NP-MRD: Showing NP-Card for (1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate (NP0279534)

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Record Information

Version

2.0

Created at

2022-09-09 04:57:25 UTC

Updated at

2022-09-09 04:57:25 UTC

NP-MRD ID

NP0279534

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate

Description

(1S,2R,4S,6R,9E,11S,12S)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl pyridine-3-carboxylate belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton. (1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate is found in Nigella sativa. Based on a literature review very few articles have been published on (1S,2R,4S,6R,9E,11S,12S)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]Pentadec-9-en-2-yl pyridine-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092206572D          

 47 51  0  0  1  0            999 V2000
    4.7494    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8928    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6073    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3217    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3217    4.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0362    5.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7507    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4651    5.5261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7977    6.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0526    6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8776    6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3626    7.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1831    7.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    8.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1326    6.0110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8863    5.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8000    6.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4675    6.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2211    6.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3812    7.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0487    8.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9624    9.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2088    9.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5413    8.9574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6276    8.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5537    6.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3074    5.8248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   14.0611    5.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3936    5.0043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6870    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5154    3.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6950    3.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2825    2.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3594    4.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5514    4.7056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8736    4.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9420    3.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6882    3.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2642    2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3326    2.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6548    1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9085    2.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8401    2.8243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5180    3.2947    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
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 17 13  1  6  0  0  0
 10 17  1  0  0  0  0
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 18 19  1  1  0  0  0
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 29 30  1  1  0  0  0
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 32 31  1  6  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
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 35 37  2  0  0  0  0
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 10 38  1  0  0  0  0
 38 39  1  6  0  0  0
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 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
M  END

     RDKit          3D

 95 99  0  0  0  0  0  0  0  0999 V2000
    8.1626    0.3307   -3.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7122    0.0430   -1.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489   -0.1564   -1.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6064   -4.2161   -2.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0301   -5.2041   -3.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 64  1  0
 17 71  1  1
 18 72  1  1
 28 77  1  0
 28 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 32 82  1  1
 33 83  1  0
 33 84  1  0
 34 85  1  0
 34 86  1  0
 36 87  1  0
 36 88  1  0
 36 89  1  0
 37 90  1  0
 38 91  1  1
 43 92  1  0
 44 93  1  0
 45 94  1  0
 47 95  1  0
 23 73  1  0
 24 74  1  0
 25 75  1  0
 27 76  1  0
 15 65  1  0
 15 66  1  0
 15 67  1  0
 16 68  1  0
 16 69  1  0
 16 70  1  0
M  END


  Mrv1652309092206572D          

 47 51  0  0  1  0            999 V2000
    4.7494    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8928    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6073    5.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3217    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3217    4.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0362    5.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7507    5.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4651    5.5261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7977    6.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0526    6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8776    6.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3626    7.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1831    7.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0270    8.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1326    6.0110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8863    5.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8000    6.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4675    6.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2211    6.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3812    7.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0487    8.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9624    9.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2088    9.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5413    8.9574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6276    8.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5537    6.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3074    5.8248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.6429    6.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0611    5.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3936    5.0043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6870    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5154    3.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6950    3.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2825    2.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3594    4.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5514    4.7056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8736    4.2353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9420    3.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6882    3.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2642    2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3326    2.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6548    1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9085    2.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8401    2.8243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5180    3.2947    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 13  1  6  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 32 31  1  6  0  0  0
 29 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
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 37 38  1  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0279534

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)OC[C@]12CCC([C@@H]1[C@@H](C[C@]1(C)O[C@@H]1CC\C(C)=C\[C@@H]2OC(=O)C1=CC=CN=C1)OC(=O)C1=CC=CN=C1)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H48N2O7/c1-6-7-8-13-33(41)44-24-38-17-16-29(25(2)3)34(38)30(45-35(42)27-11-9-18-39-22-27)21-37(5)31(47-37)15-14-26(4)20-32(38)46-36(43)28-12-10-19-40-23-28/h9-12,18-20,22-23,30-32,34H,6-8,13-17,21,24H2,1-5H3/b26-20+/t30-,31-,32+,34-,37+,38+/m1/s1

> <INCHI_KEY>
JGXMTDDFGOABOH-RNBDTYCPSA-N

> <FORMULA>
C38H48N2O7

> <MOLECULAR_WEIGHT>
644.809

> <EXACT_MASS>
644.346151894

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
71.05203726227614

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S,6R,9E,11S,12S)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0^{4,6}]pentadec-9-en-2-yl pyridine-3-carboxylate

> <JCHEM_LOGP>
6.470039192333331

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.54081823583805

> <JCHEM_POLAR_SURFACE_AREA>
117.21000000000002

> <JCHEM_REFRACTIVITY>
178.41809999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,6R,9E,11S,12S)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0^{4,6}]pentadec-9-en-2-yl pyridine-3-carboxylate

> <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       8.866  10.315   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.199   9.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.533  10.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.867   9.545   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.200  10.315   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.534   9.545   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.534   8.005   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      16.868  10.315   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      18.201   9.545   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.535  10.315   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.289  11.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.765  12.685   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.305  12.685   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.210  13.931   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.742  13.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.584  15.338   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.781  11.221   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.188  10.594   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      22.027  12.126   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      23.273  13.031   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      24.679  12.405   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      23.112  14.563   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.358  15.468   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.197  16.999   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.790  17.626   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      21.544  16.720   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      21.705  15.189   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.434  11.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.840  10.873   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.467  12.280   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      26.247  10.247   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      25.001   9.341   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.682   8.293   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      23.362   6.786   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.831   6.625   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.061   5.292   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.204   8.032   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.696   8.784   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      18.431   7.906   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      18.558   6.371   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      19.951   5.714   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      17.293   5.493   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      17.421   3.959   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.156   3.081   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      14.763   3.737   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      14.635   5.272   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      15.900   6.150   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17   38                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   10   18                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   18   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   29   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   10   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,4S,6R,9E,11S,12S)-12-[(Hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0,]pentadec-9-en-2-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₃₈H₄₈N₂O₇

Average Mass

644.8090 Da

Monoisotopic Mass

644.34615 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)OC[C@]12CCC([C@@H]1[C@@H](C[C@]1(C)O[C@@H]1CC\C(C)=C\[C@@H]2OC(=O)C1=CC=CN=C1)OC(=O)C1=CC=CN=C1)=C(C)C

InChI Identifier

InChI=1S/C38H48N2O7/c1-6-7-8-13-33(41)44-24-38-17-16-29(25(2)3)34(38)30(45-35(42)27-11-9-18-39-22-27)21-37(5)31(47-37)15-14-26(4)20-32(38)46-36(43)28-12-10-19-40-23-28/h9-12,18-20,22-23,30-32,34H,6-8,13-17,21,24H2,1-5H3/b26-20+/t30-,31-,32+,34-,37+,38+/m1/s1

InChI Key

JGXMTDDFGOABOH-RNBDTYCPSA-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
Nigella sativa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Dolabellane and neodolabellane diterpenoids

Alternative Parents

Substituents

Dolabellane diterpenoid
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tricarboxylic acid or derivatives
Fatty acid ester
Pyridine
Fatty acyl
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen 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

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

163195147

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate (NP0279534)

MOL for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

3D MOL for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

3D SDF for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

3D-SDF for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

PDB for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

3D PDB for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

SMILES for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

INCHI for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

Structure for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)

3D Structure for NP0279534 ((1s,2r,4s,6r,9e,11s,12s)-12-[(hexanoyloxy)methyl]-4,9-dimethyl-15-(propan-2-ylidene)-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-2-yl pyridine-3-carboxylate)