NP-MRD: Showing NP-Card for 2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin (NP0029497)

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Record Information

Version

2.0

Created at

2021-06-19 21:06:26 UTC

Updated at

2021-06-29 23:56:53 UTC

NP-MRD ID

NP0029497

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin

Provided By

JEOL Database JEOL Logo

Description

2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin is found in Balsamorhiza macrophylla and Balsamorhiza sagittata. 2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin was first documented in 2000 (Mohamed, A. E. H., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123063D          

 55 58  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306192123063D          

 55 58  0  0  0  0            999 V2000
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   -3.4512    3.6817    0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312    1.9437   -2.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.8968   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    3.2876   -1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.6021   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -1.4575   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -0.3269   -4.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.2922   -3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.2317   -5.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443   -1.2360   -6.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -0.9601   -4.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551   -2.5107   -4.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291    1.3654    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2741   -1.0186   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -1.7543    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -2.1317   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -1.0792    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 10  8  2  0  0  0  0
  2  1  2  3  0  0  0
 13 15  1  0  0  0  0
  3  4  2  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
 15 24  1  0  0  0  0
  7 33  1  6  0  0  0
 29 24  1  0  0  0  0
 24 25  1  0  0  0  0
 29  6  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 11  1  0  0  0  0
 19 17  1  1  0  0  0
  7 12  1  0  0  0  0
 17 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 21  1  0  0  0  0
 19 22  1  0  0  0  0
 11 10  1  0  0  0  0
 12 13  2  0  0  0  0
  6  5  1  0  0  0  0
 22 23  1  0  0  0  0
  5  3  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  1  0  0  0  0
 25 26  1  0  0  0  0
 29  2  1  0  0  0  0
 26 27  1  0  0  0  0
  7  6  1  0  0  0  0
 26 28  2  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 10 37  1  0  0  0  0
 15 43  1  6  0  0  0
 24 51  1  1  0  0  0
 29 55  1  6  0  0  0
  6 32  1  1  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 22 47  1  6  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 27 52  1  0  0  0  0
 27 53  1  0  0  0  0
 27 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1C(=O)O[C@]2([H])[C@@]3([H])C(=C([H])C([H])([H])C3=C(C([H])([H])[H])[C@@]([H])(OC(=O)[C@@]3(O[C@]3([H])C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O7/c1-9-7-8-14-10(2)17(28-21(25)22(6)12(4)29-22)19(26-13(5)23)16-11(3)20(24)27-18(16)15(9)14/h7,12,15-19H,3,8H2,1-2,4-6H3/t12-,15+,16+,17-,18-,19-,22-/m1/s1

> <INCHI_KEY>
OBDISXBUEKSDQC-QQJVBJSBSA-N

> <FORMULA>
C22H26O7

> <MOLECULAR_WEIGHT>
402.443

> <EXACT_MASS>
402.167853177

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.05763118793591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,4R,5R,9aS,9bR)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-5-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
2.249473638333333

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.294947345358924

> <JCHEM_POLAR_SURFACE_AREA>
91.43

> <JCHEM_REFRACTIVITY>
102.2928

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,4R,5R,9aS,9bR)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-5-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
    1.2292   -0.0153    3.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.0452    3.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433   -0.0105    4.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -0.2680    5.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2768    0.3432    3.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179    0.8292    2.2458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0971    0.7430    1.2589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4037    1.3108    1.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1588    0.6887    2.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8146    2.3634    1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736    2.6826   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024    1.6148    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7542    1.4848   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    2.4557   -1.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564    0.3348   -0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1070    0.3942   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.7726   -2.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0570   -1.8920   -2.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -0.5561   -3.7420 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6100   -0.5086   -3.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    0.4421   -4.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4508   -0.9137   -5.0647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9423   -1.4295   -5.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    0.3696    0.6274 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1470   -0.6304    0.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -0.2002    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -1.3570    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    0.9559   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7247   -0.0432    1.8654 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0497   -0.0026    2.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4956    0.0001    4.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    1.8827    2.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -0.2941    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2067   -0.3974    2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1883    1.0606    2.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916    0.9133    3.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7293    2.9142    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3996    2.6346   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512    3.6817    0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312    1.9437   -2.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.8968   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    3.2876   -1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.6021   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -1.4575   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -0.3269   -4.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.2922   -3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.2317   -5.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443   -1.2360   -6.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -0.9601   -4.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551   -2.5107   -4.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291    1.3654    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2741   -1.0186   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -1.7543    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -2.1317   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -1.0792    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 10  8  2  0
  2  1  2  3
 13 15  1  0
  3  4  2  0
  8  7  1  0
  8  9  1  0
 15 24  1  0
  7 33  1  6
 29 24  1  0
 24 25  1  0
 29  6  1  0
 15 16  1  0
 16 17  1  0
 12 11  1  0
 19 17  1  1
  7 12  1  0
 17 18  2  0
 21 19  1  0
 22 21  1  0
 19 22  1  0
 11 10  1  0
 12 13  2  0
  6  5  1  0
 22 23  1  0
  5  3  1  0
 19 20  1  0
  3  2  1  0
 25 26  1  0
 29  2  1  0
 26 27  1  0
  7  6  1  0
 26 28  2  0
 11 38  1  0
 11 39  1  0
 10 37  1  0
 15 43  1  6
 24 51  1  1
 29 55  1  6
  6 32  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
  1 30  1  0
  1 31  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 22 47  1  6
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 27 52  1  0
 27 53  1  0
 27 54  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       1.229  -0.015   3.589  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.053  -0.045   3.209  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.143  -0.011   4.218  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.056  -0.268   5.402  0.00  0.00           O+0
HETATM    5  O   UNK     0      -2.277   0.343   3.553  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.918   0.829   2.246  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.097   0.743   1.259  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.404   1.311   1.782  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.159   0.689   2.906  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.815   2.363   1.062  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.874   2.683  -0.049  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.802   1.615   0.040  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.754   1.485  -0.800  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.532   2.456  -1.940  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.756   0.335  -0.678  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.107   0.394  -1.835  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.363  -0.773  -2.477  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.057  -1.892  -2.093  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.113  -0.556  -3.742  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.610  -0.509  -3.691  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.547   0.442  -4.622  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.451  -0.914  -5.065  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.942  -1.430  -5.160  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.093   0.370   0.627  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.147  -0.630   0.506  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.372  -0.200   0.106  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.321  -1.357   0.035  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.671   0.956  -0.150  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.725  -0.043   1.865  0.00  0.00           C+0
HETATM   30  H   UNK     0       2.050  -0.003   2.884  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.496   0.000   4.644  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.620   1.883   2.369  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.282  -0.294   0.952  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.207  -0.397   2.780  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.188   1.061   2.947  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.692   0.913   3.868  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.729   2.914   1.234  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.400   2.635  -1.007  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.451   3.682   0.099  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.631   1.944  -2.903  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.532   2.897  -1.871  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.241   3.288  -1.945  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.328  -0.602  -0.712  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.006  -1.458  -3.315  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.049  -0.327  -4.678  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.944   0.292  -3.024  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.071  -1.232  -5.893  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.344  -1.236  -6.160  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.614  -0.960  -4.434  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.955  -2.511  -4.993  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.529   1.365   0.778  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.274  -1.019  -0.382  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.495  -1.754   1.038  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.916  -2.132  -0.620  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.066  -1.079   1.710  0.00  0.00           H+0
CONECT    1    2   30   31                                                  
CONECT    2    1    3   29                                                  
CONECT    3    4    5    2                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6   29    5    7   32                                             
CONECT    7    8   33   12    6                                             
CONECT    8   10    7    9                                                  
CONECT    9    8   34   35   36                                             
CONECT   10    8   11   37                                                  
CONECT   11   12   10   38   39                                             
CONECT   12   11    7   13                                                  
CONECT   13   14   15   12                                                  
CONECT   14   13   40   41   42                                             
CONECT   15   13   24   16   43                                             
CONECT   16   15   17                                                       
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17   21   22   20                                             
CONECT   20   19   44   45   46                                             
CONECT   21   19   22                                                       
CONECT   22   21   19   23   47                                             
CONECT   23   22   48   49   50                                             
CONECT   24   15   29   25   51                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   52   53   54                                             
CONECT   28   26                                                            
CONECT   29   24    6    2   55                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   27                                                            
CONECT   53   27                                                            
CONECT   54   27                                                            
CONECT   55   29                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  116    0
END

RDKit          3D

55 58  0  0  0  0  0  0  0  0999 V2000
    1.2292   -0.0153    3.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.0452    3.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433   -0.0105    4.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -0.2680    5.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8736    2.6826   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0570   -1.8920   -2.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -0.5561   -3.7420 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6100   -0.5086   -3.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    0.4421   -4.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4508   -0.9137   -5.0647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9423   -1.4295   -5.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0931    0.3696    0.6274 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1470   -0.6304    0.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3724   -0.2002    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -1.3570    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    0.9559   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7247   -0.0432    1.8654 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0497   -0.0026    2.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4956    0.0001    4.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    1.8827    2.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -0.2941    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2067   -0.3974    2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1883    1.0606    2.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916    0.9133    3.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7293    2.9142    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3996    2.6346   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512    3.6817    0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312    1.9437   -2.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318    2.8968   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    3.2876   -1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.6021   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055   -1.4575   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -0.3269   -4.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.2922   -3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -1.2317   -5.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443   -1.2360   -6.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -0.9601   -4.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551   -2.5107   -4.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291    1.3654    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2741   -1.0186   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -1.7543    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -2.1317   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0658   -1.0792    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 10  8  2  0
  2  1  2  3
 13 15  1  0
  3  4  2  0
  8  7  1  0
  8  9  1  0
 15 24  1  0
  7 33  1  6
 29 24  1  0
 24 25  1  0
 29  6  1  0
 15 16  1  0
 16 17  1  0
 12 11  1  0
 19 17  1  1
  7 12  1  0
 17 18  2  0
 21 19  1  0
 22 21  1  0
 19 22  1  0
 11 10  1  0
 12 13  2  0
  6  5  1  0
 22 23  1  0
  5  3  1  0
 19 20  1  0
  3  2  1  0
 25 26  1  0
 29  2  1  0
 26 27  1  0
  7  6  1  0
 26 28  2  0
 11 38  1  0
 11 39  1  0
 10 37  1  0
 15 43  1  6
 24 51  1  1
 29 55  1  6
  6 32  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
  1 30  1  0
  1 31  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 22 47  1  6
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₇

Average Mass

402.4430 Da

Monoisotopic Mass

402.16785 Da

IUPAC Name

(3aS,4R,5R,9aS,9bR)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-5-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

Traditional Name

(3aS,4R,5R,9aS,9bR)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-5-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1C(=O)O[C@]2([H])[C@@]3([H])C(=C([H])C([H])([H])C3=C(C([H])([H])[H])[C@@]([H])(OC(=O)[C@@]3(O[C@]3([H])C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]12[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C22H26O7/c1-9-7-8-14-10(2)17(28-21(25)22(6)12(4)29-22)19(26-13(5)23)16-11(3)20(24)27-18(16)15(9)14/h7,12,15-19H,3,8H2,1-2,4-6H3/t12-,15+,16+,17-,18-,19-,22-/m1/s1

InChI Key

OBDISXBUEKSDQC-QQJVBJSBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Balsamorhiza macrophylla	JEOL database	Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000)
Balsamorhiza sagittata	JEOL database	Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000)

Chemical Taxonomy

Classification

Not classified

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	2.3	ALOGPS
logP	2.25	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	91.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.29 m³·mol⁻¹	ChemAxon
Polarizability	42.06 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

Not Available

References

General References

Mohamed, A. E. H., et al. (2000). Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000). Chem. Pharm. Bull..

Showing NP-Card for 2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin (NP0029497)

MOL for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

3D MOL for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

3D SDF for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

3D-SDF for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

PDB for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

3D PDB for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

SMILES for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

INCHI for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

Structure for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)

3D Structure for NP0029497 (2-deoxo-5-deoxy-8-O-acetyl-17,18-epoxy pumilin)