NP-MRD: Showing NP-Card for (1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one (NP0282277)

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Record Information

Version

2.0

Created at

2022-09-09 09:02:44 UTC

Updated at

2022-09-09 09:02:45 UTC

NP-MRD ID

NP0282277

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one

Description

Shearinine K 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. (1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one is found in Penicillium janthinellum and Penicillium simplicissimum. Based on a literature review very few articles have been published on Shearinine K.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211022D          

 42 48  0  0  1  0            999 V2000
    8.9397    4.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1221    3.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9101    3.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166    2.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991    1.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0935    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3055    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7000    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8784    1.1236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    0.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1736   -0.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8824    0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6704   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2760    0.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0640    0.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2465   -0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0345   -0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2169   -1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6400   -0.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8483   -0.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4212   -1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332   -1.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507   -0.3728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8447   -0.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6792   -1.1482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8439    1.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153    1.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    1.2260    0.0000 C   0  0  0  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  2  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
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 11 20  1  0  0  0  0
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 37 38  1  6  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END

     RDKit          3D

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 42 87  1  0
 42 88  1  0
 42 89  1  0
M  END


  Mrv1652309092211022D          

 42 48  0  0  1  0            999 V2000
    8.9397    4.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1221    3.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9101    3.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166    2.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991    1.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3055    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7000    1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8784    1.1236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    0.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1736   -0.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8824    0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6704   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2760    0.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0640    0.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2465   -0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0345   -0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2169   -1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6400   -0.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8483   -0.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268   -0.8613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4212   -1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332   -1.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507   -0.3728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8447   -0.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853   -0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2588   -0.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -1.1482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    0.2742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7409    0.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4170    0.7249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0878    1.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    1.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563    0.1876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6655    0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443   -0.0567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0048    0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439    1.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153    1.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948    1.2260    0.0000 C   0  0  0  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  2  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 11 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 32 31  1  6  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 10 37  1  0  0  0  0
 21 37  1  0  0  0  0
 37 38  1  6  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 30 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282277

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(CC=C(C)C)C=C2C3=C(NC2=C1)[C@@]1(C)[C@H](C3)CC[C@@]2(O)C3=CC(=O)[C@@H]4O[C@@]3(CC[C@]12C)OC4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C37H47NO4/c1-21(2)9-11-23-17-26-27-19-25-13-14-36(40)30-20-29(39)32-33(5,6)42-37(30,41-32)16-15-34(36,7)35(25,8)31(27)38-28(26)18-24(23)12-10-22(3)4/h9-10,17-18,20,25,32,38,40H,11-16,19H2,1-8H3/t25-,32-,34+,35+,36+,37-/m0/s1

> <INCHI_KEY>
SEXKBUMMQJIMIE-TYFNKVGFSA-N

> <FORMULA>
C37H47NO4

> <MOLECULAR_WEIGHT>
569.786

> <EXACT_MASS>
569.350508997

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
68.79338568016196

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]hexacosa-6(14),8(13),9,11,20-pentaen-22-one

> <JCHEM_LOGP>
7.823535323999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.77793255986055

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.617493901030286

> <JCHEM_PKA_STRONGEST_BASIC>
-3.403367327098029

> <JCHEM_POLAR_SURFACE_AREA>
71.55000000000001

> <JCHEM_REFRACTIVITY>
169.76969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]hexacosa-6(14),8(13),9,11,20-pentaen-22-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      16.687   7.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.028   6.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.499   5.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.898   5.095   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.238   3.593   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.108   2.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.637   3.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.507   1.957   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      10.973   2.097   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      10.366   0.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.524  -0.333   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.847   0.455   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.318  -0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.449   1.045   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.919   0.589   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.260  -0.912   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.731  -1.368   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.072  -2.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.861  -0.323   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.917  -1.748   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.383  -1.608   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.253  -2.654   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.782  -2.198   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.441  -0.696   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.310  -1.741   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.955  -0.232   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.892  -1.458   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.350  -1.047   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.268  -2.143   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.913   0.512   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.250   0.868   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.512   1.353   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.764   2.336   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.249   1.867   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.572   0.350   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.709   1.389   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.043  -0.106   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.342   1.405   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.442   2.647   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.895   2.127   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.240   3.521   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.364   2.289   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   37                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   11   21                                                       
CONECT   21   20   22   37                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   35                                             
CONECT   25   24                                                            
CONECT   26   24   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   26   33   39                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   24   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   10   21   38                                             
CONECT   38   37                                                            
CONECT   39   32   40                                                       
CONECT   40   39   30   41   42                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₇NO₄

Average Mass

569.7860 Da

Monoisotopic Mass

569.35051 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(CC=C(C)C)C=C2C3=C(NC2=C1)[C@@]1(C)[C@H](C3)CC[C@@]2(O)C3=CC(=O)[C@@H]4O[C@@]3(CC[C@]12C)OC4(C)C

InChI Identifier

InChI=1S/C37H47NO4/c1-21(2)9-11-23-17-26-27-19-25-13-14-36(40)30-20-29(39)32-33(5,6)42-37(30,41-32)16-15-34(36,7)35(25,8)31(27)38-28(26)18-24(23)12-10-22(3)4/h9-10,17-18,20,25,32,38,40H,11-16,19H2,1-8H3/t25-,32-,34+,35+,36+,37-/m0/s1

InChI Key

SEXKBUMMQJIMIE-TYFNKVGFSA-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
Penicillium janthinellum	LOTUS Database	35616633
Penicillium simplicissimum	LOTUS Database	35616633

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
3-alkylindole
Indole
Indole or derivatives
Dihydropyranone
Ketal
Pyran
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Pyrrole
Meta-dioxolane
Cyclic alcohol
Ketone
Acetal
Oxacycle
Azacycle
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organonitrogen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00051944

Chemspider ID

17262459

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16104606

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one (NP0282277)

MOL for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

3D MOL for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

3D SDF for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

3D-SDF for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

PDB for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

3D PDB for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

SMILES for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

INCHI for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

Structure for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)

3D Structure for NP0282277 ((1s,4r,5s,16s,19s,23r)-19-hydroxy-4,5,24,24-tetramethyl-10,11-bis(3-methylbut-2-en-1-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]hexacosa-6(14),8,10,12,20-pentaen-22-one)