NP-MRD: Showing NP-Card for Usnic acid (NP0051407)

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Record Information

Version

2.0

Created at

2022-04-27 22:47:12 UTC

Updated at

2022-04-27 22:47:13 UTC

NP-MRD ID

NP0051407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Usnic acid

Description

(-)-Usnic acid, also known as (S)-usnate, belongs to the class of organic compounds known as acetophenones. These are organic compounds containing the acetophenone structure. Usnic acid is found in Asahinea chrysantha, Asahinea scholanderi, Cladonia convoluta, Cladonia fallax, Cladonia spp., Cladonia stellaris, Dactylina arctica, Dolichousnea diffracta, Dolichousnea longissima, Evernia prunastri, Evernia spp., Hypotrachyna caraccensis, Lecanora spp., Letharia vulpina, Lobaria scrobiculata, Neuropogon trachycarpus, Ophioparma ventosa, Parmelia caraccensis, Parmelia spp., Phoma sp., Protousnea magellanica, Protusnea malacea, Punctelia subrudecta, Ramalina calicaris, Ramalina hierrensis, Ramalina pollinaria, Ramalina spp., Ramalina tingitana, Stereocaulon alpinum, Usnea annulata, Usnea dasopoga, Usnea diffracta, Usnea lapponica, Usnea longissima , Usnea spp., Usnea undulata and Xanthoparmelia vagans. Based on a literature review very few articles have been published on (-)-usnic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    4.3983   -1.2746    2.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5303   -1.0646    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613   -1.2008    0.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942   -0.7001   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -0.5071   -1.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263   -0.6290   -2.0304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225   -0.1672   -2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185   -0.0744   -1.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1385    0.2677   -2.1887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091    0.4684   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    0.8658   -1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087    1.0995   -2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4303    1.5295   -2.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    0.9386   -3.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644    1.0352    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2800    1.4306    0.1698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.8162    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    1.0441    2.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0063    0.4128    1.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3125    0.1742    2.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3355    0.2294    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -0.4048   -0.2397 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5863   -1.9750   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026   -0.3111    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1389    0.0755    1.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613   -1.8718    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610   -0.3151    2.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879   -1.8132    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521   -1.5339   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962    0.0289   -3.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0841    0.7629   -1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337    1.6557   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5709    2.5227   -1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8375    1.5696    0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4039    1.2398    3.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125    0.1626    2.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6924    1.9590    2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    0.2768    3.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -2.3728   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -2.0939   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524   -2.2559    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  2  0
 12 11  1  0
 11 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4 24  1  0
 24 25  2  0
 24 22  1  0
 22 23  1  6
 10 11  1  0
 22  8  1  0
 22 21  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
  7 30  1  0
  6 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
M  END


  Mrv1652304282200472D          

 25 27  0  0  1  0            999 V2000
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8570    1.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  6 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=C(O)C(C)=C(O)C2=C1OC1=CC(O)=C(C(C)=O)C(=O)[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3/t18-/m1/s1

> <INCHI_KEY>
WEYVVCKOOFYHRW-GOSISDBHSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.117785841467864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4,10-diacetyl-5,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),4,6,10,12-pentaen-3-one

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
1.8766204170000003

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.160132424070571

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.618420313817316

> <JCHEM_PKA_STRONGEST_BASIC>
-5.369352885212959

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000002

> <JCHEM_REFRACTIVITY>
90.64549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4,10-diacetyl-5,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),4,6,10,12-pentaen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.610  -1.280   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.285   3.699   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.466   2.497   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.234   2.739   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.251   4.524   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.935   3.699   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.344  -2.479   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.808  -3.304   0.000  0.00  0.00           C+0
CONECT    1    2   10   19                                                  
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    1    4   11                                             
CONECT   11   10                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    6                                                            
CONECT   16    2   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18    1   20                                                  
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   17                                                            
CONECT   23   16   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
(S)-Usnate	ChEBI
(S)-Usnic acid	ChEBI
(-)-Usnate	Generator

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

(2S)-4,10-diacetyl-5,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),4,6,10,12-pentaen-3-one

Traditional Name

(2S)-4,10-diacetyl-5,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),4,6,10,12-pentaen-3-one

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C(O)C(C)=C(O)C2=C1OC1=CC(O)=C(C(C)=O)C(=O)[C@@]21C

InChI Identifier

InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3/t18-/m1/s1

InChI Key

WEYVVCKOOFYHRW-GOSISDBHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Asahinea chrysantha	LOTUS Database	35616633
Asahinea scholanderi	LOTUS Database	35616633
Cladonia convoluta	LOTUS Database	35616633
Cladonia fallax	Fungi	KNApSAcK
Cladonia spp.	Fungi	KNApSAcK
Cladonia stellaris	Fungi	KNApSAcK
Dactylina arctica	-	KNApSAcK
Dolichousnea diffracta	LOTUS Database	35616633
Dolichousnea longissima	LOTUS Database	35616633
Evernia prunastri	LOTUS Database	35616633
Evernia spp.	-	KNApSAcK
Hypotrachyna caraccensis	LOTUS Database	35616633
Lecanora spp.	-	KNApSAcK
Letharia vulpina	-	KNApSAcK
Lobaria scrobiculata	LOTUS Database	35616633
Neuropogon trachycarpus	LOTUS Database	35616633
Ophioparma ventosa	LOTUS Database	35616633
Parmelia caraccensis	Fungi	KNApSAcK
Parmelia spp.	Fungi	KNApSAcK
Phoma sp.	Fungi	KNApSAcK
Protousnea magellanica	LOTUS Database	35616633
Protusnea malacea	-	KNApSAcK
Punctelia subrudecta	LOTUS Database	35616633
Ramalina calicaris	LOTUS Database	35616633
Ramalina hierrensis	LOTUS Database	35616633
Ramalina pollinaria	LOTUS Database	35616633
Ramalina spp.	Fungi	KNApSAcK
Ramalina tingitana	Fungi	KNApSAcK
Stereocaulon alpinum	LOTUS Database	35616633
Usnea annulata	Fungi	KNApSAcK
Usnea dasopoga	LOTUS Database	35616633
Usnea diffracta	Fungi	KNApSAcK
Usnea lapponica	LOTUS Database	35616633
Usnea longissima	Fungi	KNApSAcK
Usnea spp.	Fungi	KNApSAcK
Usnea undulata	LOTUS Database	35616633
Xanthoparmelia vagans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetophenones. These are organic compounds containing the acetophenone structure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Acetophenones

Direct Parent

Acetophenones

Alternative Parents

Substituents

Acetophenone
Coumaran
Aryl ketone
Aryl alkyl ketone
Vinylogous acid
Ketone
Oxacycle
Polyol
Enol
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

usnic acid (CHEBI:122 )
Dibenzofurans, griseofulvins, dibenzopyrans and xanthones (C10101 )
Dibenzofurans, griseofulvins, dibenzopyrans and xanthones (LMPK13060002 )

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	2.33	ALOGPS
logP	1.88	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.62	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.65 m³·mol⁻¹	ChemAxon
Polarizability	34.12 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

390984

KEGG Compound ID

C10101

BioCyc ID

CPD-7411

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442614

PDB ID

Not Available

ChEBI ID

122

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Usnic acid (NP0051407)

MOL for NP0051407 (Usnic acid)

3D MOL for NP0051407 (Usnic acid)

3D SDF for NP0051407 (Usnic acid)

3D-SDF for NP0051407 (Usnic acid)

PDB for NP0051407 (Usnic acid)

3D PDB for NP0051407 (Usnic acid)

SMILES for NP0051407 (Usnic acid)

INCHI for NP0051407 (Usnic acid)

Structure for NP0051407 (Usnic acid)

3D Structure for NP0051407 (Usnic acid)