NP-MRD: Showing NP-Card for methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate (NP0276464)

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Record Information

Version

2.0

Created at

2022-09-09 00:36:47 UTC

Updated at

2022-09-09 00:36:48 UTC

NP-MRD ID

NP0276464

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate

Description

Abiesanolide D belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate is found in Abies sachalinensis. Based on a literature review very few articles have been published on Abiesanolide D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092202362D          

 35 38  0  0  1  0            999 V2000
    4.7314    2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    2.4529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9011    1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839    1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    3.3303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8170    4.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0245    3.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    2.9597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9703    2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215    1.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2216    3.2402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4111    4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671    3.8182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1608    4.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    3.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7506    4.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5643    4.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9455    4.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7614    4.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674    5.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5039    6.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    4.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    3.2172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2386    4.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    3.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345    4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    4.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    4.5214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    5.6791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    6.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
  8 28  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
    3.9016   -2.6864    2.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2865    1.0799   -1.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5219    1.3774    1.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -0.0271    0.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9072   -1.7224   -0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317    0.1648   -1.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6674    0.1154   -2.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5768   -0.1021   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8644   -0.7809   -0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7219    2.4303   -0.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7875    1.2144   -0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5388    2.3236    1.2981 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8319   -3.7716   -0.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7944   -2.2585    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -2.5280    2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -0.8238    2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -1.6827    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793    1.2913    1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7927    1.2462   -1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2723    2.5142   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2315    0.3608   -2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6951    2.0471   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879    3.5559   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209    3.8135    1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4762    0.9493    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3241    2.1705    2.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
 35 34  1  0
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 32 31  1  0
 31 30  1  0
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 28 29  1  0
 28  8  1  0
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  4 41  1  6
  3 38  1  0
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  3 40  1  0
  1 36  1  0
  1 37  1  0
M  END


  Mrv1652309092202362D          

 35 38  0  0  1  0            999 V2000
    4.7314    2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    2.4529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9011    1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839    1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    3.3303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8170    4.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0245    3.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    2.9597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9703    2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215    1.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2216    3.2402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4111    4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3674    5.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5039    6.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    4.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    3.2172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.2660    4.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    4.5214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    5.6791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    6.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
  8 28  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0276464

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC[C@]1(C)[C@H]2CC[C@]3(C(C)=CC[C@@]3(C)[C@@H](C)\C=C3/OC(=O)C(C)=C3)C2=CC[C@@H]1C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O4/c1-19(2)24-9-10-26-25(29(24,6)14-13-27(32)34-8)12-16-31(26)21(4)11-15-30(31,7)22(5)18-23-17-20(3)28(33)35-23/h10-11,17-18,22,24-25H,1,9,12-16H2,2-8H3/b23-18-/t22-,24+,25-,29-,30-,31-/m0/s1

> <INCHI_KEY>
NFGNXLJLYMMNSL-OGTMQQMVSA-N

> <FORMULA>
C31H42O4

> <MOLECULAR_WEIGHT>
478.673

> <EXACT_MASS>
478.308309832

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
55.65697240354983

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-[(1R,3'aR,4'S,5S,5'R)-2,4',5-trimethyl-5-[(2S)-1-[(2Z)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-2',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate

> <JCHEM_LOGP>
6.188245246000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.709849731542549

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
143.51979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[(1R,3'aR,4'S,5S,5'R)-2,4',5-trimethyl-5-[(2S)-1-[(2Z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'H-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       8.832   5.583   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.886   4.368   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.466   2.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.361   4.579   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.415   3.363   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.890   3.574   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.310   5.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.256   6.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.392   7.491   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.912   7.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.862   5.525   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.811   3.986   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.027   3.040   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.332   3.558   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.532   4.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.414   6.048   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.767   7.547   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.685   7.127   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.300   8.618   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.169   6.715   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.268   7.794   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.787   7.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.498   8.905   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.021   9.132   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.419  10.004   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.674  11.523   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -3.041   9.318   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.781   6.005   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.045   7.523   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.187   6.635   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.344   8.167   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.097   9.069   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.691   8.440   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       6.254  10.601   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.007  11.504   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   28                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12   16                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21                                                       
CONECT   28    8    4   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₂O₄

Average Mass

478.6730 Da

Monoisotopic Mass

478.30831 Da

IUPAC Name

methyl 3-[(1R,3'aR,4'S,5S,5'R)-2,4',5-trimethyl-5-[(2S)-1-[(2Z)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-2',3',3'a,4',5',6'-hexahydrospiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate

Traditional Name

methyl 3-[(1R,3'aR,4'S,5S,5'R)-2,4',5-trimethyl-5-[(2S)-1-[(2Z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'H-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC[C@]1(C)[C@H]2CC[C@]3(C(C)=CC[C@@]3(C)[C@@H](C)\C=C3/OC(=O)C(C)=C3)C2=CC[C@@H]1C(C)=C

InChI Identifier

InChI=1S/C31H42O4/c1-19(2)24-9-10-26-25(29(24,6)14-13-27(32)34-8)12-16-31(26)21(4)11-15-30(31,7)22(5)18-23-17-20(3)28(33)35-23/h10-11,17-18,22,24-25H,1,9,12-16H2,2-8H3/b23-18-/t22-,24+,25-,29-,30-,31-/m0/s1

InChI Key

NFGNXLJLYMMNSL-OGTMQQMVSA-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
Abies sachalinensis	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
Fatty acid ester
2-furanone
Dicarboxylic acid or derivatives
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Enol ester
Dihydrofuran
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
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	6.19	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	143.52 m³·mol⁻¹	ChemAxon
Polarizability	55.66 Å³	ChemAxon
Number of Rings	4	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

C00029615

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

101073853

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-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate (NP0276464)

MOL for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

3D MOL for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

3D SDF for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

3D-SDF for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

PDB for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

3D PDB for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

SMILES for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

INCHI for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

Structure for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)

3D Structure for NP0276464 (methyl 3-[(1r,3'ar,4's,5s,5'r)-2,4',5-trimethyl-5-[(2s)-1-[(2z)-4-methyl-5-oxofuran-2-ylidene]propan-2-yl]-5'-(prop-1-en-2-yl)-3',3'a,5',6'-tetrahydro-2'h-spiro[cyclopentane-1,1'-inden]-2-en-4'-yl]propanoate)