NP-MRD: Showing NP-Card for (1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one (NP0220023)

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Record Information

Version

1.0

Created at

2022-09-05 21:13:02 UTC

Updated at

2022-09-05 21:13:02 UTC

NP-MRD ID

NP0220023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one

Description

Ovalifoliolide A belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. (1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one is found in Betula fruticosa. It was first documented in 2022 (PMID: 36051722). Based on a literature review a significant number of articles have been published on Ovalifoliolide A (PMID: 36050584) (PMID: 36044365) (PMID: 36043368) (PMID: 36038174) (PMID: 36030880) (PMID: 36029144).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223132D          

 33 36  0  0  1  0            999 V2000
   -2.1418   -1.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -2.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2531    1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473    4.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1444    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7645   -0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450    1.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9637    1.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450   -0.5144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3139   -0.9973    0.0000 C   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  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  6  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  6  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END


  Mrv1652309052223132D          

 33 36  0  0  1  0            999 V2000
   -2.1418   -1.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -2.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2531    1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    2.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8473    4.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1444    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7645   -0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450    1.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9637    1.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450   -0.5144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3139   -0.9973    0.0000 C   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  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  6  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  6  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0220023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1C[C@H]1OC(=O)CC[C@@]3(C)[C@H](CC[C@]2(C)[C@H]13)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-19(2)10-9-14-30(8,32)22-12-16-28(6)23(22)18-24-26-27(5,15-13-25(31)33-24)21(20(3)4)11-17-29(26,28)7/h10,21-24,26,32H,3,9,11-18H2,1-2,4-8H3/t21-,22+,23-,24-,26-,27+,28-,29-,30+/m1/s1

> <INCHI_KEY>
UJKRXDRUBVRCPX-PPNWLSRHSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.711

> <EXACT_MASS>
456.360345406

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.79301919948492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,5S,10R,12R,13S,16R,17R)-13-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0^{5,17}.0^{12,16}]heptadecan-8-one

> <JCHEM_LOGP>
6.367579868333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3974871315733782

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
135.5992

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,5S,10R,12R,13S,16R,17R)-13-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0^{5,17}.0^{12,16}]heptadecan-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.998  -2.182   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.703  -3.015   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.776  -4.554   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.132   2.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.608   3.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.072   3.005   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.143   3.956   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.084   4.945   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.590   5.265   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.066   6.730   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.572   7.050   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.048   8.515   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.603   5.906   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.294  -1.407   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.204   2.500   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.705   2.157   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.666   3.362   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.374   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.705  -0.617   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.204  -0.960   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.453  -1.862   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   25                                             
CONECT    8    7                                                            
CONECT    9    7   10   32                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   13   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   12    7   26                                             
CONECT   26   25                                                            
CONECT   27   10   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    4    9   33                                             
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7110 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

(1R,4R,5S,10R,12R,13S,16R,17R)-13-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0^{5,17}.0^{12,16}]heptadecan-8-one

Traditional Name

(1R,4R,5S,10R,12R,13S,16R,17R)-13-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0^{5,17}.0^{12,16}]heptadecan-8-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1C[C@H]1OC(=O)CC[C@@]3(C)[C@H](CC[C@]2(C)[C@H]13)C(C)=C

InChI Identifier

InChI=1S/C30H48O3/c1-19(2)10-9-14-30(8,32)22-12-16-28(6)23(22)18-24-26-27(5,15-13-25(31)33-24)21(20(3)4)11-17-29(26,28)7/h10,21-24,26,32H,3,9,11-18H2,1-2,4-8H3/t21-,22+,23-,24-,26-,27+,28-,29-,30+/m1/s1

InChI Key

UJKRXDRUBVRCPX-PPNWLSRHSA-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
Betula fruticosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Caprolactone
Oxepane
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Carbonyl group
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	6.37	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	135.6 m³·mol⁻¹	ChemAxon
Polarizability	54.79 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00058641

Chemspider ID

8893980

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10718641

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wako M, Kono H, Koyama K, Fujimaki T, Furuya N, Haro H: The Anatomical Position of Graf's Standard Plane and Its Relationship With Pelvic Morphology: A Computed Tomography-Based Study. Cureus. 2022 Jul 28;14(7):e27424. doi: 10.7759/cureus.27424. eCollection 2022 Jul. [PubMed:36051722 ]
Jayroe M, Aguilar DR, Porter A, Cima M, Chai S, Hayman K: Transmission Analysis of COVID-19 Outbreaks Associated with Places of Worship, Arkansas, May 2020-December 2020. J Relig Health. 2022 Sep 1. pii: 10.1007/s10943-022-01653-y. doi: 10.1007/s10943-022-01653-y. [PubMed:36050584 ]
Belik AA, Khalyavin DD, Matsushita Y, Yamaura K: Triple A-Site Cation Ordering in the Ferrimagnetic Y2CuGaMn4O12 Perovskite. Inorg Chem. 2022 Sep 12;61(36):14428-14435. doi: 10.1021/acs.inorgchem.2c02343. Epub 2022 Aug 31. [PubMed:36044365 ]
Siwach P, Sikarwar P, Rajput SA, Antharjanam S, Chandiran AK: The effect of halogenated spacer cations on structural symmetry-breaking in 2D halide double perovskites. Chem Commun (Camb). 2022 Aug 31. doi: 10.1039/d2cc02747j. [PubMed:36043368 ]
Abukhadijah HJ, Turk-Adawi KI, Dewart N, Grace SL: Qualitative study measuring the usability of the International Cardiac Rehabilitation Registry. BMJ Open. 2022 Aug 29;12(8):e064255. doi: 10.1136/bmjopen-2022-064255. [PubMed:36038174 ]
Bojko J, Walters E, Burgess A, Behringer DC: Rediscovering "Baculovirus-A" (Johnson, 1976): The complete genome of 'Callinectes sapidus nudivirus'. J Invertebr Pathol. 2022 Aug 27;194:107822. doi: 10.1016/j.jip.2022.107822. [PubMed:36030880 ]
Menekse Beser D, Oluklu D, Uyan Hendem D, Yildirim M, Tugrul Ersak D, Goncu Ayhan S, Sahin D: Fetal echocardiographic evaluation before and after nifedipine treatment in preterm labor. Echocardiography. 2022 Sep;39(9):1245-1251. doi: 10.1111/echo.15444. Epub 2022 Aug 27. [PubMed:36029144 ]
Parajuli D, Murali N, K C D, Karki B, Samatha K, Kim AA, Park M, Pant B: Advancements in MXene-Polymer Nanocomposites in Energy Storage and Biomedical Applications. Polymers (Basel). 2022 Aug 22;14(16):3433. doi: 10.3390/polym14163433. [PubMed:36015690 ]
Ritchie LA, Penson PE, Akpan A, Lip GYH, Lane DA: Integrated Care for Atrial Fibrillation Management: The Role of the Pharmacist. Am J Med. 2022 Dec;135(12):1410-1426. doi: 10.1016/j.amjmed.2022.07.014. Epub 2022 Aug 21. [PubMed:36002045 ]
Luan Z, Fu Y, Tan Y, Wang Y, Shan B, Li J, Zhou X, Chen W, Liu L, Fu B, Zhang DH, Yang X, Wang X: Observation of Competitive Nonadiabatic Photodissociation Dynamics of H(2)S(+) Cations. J Phys Chem Lett. 2022 Sep 1;13(34):8157-8162. doi: 10.1021/acs.jpclett.2c01892. Epub 2022 Aug 24. [PubMed:36001649 ]
LOTUS database [Link]

Showing NP-Card for (1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one (NP0220023)

MOL for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

3D MOL for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

3D SDF for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

3D-SDF for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

PDB for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

3D PDB for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

SMILES for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

INCHI for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

Structure for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)

3D Structure for NP0220023 ((1r,4r,5s,10r,12r,13s,16r,17r)-13-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-1,5,16-trimethyl-4-(prop-1-en-2-yl)-9-oxatetracyclo[8.6.1.0⁵,¹⁷.0¹²,¹⁶]heptadecan-8-one)