NP-MRD: Showing NP-Card for methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate (NP0257101)

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Record Information

Version

2.0

Created at

2022-09-07 22:08:00 UTC

Updated at

2022-09-07 22:08:00 UTC

NP-MRD ID

NP0257101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate

Description

3-O-acetylprismatomerin belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate is found in Prismatomeris tetrandra. Based on a literature review very few articles have been published on 3-o-acetylprismatomerin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082200082D          

 30 34  0  0  1  0            999 V2000
   -0.8904   -1.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264   -1.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -1.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411   -0.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -0.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    0.2609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8460    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5037    0.2346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3286    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266    0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    1.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873    1.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667    2.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440    3.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    4.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7214    5.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8606    4.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6833    3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474   -0.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334   -0.5448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4728   -1.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -1.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.1307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4085   -0.5286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  1  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  6  0  0  0
  5 29  1  0  0  0  0
 30 29  1  6  0  0  0
  8 30  1  0  0  0  0
 26 30  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
   -7.7228    1.3910    0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    1.0443    0.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471    1.0506    1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0895    1.3797    2.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1432    0.7016    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812    0.7074    2.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0371    0.3449    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -0.8113    1.2613 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4824   -1.0216    0.9573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1466   -0.6925   -0.3145 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3891   -1.7765   -1.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6134   -2.1408   -1.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684   -1.5830   -0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8815   -1.2851    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0630   -0.7356    1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.4693    0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362    0.0759    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5812    1.4337    0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8408    2.0139    1.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6820    2.2119    0.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0287   -0.7784   -0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -1.3174   -1.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -2.3176   -1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576   -3.5360   -2.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6371   -1.2168   -2.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -0.3731   -0.9845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6576    1.0376   -1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8139    1.4281   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    0.3325   -0.1453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5631   -0.7807   -0.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9256    2.2621    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1133    1.6548   -0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2752    0.4714    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7981    0.9836    3.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337   -1.7230    1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4606    0.2405   -0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148   -2.9926   -1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0504   -1.4947    1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -0.5189    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6023    2.5926    2.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5972    1.2350    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3260    2.7282    0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8930   -0.5729   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261   -1.5480   -2.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    1.6906   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2322    2.4618   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3232   -0.0171   -0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024   -1.7707   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  2  0
 11 23  1  0
 23 24  2  0
 23 25  1  0
 26 25  1  6
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29  5  1  0
 30  8  1  0
 26 10  1  0
 30 26  1  0
 22 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  8 35  1  1
 10 36  1  1
 12 37  1  0
 14 38  1  0
 15 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 22 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  6
 30 48  1  6
M  END


  Mrv1652309082200082D          

 30 34  0  0  1  0            999 V2000
   -0.8904   -1.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264   -1.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -1.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411   -0.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -0.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    0.2609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8460    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5037    0.2346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3286    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266    0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5059    1.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873    1.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667    2.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647    3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5440    3.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420    4.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7214    5.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8606    4.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6833    3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039    2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474   -0.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334   -0.5448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4728   -1.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -1.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -1.1307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4085   -0.5286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  1  0  0  0
 10 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  6  0  0  0
  5 29  1  0  0  0  0
 30 29  1  6  0  0  0
  8 30  1  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H]2O[C@H]3\C(=C/C4=CC=C(OC(C)=O)C=C4)C(=O)O[C@]33C=C[C@H]1[C@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O8/c1-11(23)28-13-5-3-12(4-6-13)9-15-18-22(30-20(15)25)8-7-14-16(19(24)26-2)10-27-21(29-18)17(14)22/h3-10,14,17-18,21H,1-2H3/b15-9+/t14-,17-,18+,21-,22+/m1/s1

> <INCHI_KEY>
TXIYCTDKGVURRS-BDRRLFJXSA-N

> <FORMULA>
C22H18O8

> <MOLECULAR_WEIGHT>
410.378

> <EXACT_MASS>
410.10016754

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.258897284011084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

> <JCHEM_LOGP>
2.3534277469999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.286091579952331

> <JCHEM_POLAR_SURFACE_AREA>
97.36

> <JCHEM_REFRACTIVITY>
102.10390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.662  -3.659   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.609  -2.535   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.891  -2.885   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.337  -4.358   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.943  -1.761   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.496  -0.287   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.549   0.837   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.049   0.487   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.312   1.368   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.540   0.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.080   0.408   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.010   1.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.411   3.054   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.883   3.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.284   4.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.214   5.892   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.615   7.311   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.545   8.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.947   9.958   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.073   8.348   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.742   5.701   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.341   4.282   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.527  -1.066   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.982  -1.571   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.263  -1.947   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.036  -1.017   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.483  -2.491   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.219  -3.371   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.443  -2.111   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.496  -0.987   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22                                                       
CONECT   22   21   13                                                       
CONECT   23   11   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   10   27   30                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    5   30                                                  
CONECT   30   29    8   26                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₈O₈

Average Mass

410.3780 Da

Monoisotopic Mass

410.10017 Da

IUPAC Name

methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

Traditional Name

methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H]2O[C@H]3\C(=C/C4=CC=C(OC(C)=O)C=C4)C(=O)O[C@]33C=C[C@H]1[C@H]23

InChI Identifier

InChI=1S/C22H18O8/c1-11(23)28-13-5-3-12(4-6-13)9-15-18-22(30-20(15)25)8-7-14-16(19(24)26-2)10-27-21(29-18)17(14)22/h3-10,14,17-18,21H,1-2H3/b15-9+/t14-,17-,18+,21-,22+/m1/s1

InChI Key

TXIYCTDKGVURRS-BDRRLFJXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Prismatomeris tetrandra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Iridoid-skeleton
Aromatic monoterpenoid
Monoterpenoid
Phenol ester
Furopyran
Tricarboxylic acid or derivatives
Phenoxy compound
Furofuran
Benzenoid
Pyran
Monocyclic benzene moiety
Monosaccharide
Gamma butyrolactone
Enoate ester
Methyl ester
Vinylogous ester
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Furan
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.35	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.1 m³·mol⁻¹	ChemAxon
Polarizability	40.26 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	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

23311795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23625550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate (NP0257101)

MOL for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

3D MOL for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

3D SDF for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

3D-SDF for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

PDB for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

3D PDB for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

SMILES for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

INCHI for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

Structure for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)

3D Structure for NP0257101 (methyl (1s,4s,8r,10s,11e,14s)-11-{[4-(acetyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate)