NP-MRD: Showing NP-Card for 4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate (NP0157681)

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Record Information

Version

2.0

Created at

2022-09-02 15:07:31 UTC

Updated at

2022-09-02 15:07:31 UTC

NP-MRD ID

NP0157681

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate

Description

4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-9-yl butanoate belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton. 4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate is found in Klyxum simplex. 4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-9-yl butanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251507502D          

 41 43  0  0  0  0            999 V2000
    0.8130    9.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    8.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    8.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6786    7.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8347    6.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0142    6.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2682    7.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5958    7.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3183    6.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1387    6.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    5.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  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
  4  6  1  0  0  0  0
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  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
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  7 18  1  0  0  0  0
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 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 16 41  1  0  0  0  0
 19 41  1  0  0  0  0
M  END

     RDKit          3D

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 11 54  1  0
 11 55  1  0
 11 56  1  0
M  END


  Mrv1533004251507502D          

 41 43  0  0  0  0            999 V2000
    0.8130    9.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4774    8.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6786    7.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937    6.7866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4991    7.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    6.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2682    7.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827    6.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    7.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3183    6.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1387    6.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    5.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    4.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334    5.5010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631    5.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    5.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    4.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    5.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1447    4.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    5.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    3.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    3.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1447    3.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297    4.4834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8592    3.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    3.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881    3.4035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0026    3.8160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2881    2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    3.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    2.5785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    2.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.5785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2842    1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    3.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9953    3.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5256    3.9592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    4.6410    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 16 41  1  0  0  0  0
 19 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OC1(C)CCC(O)C(=C)CC2OC1C1C2C(C)(O)C(OC(C)=O)C(OC(=O)CCS(C)=O)C1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O10S/c1-9-10-22(34)40-29(6)13-11-19(32)17(4)15-20-25-24(27(29)38-20)23(16(2)3)26(39-21(33)12-14-41(8)36)28(30(25,7)35)37-18(5)31/h16,19-20,23-28,32,35H,4,9-15H2,1-3,5-8H3

> <INCHI_KEY>
HTSABVDYBJWUCZ-UHFFFAOYSA-N

> <FORMULA>
C30H48O10S

> <MOLECULAR_WEIGHT>
600.76

> <EXACT_MASS>
600.29681892

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
63.69366146970194

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
0.9368598423333325

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.666446588461802

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.587701454558886

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9630000013423983

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
152.09660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.518  16.889   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.891  15.482   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.640  15.321   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.267  13.914   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.362  12.668   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -2.798  13.753   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.425  12.346   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.893  12.185   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.569  13.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.101  13.538   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.434  12.768   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -8.579  13.798   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -8.061  11.361   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.592  11.522   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.741   9.855   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.596   8.824   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.102  10.269   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.104  10.840   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.731   9.433   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.397   8.663   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.064   9.433   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.270   8.663   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.064  10.973   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.397   7.123   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.064   6.353   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.270   7.123   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.175   8.369   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.604   6.353   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.938   7.123   0.000  0.00  0.00           C+0
HETATM   30  S   UNK     0       4.271   6.353   0.000  0.00  0.00           S+0
HETATM   31  O   UNK     0       5.605   7.123   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.271   4.813   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.731   6.353   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.731   4.813   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.397   4.043   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.064   4.813   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.397   2.503   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -5.065   7.123   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.591   5.676   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -6.581   7.391   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.065   8.663   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9   18                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   41                                                  
CONECT   17   16   18                                                       
CONECT   18   17    7   19                                                  
CONECT   19   18   20   41                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   33                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   24   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   16   19                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Value	Source
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0,]pentadecan-9-yl butanoic acid	Generator
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulphinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0,]pentadecan-9-yl butanoate	Generator
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulphinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0,]pentadecan-9-yl butanoic acid	Generator
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoic acid	Generator
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulphinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate	Generator
4-(Acetyloxy)-3,12-dihydroxy-5-[(3-methanesulphinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoic acid	Generator

Chemical Formula

C₃₀H₄₈O₁₀S

Average Mass

600.7600 Da

Monoisotopic Mass

600.29682 Da

IUPAC Name

4-(acetyloxy)-3,12-dihydroxy-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate

Traditional Name

4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OC1(C)CCC(O)C(=C)CC2OC1C1C2C(C)(O)C(OC(C)=O)C(OC(=O)CCS(C)=O)C1C(C)C

InChI Identifier

InChI=1S/C30H48O10S/c1-9-10-22(34)40-29(6)13-11-19(32)17(4)15-20-25-24(27(29)38-20)23(16(2)3)26(39-21(33)12-14-41(8)36)28(30(25,7)35)37-18(5)31/h16,19-20,23-28,32,35H,4,9-15H2,1-3,5-8H3

InChI Key

HTSABVDYBJWUCZ-UHFFFAOYSA-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
Klyxum simplex	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Eunicellane and asbestinane diterpenoids

Alternative Parents

Substituents

Cladiellane diterpenoid
Eunicellane-type diterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Sulfoxide
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Sulfinyl compound
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	2.01	ALOGPS
logP	0.94	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	152.1 m³·mol⁻¹	ChemAxon
Polarizability	63.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

75152960

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate (NP0157681)

MOL for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

3D MOL for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

3D SDF for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

3D-SDF for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

PDB for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

3D PDB for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

SMILES for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

INCHI for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

Structure for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)

3D Structure for NP0157681 (4-(acetyloxy)-3,12-dihydroxy-6-isopropyl-5-[(3-methanesulfinylpropanoyl)oxy]-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-9-yl butanoate)