NP-MRD: Showing NP-Card for (1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione (NP0199801)

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Record Information

Version

2.0

Created at

2022-09-04 18:30:32 UTC

Updated at

2022-09-04 18:30:33 UTC

NP-MRD ID

NP0199801

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione

Description

OVATODIOLIDE belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione is found in Isodon sculponeatus. (1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione was first documented in 2021 (PMID: 34722163). Based on a literature review a small amount of articles have been published on OVATODIOLIDE (PMID: 35163851) (PMID: 35163208) (PMID: 34968641) (PMID: 34583803).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.6092   -1.6578    2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -0.6403    1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571    0.4967    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036    0.6004    1.8945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    1.4145    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1692    0.6482   -0.6260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1720    1.4466   -1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    2.6264   -1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981    3.5960   -2.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3670    3.1017    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    2.5968    0.8097 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5975    1.5712   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654    0.7969    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.1257    0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9886   -1.3414   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0060   -2.1694    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -2.6216   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3237   -3.9732    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643   -1.7853   -1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443   -1.6912   -0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653   -0.4620    0.1990 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7043    0.9380    2.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    0.3643    3.0905 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670    1.8560    1.9922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3862   -1.7270    2.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799   -2.4529    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382    0.1565   -1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7747    0.9758   -2.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3236    4.2901   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    3.0074   -3.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    4.0898   -2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.8269    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380    4.2121    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    3.3764    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    1.7500   -1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.3702   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8735   -0.5572    1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5857   -0.9491   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264   -1.8912   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2199   -2.4317    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -4.3688   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902   -3.9498    0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -4.7039    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5531   -0.8330   -1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -2.3511   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -2.5749   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950   -1.6676   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839   -0.1826    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2 21  1  0
 21 20  1  0
 20 19  1  0
 11 24  1  0
 24 22  1  0
 22 23  2  0
 19 17  1  0
 22 13  1  0
 21  6  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 16 40  1  0
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 12 35  1  0
 11 34  1  1
 10 32  1  0
 10 33  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
  7 28  1  0
  6 27  1  6
  1 25  1  0
  1 26  1  0
 21 48  1  1
 20 46  1  0
 20 47  1  0
 19 44  1  0
 19 45  1  0
M  END


  Mrv1652309042220302D          

 24 26  0  0  1  0            999 V2000
    3.6955   -2.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9358   -1.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4384   -0.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136   -0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9108   -0.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7001   -0.4020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4067    0.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1288   -0.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442   -1.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354    0.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5574   -0.3485    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5729   -1.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2949   -1.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3103   -2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6037   -2.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8816   -2.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -2.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1904   -3.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -2.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -1.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155   -1.2268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7869   -0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6114   -0.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3611   -0.1620    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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  2  1  6  0  0  0
  6 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 11 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0199801

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C/CCC2=C[C@@H](C\C(C)=C\[C@@H]3OC(=O)C(=C)[C@H]3CC1)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O4/c1-12-5-4-6-15-11-16(23-20(15)22)9-13(2)10-18-17(8-7-12)14(3)19(21)24-18/h5,10-11,16-18H,3-4,6-9H2,1-2H3/b12-5+,13-10+/t16-,17-,18+/m1/s1

> <INCHI_KEY>
KTYZKXFERQUCPX-XGKXUXTPSA-N

> <FORMULA>
C20H24O4

> <MOLECULAR_WEIGHT>
328.408

> <EXACT_MASS>
328.167459253

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3226320189431

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3E,5S,9R,12E)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0^{5,9}]nonadeca-3,12,16(19)-triene-7,17-dione

> <JCHEM_LOGP>
4.334566911666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.584977785719147

> <JCHEM_PKA_STRONGEST_BASIC>
-6.577292526168799

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
93.48949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3E,5S,9R,12E)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0^{5,9}]nonadeca-3,12,16(19)-triene-7,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.898  -4.266   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.347  -2.793   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.418  -1.564   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.879  -1.593   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.300  -0.302   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.773  -0.750   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.093   0.044   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.440  -0.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.469  -2.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.759   0.094   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.107  -0.651   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.136  -2.190   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.484  -2.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.513  -4.475   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.194  -5.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.846  -4.525   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.527  -5.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.555  -6.859   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.179  -4.575   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.150  -3.035   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.802  -2.290   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.402  -1.621   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.941  -1.674   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.607  -0.302   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2    6                                                  
CONECT   22   13   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   11                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₄

Average Mass

328.4080 Da

Monoisotopic Mass

328.16746 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C1=C/CCC2=C[C@@H](C\C(C)=C\[C@@H]3OC(=O)C(=C)[C@H]3CC1)OC2=O

InChI Identifier

InChI=1S/C20H24O4/c1-12-5-4-6-15-11-16(23-20(15)22)9-13(2)10-18-17(8-7-12)14(3)19(21)24-18/h5,10-11,16-18H,3-4,6-9H2,1-2H3/b12-5+,13-10+/t16-,17-,18+/m1/s1

InChI Key

KTYZKXFERQUCPX-XGKXUXTPSA-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
Isodon sculponeatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
2-furanone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Oxolane
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039908

Chemspider ID

4953552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6451060

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen JC, Dai YZ, Tzeng YM, Liao JW: Genotoxicity and 28-day repeated dose oral toxicity study of ovatodiolide in rats. Toxicol Rep. 2021 Oct 11;8:1783-1791. doi: 10.1016/j.toxrep.2021.10.010. eCollection 2021. [PubMed:34722163 ]
Lien HM, Huang SH, Chang CH, Huang CL, Chen CC, Chyau CC: Innovative Purification Method of Ovatodiolide from Anisomeles indica to Induce Apoptosis in Human Gastric Cancer Cells. Molecules. 2022 Jan 18;27(3):587. doi: 10.3390/molecules27030587. [PubMed:35163851 ]
Wu ATH, Lawal B, Tzeng YM, Shih CC, Shih CM: Identification of a Novel Theranostic Signature of Metabolic and Immune-Inflammatory Dysregulation in Myocardial Infarction, and the Potential Therapeutic Properties of Ovatodiolide, a Diterpenoid Derivative. Int J Mol Sci. 2022 Jan 24;23(3):1281. doi: 10.3390/ijms23031281. [PubMed:35163208 ]
Hu C, Zhang S, Chen Q, Wang R: Ovatodiolide protects ischemia-reperfusion-induced neuronal injury via microglial neuroinflammation via mediating SIRT1/NF-kappaB pathway. Brain Res Bull. 2022 Mar;180:97-107. doi: 10.1016/j.brainresbull.2021.12.010. Epub 2021 Dec 27. [PubMed:34968641 ]
Mirzaei S, Saebfar H, Gholami MH, Hashemi F, Zarrabi A, Zabolian A, Entezari M, Hushmandi K, Samarghandian S, Aref AR, Ashrafizadeh M, Khan H: MicroRNAs regulating SOX2 in cancer progression and therapy response. Expert Rev Mol Med. 2021 Sep 29;23:e13. doi: 10.1017/erm.2021.15. [PubMed:34583803 ]
LOTUS database [Link]

Showing NP-Card for (1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione (NP0199801)

MOL for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

3D MOL for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

3D SDF for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

3D-SDF for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

PDB for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

3D PDB for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

SMILES for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

INCHI for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

Structure for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)

3D Structure for NP0199801 ((1r,3e,5s,9r,12e)-3,12-dimethyl-8-methylidene-6,18-dioxatricyclo[14.2.1.0⁵,⁹]nonadeca-3,12,16(19)-triene-7,17-dione)