NP-MRD: Showing NP-Card for (1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate (NP0296766)

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Record Information

Version

2.0

Created at

2022-09-10 06:33:01 UTC

Updated at

2022-09-10 06:33:01 UTC

NP-MRD ID

NP0296766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate

Description

(1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-2',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-12'-yl acetate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate is found in Junceella fragilis. Based on a literature review very few articles have been published on (1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-2',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-12'-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208332D          

 38 41  0  0  1  0            999 V2000
    1.6184    5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    4.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    4.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615    3.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    3.2973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6882    3.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    3.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148    3.5876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6212    4.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6801    4.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8047    3.1353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5415    3.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7580    2.3116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3388    1.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9610    0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323    0.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3208    1.2802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5608    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    1.9403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5698    1.3976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    2.3926    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2845    1.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9745    1.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112    1.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277    0.2929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    2.0213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5478    1.1976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8111    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680    2.1024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4780    2.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    1.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    2.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    2.4737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2147    2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3715    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
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 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
  5 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 27 37  1  0  0  0  0
 37 38  1  0  0  0  0
 27 38  1  1  0  0  0
M  END

     RDKit          3D

 76 79  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309102208332D          

 38 41  0  0  1  0            999 V2000
    1.6184    5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083    4.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    4.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8111    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680    2.1024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4780    2.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    1.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    2.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047    2.4737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2147    2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3715    1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
  5 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 27 37  1  0  0  0  0
 37 38  1  0  0  0  0
 27 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0296766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C(=O)O[C@@H]2[C@H](O)[C@@](C)(O)CC[C@@H](OC(C)=O)[C@@]3(C)[C@@H](CC[C@@]4(CO4)[C@H]3[C@@H](OC(C)=O)[C@]12O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O12/c1-12-22(31)38-21-19(30)23(5,32)9-7-16(35-13(2)27)24(6)17(36-14(3)28)8-10-25(11-34-25)18(24)20(26(12,21)33)37-15(4)29/h12,16-21,30,32-33H,7-11H2,1-6H3/t12-,16+,17+,18-,19-,20+,21+,23-,24-,25+,26+/m0/s1

> <INCHI_KEY>
LRIPAABNJGNVOX-HAIIDGHFSA-N

> <FORMULA>
C26H38O12

> <MOLECULAR_WEIGHT>
542.578

> <EXACT_MASS>
542.236326664

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.250245552753185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-2'-yl acetate

> <JCHEM_LOGP>
-0.8244344343333319

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.106307305671912

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.237383750207004

> <JCHEM_PKA_STRONGEST_BASIC>
-3.248293266717279

> <JCHEM_POLAR_SURFACE_AREA>
178.42

> <JCHEM_REFRACTIVITY>
125.14269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-2'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       3.021   9.381   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.309   8.537   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.684   9.230   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.222   6.999   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.509   6.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.885   6.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.172   6.004   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.548   6.697   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.626   7.931   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.603   7.819   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.836   5.852   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.211   6.546   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.748   4.315   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.832   3.221   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.127   1.852   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.820   0.477   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.932   2.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.514   1.016   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.373   3.622   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.530   2.609   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.085   4.466   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.998   2.929   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.286   2.084   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.661   2.777   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.198   0.547   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.710   3.773   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.623   2.236   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.247   1.542   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.960   2.387   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.047   3.924   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.759   4.769   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.384   4.076   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.296   2.538   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.096   4.920   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.422   4.618   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.134   5.462   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.160   2.148   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.316   0.860   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   35                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   13   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   35                                                  
CONECT   27   26   28   37   38                                             
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30    5   26   36                                             
CONECT   36   35                                                            
CONECT   37   27   38                                                       
CONECT   38   37   27                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
(1'r,2S,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-2',14'-Bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0,]heptadecane]-12'-yl acetic acid	Generator

Chemical Formula

C₂₆H₃₈O₁₂

Average Mass

542.5780 Da

Monoisotopic Mass

542.23633 Da

IUPAC Name

(1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-2'-yl acetate

Traditional Name

(1'R,2S,2'R,3'R,4'R,7'R,8'S,9'S,12'R,13'S,14'R)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-2'-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1C(=O)O[C@@H]2[C@H](O)[C@@](C)(O)CC[C@@H](OC(C)=O)[C@@]3(C)[C@@H](CC[C@@]4(CO4)[C@H]3[C@@H](OC(C)=O)[C@]12O)OC(C)=O

InChI Identifier

InChI=1S/C26H38O12/c1-12-22(31)38-21-19(30)23(5,32)9-7-16(35-13(2)27)24(6)17(36-14(3)28)8-10-25(11-34-25)18(24)20(26(12,21)33)37-15(4)29/h12,16-21,30,32-33H,7-11H2,1-6H3/t12-,16+,17+,18-,19-,20+,21+,23-,24-,25+,26+/m0/s1

InChI Key

LRIPAABNJGNVOX-HAIIDGHFSA-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
Junceella fragilis	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
Briarane diterpenoid
Tetracarboxylic acid or derivatives
Gamma butyrolactone
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Oxacycle
Polyol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Alcohol
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	-0.82	ChemAxon
pKa (Strongest Acidic)	12.24	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	178.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	125.14 m³·mol⁻¹	ChemAxon
Polarizability	53.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163025576

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate (NP0296766)

MOL for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

3D MOL for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

3D SDF for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

3D-SDF for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

PDB for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

3D PDB for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

SMILES for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

INCHI for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

Structure for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)

3D Structure for NP0296766 ((1'r,2s,2'r,3'r,4'r,7'r,8's,9's,12'r,13's,14'r)-12',14'-bis(acetyloxy)-3',8',9'-trihydroxy-4',9',13'-trimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-2'-yl acetate)