NP-MRD: Showing NP-Card for 4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate (NP0163389)

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Record Information

Version

2.0

Created at

2022-09-02 22:00:51 UTC

Updated at

2022-09-02 22:00:52 UTC

NP-MRD ID

NP0163389

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate

Description

4-[5-(Acetyloxy)-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-5-yl acetate belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate is found in Cinnamosma macrocarpa. 4-[5-(Acetyloxy)-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-5-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502582D          

 42 47  0  0  0  0            999 V2000
    1.4081   -7.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634   -5.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226   -6.6670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126   -5.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718   -6.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964   -6.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864   -5.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -5.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010   -5.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7456   -6.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5310   -7.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -7.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1871   -6.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217   -6.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9220   -6.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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  2  0  0  0  0
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  8 13  1  0  0  0  0
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  7 23  1  0  0  0  0
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  6 28  1  0  0  0  0
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 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
  5 42  1  0  0  0  0
 34 42  1  0  0  0  0
M  END

     RDKit          3D

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   -0.5001    0.6754   -0.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.8390   -1.4292   -0.8778 C   0  0  0  0  0  0  0  0  0  0  0  0
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 41 85  1  0
 41 86  1  0
 41 87  1  0
 42 88  1  1
M  END


  Mrv1533004201502582D          

 42 47  0  0  0  0            999 V2000
    1.4081   -7.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -6.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634   -5.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226   -6.6670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126   -5.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -5.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718   -6.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964   -6.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864   -5.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -5.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010   -5.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7456   -6.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5310   -7.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3556   -7.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1871   -6.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217   -6.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7903   -7.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4003   -8.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5757   -8.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1411   -8.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7511   -8.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0806   -7.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201   -8.3619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7838   -8.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9805   -9.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -5.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7926   -4.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252   -3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1286   -3.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890   -4.1678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0284   -4.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -4.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -3.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -3.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7088   -3.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188   -4.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -5.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9874   -5.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -6.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 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
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
  6 28  1  0  0  0  0
 28 29  2  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
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
  5 42  1  0  0  0  0
 34 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163389

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(C2C(OC(C)=O)C3C(C)(C)CCCC3(C)C3=C2COC3=O)C2=C(C(=O)OC2)C2(C)CCCC(C)(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C34H46O8/c1-17(35)41-25-21(19-15-39-29(37)23(19)33(7)13-9-11-31(3,4)27(25)33)22-20-16-40-30(38)24(20)34(8)14-10-12-32(5,6)28(34)26(22)42-18(2)36/h21-22,25-28H,9-16H2,1-8H3

> <INCHI_KEY>
GOWXVGUUSAVPQS-UHFFFAOYSA-N

> <FORMULA>
C34H46O8

> <MOLECULAR_WEIGHT>
582.734

> <EXACT_MASS>
582.319268441

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
62.53244205056389

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-5-yl acetate

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.616807113333333

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.268026470588694

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.653531902360825

> <JCHEM_PKA_STRONGEST_BASIC>
-6.349093092349366

> <JCHEM_POLAR_SURFACE_AREA>
105.2

> <JCHEM_REFRACTIVITY>
153.99120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3H,4H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3H,4H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       2.628 -13.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.356 -12.493   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.545 -11.184   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.896 -12.445   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.624 -11.088   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.163 -11.040   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.974 -12.349   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.513 -12.301   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.241 -10.944   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.781 -10.896   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.509  -9.539   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.592 -12.205   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.325 -13.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.864 -13.562   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.549 -12.054   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.294 -12.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.675 -14.871   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.947 -16.228   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.408 -16.276   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.597 -14.967   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.869 -16.324   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.057 -15.015   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.246 -13.706   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.751 -14.073   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.637 -15.609   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.063 -16.191   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.430 -17.687   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.891  -9.683   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.080  -8.374   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.074  -7.198   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.707  -5.702   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.499  -7.780   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.386  -9.316   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.540  -8.422   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.268  -7.065   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.729  -7.113   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.190  -7.161   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.462  -8.518   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.273  -9.827   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.843 -10.399   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.588 -11.335   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.812  -9.779   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   20                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22    7   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26                                                            
CONECT   28    6   29   33                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   28                                                       
CONECT   34   29   35   36   42                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39    5   34                                                  
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
4-[5-(Acetyloxy)-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5ah,6H,7H,8H,9H,9ah-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5ah,6H,7H,8H,9H,9ah-naphtho[1,2-c]furan-5-yl acetic acid	Generator

Chemical Formula

C₃₄H₄₆O₈

Average Mass

582.7340 Da

Monoisotopic Mass

582.31927 Da

IUPAC Name

4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-1H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-naphtho[1,2-c]furan-5-yl acetate

Traditional Name

4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3H,4H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3H,4H,5H,5aH,7H,8H,9H-naphtho[1,2-c]furan-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(C2C(OC(C)=O)C3C(C)(C)CCCC3(C)C3=C2COC3=O)C2=C(C(=O)OC2)C2(C)CCCC(C)(C)C12

InChI Identifier

InChI=1S/C34H46O8/c1-17(35)41-25-21(19-15-39-29(37)23(19)33(7)13-9-11-31(3,4)27(25)33)22-20-16-40-30(38)24(20)34(8)14-10-12-32(5,6)28(34)26(22)42-18(2)36/h21-22,25-28H,9-16H2,1-8H3

InChI Key

GOWXVGUUSAVPQS-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
Cinnamosma macrocarpa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Naphthofuran
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen 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	5.28	ALOGPS
logP	4.62	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	12.65	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	153.99 m³·mol⁻¹	ChemAxon
Polarizability	62.53 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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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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METLIN ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate (NP0163389)

MOL for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

3D MOL for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

3D SDF for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

3D-SDF for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

PDB for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

3D PDB for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

SMILES for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

INCHI for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

Structure for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)

3D Structure for NP0163389 (4-[5-(acetyloxy)-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-4-yl]-6,6,9a-trimethyl-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-5-yl acetate)