NP-MRD: Showing NP-Card for (1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate (NP0217835)

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Record Information

Version

2.0

Created at

2022-09-05 18:17:58 UTC

Updated at

2022-09-05 18:17:59 UTC

NP-MRD ID

NP0217835

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate

Description

Casearin I 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. (1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate is found in Casearia sylvestris. Based on a literature review very few articles have been published on Casearin I.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220182D          

 36 38  0  0  1  0            999 V2000
   -1.1342    2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    1.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    0.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -0.8839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7451   -0.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2385   -1.0554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3135   -0.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -1.8401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8234   -2.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754   -1.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -1.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344   -0.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -1.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3426   -2.2816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8946   -2.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7016   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -1.9386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7635   -1.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045   -1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975   -1.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4821   -3.6092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8177   -4.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -5.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -4.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683   -5.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -3.4377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889   -2.6172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1256   -2.2047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -2.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -2.2047    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
  3  4  1  0  0  0  0
  3  5  2  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  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 24 23  1  1  0  0  0
  7 24  1  0  0  0  0
 18 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END


  Mrv1652309052220182D          

 36 38  0  0  1  0            999 V2000
   -1.1342    2.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    1.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    0.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455   -0.8839    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7451   -0.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2385   -1.0554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3135   -0.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -1.8401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8234   -2.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754   -1.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -1.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344   -0.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -1.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3426   -2.2816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8946   -2.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7016   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -1.9386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7635   -1.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045   -1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975   -1.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4821   -3.6092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8177   -4.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -5.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -4.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683   -5.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -3.4377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889   -2.6172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1256   -2.2047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -2.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -2.2047    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
  3  4  1  0  0  0  0
  3  5  2  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  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 24 23  1  1  0  0  0
  7 24  1  0  0  0  0
 18 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217835

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCO[C@H]1O[C@H](OC(C)=O)C2=C[C@H](O)C[C@@H]3[C@]12C[C@H](OCCCC)[C@@H](C)[C@@]3(C)C\C=C(/C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O6/c1-8-11-15-33-25-19-30-24(27(35-22(6)31)36-28(30)34-16-12-9-2)17-23(32)18-26(30)29(7,21(25)5)14-13-20(4)10-3/h10,13,17,21,23,25-28,32H,3,8-9,11-12,14-16,18-19H2,1-2,4-7H3/b20-13+/t21-,23+,25+,26+,27+,28+,29-,30-/m1/s1

> <INCHI_KEY>
VAEKVGGNXQOEQG-MLZOHOJESA-N

> <FORMULA>
C30H48O6

> <MOLECULAR_WEIGHT>
504.708

> <EXACT_MASS>
504.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
59.36499935379413

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5R,6aS,7S,8S,9S,10aS)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-3-yl acetate

> <JCHEM_LOGP>
5.785473905000002

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.846423787036827

> <JCHEM_PKA_STRONGEST_BASIC>
-2.86597423555009

> <JCHEM_POLAR_SURFACE_AREA>
74.22

> <JCHEM_REFRACTIVITY>
143.0039

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R,6aS,7S,8S,9S,10aS)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.117   5.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.694   3.633   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.746   2.419   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.221   2.634   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.323   0.991   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.375  -0.222   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.952  -1.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.258  -0.834   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.445  -1.970   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.585  -0.826   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.031  -3.435   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.537  -3.755   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.567  -2.611   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.074  -2.931   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.104  -1.786   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.611  -2.106   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.634  -4.342   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.506  -4.259   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.537  -5.403   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.043  -5.083   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.519  -3.619   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -7.025  -3.298   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.488  -2.474   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.982  -2.794   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.767  -6.737   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.393  -8.144   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.488  -9.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.956  -9.229   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -3.114 -10.797   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.260  -6.417   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.099  -4.885   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.234  -4.115   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.568  -4.885   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.902  -4.115   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.235  -4.885   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.569  -4.115   0.000  0.00  0.00           C+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   24                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   24   31                                             
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23    7   18                                                  
CONECT   25   19   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31                                                       
CONECT   31   30   18   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₈O₆

Average Mass

504.7080 Da

Monoisotopic Mass

504.34509 Da

IUPAC Name

(1S,3R,5R,6aS,7S,8S,9S,10aS)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-3-yl acetate

Traditional Name

(1S,3R,5R,6aS,7S,8S,9S,10aS)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dien-1-yl]-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-3-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCO[C@H]1O[C@H](OC(C)=O)C2=C[C@H](O)C[C@@H]3[C@]12C[C@H](OCCCC)[C@@H](C)[C@@]3(C)C\C=C(/C)C=C

InChI Identifier

InChI=1S/C30H48O6/c1-8-11-15-33-25-19-30-24(27(35-22(6)31)36-28(30)34-16-12-9-2)17-23(32)18-26(30)29(7,21(25)5)14-13-20(4)10-3/h10,13,17,21,23,25-28,32H,3,8-9,11-12,14-16,18-19H2,1-2,4-7H3/b20-13+/t21-,23+,25+,26+,27+,28+,29-,30-/m1/s1

InChI Key

VAEKVGGNXQOEQG-MLZOHOJESA-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
Casearia sylvestris	LOTUS Database	35616633

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
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	5.79	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	74.22 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	143 m³·mol⁻¹	ChemAxon
Polarizability	59.36 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

101602068

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate (NP0217835)

MOL for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

3D MOL for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

3D SDF for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

3D-SDF for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

PDB for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

3D PDB for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

SMILES for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

INCHI for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

Structure for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)

3D Structure for NP0217835 ((1s,3r,5r,6as,7s,8s,9s,10as)-1,9-dibutoxy-5-hydroxy-7,8-dimethyl-7-[(2e)-3-methylpenta-2,4-dien-1-yl]-1h,3h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-3-yl acetate)