NP-MRD: Showing NP-Card for Pachyclavulariaenone C (NP0025420)

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Record Information

Version

1.0

Created at

2021-06-19 17:33:13 UTC

Updated at

2021-06-29 23:50:22 UTC

NP-MRD ID

NP0025420

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pachyclavulariaenone C

Provided By

JEOL Database JEOL Logo

Description

Pachyclavulariaenone C belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Pachyclavulariaenone C is found in Briareum violaceum and Pachyclavularia violacea. It was first documented in 2002 (PMID: 26389465). Based on a literature review a significant number of articles have been published on Pachyclavulariaenone C (PMID: 26389402) (PMID: 34428003) (PMID: 26389390) (PMID: 26389303).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119333D          

 61 64  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192119333D          

 61 64  0  0  0  0            999 V2000
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    0.6552    3.3901    0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1846    3.4589    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479    2.8070   -1.0163 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9102    1.5706   -1.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    0.3364   -0.9818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7562    0.0734   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9652   -2.7357   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -4.3901   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -4.8220    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -4.0076    2.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -3.2247    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -4.7902    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.2730    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935   -2.1163    3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4676   -1.5575    2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.0402    0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218    0.8600    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831    0.3834    3.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526   -0.5407    3.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    0.9825    4.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.0416    5.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.7143    3.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804    2.9943    2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996    4.4289    0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    4.0052   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6418    2.4657    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    3.9863    1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    2.7353   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    3.4938   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3309   -0.8474   -2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.8926   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.0065   -3.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  1  0  0  0  0
 28  5  1  0  0  0  0
 23 24  1  0  0  0  0
  5  6  1  0  0  0  0
 16 17  1  0  0  0  0
  6  7  1  0  0  0  0
  9  7  1  0  0  0  0
 15 28  1  0  0  0  0
  9 10  1  0  0  0  0
 17 18  1  0  0  0  0
  5  4  1  0  0  0  0
 24 26  1  0  0  0  0
  4  2  1  0  0  0  0
  2  1  1  0  0  0  0
 28 27  1  0  0  0  0
  2  3  2  0  0  0  0
 26 27  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 13  1  0  0  0  0
 24 25  1  0  0  0  0
 23 16  1  0  0  0  0
 28 29  1  6  0  0  0
 13 12  1  0  0  0  0
 16 46  1  6  0  0  0
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 23 52  1  1  0  0  0
 12  9  1  0  0  0  0
 17 47  1  1  0  0  0
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  7  8  1  0  0  0  0
 15 14  1  0  0  0  0
  9 11  1  1  0  0  0
 13 14  1  0  0  0  0
  7 36  1  1  0  0  0
 20 51  1  0  0  0  0
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  5 33  1  1  0  0  0
  6 34  1  0  0  0  0
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  1 30  1  0  0  0  0
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  1 32  1  0  0  0  0
 19 48  1  0  0  0  0
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 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
  8 37  1  0  0  0  0
 11 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025420

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2(OC([H])([H])[C@]([H])(C([H])([H])[H])[C@@]3([H])C(=O)C([H])=C(C([H])([H])[H])[C@@]4([H])[C@@]([H])(O[C@@]2([H])[C@@]34[H])C([H])([H])[C@]1(O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O7/c1-10-6-13(24)17-11(2)9-27-22(5)16(28-12(3)23)7-15(25)21(4,26)8-14-18(10)19(17)20(22)29-14/h6,11,14-20,25-26H,7-9H2,1-5H3/t11-,14-,15+,16+,17-,18-,19-,20-,21+,22-/m0/s1

> <INCHI_KEY>
LQWJYPVUEOEETL-GFLKERTHSA-N

> <FORMULA>
C22H32O7

> <MOLECULAR_WEIGHT>
408.491

> <EXACT_MASS>
408.21480337

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
42.80364893458299

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,7R,8R,11S,12R,14R,15R,17S)-14,15-dihydroxy-4,8,11,15-tetramethyl-6-oxo-10,18-dioxatetracyclo[9.7.0.0^{2,7}.0^{3,17}]octadec-4-en-12-yl acetate

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
0.37409139666666763

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.9741657870855

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.639571534547958

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2462909936635933

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
104.35899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,7R,8R,11S,12R,14R,15R,17S)-14,15-dihydroxy-4,8,11,15-tetramethyl-6-oxo-10,18-dioxatetracyclo[9.7.0.0^{2,7}.0^{3,17}]octadec-4-en-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
    4.1697    0.3168   -3.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4333   -0.0029   -1.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9321   -2.2783   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -3.0552   -0.1205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0060   -4.4250   -0.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -3.1607    1.3576 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9527   -3.8352    1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -4.0468    2.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -1.8619    2.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -1.0074    2.1532 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.4378    0.4048    2.7299 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.4459    0.3477    4.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    2.2576    2.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    3.0401    1.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    3.9867    1.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482    2.6445    1.5612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6552    3.3901    0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1846    3.4589    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479    2.8070   -1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102    1.5706   -1.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    0.3364   -0.9818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7562    0.0734   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676   -0.6027   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833    1.0141   -3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1240    0.7911   -2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8725   -2.8366   -1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4713   -2.3927   -2.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -2.7357   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -4.3901   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -4.8220    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -4.0076    2.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -3.2247    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -4.7902    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.2730    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935   -2.1163    3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4676   -1.5575    2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.0402    0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218    0.8600    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831    0.3834    3.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526   -0.5407    3.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    0.9825    4.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.0416    5.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.7143    3.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804    2.9943    2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996    4.4289    0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    4.0052   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6418    2.4657    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    3.9863    1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    2.7353   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    3.4938   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3309   -0.8474   -2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.8926   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.0065   -3.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  1  0
 28  5  1  0
 23 24  1  0
  5  6  1  0
 16 17  1  0
  6  7  1  0
  9  7  1  0
 15 28  1  0
  9 10  1  0
 17 18  1  0
  5  4  1  0
 24 26  1  0
  4  2  1  0
  2  1  1  0
 28 27  1  0
  2  3  2  0
 26 27  1  0
 18 19  1  0
 20 21  1  0
 21 22  2  0
 17 13  1  0
 24 25  1  0
 23 16  1  0
 28 29  1  6
 13 12  1  0
 16 46  1  6
 20 18  2  0
 23 52  1  1
 12  9  1  0
 17 47  1  1
 16 15  1  0
  7  8  1  0
 15 14  1  0
  9 11  1  1
 13 14  1  0
  7 36  1  1
 20 51  1  0
 15 45  1  6
 24 53  1  6
 26 57  1  0
 26 58  1  0
 13 44  1  1
 12 42  1  0
 12 43  1  0
  5 33  1  1
  6 34  1  0
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 10 38  1  0
 10 39  1  0
 10 40  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 19 48  1  0
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 19 50  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
  8 37  1  0
 11 41  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.170   0.317  -3.029  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.433  -0.003  -1.764  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.882   0.180  -0.641  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.219  -0.539  -2.062  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.308  -0.793  -0.938  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.932  -2.278  -1.129  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.077  -3.055  -0.121  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.006  -4.425  -0.610  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.572  -3.161   1.358  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.953  -3.835   1.445  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.345  -4.047   2.036  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.611  -1.862   2.186  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.668  -1.007   2.153  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.067  -0.798   0.794  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.600   0.468   0.338  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.158   1.118   1.506  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.438   0.405   2.730  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.707   1.069   3.256  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.446   0.348   4.352  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.156   2.258   2.816  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.403   3.040   1.806  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.955   3.987   1.253  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.048   2.644   1.561  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.655   3.390   0.346  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.185   3.459   0.471  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.248   2.807  -1.016  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.910   1.571  -1.260  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.203   0.336  -0.982  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.756   0.073  -2.159  0.00  0.00           C+0
HETATM   30  H   UNK     0       4.368  -0.603  -3.585  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.583   1.014  -3.632  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.124   0.791  -2.782  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.881  -0.695  -0.017  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.873  -2.837  -1.256  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.471  -2.393  -2.121  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.965  -2.736  -0.163  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.430  -4.390  -1.486  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.952  -4.822   0.969  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.233  -4.008   2.490  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.732  -3.225   0.979  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.475  -4.790   1.410  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.478  -1.273   1.882  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.794  -2.116   3.240  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.468  -1.558   2.657  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.511   1.040   0.131  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.222   0.860   1.452  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.283   0.383   3.557  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.953  -0.541   3.965  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.207   0.983   4.818  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.751   0.042   5.141  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.072   2.714   3.175  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.580   2.994   2.459  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.300   4.429   0.367  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.617   4.005  -0.374  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.642   2.466   0.500  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.473   3.986   1.387  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.838   2.735  -1.131  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.591   3.494  -1.799  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.331  -0.847  -2.020  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.472   0.893  -2.283  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.207   0.007  -3.104  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   28    6    4   33                                             
CONECT    6    5    7   34   35                                             
CONECT    7    6    9    8   36                                             
CONECT    8    7   37                                                       
CONECT    9    7   10   12   11                                             
CONECT   10    9   38   39   40                                             
CONECT   11    9   41                                                       
CONECT   12   13    9   42   43                                             
CONECT   13   17   12   14   44                                             
CONECT   14   15   13                                                       
CONECT   15   28   16   14   45                                             
CONECT   16   17   23   46   15                                             
CONECT   17   16   18   13   47                                             
CONECT   18   17   19   20                                                  
CONECT   19   18   48   49   50                                             
CONECT   20   21   18   51                                                  
CONECT   21   23   20   22                                                  
CONECT   22   21                                                            
CONECT   23   21   24   16   52                                             
CONECT   24   23   26   25   53                                             
CONECT   25   24   54   55   56                                             
CONECT   26   24   27   57   58                                             
CONECT   27   28   26                                                       
CONECT   28    5   15   27   29                                             
CONECT   29   28   59   60   61                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    6                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   29                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

RDKit          3D

61 64  0  0  0  0  0  0  0  0999 V2000
    4.1697    0.3168   -3.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4333   -0.0029   -1.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8820    0.1797   -0.6409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2185   -0.5394   -2.0624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083   -0.7933   -0.9378 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9321   -2.2783   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -3.0552   -0.1205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0060   -4.4250   -0.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718   -3.1607    1.3576 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9527   -3.8352    1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -4.0468    2.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -1.8619    2.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -1.0074    2.1532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0675   -0.7979    0.7935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5999    0.4675    0.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1582    1.1179    1.5055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4378    0.4048    2.7299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7073    1.0691    3.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459    0.3477    4.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    2.2576    2.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    3.0401    1.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    3.9867    1.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482    2.6445    1.5612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6552    3.3901    0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1846    3.4589    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479    2.8070   -1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102    1.5706   -1.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    0.3364   -0.9818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7562    0.0734   -2.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3676   -0.6027   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833    1.0141   -3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1240    0.7911   -2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8807   -0.6953   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8725   -2.8366   -1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4713   -2.3927   -2.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -2.7357   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -4.3901   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -4.8220    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -4.0076    2.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -3.2247    0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750   -4.7902    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.2730    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935   -2.1163    3.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4676   -1.5575    2.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.0402    0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218    0.8600    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831    0.3834    3.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526   -0.5407    3.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    0.9825    4.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.0416    5.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.7143    3.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804    2.9943    2.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2996    4.4289    0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172    4.0052   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6418    2.4657    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    3.9863    1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    2.7353   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    3.4938   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3309   -0.8474   -2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723    0.8926   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.0065   -3.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 23  1  0
 28  5  1  0
 23 24  1  0
  5  6  1  0
 16 17  1  0
  6  7  1  0
  9  7  1  0
 15 28  1  0
  9 10  1  0
 17 18  1  0
  5  4  1  0
 24 26  1  0
  4  2  1  0
  2  1  1  0
 28 27  1  0
  2  3  2  0
 26 27  1  0
 18 19  1  0
 20 21  1  0
 21 22  2  0
 17 13  1  0
 24 25  1  0
 23 16  1  0
 28 29  1  6
 13 12  1  0
 16 46  1  6
 20 18  2  0
 23 52  1  1
 12  9  1  0
 17 47  1  1
 16 15  1  0
  7  8  1  0
 15 14  1  0
  9 11  1  1
 13 14  1  0
  7 36  1  1
 20 51  1  0
 15 45  1  6
 24 53  1  6
 26 57  1  0
 26 58  1  0
 13 44  1  1
 12 42  1  0
 12 43  1  0
  5 33  1  1
  6 34  1  0
  6 35  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
  8 37  1  0
 11 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₇

Average Mass

408.4910 Da

Monoisotopic Mass

408.21480 Da

IUPAC Name

(1S,2R,3S,7R,8R,11S,12R,14R,15R,17S)-14,15-dihydroxy-4,8,11,15-tetramethyl-6-oxo-10,18-dioxatetracyclo[9.7.0.0^{2,7}.0^{3,17}]octadec-4-en-12-yl acetate

Traditional Name

(1S,2R,3S,7R,8R,11S,12R,14R,15R,17S)-14,15-dihydroxy-4,8,11,15-tetramethyl-6-oxo-10,18-dioxatetracyclo[9.7.0.0^{2,7}.0^{3,17}]octadec-4-en-12-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2(OC([H])([H])[C@]([H])(C([H])([H])[H])[C@@]3([H])C(=O)C([H])=C(C([H])([H])[H])[C@@]4([H])[C@@]([H])(O[C@@]2([H])[C@@]34[H])C([H])([H])[C@]1(O[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C22H32O7/c1-10-6-13(24)17-11(2)9-27-22(5)16(28-12(3)23)7-15(25)21(4,26)8-14-18(10)19(17)20(22)29-14/h6,11,14-20,25-26H,7-9H2,1-5H3/t11-,14-,15+,16+,17-,18-,19-,20-,21+,22-/m0/s1

InChI Key

LQWJYPVUEOEETL-GFLKERTHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃(H) and C₅D₅N(C), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Briareum violaceum	LOTUS Database	35616633
Pachyclavularia violacea	JEOL database	Wang, G.-H., et al, Tetrahedron Letts. 42, 2333 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Cyclohexenone
Oxepane
Cyclitol or derivatives
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organic oxide
Carbonyl group
Organooxygen compound
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	0.67	ALOGPS
logP	0.37	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.64	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.36 m³·mol⁻¹	ChemAxon
Polarizability	42.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

8891734

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10716394

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Rectal Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389402 ]
McDermott KW, Roemer M: Most Frequent Principal Diagnoses for Inpatient Stays in U.S. Hospitals, 2018: Statistical Brief #277. 2006 Feb. [PubMed:34428003 ]
Authors unspecified: Adult Primary Liver Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389465 ]
Authors unspecified: Wilms Tumor and Other Childhood Kidney Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389390 ]
Authors unspecified: Childhood Acute Myeloid Leukemia/Other Myeloid Malignancies Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389303 ]
Wang, G.-H., et al. (2001). Wang, G.-H., et al, Tetrahedron Letts. 42, 2333 (2001). Tetrahedron Lett.

Showing NP-Card for Pachyclavulariaenone C (NP0025420)

MOL for NP0025420 (Pachyclavulariaenone C)

3D MOL for NP0025420 (Pachyclavulariaenone C)

3D SDF for NP0025420 (Pachyclavulariaenone C)

3D-SDF for NP0025420 (Pachyclavulariaenone C)

PDB for NP0025420 (Pachyclavulariaenone C)

3D PDB for NP0025420 (Pachyclavulariaenone C)

SMILES for NP0025420 (Pachyclavulariaenone C)

INCHI for NP0025420 (Pachyclavulariaenone C)

Structure for NP0025420 (Pachyclavulariaenone C)

3D Structure for NP0025420 (Pachyclavulariaenone C)