NP-MRD: Showing NP-Card for (1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione (NP0258089)

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Record Information

Version

2.0

Created at

2022-09-07 23:23:50 UTC

Updated at

2022-09-07 23:23:50 UTC

NP-MRD ID

NP0258089

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione

Description

11-Dehydrosinulariolide belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione is found in Sinularia flexibilis and Sinularia notanda. (1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione was first documented in 2016 (PMID: 27763504). Based on a literature review a small amount of articles have been published on 11-Dehydrosinulariolide (PMID: 33430021) (PMID: 32992719) (PMID: 30513611) (PMID: 27598175).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.8395    2.4747   -0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    1.5907   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6283    0.3496   -1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8033    0.4325   -1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9524   -0.8939   -1.2897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1144   -1.5453   -0.3338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8148   -2.5058    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5044   -0.3489    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    0.4882   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    1.8744   -0.6830 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9917    2.6041    0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    2.0609    0.9413 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2580    3.1937    1.3683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    2.2947    0.2724 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5872    3.1036   -1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6718    1.3771    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4400    0.1166    1.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -1.0176    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -2.0735    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2926   -3.4457    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341   -2.0080   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -2.4901   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -2.1131   -0.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8684   -2.2469   -2.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8926    2.2411   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    3.4021    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411   -3.5367    0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9254   -2.3536    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -2.4792    1.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248    0.1689    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.6398    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    0.5488   -0.5644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.1053   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042    2.4043   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7174    2.6204    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    3.6825    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2283    1.3832    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    4.0095   -0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3574    2.4472   -1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    3.4410   -1.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397    1.1199   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167    1.9138    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741   -0.1355    1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    0.3396    2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3392   -0.9669    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576   -4.0085    1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398   -3.9345   -0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633   -3.3691    1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -2.7295   -1.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6134   -1.0417   -1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2097   -2.2823    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458   -3.6223   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  1  6
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  1
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 12 14  1  0
  2 10  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 18 45  1  0
 17 43  1  0
 17 44  1  0
 16 41  1  0
 16 42  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 12 37  1  1
 11 35  1  0
 11 36  1  0
 10 34  1  6
  9 32  1  0
  9 33  1  0
  8 30  1  0
  8 31  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  1 25  1  0
  1 26  1  0
 22 51  1  0
 22 52  1  0
 21 49  1  0
 21 50  1  0
M  END


  Mrv1652309082201232D          

 24 26  0  0  1  0            999 V2000
    5.0893    0.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019    1.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9871    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5559    1.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2787    2.4898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    3.1989    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6423    3.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    3.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4422    2.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144    1.9208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3654    1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779    2.1738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8530    2.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564    2.8829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4498    3.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842    3.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758    4.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734    5.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8586    5.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7865    6.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6759    5.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3634    4.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7850    4.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5702    4.2740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0258089

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C\CC[C@]2(C)O[C@H]2C[C@H]2CC[C@@](C)(OC(=O)C2=C)C(=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15,17H,2,5,7-12H2,1,3-4H3/b13-6-/t15-,17+,19-,20+/m1/s1

> <INCHI_KEY>
BCEKDLJRXSZZRB-FPTYZNIUSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.44

> <EXACT_MASS>
332.198759382

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
35.561698786378265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5S,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-8-ene-12,15-dione

> <JCHEM_LOGP>
4.228999375333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.999735032021896

> <JCHEM_PKA_STRONGEST_BASIC>
-4.223578633116339

> <JCHEM_POLAR_SURFACE_AREA>
55.9

> <JCHEM_REFRACTIVITY>
92.51929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5S,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-8-ene-12,15-dione

> <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       9.500   1.209   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.710   2.734   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.176   3.207   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.238   2.092   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.720   4.648   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.933   5.971   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.399   6.444   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.408   6.181   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.292   5.120   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.427   3.586   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.282   3.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.999   4.058   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.459   4.038   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.212   5.381   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.706   5.705   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.077   6.916   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.622   8.356   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.737   9.418   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.203   9.891   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.068  11.425   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.728   9.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.012   8.829   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.799   7.505   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.264   7.978   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8   23                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    6   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₄

Average Mass

332.4400 Da

Monoisotopic Mass

332.19876 Da

IUPAC Name

(1R,3S,5S,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-8-ene-12,15-dione

Traditional Name

(1R,3S,5S,8E,13R)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-8-ene-12,15-dione

CAS Registry Number

Not Available

SMILES

C\C1=C\CC[C@]2(C)O[C@H]2C[C@H]2CC[C@@](C)(OC(=O)C2=C)C(=O)CC1

InChI Identifier

InChI=1S/C20H28O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15,17H,2,5,7-12H2,1,3-4H3/b13-6-/t15-,17+,19-,20+/m1/s1

InChI Key

BCEKDLJRXSZZRB-FPTYZNIUSA-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
Sinularia flexibilis	LOTUS Database	35616633
Sinularia notanda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Caprolactone
Alpha-acyloxy ketone
Oxepane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	4.23	ChemAxon
pKa (Strongest Acidic)	19	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.52 m³·mol⁻¹	ChemAxon
Polarizability	35.56 Å³	ChemAxon
Number of Rings	3	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

62990652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90474206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Catanesi M, Caioni G, Castelli V, Benedetti E, d'Angelo M, Cimini A: Benefits under the Sea: The Role of Marine Compounds in Neurodegenerative Disorders. Mar Drugs. 2021 Jan 8;19(1):24. doi: 10.3390/md19010024. [PubMed:33430021 ]
Chen LW, Chung HL, Wang CC, Su JH, Chen YJ, Lee CJ: Anti-Acne Effects of Cembrene Diterpenoids from the Cultured Soft Coral Sinularia flexibilis. Mar Drugs. 2020 Sep 25;18(10):487. doi: 10.3390/md18100487. [PubMed:32992719 ]
Lin YC, Su JH, Lin SC, Chang CC, Hsia TC, Tung YT, Lin CC: A Soft Coral-Derived Compound, 11-Dehydrosinulariolide, Induces G2/M Cell Cycle Arrest and Apoptosis in Small Cell Lung Cancer. Mar Drugs. 2018 Nov 30;16(12):479. doi: 10.3390/md16120479. [PubMed:30513611 ]
Feng CW, Hung HC, Huang SY, Chen CH, Chen YR, Chen CY, Yang SN, Wang HD, Sung PJ, Sheu JH, Tsui KH, Chen WF, Wen ZH: Neuroprotective Effect of the Marine-Derived Compound 11-Dehydrosinulariolide through DJ-1-Related Pathway in In Vitro and In Vivo Models of Parkinson's Disease. Mar Drugs. 2016 Oct 17;14(10):187. doi: 10.3390/md14100187. [PubMed:27763504 ]
Chen CH, Chen NF, Feng CW, Cheng SY, Hung HC, Tsui KH, Hsu CH, Sung PJ, Chen WF, Wen ZH: A Coral-Derived Compound Improves Functional Recovery after Spinal Cord Injury through Its Antiapoptotic and Anti-Inflammatory Effects. Mar Drugs. 2016 Sep 2;14(9):160. doi: 10.3390/md14090160. [PubMed:27598175 ]
LOTUS database [Link]

Showing NP-Card for (1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione (NP0258089)

MOL for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

3D MOL for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

3D SDF for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

3D-SDF for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

PDB for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

3D PDB for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

SMILES for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

INCHI for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

Structure for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)

3D Structure for NP0258089 ((1r,3s,5s,8e,13r)-5,9,13-trimethyl-16-methylidene-4,14-dioxatricyclo[11.3.2.0³,⁵]octadec-8-ene-12,15-dione)