NP-MRD: Showing NP-Card for methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate (NP0326908)

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Record Information

Version

1.0

Created at

2022-09-12 08:57:39 UTC

Updated at

2022-09-12 08:57:39 UTC

NP-MRD ID

NP0326908

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate

Description

Methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-6-yl]propanoate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate is found in Aglaia argentea. Methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-6-yl]propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241515242D          

 42 45  0  0  0  0            999 V2000
   -2.8057    2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8057    1.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    1.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    2.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521    1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590   -1.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287   -2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -2.6772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681   -3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -3.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8989    2.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4714   -1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7536   -2.4750    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
  3  4  2  0  0  0  0
  3  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
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 20 30  1  0  0  0  0
 25 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 13 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END

     RDKit          3D

 94 97  0  0  0  0  0  0  0  0999 V2000
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   -1.5673   -2.5144   -0.2445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6189   -2.6009    1.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1 43  1  0
  1 44  1  0
M  END


  Mrv1533004241515242D          

 42 45  0  0  0  0            999 V2000
   -2.8057    2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8057    1.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    1.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    0.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    2.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521    1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590   -1.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287   -2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -2.6772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681   -3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -3.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622   -4.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    0.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -0.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223    0.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851   -0.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125   -1.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -1.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656    1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    1.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2175    0.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2927    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923    2.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989    2.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2853    2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714   -1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7536   -2.4750    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
  3  4  2  0  0  0  0
  3  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
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 20 30  1  0  0  0  0
 25 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 13 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326908

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC(OC(C)=O)C1(C)C(CC(OC(C)=O)C2(C)C1CCC1(C)C(CC=C21)C1COC(C1)C=C(C)C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C35H52O7/c1-20(2)15-25-16-24(19-40-25)26-11-12-28-33(26,7)14-13-29-34(8,31(42-23(6)37)18-32(38)39-10)27(21(3)4)17-30(35(28,29)9)41-22(5)36/h12,15,24-27,29-31H,3,11,13-14,16-19H2,1-2,4-10H3

> <INCHI_KEY>
WJXAEEQTNHXVKD-UHFFFAOYSA-N

> <FORMULA>
C35H52O7

> <MOLECULAR_WEIGHT>
584.794

> <EXACT_MASS>
584.371304014

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
67.08943925670678

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-6-yl]propanoate

> <ALOGPS_LOGP>
6.15

> <JCHEM_LOGP>
5.216099105666665

> <ALOGPS_LOGS>
-6.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.172206184753142

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
162.473

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.55e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,4H,5H,5aH,7H,8H,9H-cyclopenta[a]naphthalen-6-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -5.237   4.702   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.237   3.162   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.904   2.392   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.570   3.162   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.904   0.852   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.570   0.082   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.236   0.852   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.236   2.392   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.863   3.799   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.097   3.162   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.570  -1.458   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.087  -1.191   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.097  -2.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.107  -4.085   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.590  -3.818   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.400  -4.997   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.127  -6.445   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.644  -6.712   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.863  -7.624   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.064  -2.371   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.926  -3.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.053  -1.191   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.527   0.256   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.990   0.524   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.980  -0.656   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.655   0.728   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.519  -0.710   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.943  -2.190   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -3.051   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.453  -2.103   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.467   0.504   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.042   1.984   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.319   2.845   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.533   1.897   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.006   0.450   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.013   2.322   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.386   3.816   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.278   4.886   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.866   4.240   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.613  -3.173   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.603  -1.993   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.140  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14   40                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22   30                                             
CONECT   21   20                                                            
CONECT   22   20   11   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   30                                             
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   20   25                                                  
CONECT   31   27   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34   31                                                       
CONECT   36   34   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   13   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,3ah,4H,5H,5ah,6H,7H,8H,9H,9ah-cyclopenta[a]naphthalen-6-yl]propanoic acid	Generator

Chemical Formula

C₃₅H₅₂O₇

Average Mass

584.7940 Da

Monoisotopic Mass

584.37130 Da

IUPAC Name

methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-6-yl]propanoate

Traditional Name

methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2H,3H,4H,5H,5aH,7H,8H,9H-cyclopenta[a]naphthalen-6-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC(OC(C)=O)C1(C)C(CC(OC(C)=O)C2(C)C1CCC1(C)C(CC=C21)C1COC(C1)C=C(C)C)C(C)=C

InChI Identifier

InChI=1S/C35H52O7/c1-20(2)15-25-16-24(19-40-25)26-11-12-28-33(26,7)14-13-29-34(8,31(42-23(6)37)18-32(38)39-10)27(21(3)4)17-30(35(28,29)9)41-22(5)36/h12,15,24-27,29-31H,3,11,13-14,16-19H2,1-2,4-10H3

InChI Key

WJXAEEQTNHXVKD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aglaia argentea	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

Sesquiterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tetrahydrofuran
Methyl ester
Carboxylic acid ester
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	6.15	ALOGPS
logP	5.22	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	162.47 m³·mol⁻¹	ChemAxon
Polarizability	67.09 Å³	ChemAxon
Number of Rings	4	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

Not Available

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate (NP0326908)

MOL for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

3D MOL for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

3D SDF for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

3D-SDF for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

PDB for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

3D PDB for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

SMILES for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

INCHI for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

Structure for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)

3D Structure for NP0326908 (methyl 3-(acetyloxy)-3-[9-(acetyloxy)-3a,6,9a-trimethyl-3-[5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-7-(prop-1-en-2-yl)-2h,3h,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoate)