NP-MRD: Showing NP-Card for [9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate (NP0166008)

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Record Information

Version

2.0

Created at

2022-09-03 01:17:13 UTC

Updated at

2022-09-03 01:17:13 UTC

NP-MRD ID

NP0166008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate

Description

[9-(Acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0³,⁷]Tetradecan-1-yl]methyl acetate belongs to the class of organic compounds known as fusicoccane diterpenoids. These are diterpenoids with a structure based on a 20-carbon dicyclopenta[a,d]cyclooctane skeleton (5->8->5 ring system) known as fusicoccane. [9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate is found in Plagiochila sciophila. [9-(Acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0³,⁷]Tetradecan-1-yl]methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161522442D          

 31 33  0  0  0  0            999 V2000
   -0.7801   -1.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2779   -1.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5936   -2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617   -2.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475   -0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -0.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073   -0.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662    0.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952    1.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541    1.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654    1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405   -0.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -0.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334   -0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2956   -0.5668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653    0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -2.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -3.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405   -3.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260   -4.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260   -4.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115   -3.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -2.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -3.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -1.7495    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  1  0  0  0  0
  4  5  1  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
  8  9  1  0  0  0  0
  9 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
  8 14  1  0  0  0  0
 14 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
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 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 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
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  4 31  1  0  0  0  0
  8 31  1  0  0  0  0
M  END

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
    2.3068    3.5865    2.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509    2.2825    1.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7617    1.6292    2.3879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5744    1.4655    3.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7708    0.3329    1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1175    1.5747    1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210    0.4826    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1808   -0.7058    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1525   -0.7324    2.3187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897   -2.0097    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1744   -2.0741    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1772   -2.1777   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -0.3547    0.4521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1900   -1.0480   -0.6820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4579   -2.4106   -0.7616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129   -0.9649   -0.7392 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8089   -1.7353   -1.8447 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370   -1.2597   -2.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5771   -0.0265   -2.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0860   -1.1683    0.5070 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7756   -2.3980    1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2532   -0.4287    2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3168    2.1490   -4.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3757    1.2287   -3.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    3.0422   -3.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3861    2.5820    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    1.4830    2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.4794    1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183    0.5874   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9635   -1.6514    0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1501   -1.5258    2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5679   -0.6068   -1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -2.7891   -1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
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 15  9  1  0
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  3  4  1  0
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  2  1  2  3
  6 30  1  0
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 13 44  1  0
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 23 60  1  6
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 22 59  1  1
M  END


  Mrv1533004161522442D          

 31 33  0  0  0  0            999 V2000
   -0.7801   -1.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2779   -1.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5936   -2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3475   -0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8073   -0.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662    0.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6541    1.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4405   -0.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -0.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -1.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334   -0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8300   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653    0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -2.5117    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
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  8  9  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
  4 31  1  0  0  0  0
  8 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0166008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1(O)CCC2(COC(C)=O)CC3C(CC(O)C3=C)C(C)C(OC(C)=O)C(O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O7/c1-12(2)24(29)8-7-23(11-30-15(5)25)10-18-13(3)19(27)9-17(18)14(4)21(31-16(6)26)20(28)22(23)24/h12,14,17-22,27-29H,3,7-11H2,1-2,4-6H3

> <INCHI_KEY>
AMBIXBPMZZPLEH-UHFFFAOYSA-N

> <FORMULA>
C24H38O7

> <MOLECULAR_WEIGHT>
438.561

> <EXACT_MASS>
438.261753564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
47.93051821977398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[9-(acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.080614744333332

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.491265425826032

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.679122014125102

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4714566470592745

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
113.62450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -1.456  -2.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.519  -3.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.108  -4.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.008  -3.145   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.048  -4.684   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.649  -1.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.962  -0.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.133  -1.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.374  -0.322   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.177   0.647   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.418   2.168   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.221   3.137   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.855   2.720   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.556  -1.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.978  -1.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.568  -3.266   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.103  -3.145   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.462  -1.647   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.885  -1.058   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.149  -0.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.028   0.692   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.978  -4.688   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.067  -5.777   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.556  -5.278   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.556  -6.818   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.222  -7.588   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.222  -9.128   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.888  -6.818   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.133  -4.688   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.044  -5.777   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.543  -3.266   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   31                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14   31                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   15   21                                                  
CONECT   21   20                                                            
CONECT   22   16   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    4    8                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
[9-(Acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0,]tetradecan-1-yl]methyl acetic acid	Generator
[9-(Acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetic acid	Generator

Chemical Formula

C₂₄H₃₈O₇

Average Mass

438.5610 Da

Monoisotopic Mass

438.26175 Da

IUPAC Name

[9-(acetyloxy)-5,10,12-trihydroxy-8-methyl-4-methylidene-12-(propan-2-yl)tricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate

Traditional Name

[9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(C)C1(O)CCC2(COC(C)=O)CC3C(CC(O)C3=C)C(C)C(OC(C)=O)C(O)C12

InChI Identifier

InChI=1S/C24H38O7/c1-12(2)24(29)8-7-23(11-30-15(5)25)10-18-13(3)19(27)9-17(18)14(4)21(31-16(6)26)20(28)22(23)24/h12,14,17-22,27-29H,3,7-11H2,1-2,4-6H3

InChI Key

AMBIXBPMZZPLEH-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
Plagiochila sciophila	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fusicoccane diterpenoids. These are diterpenoids with a structure based on a 20-carbon dicyclopenta[a,d]cyclooctane skeleton (5->8->5 ring system) known as fusicoccane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Fusicoccane diterpenoids

Alternative Parents

Substituents

Fusicoccane diterpenoid
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.35	ALOGPS
logP	1.08	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	113.62 m³·mol⁻¹	ChemAxon
Polarizability	47.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

74819491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate (NP0166008)

MOL for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

3D MOL for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

3D SDF for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

3D-SDF for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

PDB for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

3D PDB for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

SMILES for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

INCHI for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

Structure for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)

3D Structure for NP0166008 ([9-(acetyloxy)-5,10,12-trihydroxy-12-isopropyl-8-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradecan-1-yl]methyl acetate)