NP-MRD: Showing NP-Card for (1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione (NP0323079)

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Record Information

Version

2.0

Created at

2022-09-12 02:16:56 UTC

Updated at

2022-09-12 02:16:57 UTC

NP-MRD ID

NP0323079

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione

Description

(1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione is found in Hypericum papuanum.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122204162D          

 27 28  0  0  1  0            999 V2000
    4.0255   -1.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255   -0.0781    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8505   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9444    2.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4421    2.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4421   -1.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490   -0.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326    0.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059    1.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954    2.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9444   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 14 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    5.3415   -1.7310   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0802   -0.9130   -0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421    0.2851   -0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3906    1.0623   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    1.1665   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710    2.3222   -0.6003 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6252    0.8670    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2561   -0.2644    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1747   -0.9470    1.6919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -0.8025    0.7353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3108   -1.9279    1.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0367    0.3504    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054    0.3649    2.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    1.3071   -0.0071 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8531    2.4061   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399    1.9495   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1150    2.3338    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    3.2397    1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250    1.8679    0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    0.3760   -1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3922   -0.9869   -0.6908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4064   -1.9813   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1418   -3.4060   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4301   -1.9220   -2.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136   -1.6018   -0.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476    1.8478    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    3.0745    0.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1610   -2.7591   -1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2141   -1.3209   -1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5348   -1.7579    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -1.5260   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.6045   -1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526   -0.1162    1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    1.9875    0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3061    0.4573   -0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400    1.3425   -1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9473   -1.0857    2.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -1.4567    2.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6223   -2.5342    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -2.4989    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6370    3.0493   -0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6877    3.0217    0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    1.2826   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381    4.1865    1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5487    3.5335    2.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9772    2.7222    2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8585    1.8210   -0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2236    2.5571    1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6206    0.8656    1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    0.3351   -1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2282    0.8131   -1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.1828   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1689   -3.5803   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0915   -4.0757   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069   -3.8681   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3898   -1.8833   -3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8654   -2.8657   -3.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613   -1.1007   -3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0202   -2.0957    0.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 10 21  1  0
 21 20  1  0
 20 14  1  0
 14 15  1  6
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 14 12  1  0
 12 13  2  0
 14 26  1  0
 26 27  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 26  7  1  0
 12 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  1
  4 34  1  0
  4 35  1  0
  4 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 21 52  1  6
 20 50  1  0
 20 51  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END


  Mrv1652309122204162D          

 27 28  0  0  1  0            999 V2000
    4.0255   -1.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255   -0.0781    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8505   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9444    2.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4421    2.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4421   -1.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490   -0.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326    0.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059    1.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5954    2.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9444   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 14 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0323079

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)C1=C(O)[C@]2(C)[C@H](C[C@@](CC=C(C)C)(C2=O)C1=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O5/c1-8-13(4)16(23)15-17(24)21(7)14(20(5,6)27)11-22(18(15)25,19(21)26)10-9-12(2)3/h9,13-14,24,27H,8,10-11H2,1-7H3/t13-,14-,21+,22-/m1/s1

> <INCHI_KEY>
LUXKGFHAIQDUBG-JZCAMDEDSA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.493

> <EXACT_MASS>
376.22497413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.54160646219251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5S,6S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2R)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione

> <JCHEM_LOGP>
4.327713665999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.02961197397012

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5483619935293476

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7909329793382174

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
106.36170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,6S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2R)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.514  -2.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.744  -1.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.514  -0.146   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.054  -0.146   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.744   1.188   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.514   2.522   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.496   3.779   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.692   4.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.602   1.188   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.062   1.188   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.692  -2.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.220  -2.498   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.092  -1.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.380  -1.904   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.434   0.051   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.443   2.626   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.944   3.294   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.111   4.014   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.225   1.239   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.496  -1.404   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   21                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20   26                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   14    7   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₅

Average Mass

376.4930 Da

Monoisotopic Mass

376.22497 Da

IUPAC Name

(1S,5S,6S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2R)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione

Traditional Name

(1S,5S,6S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2R)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)C1=C(O)[C@]2(C)[C@H](C[C@@](CC=C(C)C)(C2=O)C1=O)C(C)(C)O

InChI Identifier

InChI=1S/C22H32O5/c1-8-13(4)16(23)15-17(24)21(7)14(20(5,6)27)11-22(18(15)25,19(21)26)10-9-12(2)3/h9,13-14,24,27H,8,10-11H2,1-7H3/t13-,14-,21+,22-/m1/s1

InChI Key

LUXKGFHAIQDUBG-JZCAMDEDSA-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
Hypericum papuanum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	4.33	ChemAxon
pKa (Strongest Acidic)	3.55	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.36 m³·mol⁻¹	ChemAxon
Polarizability	41.54 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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione (NP0323079)

MOL for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

3D MOL for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

3D SDF for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

3D-SDF for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

PDB for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

3D PDB for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

SMILES for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

INCHI for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

Structure for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)

3D Structure for NP0323079 ((1s,5s,6s)-4-hydroxy-6-(2-hydroxypropan-2-yl)-5-methyl-1-(3-methylbut-2-en-1-yl)-3-[(2r)-2-methylbutanoyl]bicyclo[3.2.1]oct-3-ene-2,8-dione)