Np mrd loader

Showing NP-Card for jugione C (NP0332502)

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Record Information
Version2.0
Created at2024-02-13 20:14:19 UTC
Updated at2024-09-03 04:19:26 UTC
NP-MRD IDNP0332502
Natural Product DOIhttps://doi.org/10.57994/1755
Secondary Accession NumbersNone
Natural Product Identification
Common Namejugione C
DescriptionJugione C belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on jugione C.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0332502 (jugione C)


  Mrv2104 02132420142D          

 53 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  1  0  0  0  0  0  0  0  0  0
    9.7019    2.5805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6001    4.2273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5491    5.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2368    5.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8106    5.4184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3386    3.8597    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  6  0  0  0
 18 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  1  0  0  0
 17 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  2  0  0  0  0
 10 33  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 36 44  2  0  0  0  0
 34 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 45 51  1  0  0  0  0
 51 52  1  0  0  0  0
  5 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
Download

3D MOL for NP0332502 (jugione C)

Download
3D SDF for NP0332502 (jugione C)

  Mrv2104 02132420142D          

 53 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  1  0  0  0  0  0  0  0  0  0
    9.7019    2.5805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124    3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6001    4.2273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5491    5.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2368    5.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8106    5.4184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3386    3.8597    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  6  0  0  0
 18 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  1  0  0  0
 17 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  2  0  0  0  0
 10 33  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 36 44  2  0  0  0  0
 34 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 45 51  1  0  0  0  0
 51 52  1  0  0  0  0
  5 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332502

> <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](O)C[C@H](O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H36O14/c1-4-5-6-7-8-12-26(45)52-35-20-10-9-11-21(40)29(20)33(47)31-32(46)27-18(2)15-38(31,35)16-19-13-22(41)30-24(43)17-39(37(50)51-3,53-34(30)28(19)27)25(44)14-23(42)36(48)49/h4-13,15,23,25,27,35,40-42,44,46H,14,16-17H2,1-3H3,(H,48,49)/b5-4+,7-6+,12-8+/t23-,25-,27-,35-,38-,39+/m0/s1

> <INCHI_KEY>
GLYRLLGGAQTNMA-SUGWLPTKSA-N

> <FORMULA>
C39H36O14

> <MOLECULAR_WEIGHT>
728.703

> <EXACT_MASS>
728.210505839

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
72.48990265134645

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S)-2,4-dihydroxy-4-[(1R,9R,13S,23S)-5,14,18-trihydroxy-9-(methoxycarbonyl)-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-octaen-9-yl]butanoic acid

> <JCHEM_LOGP>
4.014920985666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.6587161903427905

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9324668385699746

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4115011947396217

> <JCHEM_POLAR_SURFACE_AREA>
234.41999999999996

> <JCHEM_REFRACTIVITY>
190.80339999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S)-2,4-dihydroxy-4-[(1R,9R,13S,23S)-5,14,18-trihydroxy-9-(methoxycarbonyl)-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-octaen-9-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0332502 (jugione C)
Download
PDB for NP0332502 (jugione C)
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  O   UNK     0      18.110   4.817   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.637   7.040   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.920   7.891   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.825   9.428   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      19.109  10.279   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.446  10.114   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.299   7.205   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.833   6.064   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.303   6.237   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.688   7.649   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      15.748   7.303   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      16.509   3.536   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.072   2.059   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.133   0.943   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.125   0.231   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.931   1.975   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.614   0.467   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.151  -0.012   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.835  -1.520   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.372  -1.999   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.055  -3.507   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.592  -3.986   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.276  -5.494   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.813  -5.973   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.496  -7.481   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.004   1.015   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       7.397   2.454   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.093   1.636   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.732   2.357   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.675   3.896   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.980   4.714   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       5.924   6.253   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       7.341   3.993   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       8.905   4.204   0.000  0.00  0.00           C+0
HETATM   53  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   33   34                                             
CONECT    5    4    6   52                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   31                                                  
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   26   30                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21                                                            
CONECT   26   17   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
CONECT   30   17   31                                                       
CONECT   31   30   14   32                                                  
CONECT   32   31                                                            
CONECT   33   10    4                                                       
CONECT   34    4   35   45                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   44                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   36                                                            
CONECT   45   34   46   51                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   45   52                                                  
CONECT   52   51    5   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

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3D PDB for NP0332502 (jugione C)
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SMILES for NP0332502 (jugione C)
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](O)C[C@H](O)C(O)=O
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INCHI for NP0332502 (jugione C)
InChI=1S/C39H36O14/c1-4-5-6-7-8-12-26(45)52-35-20-10-9-11-21(40)29(20)33(47)31-32(46)27-18(2)15-38(31,35)16-19-13-22(41)30-24(43)17-39(37(50)51-3,53-34(30)28(19)27)25(44)14-23(42)36(48)49/h4-13,15,23,25,27,35,40-42,44,46H,14,16-17H2,1-3H3,(H,48,49)/b5-4+,7-6+,12-8+/t23-,25-,27-,35-,38-,39+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC39H36O14
Average Mass728.7030 Da
Monoisotopic Mass728.21051 Da
IUPAC Name(2S,4S)-2,4-dihydroxy-4-[(1R,9R,13S,23S)-5,14,18-trihydroxy-9-(methoxycarbonyl)-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-octaen-9-yl]butanoic acid
Traditional Name(2S,4S)-2,4-dihydroxy-4-[(1R,9R,13S,23S)-5,14,18-trihydroxy-9-(methoxycarbonyl)-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-octaen-9-yl]butanoic acid
CAS Registry NumberNot 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](O)C[C@H](O)C(O)=O
InChI Identifier
InChI=1S/C39H36O14/c1-4-5-6-7-8-12-26(45)52-35-20-10-9-11-21(40)29(20)33(47)31-32(46)27-18(2)15-38(31,35)16-19-13-22(41)30-24(43)17-39(37(50)51-3,53-34(30)28(19)27)25(44)14-23(42)36(48)49/h4-13,15,23,25,27,35,40-42,44,46H,14,16-17H2,1-3H3,(H,48,49)/b5-4+,7-6+,12-8+/t23-,25-,27-,35-,38-,39+/m0/s1
InChI KeyGLYRLLGGAQTNMA-SUGWLPTKSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)t.sritharan@uq.edu.auNot AvailableNot Available2024-02-13View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentDiterpenoids  
Alternative Parents
Substituents
  • Diterpenoid
    • 

  • 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
    • 

  • Beta-hydroxy acid
    • 

  • Alkyl aryl ether
    • 

  • Fatty acyl
    • 

  • Alpha-branched alpha,beta-unsaturated-ketone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Keto acid
    • 

  • Hydroxy acid
    • 

  • Beta-hydroxy ketone
    • 

  • Alpha-hydroxy acid
    • 

  • Vinylogous acid
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Methyl ester
    • 

  • Enone
    • 

  • Acryloyl-group
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.01ChemAxon
pKa (Strongest Acidic)2.93ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area234.42 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity190.8 m³·mol⁻¹ChemAxon
Polarizability72.49 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.3390/antibiotics13010097