NP-MRD: Showing NP-Card for (1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione (NP0291718)

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Record Information

Version

2.0

Created at

2022-09-09 22:54:48 UTC

Updated at

2022-09-09 22:54:48 UTC

NP-MRD ID

NP0291718

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione

Description

Ineleganolide belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione was first documented in 2018 (PMID: 29260557). Based on a literature review a small amount of articles have been published on Ineleganolide (PMID: 34305185) (PMID: 31066273) (PMID: 30774926) (PMID: 29464957).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200542D          

 24 28  0  0  1  0            999 V2000
    4.5608    2.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231    1.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0052    0.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1075    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519   -1.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -0.0938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9994   -0.6874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9673   -1.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928   -0.3270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2792   -0.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0930    0.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151    1.1372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6364    1.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    2.7058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    1.2099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5873    0.7248    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2451    1.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    0.7879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0579   -0.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4871   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -1.6035    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  1  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
  4 20  1  0  0  0  0
 21 18  1  1  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  1  0  0  0
  9 23  1  1  0  0  0
 23 24  2  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
    5.1027   -0.2772   -1.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.1388   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652   -0.3656    1.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498    0.2411   -0.8978 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3239    1.5471   -0.2651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881    1.9745   -0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    3.1214   -1.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    0.8845   -0.9936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3153    0.9997   -0.6056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4951    1.5370   -0.7592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    0.6742    0.1043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4438    1.4244    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5554   -0.6499   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8787   -1.7306    0.3355 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2018   -2.6866   -0.4258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592   -2.3282   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -2.8404   -1.5267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -1.2586    0.3557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5144   -0.2765   -0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7149   -0.8632   -0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138   -1.0105    1.0332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3041    0.3354    1.2699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2412    1.2448    0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5239    1.9606    1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0220   -0.1161   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0455   -0.5532   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7813   -1.2687    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    0.5478    1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -0.5630    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211    0.4657   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0535    2.3124   -0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4009    1.5816    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036    0.5002   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516   -0.0557   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7554    1.1261    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2690    1.4067   -0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1302    2.5043    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4279   -0.7621   -1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6663   -0.8254   -0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521   -2.2370    1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813   -1.9059    1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8748    0.2376    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5803   -1.3143   -1.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -1.6298   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241   -1.4797    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605    0.5099    2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4 20  1  0
 20 19  1  0
 19 18  1  0
 18 21  1  0
 21 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  1
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  9 23  1  0
 23 24  2  0
 23 22  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  5  4  1  0
  8 19  1  0
 16 18  1  0
 22 21  1  0
 22 11  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  1 25  1  0
  1 26  1  0
  4 30  1  6
 20 43  1  0
 20 44  1  0
 19 42  1  1
 18 41  1  1
 21 45  1  1
 14 40  1  1
 13 38  1  0
 13 39  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
  9 34  1  1
  8 33  1  6
  5 31  1  0
  5 32  1  0
 22 46  1  1
M  END


  Mrv1652309102200542D          

 24 28  0  0  1  0            999 V2000
    4.5608    2.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231    1.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0052    0.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1075    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519   -1.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -0.0938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9994   -0.6874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9673   -1.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928   -0.3270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2792   -0.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0930    0.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151    1.1372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6364    1.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    2.7058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    1.2099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5873    0.7248    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2451    1.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    0.7879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0579   -0.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4871   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -1.6035    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  1  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
  4 20  1  0  0  0  0
 21 18  1  1  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  1  0  0  0
  9 23  1  1  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0291718

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H]1C[C@@H]2[C@H]3[C@@H]4[C@@H](C[C@]5(C)O[C@@H]([C@H]2C(=O)C1)C(=O)[C@H]45)OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O5/c1-7(2)8-4-9-12(10(20)5-8)17-16(21)15-14-11(6-19(15,3)24-17)23-18(22)13(9)14/h8-9,11-15,17H,1,4-6H2,2-3H3/t8-,9-,11+,12+,13-,14-,15-,17-,19-/m0/s1

> <INCHI_KEY>
PYPSGVNKYAOLQT-LUNHQKHWSA-N

> <FORMULA>
C19H22O5

> <MOLECULAR_WEIGHT>
330.38

> <EXACT_MASS>
330.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.87960327191387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,7S,8S,10R,11S,13R,16R)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1^{8,11}.0^{2,7}.0^{13,16}]heptadecane-6,9,15-trione

> <JCHEM_LOGP>
1.492738737999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.237377047037402

> <JCHEM_PKA_STRONGEST_BASIC>
-4.248583923694762

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
83.6887

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,7S,8S,10R,11S,13R,16R)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1^{8,11}.0^{2,7}.0^{13,16}]heptadecane-6,9,15-trione

> <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       8.513   4.141   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.704   2.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.123   2.014   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.476   1.684   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.667   0.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.439  -0.774   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.630  -2.302   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.021  -0.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.732  -1.283   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.806  -1.952   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.733  -0.610   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.521  -1.504   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.174   0.824   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.775   2.123   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.188   3.649   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.763   3.733   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.559   5.051   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.440   2.259   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.830   1.353   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.058   2.282   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.157   1.471   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.975  -0.036   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.776  -1.573   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.179  -2.993   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   19                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21                                                  
CONECT   19   18    8   20                                                  
CONECT   20   19    4                                                       
CONECT   21   18   14   22                                                  
CONECT   22   21   11   23                                                  
CONECT   23   22    9   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₅

Average Mass

330.3800 Da

Monoisotopic Mass

330.14672 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H]1C[C@@H]2[C@H]3[C@@H]4[C@@H](C[C@]5(C)O[C@@H]([C@H]2C(=O)C1)C(=O)[C@H]45)OC3=O

InChI Identifier

InChI=1S/C19H22O5/c1-7(2)8-4-9-12(10(20)5-8)17-16(21)15-14-11(6-19(15,3)24-17)23-18(22)13(9)14/h8-9,11-15,17H,1,4-6H2,2-3H3/t8-,9-,11+,12+,13-,14-,15-,17-,19-/m0/s1

InChI Key

PYPSGVNKYAOLQT-LUNHQKHWSA-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

Not Available

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
Sesquiterpenoid
3-furanone
Gamma butyrolactone
Oxolane
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
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

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

101036105

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Thomas SAL, von Salm JL, Clark S, Ferlita S, Nemani P, Azhari A, Rice CA, Wilson NG, Kyle DE, Baker BJ: Keikipukalides, Furanocembrane Diterpenes from the Antarctic Deep Sea Octocoral Plumarella delicatissima. J Nat Prod. 2018 Jan 26;81(1):117-123. doi: 10.1021/acs.jnatprod.7b00732. Epub 2017 Dec 20. [PubMed:29260557 ]
Cusumano AQ, Houk KN, Stoltz BM: Synthetic strategy toward ineleganolide: A cautionary tale. Tetrahedron. 2021 Jul 30;93:132289. doi: 10.1016/j.tet.2021.132289. Epub 2021 Jun 23. [PubMed:34305185 ]
Craig RA 2nd, Smith RC, Roizen JL, Jones AC, Virgil SC, Stoltz BM: Unified Enantioselective, Convergent Synthetic Approach toward the Furanobutenolide-Derived Polycyclic Norcembranoid Diterpenes: Synthesis of a Series of Ineleganoloids by Oxidation-State Manipulation of the Carbocyclic Core. J Org Chem. 2019 Jun 21;84(12):7722-7746. doi: 10.1021/acs.joc.9b00635. Epub 2019 Jun 10. [PubMed:31066273 ]
Craig RA 2nd, Roizen JL, Smith RC, Jones AC, Virgil SC, Stoltz BM: Correction: Enantioselective, convergent synthesis of the ineleganolide core by a tandem annulation cascade. Chem Sci. 2019 Jan 14;10(4):1254-1255. doi: 10.1039/c8sc90236d. eCollection 2019 Jan 28. [PubMed:30774926 ]
Craig RA 2nd, Smith RC, Roizen JL, Jones AC, Virgil SC, Stoltz BM: Development of a Unified Enantioselective, Convergent Synthetic Approach Toward the Furanobutenolide-Derived Polycyclic Norcembranoid Diterpenes: Asymmetric Formation of the Polycyclic Norditerpenoid Carbocyclic Core by Tandem Annulation Cascade. J Org Chem. 2018 Apr 6;83(7):3467-3485. doi: 10.1021/acs.joc.7b02825. Epub 2018 Mar 19. [PubMed:29464957 ]
LOTUS database [Link]

Showing NP-Card for (1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione (NP0291718)

MOL for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

3D MOL for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

3D SDF for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

3D-SDF for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

PDB for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

3D PDB for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

SMILES for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

INCHI for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

Structure for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)

3D Structure for NP0291718 ((1s,2s,4s,7s,8s,10r,11s,13r,16r)-11-methyl-4-(prop-1-en-2-yl)-14,17-dioxapentacyclo[8.5.1.1⁸,¹¹.0²,⁷.0¹³,¹⁶]heptadecane-6,9,15-trione)