.042   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      18.820   8.897   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.833   6.064   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.303   6.237   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.688   7.649   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      15.748   7.303   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.509   3.536   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.072   2.059   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.133   0.943   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      10.125   0.231   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.931   1.975   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.614   0.467   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.151  -0.012   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.835  -1.520   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.372  -1.999   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.055  -3.507   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.592  -3.986   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.276  -5.494   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.813  -5.973   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.496  -7.481   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.004   1.015   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.397   2.454   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.093   1.636   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.732   2.357   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.675   3.896   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.980   4.714   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       5.924   6.253   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       7.341   3.993   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       8.905   4.204   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       9.194   5.717   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   32   33                                             
CONECT    5    4    6   51                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   30                                                  
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   25   29                                             
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22                                                            
CONECT   25   17   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25                                                            
CONECT   29   17   30                                                       
CONECT   30   29   14   31                                                  
CONECT   31   30                                                            
CONECT   32   10    4                                                       
CONECT   33    4   34   44                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   43                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   35                                                            
CONECT   44   33   45   50                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   44   51                                                  
CONECT   51   50    5   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₃₄O₁₃

Average Mass

710.6880 Da

Monoisotopic Mass

710.19994 Da

IUPAC Name

methyl (1R,9R,13S,23S)-5,14,18-trihydroxy-9-[(2S,4S)-4-hydroxy-5-oxooxolan-2-yl]-25-methyl-23-[(2E,4E,6E)-octa-2,4,6-trienoyloxy]-7,16-dioxo-10-oxahexacyclo[11.10.2.0^{1,15}.0^{3,12}.0^{6,11}.0^{17,22}]pentacosa-3(12),4,6(11),14,17,19,21,24-octaene-9-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]1(CC(=O)C2=C(O1)C1=C(C[C@@]34C=C(C)[C@@H]1C(O)=C3C(=O)C1=C(O)C=CC=C1[C@@H]4OC(=O)\C=C\C=C\C=C\C)C=C2O)[C@@H]1C[C@H](O)C(=O)O1

InChI Identifier

InChI=1S/C39H34O13/c1-4-5-6-7-8-12-26(44)51-35-20-10-9-11-21(40)29(20)33(46)31-32(45)27-18(2)15-38(31,35)16-19-13-22(41)30-24(43)17-39(37(48)49-3,52-34(30)28(19)27)25-14-23(42)36(47)50-25/h4-13,15,23,25,27,35,40-42,45H,14,16-17H2,1-3H3/b5-4+,7-6+,12-8+/t23-,25-,27-,35-,38-,39+/m0/s1

InChI Key

ORYKEXUHBYOACR-SUGWLPTKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	t.sritharan@uq.edu.au	Not Available	Not Available	2024-02-13	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
shearii		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Fatty alcohol ester
Chromone
1-benzopyran
Tetralin
Benzopyran
Chromane
Tricarboxylic acid or derivatives
Aryl alkyl ketone
Aryl ketone
Gamma-keto acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Dihydropyranone
Alkyl aryl ether
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Pyran
Keto acid
Gamma butyrolactone
Beta-hydroxy ketone
Vinylogous acid
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Enone
Acryloyl-group
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.68	ChemAxon
pKa (Strongest Acidic)	7.64	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	203.19 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	187.31 m³·mol⁻¹	ChemAxon
Polarizability	70.73 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	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for jugione B (NP0332501)

MOL for NP0332501 (jugione B)

3D MOL for NP0332501 (jugione B)

3D SDF for NP0332501 (jugione B)

3D-SDF for NP0332501 (jugione B)

PDB for NP0332501 (jugione B)

3D PDB for NP0332501 (jugione B)

SMILES for NP0332501 (jugione B)

INCHI for NP0332501 (jugione B)

Structure for NP0332501 (jugione B)

3D Structure for NP0332501 (jugione B)