NP-MRD: Showing NP-Card for 1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran (NP0035370)

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Record Information

Version

2.0

Created at

2021-06-20 18:50:02 UTC

Updated at

2021-06-30 00:06:18 UTC

NP-MRD ID

NP0035370

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran

Provided By

JEOL Database JEOL Logo

Description

CHEMBL1164984 belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). 1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran is found in Osyris lanceolata and Osyris quadripartita. 1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran was first documented in 2010 (Yeboah, E. M. O., et al.). Based on a literature review very few articles have been published on CHEMBL1164984.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120503D          

 59 63  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202120503D          

 59 63  0  0  0  0            999 V2000
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    0.0714   -1.5784   -2.4855 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.3456   -0.5723   -0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -1.8719   -1.2685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0111   -2.7906   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226   -2.5280   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    1.0875   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -0.4866   -2.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4216    0.3078   -3.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    2.9013   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201    1.5288    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654    4.5424   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6745    6.0806    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    4.7467    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.6962   -3.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    1.6444   -3.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2206    1.0438   -1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    0.2039    2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9244   -0.7107   -3.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -1.6154   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2494   -2.4748   -3.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.0581   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.0630   -4.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -2.3966   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -2.9070   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.7840   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -3.5105   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238   -2.6592    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940   -1.9376    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0  0  0  0
 15  6  1  0  0  0  0
 27 31  1  0  0  0  0
 30 31  1  0  0  0  0
 15 17  1  0  0  0  0
 31 32  1  6  0  0  0
 29 28  1  0  0  0  0
 31 33  1  0  0  0  0
 28 27  1  0  0  0  0
 18 19  1  0  0  0  0
 27 26  1  0  0  0  0
 19 21  1  0  0  0  0
 26 17  1  0  0  0  0
 19 20  2  0  0  0  0
 15 29  1  0  0  0  0
  7  8  1  0  0  0  0
 15 16  1  6  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 21 22  1  0  0  0  0
  6  7  1  0  0  0  0
  4  3  1  0  0  0  0
  2  1  1  0  0  0  0
  4  6  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 21  2  0  0  0  0
 10 14  2  0  0  0  0
 17 18  1  0  0  0  0
  3  2  2  0  0  0  0
 29 30  1  1  0  0  0
  2 29  1  0  0  0  0
 14 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  2  0  0  0  0
 11 10  1  0  0  0  0
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  6 38  1  1  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 27 51  1  6  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 17 45  1  6  0  0  0
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 16 43  1  0  0  0  0
 16 44  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 32 54  1  0  0  0  0
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 22 46  1  0  0  0  0
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 25 48  1  0  0  0  0
 14 41  1  0  0  0  0
 12 40  1  0  0  0  0
 11 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035370

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])O1)C(=O)O[C@@]1([H])C(=O)C([H])=C(C([H])([H])[H])[C@@]23OC(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C2([H])[H])C([H])([H])[C@]([H])(OC(=O)C2=C([H])OC([H])=C2[H])[C@]13C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O8/c1-14-9-18(26)20(32-22(28)16-6-8-30-13-16)24(4)19(31-21(27)15-5-7-29-12-15)10-17-11-25(14,24)33-23(17,2)3/h5-9,12-13,17,19-20H,10-11H2,1-4H3/t17-,19+,20+,24-,25+/m1/s1

> <INCHI_KEY>
CZRPXWCWVJAUKP-OFHXDSJMSA-N

> <FORMULA>
C25H26O8

> <MOLECULAR_WEIGHT>
454.475

> <EXACT_MASS>
454.162767797

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.581300240149574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,6R,7S,9R)-7-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl furan-3-carboxylate

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
4.137754146333334

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.02518347857595

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7653739923356677

> <JCHEM_POLAR_SURFACE_AREA>
105.18

> <JCHEM_REFRACTIVITY>
115.44059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,6R,7S,9R)-7-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl furan-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
   -3.6393    0.4697   -2.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7623    3.0159   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    3.4230    1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449    3.0745    2.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9409    4.7469    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696    5.5210    1.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155    5.5636    2.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0629    1.2830   -1.7082 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4224    2.2009   -2.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483    0.4433   -1.3973 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4551    0.2148    0.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7149    0.1031    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0874   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    0.0166    1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6077    0.0768    2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411   -0.0426    4.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899   -0.1768    4.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8243   -0.1361    2.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4253   -0.9039   -2.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -1.5784   -2.4855 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -0.5608   -3.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622    0.3470   -2.0323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3456   -0.5723   -0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -1.8719   -1.2685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0111   -2.7906   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226   -2.5280   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    1.0875   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -0.4866   -2.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4216    0.3078   -3.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0654    4.5424   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6745    6.0806    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    4.7467    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.6962   -3.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1279    2.9863   -2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206    1.0438   -1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    0.2039    2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7187   -0.0475    5.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8805   -0.2246    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244   -0.7107   -3.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -1.6154   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2494   -2.4748   -3.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.0581   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.0630   -4.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -2.3966   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -2.9070   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.7840   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -3.5105   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238   -2.6592    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940   -1.9376    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 15  6  1  0
 27 31  1  0
 30 31  1  0
 15 17  1  0
 31 32  1  6
 29 28  1  0
 31 33  1  0
 28 27  1  0
 18 19  1  0
 27 26  1  0
 19 21  1  0
 26 17  1  0
 19 20  2  0
 15 29  1  0
  7  8  1  0
 15 16  1  6
  8  9  2  0
  8 10  1  0
 21 22  1  0
  6  7  1  0
  4  3  1  0
  2  1  1  0
  4  6  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
 10 14  2  0
 17 18  1  0
  3  2  2  0
 29 30  1  1
  2 29  1  0
 14 13  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
  3 37  1  0
  6 38  1  1
 28 52  1  0
 28 53  1  0
 27 51  1  6
 26 49  1  0
 26 50  1  0
 17 45  1  6
 16 42  1  0
 16 43  1  0
 16 44  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 32 54  1  0
 32 55  1  0
 32 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 22 46  1  0
 23 47  1  0
 25 48  1  0
 14 41  1  0
 12 40  1  0
 11 39  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.639   0.470  -2.845  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.473   1.120  -2.151  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.644   2.341  -1.611  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.561   3.007  -0.846  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.692   4.190  -0.538  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.335   2.166  -0.493  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.762   3.016  -0.125  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.771   3.423   1.179  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.045   3.075   2.023  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.902   4.279   1.469  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.941   4.747   0.613  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.770   5.521   1.390  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.316   5.564   2.668  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.186   4.811   2.710  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.063   1.283  -1.708  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.422   2.201  -2.921  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.348   0.443  -1.397  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.455   0.215   0.022  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.715   0.103   0.538  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.739   0.087  -0.133  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.703   0.017   1.983  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.608   0.077   2.893  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.141  -0.043   4.155  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.490  -0.177   4.087  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.824  -0.136   2.772  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.425  -0.904  -2.162  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.071  -1.578  -2.486  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.792  -0.561  -3.215  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.162   0.347  -2.032  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.346  -0.572  -0.911  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.821  -1.872  -1.268  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.011  -2.791  -1.620  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.123  -2.528  -0.076  0.00  0.00           C+0
HETATM   34  H   UNK     0      -4.543   1.087  -2.796  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.883  -0.487  -2.375  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.422   0.308  -3.904  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.569   2.901  -1.688  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.620   1.529   0.355  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.065   4.542  -0.442  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.675   6.081   1.197  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.701   4.747   3.675  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.453   2.696  -3.351  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.910   1.644  -3.728  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.128   2.986  -2.626  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.221   1.044  -1.690  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.560   0.204   2.656  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.719  -0.048   5.150  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.880  -0.225   2.555  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.924  -0.711  -3.121  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.062  -1.615  -1.624  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.249  -2.475  -3.089  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.655  -1.058  -3.665  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.281  -0.063  -4.041  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.644  -2.397  -2.417  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.674  -2.907  -0.754  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.666  -3.784  -1.926  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.279  -3.510  -0.346  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.824  -2.659   0.757  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.694  -1.938   0.329  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3   29                                                  
CONECT    3    4    2   37                                                  
CONECT    4    5    3    6                                                  
CONECT    5    4                                                            
CONECT    6   15    7    4   38                                             
CONECT    7    8    6                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   14   11                                                  
CONECT   11   12   10   39                                                  
CONECT   12   13   11   40                                                  
CONECT   13   14   12                                                       
CONECT   14   10   13   41                                                  
CONECT   15    6   17   29   16                                             
CONECT   16   15   42   43   44                                             
CONECT   17   15   26   18   45                                             
CONECT   18   19   17                                                       
CONECT   19   18   21   20                                                  
CONECT   20   19                                                            
CONECT   21   19   22   25                                                  
CONECT   22   21   23   46                                                  
CONECT   23   22   24   47                                                  
CONECT   24   23   25                                                       
CONECT   25   24   21   48                                                  
CONECT   26   27   17   49   50                                             
CONECT   27   31   28   26   51                                             
CONECT   28   29   27   52   53                                             
CONECT   29   28   15   30    2                                             
CONECT   30   31   29                                                       
CONECT   31   27   30   32   33                                             
CONECT   32   31   54   55   56                                             
CONECT   33   31   57   58   59                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    6                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   16                                                            
CONECT   43   16                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   22                                                            
CONECT   47   23                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   32                                                            
CONECT   55   32                                                            
CONECT   56   32                                                            
CONECT   57   33                                                            
CONECT   58   33                                                            
CONECT   59   33                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  126    0
END

RDKit          3D

59 63  0  0  0  0  0  0  0  0999 V2000
   -3.6393    0.4697   -2.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    1.1196   -2.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435    2.3415   -1.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5614    3.0070   -0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918    4.1896   -0.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    2.1662   -0.4929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7623    3.0159   -0.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    3.4230    1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449    3.0745    2.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020    4.2787    1.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409    4.7469    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696    5.5210    1.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155    5.5636    2.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862    4.8115    2.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0629    1.2830   -1.7082 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4224    2.2009   -2.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483    0.4433   -1.3973 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4551    0.2148    0.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7149    0.1031    0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0874   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    0.0166    1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6077    0.0768    2.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411   -0.0426    4.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899   -0.1768    4.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8243   -0.1361    2.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4253   -0.9039   -2.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -1.5784   -2.4855 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -0.5608   -3.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622    0.3470   -2.0323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3456   -0.5723   -0.9109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -1.8719   -1.2685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0111   -2.7906   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226   -2.5280   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    1.0875   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -0.4866   -2.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4216    0.3078   -3.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    2.9013   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201    1.5288    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654    4.5424   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6745    6.0806    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    4.7467    3.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528    2.6962   -3.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9095    1.6444   -3.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279    2.9863   -2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206    1.0438   -1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    0.2039    2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7187   -0.0475    5.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8805   -0.2246    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244   -0.7107   -3.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -1.6154   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2494   -2.4748   -3.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.0581   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.0630   -4.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -2.3966   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735   -2.9070   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656   -3.7840   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -3.5105   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238   -2.6592    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940   -1.9376    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 15  6  1  0
 27 31  1  0
 30 31  1  0
 15 17  1  0
 31 32  1  6
 29 28  1  0
 31 33  1  0
 28 27  1  0
 18 19  1  0
 27 26  1  0
 19 21  1  0
 26 17  1  0
 19 20  2  0
 15 29  1  0
  7  8  1  0
 15 16  1  6
  8  9  2  0
  8 10  1  0
 21 22  1  0
  6  7  1  0
  4  3  1  0
  2  1  1  0
  4  6  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
 10 14  2  0
 17 18  1  0
  3  2  2  0
 29 30  1  1
  2 29  1  0
 14 13  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
  3 37  1  0
  6 38  1  1
 28 52  1  0
 28 53  1  0
 27 51  1  6
 26 49  1  0
 26 50  1  0
 17 45  1  6
 16 42  1  0
 16 43  1  0
 16 44  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 32 54  1  0
 32 55  1  0
 32 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 22 46  1  0
 23 47  1  0
 25 48  1  0
 14 41  1  0
 12 40  1  0
 11 39  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₈

Average Mass

454.4750 Da

Monoisotopic Mass

454.16277 Da

IUPAC Name

(1S,5R,6R,7S,9R)-7-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl furan-3-carboxylate

Traditional Name

(1S,5R,6R,7S,9R)-7-(furan-3-carbonyloxy)-2,6,10,10-tetramethyl-4-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl furan-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C([H])O1)C(=O)O[C@@]1([H])C(=O)C([H])=C(C([H])([H])[H])[C@@]23OC(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C2([H])[H])C([H])([H])[C@]([H])(OC(=O)C2=C([H])OC([H])=C2[H])[C@]13C([H])([H])[H]

InChI Identifier

InChI=1S/C25H26O8/c1-14-9-18(26)20(32-22(28)16-6-8-30-13-16)24(4)19(31-21(27)15-5-7-29-12-15)10-17-11-25(14,24)33-23(17,2)3/h5-9,12-13,17,19-20H,10-11H2,1-4H3/t17-,19+,20+,24-,25+/m1/s1

InChI Key

CZRPXWCWVJAUKP-OFHXDSJMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Osyris lanceolata	JEOL database	Yeboah, E. M. O., et al, J. Nat. Prod. 73, 1151 (2010)
Osyris quadripartita	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Furoic acid ester
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Cyclohexenone
Oxepane
Furan
Heteroaromatic compound
Oxolane
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
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	3.58	ALOGPS
logP	4.14	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	15.03	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.18 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.44 m³·mol⁻¹	ChemAxon
Polarizability	45.58 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

25033702

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46850688

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yeboah, E. M. O., et al. (2010). Yeboah, E. M. O., et al, J. Nat. Prod. 73, 1151 (2010). J. Nat. Prod..

Showing NP-Card for 1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran (NP0035370)

MOL for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

3D MOL for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

3D SDF for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

3D-SDF for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

PDB for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

3D PDB for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

SMILES for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

INCHI for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

Structure for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)

3D Structure for NP0035370 (1alpha,9beta-difuranoyloxy-2-oxo-3-enedihydro-beta-agarofuran)