NP-MRD: Showing NP-Card for 2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate (NP0236539)

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Record Information

Version

2.0

Created at

2022-09-06 19:27:48 UTC

Updated at

2022-09-06 19:27:48 UTC

NP-MRD ID

NP0236539

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate

Description

Sterebin B belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate is found in Stevia rebaudiana. Sterebin B is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061308232D          

 25 26  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 14  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18  3  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19  5  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  6  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  2  0  0  0  0
 22 13  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 15  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    6.2133   -1.1164   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8544   -0.9370   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886   -1.2083   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016   -0.4550   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575   -0.2578   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    0.2345    0.4470 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1345    1.6227   -0.0158 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9764    1.7830   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828    2.4700    0.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764    2.0388    0.7983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3115    3.3944    0.7396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250    1.2449    0.1229 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4633    1.7598    0.5648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    2.4587   -0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6620    2.9831    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0829    2.6715   -1.4071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0427   -0.1632    0.5807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0760   -1.0624   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -0.8945   -1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -0.8191    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7709   -2.5309    0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4076   -2.9329   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5323   -1.7971   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3407   -0.7050    0.5731 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5344   -1.5022    1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7380   -2.0028   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8502   -0.2112   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1818   -1.2589    0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -0.2377    0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -0.4664   -1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    0.4019    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3449    2.6891   -1.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.9680   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    0.9541   -2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5857    2.1342    1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0973    1.6576    1.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3511    3.7831    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959    1.4519   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5061    2.3016    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5923    3.1791    1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8086    3.9924   -0.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -0.1053    1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6227   -2.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3900   -1.1930   -1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548    0.1299   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1420   -0.3177   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -1.7555    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -0.1828    1.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740   -2.8456    1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4965   -3.0810   -0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -3.5901    0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -3.5687   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   -2.1876   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407   -1.4191   -1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -0.8384    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117   -1.6475    2.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1530   -2.3904    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  2  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  1  0
 10  7  1  0
  7  8  1  0
  7  9  1  1
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6 24  1  0
 24 25  1  1
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 18  1  0
 18 19  1  0
 18 20  1  0
 18 17  1  0
 17 12  1  0
 17 24  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 12 38  1  6
 10 36  1  1
 11 37  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  6 31  1  1
  5 30  1  0
  4 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 23 53  1  0
 23 54  1  0
 22 51  1  0
 22 52  1  0
 21 49  1  0
 21 50  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 17 42  1  1
M  END


  Mrv0541 05061308232D          

 25 26  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  1  1  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 14  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18  3  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19  5  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  6  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  2  0  0  0  0
 22 13  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236539

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-12(21)8-9-14-19(5)11-7-10-18(3,4)16(19)15(25-13(2)22)17(23)20(14,6)24/h8-9,14-17,23-24H,7,10-11H2,1-6H3/b9-8+

> <INCHI_KEY>
BNOWPELKBYSHKU-CMDGGOBGSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14306836873807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetate

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.0784224176666664

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.56087574405467

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.935698238811227

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3773460067488346

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
95.69039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-hexahydro-1H-naphthalen-1-yl 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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.185  -1.037   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.195   0.677   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   18                                                            
CONECT    4   18                                                            
CONECT    5   19                                                            
CONECT    6   20                                                            
CONECT    7   10   11                                                       
CONECT    8    9   12                                                       
CONECT    9    8   14                                                       
CONECT   10    7   18                                                       
CONECT   11    7   19                                                       
CONECT   12    1    8   21                                                  
CONECT   13    2   22   25                                                  
CONECT   14    9   19   20                                                  
CONECT   15   16   17   25                                                  
CONECT   16   15   18   19                                                  
CONECT   17   15   20   23                                                  
CONECT   18    3    4   10   16                                             
CONECT   19    5   11   14   16                                             
CONECT   20    6   14   17   24                                             
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23   17                                                            
CONECT   24   20                                                            
CONECT   25   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
2,3-Dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetic acid	Generator

Chemical Formula

C₂₀H₃₂O₅

Average Mass

352.4651 Da

Monoisotopic Mass

352.22497 Da

IUPAC Name

2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-decahydronaphthalen-1-yl acetate

Traditional Name

2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-hexahydro-1H-naphthalen-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(O)C(C)(O)C(\C=C\C(C)=O)C2(C)CCCC(C)(C)C12

InChI Identifier

InChI=1S/C20H32O5/c1-12(21)8-9-14-19(5)11-7-10-18(3,4)16(19)15(25-13(2)22)17(23)20(14,6)24/h8-9,14-17,23-24H,7,10-11H2,1-6H3/b9-8+

InChI Key

BNOWPELKBYSHKU-CMDGGOBGSA-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
Stevia rebaudiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Cyclitol or derivatives
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
1,2-diol
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.68	ALOGPS
logP	2.08	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.94	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.69 m³·mol⁻¹	ChemAxon
Polarizability	39.14 Å³	ChemAxon
Number of Rings	2	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

HMDB0035338

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014010

KNApSAcK ID

C00023383

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

131751710

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate (NP0236539)

MOL for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

3D MOL for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

3D SDF for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

3D-SDF for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

PDB for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

3D PDB for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

SMILES for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

INCHI for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

Structure for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)

3D Structure for NP0236539 (2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1e)-3-oxobut-1-en-1-yl]-hexahydro-1h-naphthalen-1-yl acetate)