NP-MRD: Showing NP-Card for (1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione (NP0328136)

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Record Information

Version

2.0

Created at

2022-09-12 11:20:24 UTC

Updated at

2022-09-12 11:20:25 UTC

NP-MRD ID

NP0328136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione

Description

(1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]Hexadecane-12,14,15-trione belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione is found in Hypericum erectum. Based on a literature review very few articles have been published on (1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]Hexadecane-12,14,15-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122213202D          

 45 49  0  0  1  0            999 V2000
    6.5892   -5.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6906   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7635   -1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6096    2.5200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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M  END

     RDKit          3D

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 26 84  1  0
 21 75  1  1
 17 69  1  0
 17 70  1  0
 17 71  1  0
 18 72  1  0
 18 73  1  0
 18 74  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 24 79  1  0
 24 80  1  0
 24 81  1  0
 25 82  1  0
 36 85  1  0
 37 86  1  0
 38 87  1  0
 39 88  1  0
 40 89  1  0
 44 90  1  0
 44 91  1  0
 44 92  1  0
 45 93  1  0
 45 94  1  0
 45 95  1  0
M  END


  Mrv1652309122213202D          

 45 49  0  0  1  0            999 V2000
    6.5892   -5.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729   -4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -4.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399   -3.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5237   -3.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841   -2.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7635   -1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3046   -0.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6381    0.7385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5991    1.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    2.5200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7541    2.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    1.9423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4646    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    3.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    3.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518    2.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    1.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    0.6698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1044    0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130   -0.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -0.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636    0.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    1.0676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8538    0.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -0.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1840    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1758    2.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1311    1.3160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0340    1.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7902    1.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4051    0.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2289    0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791    0.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3056   -0.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4507    0.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231   -0.3113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727    2.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6045    3.0284    0.0000 C   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
  2  4  2  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
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  1  0  0  0
 11 28  1  0  0  0  0
 28 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
 32 41  1  0  0  0  0
 11 41  1  0  0  0  0
 41 42  2  0  0  0  0
 32 43  1  0  0  0  0
 13 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\C[C@]12C[C@@H]3C[C@H]4[C@](C[C@H](OOC4(C)C)C(C)(C)O)(C1=O)C(=O)[C@](C(=O)C1=CC=CC=C1)(C2=O)C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50O7/c1-23(2)14-13-15-24(3)18-19-36-21-26-20-27-35(8,9)45-44-28(34(6,7)43)22-37(27,30(36)40)32(42)38(31(36)41,33(26,4)5)29(39)25-16-11-10-12-17-25/h10-12,14,16-18,26-28,43H,13,15,19-22H2,1-9H3/b24-18+/t26-,27+,28-,36-,37+,38-/m0/s1

> <INCHI_KEY>
DCSFMYBSUBGTPD-ZITJWFOBSA-N

> <FORMULA>
C38H50O7

> <MOLECULAR_WEIGHT>
618.811

> <EXACT_MASS>
618.35565395

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
69.16320599296593

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1^{9,13}.0^{1,7}]hexadecane-12,14,15-trione

> <JCHEM_LOGP>
8.220583222999997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.217760643444997

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1409514945571573

> <JCHEM_POLAR_SURFACE_AREA>
106.97

> <JCHEM_REFRACTIVITY>
174.59719999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1^{9,13}.0^{1,7}]hexadecane-12,14,15-trione

> <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      12.300  -9.605   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.149  -8.581   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.688  -9.066   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.461  -7.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.311  -6.049   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.623  -4.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.442  -3.491   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.557  -4.751   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.892  -1.906   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.035  -0.460   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.658   1.378   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.585   3.131   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.605   4.704   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.008   4.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.878   3.626   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.601   4.585   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.499   6.213   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.588   5.911   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.083   4.204   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.651   2.689   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.289   1.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.062   0.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.958  -1.189   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.892  -1.350   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.492   0.602   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.858   1.122   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.218   1.993   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.194   0.705   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.174  -0.626   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.810   2.275   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.795   4.027   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.578   2.457   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.264   2.731   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      12.675   3.534   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      11.956   1.249   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.494   1.331   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.334   0.041   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.637  -1.332   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.099  -1.415   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.125  -0.539   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.175   1.001   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.123  -0.581   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      10.029   4.016   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.149   5.221   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.462   5.653   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   28   41                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   43                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   27                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   21   27                                                       
CONECT   27   26   15   28   30                                             
CONECT   28   27   11   29                                                  
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   41   43                                             
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35                                                       
CONECT   41   32   11   42                                                  
CONECT   42   41                                                            
CONECT   43   32   13   44   45                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₀O₇

Average Mass

618.8110 Da

Monoisotopic Mass

618.35565 Da

IUPAC Name

(1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1^{9,13}.0^{1,7}]hexadecane-12,14,15-trione

Traditional Name

(1R,3S,7S,9S,11R,13S)-11-benzoyl-13-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1^{9,13}.0^{1,7}]hexadecane-12,14,15-trione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\C[C@]12C[C@@H]3C[C@H]4[C@](C[C@H](OOC4(C)C)C(C)(C)O)(C1=O)C(=O)[C@](C(=O)C1=CC=CC=C1)(C2=O)C3(C)C

InChI Identifier

InChI=1S/C38H50O7/c1-23(2)14-13-15-24(3)18-19-36-21-26-20-27-35(8,9)45-44-28(34(6,7)43)22-37(27,30(36)40)32(42)38(31(36)41,33(26,4)5)29(39)25-16-11-10-12-17-25/h10-12,14,16-18,26-28,43H,13,15,19-22H2,1-9H3/b24-18+/t26-,27+,28-,36-,37+,38-/m0/s1

InChI Key

DCSFMYBSUBGTPD-ZITJWFOBSA-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 erectum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Aromatic monoterpenoid
Monoterpenoid
Benzoyl
Aryl alkyl ketone
1,2-dioxepane
Dioxepane
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Dialkyl peroxide
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Alcohol
Organic oxide
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	8.22	ChemAxon
pKa (Strongest Acidic)	14.22	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	174.6 m³·mol⁻¹	ChemAxon
Polarizability	69.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163188825

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione (NP0328136)

MOL for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

3D MOL for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

3D SDF for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

3D-SDF for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

PDB for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

3D PDB for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

SMILES for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

INCHI for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

Structure for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)

3D Structure for NP0328136 ((1r,3s,7s,9s,11r,13s)-11-benzoyl-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(2-hydroxypropan-2-yl)-6,6,10,10-tetramethyl-4,5-dioxatetracyclo[9.3.1.1⁹,¹³.0¹,⁷]hexadecane-12,14,15-trione)