NP-MRD: Showing NP-Card for puupehenone (NP0204474)

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Record Information

Version

1.0

Created at

2022-09-05 00:09:00 UTC

Updated at

2022-09-05 00:09:00 UTC

NP-MRD ID

NP0204474

Secondary Accession Numbers

None

Natural Product Identification

Common Name

puupehenone

Description

Puupehenone 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 2017 (PMID: 29083172). Based on a literature review a significant number of articles have been published on puupehenone (PMID: 31915228) (PMID: 29065486) (PMID: 28607021) (PMID: 35847331).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.6504   -1.1978   -0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.0731   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    1.0654   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423    0.4478    0.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7044    1.2015    1.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203    0.6148    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404    0.4668    0.7107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5483    1.9136    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7517   -0.0969    0.8352 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7850    0.8611    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9468    0.5211   -0.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    1.5739   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0859    1.1747   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0466    2.1048   -1.3399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3916   -0.2416   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4953   -0.6022   -1.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4386   -1.2761   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2606   -0.8797   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2971   -1.7878    0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -1.4578    0.2768 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3779   -2.5707    1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -1.6423   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.6825   -1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907   -0.3758   -0.1547 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5277   -1.2808   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.1007   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7190   -1.0868   -0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573    1.9472   -1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217    0.7056   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020    1.3292   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8423   -0.5076    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5032    0.9966    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    2.3009    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924    1.0792    2.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224   -0.2962    2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.3373    2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    2.5096    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730    2.3278    0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194    2.0426   -0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203   -0.2286    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379    1.9510    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    2.6134   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4918    2.7403   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200   -2.3277   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2099   -3.2191    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201   -3.2910    0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1289   -2.1991    2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.6685   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1057   -1.5719   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    0.2002   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4599   -1.1482   -2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5998   -1.3621    0.3918 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  6
  7 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  1
 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  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  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 52  1  1
 23 50  1  0
 23 51  1  0
 22 48  1  0
 22 49  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 17 44  1  0
 14 43  1  0
 12 42  1  0
 10 41  1  0
  9 40  1  1
M  END


  Mrv1652309052202092D          

 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  1  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  2  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  1  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  2  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  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  2 24  1  0  0  0  0
  7 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204474

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC[C@]2(C)[C@@H]1CC[C@@]1(C)OC3=CC(=O)C(O)=CC3=C[C@@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O3/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/h10-12,17-18,22H,5-9H2,1-4H3/t17-,18+,20-,21-/m1/s1

> <INCHI_KEY>
LOCMLXSTDCXZFJ-KOUHRCEDSA-N

> <FORMULA>
C21H28O3

> <MOLECULAR_WEIGHT>
328.452

> <EXACT_MASS>
328.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.411294519024125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,7aR,11aR,11bS)-2-hydroxy-5a,8,8,11a-tetramethyl-5a,6,7,7a,8,9,10,11,11a,11b-decahydro-3H-5-oxatetraphen-3-one

> <JCHEM_LOGP>
3.711692083

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.555647729223383

> <JCHEM_PKA_STRONGEST_BASIC>
-3.548619683239612

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
98.16009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
puupehenone

> <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       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

C₂₁H₂₈O₃

Average Mass

328.4520 Da

Monoisotopic Mass

328.20384 Da

IUPAC Name

(5aR,7aR,11aR,11bS)-2-hydroxy-5a,8,8,11a-tetramethyl-5a,6,7,7a,8,9,10,11,11a,11b-decahydro-3H-5-oxatetraphen-3-one

Traditional Name

puupehenone

CAS Registry Number

Not Available

SMILES

CC1(C)CCC[C@]2(C)[C@@H]1CC[C@@]1(C)OC3=CC(=O)C(O)=CC3=C[C@@H]21

InChI Identifier

InChI=1S/C21H28O3/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/h10-12,17-18,22H,5-9H2,1-4H3/t17-,18+,20-,21-/m1/s1

InChI Key

LOCMLXSTDCXZFJ-KOUHRCEDSA-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
Enol
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	3.71	ChemAxon
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.16 m³·mol⁻¹	ChemAxon
Polarizability	37.41 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

C00045037

Chemspider ID

24603493

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102602275

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tripathi SK, Feng Q, Liu L, Levin DE, Roy KK, Doerksen RJ, Baerson SR, Shi X, Pan X, Xu WH, Li XC, Clark AM, Agarwal AK: Puupehenone, a Marine-Sponge-Derived Sesquiterpene Quinone, Potentiates the Antifungal Drug Caspofungin by Disrupting Hsp90 Activity and the Cell Wall Integrity Pathway. mSphere. 2020 Jan 8;5(1). pii: 5/1/e00818-19. doi: 10.1128/mSphere.00818-19. [PubMed:31915228 ]
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 ]
Martinez-Poveda B, Quesada AR, Medina MA: Pleiotropic Role of Puupehenones in Biomedical Research. Mar Drugs. 2017 Oct 21;15(10). pii: md15100325. doi: 10.3390/md15100325. [PubMed:29065486 ]
Rodrigues Felix C, Gupta R, Geden S, Roberts J, Winder P, Pomponi SA, Diaz MC, Reed JK, Wright AE, Rohde KH: Selective Killing of Dormant Mycobacterium tuberculosis by Marine Natural Products. Antimicrob Agents Chemother. 2017 Jul 25;61(8). pii: AAC.00743-17. doi: 10.1128/AAC.00743-17. Print 2017 Aug. [PubMed:28607021 ]
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 ]
LOTUS database [Link]

Showing NP-Card for puupehenone (NP0204474)

MOL for NP0204474 (puupehenone)

3D MOL for NP0204474 (puupehenone)

3D SDF for NP0204474 (puupehenone)

3D-SDF for NP0204474 (puupehenone)

PDB for NP0204474 (puupehenone)

3D PDB for NP0204474 (puupehenone)

SMILES for NP0204474 (puupehenone)

INCHI for NP0204474 (puupehenone)

Structure for NP0204474 (puupehenone)

3D Structure for NP0204474 (puupehenone)