NP-MRD: Showing NP-Card for (1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione (NP0233726)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 15:25:56 UTC

Updated at

2022-09-06 15:25:56 UTC

NP-MRD ID

NP0233726

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione

Description

Portentol belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. (1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione is found in Gustavia hexapetala. (1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione was first documented in 2004 (PMID: 15217278). Based on a literature review a small amount of articles have been published on portentol (PMID: 33333421) (PMID: 26471956) (PMID: 22128826).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -3.7720    0.7354   -0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339    0.6292    0.1220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4038    0.9385   -0.9812 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2661    2.4640   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1944    0.3815   -1.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -0.4740   -0.0342 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6180    0.4073    1.1382 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5243   -0.1899    2.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652    0.9237    0.9972 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8709   -0.2195    1.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -1.3759    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506   -2.5256    0.9926 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173   -1.0586   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5417   -2.2185   -1.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2490    0.0482   -1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381   -0.0716   -2.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3221    1.3212   -0.4365 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7347    1.8380   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -1.4159    0.2633 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3658   -2.1936   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -0.6893    0.8118 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2559   -1.4451    0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015    0.5217    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081    1.8251   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9063    0.1592   -1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500    1.4078    0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243    0.6574   -1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2047    2.9579   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    2.7395   -1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.8909   -1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319    1.3523    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896   -0.0726    3.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -1.2460    2.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2002    0.3565    3.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    1.7486    1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -2.2325   -2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -3.1669   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -2.2857   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756    2.0596   -0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4418    1.0191   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    2.1643   -1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    2.7046    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -2.1716    1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3769   -1.6605   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445   -2.5023   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834   -3.2122   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.5945    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -1.2296    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  5  1  0
  6  5  1  6
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
  2  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  2  3  1  0
 17  9  1  0
 13  6  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  3 27  1  6
 19 43  1  1
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  1
 22 48  1  0
  2 26  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 31  1  1
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 14 36  1  0
 14 37  1  0
 14 38  1  0
 17 39  1  6
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END


  Mrv1652309062217252D          

 22 24  0  0  1  0            999 V2000
    4.5451    0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224    0.4741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3644   -0.2692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8291   -0.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -0.3308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770    0.3509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7190   -0.3924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1837   -1.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -0.4540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0111    0.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498    0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519    0.8065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    1.0326    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9703    1.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    1.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316    0.2277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3911    0.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350    1.0942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4597    1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577    1.1558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6157    1.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  1  0  0  0
  6 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0233726

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@]2([C@H](C)[C@H](O)[C@@H]1C)[C@@H](C)[C@H]1OC(=O)[C@]2(C)C(=O)[C@@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O5/c1-7-11(5)22-17(9(3)12(7)18)10(4)13-8(2)14(19)16(17,6)15(20)21-13/h7-13,18H,1-6H3/t7-,8-,9-,10+,11-,12-,13+,16+,17-/m1/s1

> <INCHI_KEY>
CVPVGRDVSAJUQS-QKOFGJBMSA-N

> <FORMULA>
C17H26O5

> <MOLECULAR_WEIGHT>
310.39

> <EXACT_MASS>
310.178023937

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
32.71098177222877

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,3'R,4R,4'R,5'S,6'R,8R)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione

> <JCHEM_LOGP>
2.191429219666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.922780318367362

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.536328670057223

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0008185391287308

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
79.14290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,3'R,4R,4'R,5'S,6'R,8R)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       8.484   1.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.948   0.885   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.280  -0.502   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.148  -1.775   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.745  -0.617   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.877   0.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.209  -0.732   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.076  -2.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.673  -0.847   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.887   0.189   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.333   1.114   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.844   1.506   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.010   1.927   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.678   3.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.474   1.812   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.606   3.085   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.806   0.425   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.730   0.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.545   2.042   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.591   3.582   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.081   2.157   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.749   3.545   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   13   19                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9   18                                                  
CONECT   18   17                                                            
CONECT   19    6   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    2   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₆O₅

Average Mass

310.3900 Da

Monoisotopic Mass

310.17802 Da

IUPAC Name

(1S,2R,3S,3'R,4R,4'R,5'S,6'R,8R)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione

Traditional Name

(1S,2R,3S,3'R,4R,4'R,5'S,6'R,8R)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@]2([C@H](C)[C@H](O)[C@@H]1C)[C@@H](C)[C@H]1OC(=O)[C@]2(C)C(=O)[C@@H]1C

InChI Identifier

InChI=1S/C17H26O5/c1-7-11(5)22-17(9(3)12(7)18)10(4)13-8(2)14(19)16(17,6)15(20)21-13/h7-13,18H,1-6H3/t7-,8-,9-,10+,11-,12-,13+,16+,17-/m1/s1

InChI Key

CVPVGRDVSAJUQS-QKOFGJBMSA-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
Gustavia hexapetala	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta valerolactone
Delta_valerolactone
Oxane
Carboxylic acid ester
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
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	2.19	ChemAxon
pKa (Strongest Acidic)	14.54	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	79.14 m³·mol⁻¹	ChemAxon
Polarizability	32.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23327086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Portentol

METLIN ID

Not Available

PubChem Compound

44559542

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pant R, Joshi A, Joshi T, Maiti P, Nand M, Joshi T, Pande V, Chandra S: Identification of potent Antigen 85C inhibitors of Mycobacterium tuberculosis via in-house lichen library and binding free energy studies Part-II. J Mol Graph Model. 2021 Mar;103:107822. doi: 10.1016/j.jmgm.2020.107822. Epub 2020 Dec 8. [PubMed:33333421 ]
Cheng B, Trauner D: A Highly Convergent and Biomimetic Total Synthesis of Portentol. J Am Chem Soc. 2015 Nov 4;137(43):13800-3. doi: 10.1021/jacs.5b10009. Epub 2015 Oct 26. [PubMed:26471956 ]
Jacolot M, Jean M, Levoin N, van de Weghe P: The Prins reaction using ketones: rationalization and application toward the synthesis of the portentol skeleton. Org Lett. 2012 Jan 6;14(1):58-61. doi: 10.1021/ol202829u. Epub 2011 Nov 30. [PubMed:22128826 ]
Pettit GR, Zhang Q, Pinilla V, Herald DL, Doubek DL, Duke JA: Isolation and structure of gustastatin from the Brazilian nut tree Gustavia hexapetala. J Nat Prod. 2004 Jun;67(6):983-5. doi: 10.1021/np030509i. [PubMed:15217278 ]
LOTUS database [Link]

Showing NP-Card for (1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione (NP0233726)

MOL for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

3D MOL for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

3D SDF for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

3D-SDF for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

PDB for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

3D PDB for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

SMILES for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

INCHI for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

Structure for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)

3D Structure for NP0233726 ((1s,2r,3s,3'r,4r,4'r,5's,6'r,8r)-4'-hydroxy-1,3,3',5',6',8-hexamethyl-5-oxaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6,7-dione)