NP-MRD: Showing NP-Card for 2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate (NP0282560)

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Record Information

Version

2.0

Created at

2022-09-09 09:26:28 UTC

Updated at

2022-09-09 09:26:29 UTC

NP-MRD ID

NP0282560

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

Description

Tanabalin belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Tanabalin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Tanabalin has been detected, but not quantified in, herbs and spices and tea. 2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate is found in Egletes viscosa and Tanacetum balsamita. This could make tanabalin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312352D          

 27 30  0  0  0  0            999 V2000
    3.5829    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    4.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    2.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5090    4.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    3.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  7  1  0  0  0  0
 15  2  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  2  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
    3.3686    3.2298    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919    2.2618   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9438    2.7246   -1.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    0.9239    0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8799   -0.0164   -0.5907 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9352   -0.8822    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -0.2262    0.9083 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4636    0.5954    2.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0960    0.6280    0.1312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0025    1.3067    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    2.5125    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    1.9569   -0.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1969    0.8110   -1.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288    0.0655   -2.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0530    0.1554   -2.5566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8438   -0.7685   -2.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -0.4528   -2.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -0.0891   -0.7431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6723   -1.3009   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6956   -2.1630    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714   -1.3047    1.6008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0375   -2.2119    2.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -0.8643   -1.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631   -1.4030   -0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985   -2.1046   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617   -2.0002   -2.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -1.2792   -2.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6903    4.0747    0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7798    3.6011    1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189    2.7339    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563    0.5250   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -1.7173   -0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -1.4104    0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    0.4577    2.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    1.6510    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056    0.2182    2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605    1.4012   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520    1.6371    2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218    0.6688    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704    3.1490    1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883    3.1049    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2935    2.5347   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1825    0.3945   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0208   -1.3755   -2.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4757   -0.9918    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1744   -1.8755   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.8902    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588   -2.7581   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -0.8471    2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3811   -3.0071    1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7449   -1.6629    2.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635   -2.7281    3.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -1.3069    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6527   -2.6451   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.0404   -3.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 18 19  1  1
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  1
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 23  1  0
 23 27  2  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
  7 21  1  0
 24 23  1  0
 13 18  1  0
  9 18  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 21 49  1  1
 20 47  1  0
 20 48  1  0
 19 45  1  0
 19 46  1  0
 17 43  1  0
 17 44  1  0
 12 42  1  0
 11 40  1  0
 11 41  1  0
 10 38  1  0
 10 39  1  0
  9 37  1  6
  8 34  1  0
  8 35  1  0
  8 36  1  0
  6 32  1  0
  6 33  1  0
  5 31  1  6
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 55  1  0
 25 54  1  0
 24 53  1  0
M  END


  Mrv0541 05061312352D          

 27 30  0  0  0  0            999 V2000
    3.5829    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    4.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    2.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5090    4.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    3.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  7  1  0  0  0  0
 15  2  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  2  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282560

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O5/c1-14-7-9-22-13-26-20(24)17(22)5-4-6-19(22)21(14,3)11-18(27-15(2)23)16-8-10-25-12-16/h5,8,10,12,14,18-19H,4,6-7,9,11,13H2,1-3H3

> <INCHI_KEY>
DZAYTXGDCMMRGZ-UHFFFAOYSA-N

> <FORMULA>
C22H28O5

> <MOLECULAR_WEIGHT>
372.4547

> <EXACT_MASS>
372.193674006

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.406750049325616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.9046607243333327

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1902300376772055

> <JCHEM_POLAR_SURFACE_AREA>
65.74000000000001

> <JCHEM_REFRACTIVITY>
100.02609999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{7,8-dimethyl-3-oxo-1H,5H,6H,6aH,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.688   2.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.178   6.843   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.026   3.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.010   1.557   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.010   0.018   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.354   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.324  -0.052   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.010   7.589   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.040  -0.595   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.715   8.423   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.047   3.468   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.080   6.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.788  -1.063   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.344   1.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.658   6.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.618   6.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.314  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.592   4.908   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.677   1.522   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.614  -2.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.021   2.275   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.657  -0.017   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.683   7.788   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.569  -3.411   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.522   7.448   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.143  -2.461   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.112   5.155   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4   17                                                       
CONECT    6    4   19                                                       
CONECT    7    9   14                                                       
CONECT    8   10   16                                                       
CONECT    9    7   22                                                       
CONECT   10    8   25                                                       
CONECT   11   18   21                                                       
CONECT   12   16   25                                                       
CONECT   13   22   26                                                       
CONECT   14    1    7   21                                                  
CONECT   15    2   23   27                                                  
CONECT   16    8   12   18                                                  
CONECT   17    5   20   22                                                  
CONECT   18   11   16   27                                                  
CONECT   19    6   21   22                                                  
CONECT   20   17   24   26                                                  
CONECT   21    3   11   14   19                                             
CONECT   22    9   13   17   19                                             
CONECT   23   15                                                            
CONECT   24   20                                                            
CONECT   25   10   12                                                       
CONECT   26   13   20                                                       
CONECT   27   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6ah,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetic acid	Generator

Chemical Formula

C₂₂H₂₈O₅

Average Mass

372.4547 Da

Monoisotopic Mass

372.19367 Da

IUPAC Name

2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

Traditional Name

2-{7,8-dimethyl-3-oxo-1H,5H,6H,6aH,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

CAS Registry Number

Not Available

SMILES

CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1

InChI Identifier

InChI=1S/C22H28O5/c1-14-7-9-22-13-26-20(24)17(22)5-4-6-19(22)21(14,3)11-18(27-15(2)23)16-8-10-25-12-16/h5,8,10,12,14,18-19H,4,6-7,9,11,13H2,1-3H3

InChI Key

DZAYTXGDCMMRGZ-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
Egletes viscosa	LOTUS Database	35616633
Tanacetum balsamita	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Naphthofuran
Dicarboxylic acid or derivatives
Gamma butyrolactone
Heteroaromatic compound
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.48	ALOGPS
logP	3.9	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.03 m³·mol⁻¹	ChemAxon
Polarizability	39.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041330

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021253

KNApSAcK ID

Not Available

Chemspider ID

327526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

368920

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate (NP0282560)

MOL for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

3D MOL for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

3D SDF for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

3D-SDF for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

PDB for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

3D PDB for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

SMILES for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

INCHI for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

Structure for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)

3D Structure for NP0282560 (2-{7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate)