NP-MRD: Showing NP-Card for (17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde (NP0154359)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 11:09:10 UTC

Updated at

2022-09-02 11:09:10 UTC

NP-MRD ID

NP0154359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde

Description

CHEBI:144179 Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. (17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde is found in Lobarina scrobiculata, Usnea angulata, Usnea articulata and Usnea undulata. Based on a literature review very few articles have been published on CHEBI:144179.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213092D          

 27 30  0  0  1  0            999 V2000
    7.8698   -1.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270   -0.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8085    0.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    1.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7473    1.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5416    1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988    1.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    1.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1601    0.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6028   -0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346   -1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9211   -1.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574   -1.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953   -1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -2.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -1.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -1.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405   -0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    0.4244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7366    0.9449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2128    1.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9116    0.9342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
    3.7115    2.5329   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    1.1574   -0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    0.0831   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5527   -1.2023   -0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -2.2198   -1.2385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -1.4976   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -2.9026   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6074   -3.7980   -0.9822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4353   -0.5134   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9021    0.7842    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    1.9224    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    2.9012    0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    2.0594    0.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    1.0668    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884    1.6151    0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    3.0909    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    0.7821    0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8153    1.2989    0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3646   -0.5973    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060   -1.1242    0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0054   -0.2767    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1650   -1.0340    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.5668    0.2415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4548   -3.2732    1.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569   -2.8710    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2871   -1.7211    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415   -1.5833    0.5068 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0609    2.8741    0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322    2.4784   -0.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561    3.2761   -0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0299    0.3157   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3553   -1.9801   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8364   -3.1669   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5626    3.3068    1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307    3.5140    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006    3.5995   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6259    0.7146    0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8574   -2.8100   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996   -4.2351    0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 26  1  0
 26 27  2  0
 26 25  1  0
 25 23  1  0
 23 24  1  0
 23 20  1  0
 20 21  2  0
 21 22  1  0
 10  2  1  0
 21 14  1  0
 22  9  1  0
 20 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  7 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 23 38  1  6
 24 39  1  0
M  END


  Mrv1652309022213092D          

 27 30  0  0  1  0            999 V2000
    7.8698   -1.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270   -0.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8085    0.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    1.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7473    1.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5416    1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988    1.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    1.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1601    0.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6028   -0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346   -1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9211   -1.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574   -1.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953   -1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -2.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -1.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -1.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405   -0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    0.4244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7366    0.9449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2128    1.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9116    0.9342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0154359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(C)C(O)=C3C(=O)O[C@H](O)C3=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3/t18-/m0/s1

> <INCHI_KEY>
IEVVSJFLBYOUCJ-SFHVURJKSA-N

> <FORMULA>
C18H12O9

> <MOLECULAR_WEIGHT>
372.285

> <EXACT_MASS>
372.048131966

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.66334918219998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(17S)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0^{3,8}.0^{14,18}]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
3.5844173993333333

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.595606132576274

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.259533071357996

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8319822136258943

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
90.2817

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(17S)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0^{3,8}.0^{14,18}]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      14.690  -1.905   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.864  -0.605   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.576   0.760   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.750   2.060   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      14.462   3.425   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.211   1.994   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.385   3.293   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.846   3.227   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.499   0.628   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.325  -0.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.825  -2.128   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.919  -3.211   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      10.374  -2.644   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.065  -1.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.831  -2.753   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.012  -4.283   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.416  -2.145   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.182  -3.066   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.236  -0.616   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.470   0.305   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.885  -0.303   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.968   0.792   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.975   1.764   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.864   3.021   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.435   1.744   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.978   0.273   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.520  -0.222   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   22                                                  
CONECT   10    9    2   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   14   22                                                  
CONECT   22   21    9                                                       
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   19   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₉

Average Mass

372.2850 Da

Monoisotopic Mass

372.04813 Da

IUPAC Name

(17S)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0^{3,8}.0^{14,18}]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

Traditional Name

(17S)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0^{3,8}.0^{14,18}]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(C)C(O)=C3C(=O)O[C@H](O)C3=C1O2

InChI Identifier

InChI=1S/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3/t18-/m0/s1

InChI Key

IEVVSJFLBYOUCJ-SFHVURJKSA-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
Lobarina scrobiculata	LOTUS Database	35616633
Usnea angulata	LOTUS Database	35616633
Usnea articulata	LOTUS Database	35616633
Usnea undulata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Isobenzofuranone
Benzofuranone
Phthalide
Isocoumaran
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Aryl-aldehyde
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Hemiacetal
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Organic oxide
Hydrocarbon derivative
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.64	ALOGPS
logP	3.58	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.28 m³·mol⁻¹	ChemAxon
Polarizability	34.66 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

40469822

PDB ID

Not Available

ChEBI ID

144179

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde (NP0154359)

MOL for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

3D MOL for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

3D SDF for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

3D-SDF for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

PDB for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

3D PDB for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

SMILES for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

INCHI for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

Structure for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)

3D Structure for NP0154359 ((17s)-5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(18),3(8),4,6,11,13-hexaene-4-carbaldehyde)