NP-MRD: Showing NP-Card for methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate (NP0267179)

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Record Information

Version

2.0

Created at

2022-09-08 11:52:35 UTC

Updated at

2022-09-08 11:52:35 UTC

NP-MRD ID

NP0267179

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate

Description

Methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]Heptadecan-3-yl}propanoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate is found in Gardenia tubifera. Methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]Heptadecan-3-yl}propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171507362D          

 37 42  0  0  0  0            999 V2000
    1.4396    4.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    4.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889    3.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    3.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    2.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624    1.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1189    1.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3783    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9882    1.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1339    0.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0523   -0.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463   -0.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8298    0.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3487   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4733    0.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7327   -0.7506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0007   -0.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3305    0.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474   -0.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    0.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4059    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8460    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    2.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5628    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3564    2.0126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1624    2.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5790    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3999    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0305    0.8604    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  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 22 28  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 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  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 32 37  2  0  0  0  0
M  END

     RDKit          3D

 79 84  0  0  0  0  0  0  0  0999 V2000
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    1.1669   -1.6738    0.4456 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.0395   -0.3721   -0.1100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2543    0.3932    0.0632 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4045   -0.1303    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8430   -1.3917    0.1789 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4606   -2.2855   -3.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3954    1.3218    1.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727    1.0954   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5016    0.8133   -0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004171507362D          

 37 42  0  0  0  0            999 V2000
    1.4396    4.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    4.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889    3.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    3.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    2.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    2.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624    1.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1189    1.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6654    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3305    0.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474   -0.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0922    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4059    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8460    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413    2.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5628    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3564    2.0126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1624    2.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5790    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3999    1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0305    0.8604    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  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 22 28  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 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  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 32 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0267179

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCC12CC11CCC3(C)C(CCC3(C)C1C(O)C1OC(=O)C(=C)C21)C(C)CC1=CC(C)=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O6/c1-17-13-20(36-15-17)14-18(2)21-7-9-29(5)26-24(33)25-23(19(3)27(34)37-25)30(10-8-22(32)35-6)16-31(26,30)12-11-28(21,29)4/h13,15,18,21,23-26,33H,3,7-12,14,16H2,1-2,4-6H3

> <INCHI_KEY>
FJVVMVXJORAJAZ-UHFFFAOYSA-N

> <FORMULA>
C31H42O6

> <MOLECULAR_WEIGHT>
510.671

> <EXACT_MASS>
510.298139072

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
58.533662167553885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
4.984928692999999

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873052521507194

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7170752288618187

> <JCHEM_POLAR_SURFACE_AREA>
85.97000000000001

> <JCHEM_REFRACTIVITY>
138.2393

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.687   9.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.838   8.049   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.526   6.540   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.064   6.056   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.676   5.517   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.365   4.008   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.515   2.985   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.539   4.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.023   2.673   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.047   3.823   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.555   3.512   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.039   2.050   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.178   3.087   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.450   1.431   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.298  -0.101   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.793  -0.430   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.016   0.899   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.118  -0.352   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.507   1.211   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.484   0.061   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.968  -1.401   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.975   0.372   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.735  -0.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.484   0.358   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.022  -0.126   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.951   1.825   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.039   3.066   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.491   1.834   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.779   2.209   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.770   3.749   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.117   1.447   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.446   2.224   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      15.599   3.757   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      17.103   4.086   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.881   2.756   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.413   2.604   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.857   1.606   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                                                       
CONECT    7    6    8    9   28                                             
CONECT    8    7    9                                                       
CONECT    9    8    7   10   19                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   17                                             
CONECT   13   12                                                            
CONECT   14   12   15   29                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18   19                                             
CONECT   18   17                                                            
CONECT   19   17    9   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    7   22                                                  
CONECT   29   14   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   32                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0,.0,.0,]heptadecan-3-yl}propanoic acid	Generator
Methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoic acid	Generator

Chemical Formula

C₃₁H₄₂O₆

Average Mass

510.6710 Da

Monoisotopic Mass

510.29814 Da

IUPAC Name

methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate

Traditional Name

methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCC12CC11CCC3(C)C(CCC3(C)C1C(O)C1OC(=O)C(=C)C21)C(C)CC1=CC(C)=CO1

InChI Identifier

InChI=1S/C31H42O6/c1-17-13-20(36-15-17)14-18(2)21-7-9-29(5)26-24(33)25-23(19(3)27(34)37-25)30(10-8-22(32)35-6)16-31(26,30)12-11-28(21,29)4/h13,15,18,21,23-26,33H,3,7-12,14,16H2,1-2,4-6H3

InChI Key

FJVVMVXJORAJAZ-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
Gardenia tubifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Pinguisane sesquiterpenoid
Naphthofuran
Carbocyclic fatty acid
Fatty acid ester
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Cyclic alcohol
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Lactone
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Alcohol
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	5.13	ALOGPS
logP	4.98	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	138.24 m³·mol⁻¹	ChemAxon
Polarizability	58.53 Å³	ChemAxon
Number of Rings	6	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

75058509

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate (NP0267179)

MOL for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

3D MOL for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

3D SDF for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

3D-SDF for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

PDB for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

3D PDB for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

SMILES for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

INCHI for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

Structure for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)

3D Structure for NP0267179 (methyl 3-{9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.0¹,³.0⁴,⁸.0¹¹,¹⁵]heptadecan-3-yl}propanoate)