NP-MRD: Showing NP-Card for (1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate (NP0321606)

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Record Information

Version

2.0

Created at

2022-09-11 23:54:09 UTC

Updated at

2022-09-11 23:54:09 UTC

NP-MRD ID

NP0321606

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate

Description

(1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-10-yl decanoate belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. Based on a literature review very few articles have been published on (1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-10-yl decanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201542D          

 42 44  0  0  1  0            999 V2000
   -7.1267   -5.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3030   -5.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232   -5.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6372   -5.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3680   -4.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697   -3.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069   -3.2977    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7327   -3.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603   -2.4744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6985   -2.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741   -2.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -2.2279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9050   -1.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9285   -1.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -2.5820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -1.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0462   -4.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3621   -2.3887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7942   -1.4990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -0.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460   -0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187   -0.2320    0.0000 O   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 25  1  0  0  0  0
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  7 31  1  0  0  0  0
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 37 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
M  END

     RDKit          3D

 94 96  0  0  0  0  0  0  0  0999 V2000
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   -2.5998    1.5641    1.0018 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.8012    0.1083    1.0337 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309122201542D          

 42 44  0  0  1  0            999 V2000
   -7.1267   -5.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3030   -5.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232   -5.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6372   -5.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3680   -4.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697   -3.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069   -3.2977    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7327   -3.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603   -2.4744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6985   -2.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741   -2.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -2.2279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9050   -1.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9285   -1.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -2.5820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -1.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6238   -1.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983   -1.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793   -1.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159   -1.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4810   -3.2051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7413   -3.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6879   -4.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3741   -4.8517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2694   -5.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138   -4.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672   -3.6630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1652   -2.9799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4994   -3.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462   -4.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786   -4.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4426   -5.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -2.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -2.3887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7942   -1.4990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -0.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460   -0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0187   -0.2320    0.0000 O   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 31 30  1  6  0  0  0
  7 31  1  0  0  0  0
 25 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0321606

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC(=O)O[C@@H]1C[C@@H](C)[C@@](C)(CCC(=C)C=C)[C@H]2C[C@H](O)C=C3[C@H](OC(C)=O)O[C@H](OC(C)=O)[C@]123

> <INCHI_IDENTIFIER>
InChI=1S/C34H52O8/c1-8-10-11-12-13-14-15-16-30(38)41-29-19-23(4)33(7,18-17-22(3)9-2)28-21-26(37)20-27-31(39-24(5)35)42-32(34(27,28)29)40-25(6)36/h9,20,23,26,28-29,31-32,37H,2-3,8,10-19,21H2,1,4-7H3/t23-,26-,28-,29-,31-,32+,33-,34+/m1/s1

> <INCHI_KEY>
DLGWDWAHHHQPPW-DDJRLWANSA-N

> <FORMULA>
C34H52O8

> <MOLECULAR_WEIGHT>
588.782

> <EXACT_MASS>
588.366218634

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
67.46975244153452

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-10-yl decanoate

> <JCHEM_LOGP>
6.682077591333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.845261950140138

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8664824230087023

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
159.74170000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-10-yl decanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0     -13.303 -10.934   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.766 -10.847   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.057  -9.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.523 -10.886   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.020  -8.194   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.530  -7.428   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.293  -6.156   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.834  -5.729   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.393  -4.619   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.771  -3.758   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.112  -3.764   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.058  -4.159   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.556  -3.086   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.733  -3.280   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.726  -4.820   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.333  -2.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.195  -2.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.676  -2.427   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.915  -3.529   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.377  -2.927   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.764  -3.715   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.023  -2.735   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.481  -3.280   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.670  -2.300   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.631  -5.983   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.250  -6.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.151  -8.202   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.432  -9.056   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.236 -10.682   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.812  -8.374   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.912  -6.838   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.175  -5.563   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.932  -6.619   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.086  -8.011   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.453  -7.977   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.826  -9.362   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.891  -4.199   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.409  -4.459   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.216  -2.798   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.137  -1.139   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.433  -0.306   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -3.768  -0.433   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   31                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   12   26   31   38                                             
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30    7   25                                                  
CONECT   32   26   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38                                                       
CONECT   38   37   25   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Value	Source
(1R,3S,5S,6AR,7R,8R,10R,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6ah,7H,8H,9H,10H-naphtho[4,4a-c]furan-10-yl decanoic acid	Generator

Chemical Formula

C₃₄H₅₂O₈

Average Mass

588.7820 Da

Monoisotopic Mass

588.36622 Da

IUPAC Name

(1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-10-yl decanoate

Traditional Name

(1R,3S,5S,6aR,7R,8R,10R,10aR)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-10-yl decanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)O[C@@H]1C[C@@H](C)[C@@](C)(CCC(=C)C=C)[C@H]2C[C@H](O)C=C3[C@H](OC(C)=O)O[C@H](OC(C)=O)[C@]123

InChI Identifier

InChI=1S/C34H52O8/c1-8-10-11-12-13-14-15-16-30(38)41-29-19-23(4)33(7,18-17-22(3)9-2)28-21-26(37)20-27-31(39-24(5)35)42-32(34(27,28)29)40-25(6)36/h9,20,23,26,28-29,31-32,37H,2-3,8,10-19,21H2,1,4-7H3/t23-,26-,28-,29-,31-,32+,33-,34+/m1/s1

InChI Key

DLGWDWAHHHQPPW-DDJRLWANSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Naphthofuran
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Alcohol
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	6.68	ChemAxon
pKa (Strongest Acidic)	14.85	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	159.74 m³·mol⁻¹	ChemAxon
Polarizability	67.47 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

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FoodDB ID

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KNApSAcK ID

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Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

162893216

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate (NP0321606)

MOL for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

3D MOL for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

3D SDF for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

3D-SDF for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

PDB for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

3D PDB for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

SMILES for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

INCHI for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

Structure for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)

3D Structure for NP0321606 ((1r,3s,5s,6ar,7r,8r,10r,10ar)-1,3-bis(acetyloxy)-5-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-10-yl decanoate)