NP-MRD: Showing NP-Card for methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate (NP0288637)

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Record Information

Version

2.0

Created at

2022-09-09 18:25:05 UTC

Updated at

2022-09-09 18:25:05 UTC

NP-MRD ID

NP0288637

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate

Description

Methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-12,16-diene-2-carboxylate belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate is found in Aspergillus insuetus. Based on a literature review very few articles have been published on methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-12,16-diene-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092220252D          

 34 37  0  0  1  0            999 V2000
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4149    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709   -1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4731   -0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3150   -0.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5984   -0.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7946   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444   -0.9503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9845    1.8157    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  5 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  2  0  0  0  0
 17 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  2  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
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   -5.2932    0.2003   -2.3790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -0.6915   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -2.0305   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533   -0.4571    0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6110   -0.6241   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -1.5353    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841   -2.4977    1.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -1.5220    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516   -2.6315    0.8934 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -0.2031    0.7139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3290    0.4666    2.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537   -0.3711    0.5975 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0836   -1.2009    1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961   -1.5215    2.7221 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3946   -1.6553    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5632    0.3700   -2.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4397   -1.8370   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9203   -0.2761    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -1.3423    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -3.3141    1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6717   -3.1348    2.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13 50  1  0
 16 51  1  0
 20 52  1  0
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 20 54  1  0
M  END


  Mrv1652309092220252D          

 34 37  0  0  1  0            999 V2000
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4149    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4709   -1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3150   -0.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5246    0.2566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7946   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444   -0.9503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0957    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
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  4  3  1  6  0  0  0
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  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
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  9 11  1  0  0  0  0
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 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0288637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]12C(=O)O[C@@H](C)C(=O)[C@@]1(C)C(=C)C[C@@H]1[C@]3(C)C=CC(=O)C(C)(C)C3=C(O)C(=O)[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O8/c1-12-11-14-23(5)10-9-15(27)22(3,4)17(23)16(28)19(30)25(14,7)26(20(31)33-8)21(32)34-13(2)18(29)24(12,26)6/h9-10,13-14,28H,1,11H2,2-8H3/t13-,14+,23-,24+,25-,26-/m0/s1

> <INCHI_KEY>
JGFZRWOPAPPIDA-ANHAFHADSA-N

> <FORMULA>
C26H30O8

> <MOLECULAR_WEIGHT>
470.518

> <EXACT_MASS>
470.194067926

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.75254218003241

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-12,16-diene-2-carboxylate

> <JCHEM_LOGP>
3.5323268516666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.876649342379885

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.487643139866027

> <JCHEM_PKA_STRONGEST_BASIC>
-4.015764889846268

> <JCHEM_POLAR_SURFACE_AREA>
124.04000000000002

> <JCHEM_REFRACTIVITY>
122.39689999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-12,16-diene-2-carboxylate

> <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       2.846   4.553   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.350   3.098   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.375   2.516   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.415   0.188   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.346  -2.124   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.216  -1.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.375  -1.558   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.879  -3.013   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.321  -1.634   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.854  -2.431   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.984  -0.435   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.350  -0.976   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.862  -1.267   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.883  -1.774   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.343  -1.764   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.342  -2.140   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.326  -0.394   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.691   1.352   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.326   3.680   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.838   3.389   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6    7   14                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11    5   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    4   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   26   33                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    2   21   34                                             
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0,.0,]octadeca-12,16-diene-2-carboxylic acid	Generator

Chemical Formula

C₂₆H₃₀O₈

Average Mass

470.5180 Da

Monoisotopic Mass

470.19407 Da

IUPAC Name

methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-12,16-diene-2-carboxylate

Traditional Name

methyl (1R,2R,5S,7S,10R,11S)-17-hydroxy-1,5,7,11,15,15-hexamethyl-8-methylidene-3,6,14,18-tetraoxo-4-oxatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-12,16-diene-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]12C(=O)O[C@@H](C)C(=O)[C@@]1(C)C(=C)C[C@@H]1[C@]3(C)C=CC(=O)C(C)(C)C3=C(O)C(=O)[C@@]21C

InChI Identifier

InChI=1S/C26H30O8/c1-12-11-14-23(5)10-9-15(27)22(3,4)17(23)16(28)19(30)25(14,7)26(20(31)33-8)21(32)34-13(2)18(29)24(12,26)6/h9-10,13-14,28H,1,11H2,2-8H3/t13-,14+,23-,24+,25-,26-/m0/s1

InChI Key

JGFZRWOPAPPIDA-ANHAFHADSA-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
Aspergillus insuetus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
19-oxosteroid
7-oxosteroid
Oxosteroid
Hydroxysteroid
6-hydroxysteroid
Naphthopyran
Naphthalene
Cyclohexenone
Alpha-acyloxy ketone
Delta_valerolactone
Delta valerolactone
Pyran
Oxane
Dicarboxylic acid or derivatives
Methyl ester
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Enol
Carboxylic acid derivative
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	3.53	ChemAxon
pKa (Strongest Acidic)	8.49	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	124.04 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	122.4 m³·mol⁻¹	ChemAxon
Polarizability	47.75 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

162903448

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate (NP0288637)

MOL for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

3D MOL for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

3D SDF for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

3D-SDF for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

PDB for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

3D PDB for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

SMILES for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

INCHI for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

Structure for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)

3D Structure for NP0288637 (methyl (2s,4ar,4br,10as,10br,12as)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-2h,10bh,11h-phenanthro[1,2-c]pyran-4a-carboxylate)