NP-MRD: Showing NP-Card for (1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate (NP0330635)

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Record Information

Version

2.0

Created at

2022-09-12 16:10:28 UTC

Updated at

2022-09-12 16:10:28 UTC

NP-MRD ID

NP0330635

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate

Description

(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-11'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]Pentadecan]-3'-en-1'-yl acetate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate is found in Macaranga tanarius. Based on a literature review very few articles have been published on (1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-11'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]Pentadecan]-3'-en-1'-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218102D          

 41 45  0  0  1  0            999 V2000
   -1.9771   -1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181   -2.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467    0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9537    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365   -0.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    0.8555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0827    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2674    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1034    2.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481    3.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7144    3.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    4.4467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757    3.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2174    1.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4487    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6522    0.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6812    1.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9246    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5350    0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445    2.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2508   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
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 29 30  1  0  0  0  0
 28 30  1  6  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
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 33 35  2  0  0  0  0
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 36 10  1  1  0  0  0
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 25 37  1  0  0  0  0
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 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 41  1  0  0  0  0
M  END

     RDKit          3D

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    4.0851    0.8834    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309122218102D          

 41 45  0  0  1  0            999 V2000
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   -1.1701   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7144    3.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    4.4467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757    3.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2174    1.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4487    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1937   -0.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3687   -0.1591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2825   -0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1138    0.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3256    0.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    0.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6812    1.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9246    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5350    0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445    2.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2508   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 30  1  6  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 10  1  1  0  0  0
 14 36  1  0  0  0  0
 25 37  1  0  0  0  0
 24 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@]2(OC(C)=O)[C@H]([C@H]1OC1=CC=C(OC(C)=O)C=C1)[C@H](OC(C)=O)[C@]1(CO1)CC[C@H]1[C@@H](\C=C(C)\C2=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O9/c1-17-14-25-24(30(25,6)7)12-13-31(16-37-31)29(39-20(4)34)26-27(18(2)15-32(26,28(17)36)41-21(5)35)40-23-10-8-22(9-11-23)38-19(3)33/h8-11,14,18,24-27,29H,12-13,15-16H2,1-7H3/b17-14+/t18-,24-,25+,26+,27-,29-,31+,32+/m0/s1

> <INCHI_KEY>
KUFPLWNOBLGQAX-SHZGQSBMSA-N

> <FORMULA>
C32H40O9

> <MOLECULAR_WEIGHT>
568.663

> <EXACT_MASS>
568.267232868

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
58.771124366417816

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0^{5,7}]pentadecan]-3'-en-11'-yl acetate

> <JCHEM_LOGP>
4.380992425333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1143794744400335

> <JCHEM_POLAR_SURFACE_AREA>
117.73000000000002

> <JCHEM_REFRACTIVITY>
146.899

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0^{5,7}]pentadecan]-3'-en-11'-yl acetate

> <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      -3.691  -2.933   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.184  -2.613   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.154  -3.757   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.708  -1.148   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.202  -0.828   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.274   0.636   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.780   0.957   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.811  -0.188   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.361  -0.226   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.793   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.888   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.366   3.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.793   4.089   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.793   5.391   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.756   6.735   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.200   7.388   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.192   8.300   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.355   5.791   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.739   2.384   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.171   1.168   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.695  -0.297   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.155  -0.297   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.994  -1.829   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.748  -0.923   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.679   1.168   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.208   0.545   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.666   0.773   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.084   0.922   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.005   2.551   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.926   2.843   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.065   1.711   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.083   3.958   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.335  -1.652   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.829  -1.973   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   41                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   36                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   19   36                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   37                                                  
CONECT   25   24   26   37                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28   30                                                       
CONECT   30   29   28                                                       
CONECT   31   28   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   10   14                                                  
CONECT   37   25   24   38   39                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40    8   41                                                       
CONECT   41   40    5                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1'r,2R,3'e,5'r,7's,11's,12'r,13's,14's)-11'-(Acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0,]pentadecan]-3'-en-1'-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₀O₉

Average Mass

568.6630 Da

Monoisotopic Mass

568.26723 Da

IUPAC Name

(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0^{5,7}]pentadecan]-3'-en-11'-yl acetate

Traditional Name

(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0^{5,7}]pentadecan]-3'-en-11'-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@]2(OC(C)=O)[C@H]([C@H]1OC1=CC=C(OC(C)=O)C=C1)[C@H](OC(C)=O)[C@]1(CO1)CC[C@H]1[C@@H](\C=C(C)\C2=O)C1(C)C

InChI Identifier

InChI=1S/C32H40O9/c1-17-14-25-24(30(25,6)7)12-13-31(16-37-31)29(39-20(4)34)26-27(18(2)15-32(26,28(17)36)41-21(5)35)40-23-10-8-22(9-11-23)38-19(3)33/h8-11,14,18,24-27,29H,12-13,15-16H2,1-7H3/b17-14+/t18-,24-,25+,26+,27-,29-,31+,32+/m0/s1

InChI Key

KUFPLWNOBLGQAX-SHZGQSBMSA-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
Macaranga tanarius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Lathyrane diterpenoid
Phenol ester
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Alkyl aryl ether
Alpha-acyloxy ketone
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Oxirane
Ether
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
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	4.38	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	117.73 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	146.9 m³·mol⁻¹	ChemAxon
Polarizability	58.77 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

162918650

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate (NP0330635)

MOL for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

3D MOL for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

3D SDF for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

3D-SDF for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

PDB for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

3D PDB for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

SMILES for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

INCHI for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

Structure for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)

3D Structure for NP0330635 ((1'r,2r,3'e,5'r,7's,11's,12'r,13's,14's)-1'-(acetyloxy)-13'-[4-(acetyloxy)phenoxy]-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.0⁵,⁷]pentadecan]-3'-en-11'-yl acetate)