NP-MRD: Showing NP-Card for puupehedione (NP0245233)

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Record Information

Version

1.0

Created at

2022-09-07 06:14:34 UTC

Updated at

2022-09-07 06:14:34 UTC

NP-MRD ID

NP0245233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

puupehedione

Description

Puupehedione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. It was first documented in 2005 (PMID: 15816731). Based on a literature review a significant number of articles have been published on Puupehedione (PMID: 29083172) (PMID: 34653771) (PMID: 30207477) (PMID: 35847331).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.5772   -0.7944    1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014    0.0860    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7645   -0.0300   -1.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0305    1.4930    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    2.4841    0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7196    1.9546   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4628    0.6477    0.3562 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6189    0.8771    1.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8796    0.0786    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9382    0.7411    0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3103    0.2897    0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3266    0.9877    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6836    0.4841    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7100    1.0797    1.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8852   -0.7872   -0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0140   -1.2790   -0.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7018   -1.4931   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -0.9772   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -1.6277   -0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0633   -1.1356   -0.7125 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7539   -0.8816   -2.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301   -2.2446   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152   -1.7511    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4858   -0.3279   -0.1529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6811   -0.7807    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857   -1.8406    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638   -0.3493    2.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8120   -0.2543   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194   -0.8682   -1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6695    0.8846   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410    1.5003    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0582    1.8574    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    3.2742    0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800    3.0757   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    1.8041   -1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268    2.7418   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2570    0.1448    2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8386    1.9402    2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    0.7182    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396    1.6638    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1814    1.9388    1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7912   -2.4425   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -1.5518   -2.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037    0.1923   -2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952   -1.1880   -2.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -2.9176   -1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -2.8410    0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -1.9610    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -2.3775   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -0.2378   -1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  6
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 15  1  0
 15 16  2  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
 24  2  1  0
  9 20  1  0
  9  7  1  0
 11 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
 24 50  1  6
 23 48  1  0
 23 49  1  0
 22 46  1  0
 22 47  1  0
 21 43  1  0
 21 44  1  0
 21 45  1  0
 17 42  1  0
 12 41  1  0
 10 40  1  0
M  END


  Mrv1652309072208142D          

 24 27  0  0  1  0            999 V2000
    0.0743   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760   -4.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7792   -2.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -3.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5893   -5.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  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
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
  2 24  1  0  0  0  0
  7 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]1(C)OC3=CC(=O)C(=O)C=C3C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O3/c1-19(2)7-5-8-20(3)17(19)6-9-21(4)18(20)11-13-10-14(22)15(23)12-16(13)24-21/h10-12,17H,5-9H2,1-4H3/t17-,20-,21-/m0/s1

> <INCHI_KEY>
QLFLHSQZFRDPFM-YYWHXJBOSA-N

> <FORMULA>
C21H26O3

> <MOLECULAR_WEIGHT>
326.436

> <EXACT_MASS>
326.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.96828442390593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aS,7aS,11aS)-5a,8,8,11a-tetramethyl-3,5a,6,7,7a,8,9,10,11,11a-decahydro-2H-5-oxatetraphene-2,3-dione

> <JCHEM_LOGP>
4.109296672333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.896741759897718

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
96.59409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
puupehedione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.139  -7.568   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.659  -7.324   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.635  -8.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.155  -5.869   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.163  -4.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.676  -4.996   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.180  -6.451   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.188  -5.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.692  -6.742   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.700  -5.578   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.212  -5.869   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.220  -4.705   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.733  -4.996   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.741  -3.832   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.237  -6.451   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.749  -6.742   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.229  -7.615   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.716  -7.324   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.708  -8.488   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.196  -8.197   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.700  -9.652   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.188  -9.361   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.676  -9.070   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.171  -7.615   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   24                                             
CONECT    8    7                                                            
CONECT    9    7   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    9   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₃

Average Mass

326.4360 Da

Monoisotopic Mass

326.18819 Da

IUPAC Name

(5aS,7aS,11aS)-5a,8,8,11a-tetramethyl-3,5a,6,7,7a,8,9,10,11,11a-decahydro-2H-5-oxatetraphene-2,3-dione

Traditional Name

puupehedione

CAS Registry Number

Not Available

SMILES

CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]1(C)OC3=CC(=O)C(=O)C=C3C=C21

InChI Identifier

InChI=1S/C21H26O3/c1-19(2)7-5-8-20(3)17(19)6-9-21(4)18(20)11-13-10-14(22)15(23)12-16(13)24-21/h10-12,17H,5-9H2,1-4H3/t17-,20-,21-/m0/s1

InChI Key

QLFLHSQZFRDPFM-YYWHXJBOSA-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 naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Pyran
Vinylogous ester
Cyclic ketone
Ketone
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	4.11	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.59 m³·mol⁻¹	ChemAxon
Polarizability	36.97 Å³	ChemAxon
Number of Rings	4	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

404900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

460087

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang HS, Li HJ, Nan X, Luo YY, Wu YC: Enantiospecific Semisynthesis of Puupehedione-Type Marine Natural Products. J Org Chem. 2017 Dec 1;82(23):12914-12919. doi: 10.1021/acs.joc.7b02413. Epub 2017 Nov 7. [PubMed:29083172 ]
Wang X, Hu N, Kong W, Song B, Li S: Facile and divergent optimization of chromazonarol enabled the identification of simplified drimane meroterpenoids as novel pharmaceutical leads. Eur J Med Chem. 2022 Jan 5;227:113912. doi: 10.1016/j.ejmech.2021.113912. Epub 2021 Oct 11. [PubMed:34653771 ]
Zhang S, Wang X, Hao J, Li D, Csuk R, Li S: Expediently Scalable Synthesis and Antifungal Exploration of (+)-Yahazunol and Related Meroterpenoids. J Nat Prod. 2018 Sep 28;81(9):2010-2017. doi: 10.1021/acs.jnatprod.8b00310. Epub 2018 Sep 12. [PubMed:30207477 ]
Si A, Landgraf AD, Geden S, Sucheck SJ, Rohde KH: Synthesis and Evaluation of Marine Natural Product-Inspired Meroterpenoids with Selective Activity toward Dormant Mycobacterium tuberculosis. ACS Omega. 2022 Jun 27;7(27):23487-23496. doi: 10.1021/acsomega.2c01887. eCollection 2022 Jul 12. [PubMed:35847331 ]
Alvarez-Manzaneda EJ, Chahboun R, Barranco Perez I, Cabrera E, Alvarez E, Alvarez-Manzaneda R: First enantiospecific synthesis of the antitumor marine sponge metabolite (-)-15-oxopuupehenol from (-)-sclareol. Org Lett. 2005 Apr 14;7(8):1477-80. doi: 10.1021/ol047332j. [PubMed:15816731 ]
LOTUS database [Link]

Showing NP-Card for puupehedione (NP0245233)

MOL for NP0245233 (puupehedione)

3D MOL for NP0245233 (puupehedione)

3D SDF for NP0245233 (puupehedione)

3D-SDF for NP0245233 (puupehedione)

PDB for NP0245233 (puupehedione)

3D PDB for NP0245233 (puupehedione)

SMILES for NP0245233 (puupehedione)

INCHI for NP0245233 (puupehedione)

Structure for NP0245233 (puupehedione)

3D Structure for NP0245233 (puupehedione)