NP-MRD: Showing NP-Card for (2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+ (NP0035831)

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Record Information

Version

2.0

Created at

2021-06-20 19:10:06 UTC

Updated at

2021-06-30 00:07:05 UTC

NP-MRD ID

NP0035831

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+

Provided By

JEOL Database JEOL Logo

Description

CHEBI:67351 Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. (2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+ is found in Anarrhinum orientale. (2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+ was first documented in 2011 (Dine, R. S. E., et al.). Based on a literature review very few articles have been published on CHEBI:67351.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121103D          

 60 59  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202121103D          

 60 59  0  0  0  0            999 V2000
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   -1.6344    1.5267   -1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    1.2526   -0.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951    2.6083   -2.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939    4.1095    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8793    4.9256    2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531    3.1374    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3217    4.0549    3.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898    3.9642    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    1.6737    3.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221    1.3080   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869    1.0700    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    2.6503    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -0.3861    3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560   -0.6287    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3006   -0.7005    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -2.0892    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485   -0.9042   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -4.6085    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.3359    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -3.7003    0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.2461   -4.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704   -2.1967   -4.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1900   -0.1687   -4.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.6959   -7.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.4185   -5.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -2.4909   -5.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -0.2282   -7.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306    0.7889   -6.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.2891   -6.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8806   -0.2581   -5.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    2.1685   -4.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9726   -1.1695   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8087   -1.2333   -3.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5921   -0.4568   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    3.0656   -1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 19 21  1  0  0  0  0
 14 16  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  1  0  0  0  0
 21 22  1  0  0  0  0
 16 17  1  0  0  0  0
 22 23  1  0  0  0  0
  6  7  2  0  0  0  0
 23 24  2  0  0  0  0
 17 18  1  0  0  0  0
 24 26  1  0  0  0  0
 10 11  1  0  0  0  0
 26 28  1  0  0  0  0
 18 19  2  0  0  0  0
 24 25  1  0  0  0  0
  5  6  1  0  0  0  0
 26 27  2  0  0  0  0
  5  4  1  0  0  0  0
  4  2  1  0  0  0  0
 11 12  2  0  0  0  0
  2  3  2  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 34  1  0  0  0  0
  9 38  1  0  0  0  0
  9 39  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 42  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 18 48  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 21 52  1  0  0  0  0
 21 53  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 23 56  1  0  0  0  0
 28 60  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])OC(=O)C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])OC(=O)C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O6/c1-16(12-14-27-20(5)23)9-7-11-19(4)22(26)28-15-13-17(2)8-6-10-18(3)21(24)25/h10-13H,6-9,14-15H2,1-5H3,(H,24,25)/b16-12+,17-13+,18-10+,19-11+

> <INCHI_KEY>
AGAVMZLTUOZPDI-MSCZLACJSA-N

> <FORMULA>
C22H32O6

> <MOLECULAR_WEIGHT>
392.492

> <EXACT_MASS>
392.21988875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.278388076982125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E)-8-{[(2E,6E)-8-(acetyloxy)-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimethylocta-2,6-dienoic acid

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.727081658333332

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.794243648436862

> <JCHEM_PKA_STRONGEST_BASIC>
-6.621106755339369

> <JCHEM_POLAR_SURFACE_AREA>
89.90000000000002

> <JCHEM_REFRACTIVITY>
111.4579

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E)-8-{[(2E,6E)-8-(acetyloxy)-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimethylocta-2,6-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 59  0  0  0  0  0  0  0  0999 V2000
   -2.6787    4.0245    1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2055    3.8896    1.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867    3.8961    0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5547    3.7667    2.4902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    3.5323    2.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0873    2.0603    2.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6195    1.1939    1.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1399    1.5806    0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431   -0.2770    2.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -1.1839    1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -1.5695   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162   -2.6351   -0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3882   -3.6188    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9291   -2.9303   -1.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5567   -3.9028   -2.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3503   -1.9980   -2.6819 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078   -2.2493   -4.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764   -1.1594   -4.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3004   -1.2542   -5.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0036   -2.5355   -5.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -0.0027   -6.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301    0.5290   -5.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7918    1.1919   -4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    0.7215   -2.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307   -0.6030   -2.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    1.5267   -1.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    1.2526   -0.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951    2.6083   -2.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939    4.1095    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8793    4.9256    2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531    3.1374    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3217    4.0549    3.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898    3.9642    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    1.6737    3.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4221    1.3080   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0869    1.0700    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    2.6503    0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -0.3861    3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560   -0.6287    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3006   -0.7005    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -2.0892    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485   -0.9042   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -4.6085    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.3359    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -3.7003    0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.2461   -4.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704   -2.1967   -4.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1900   -0.1687   -4.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.6959   -7.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.4185   -5.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -2.4909   -5.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -0.2282   -7.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306    0.7889   -6.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.2891   -6.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8806   -0.2581   -5.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    2.1685   -4.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9726   -1.1695   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8087   -1.2333   -3.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5921   -0.4568   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    3.0656   -1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 19 21  1  0
 14 16  1  0
 19 20  1  0
  9 10  1  0
 21 22  1  0
 16 17  1  0
 22 23  1  0
  6  7  2  0
 23 24  2  0
 17 18  1  0
 24 26  1  0
 10 11  1  0
 26 28  1  0
 18 19  2  0
 24 25  1  0
  5  6  1  0
 26 27  2  0
  5  4  1  0
  4  2  1  0
 11 12  2  0
  2  3  2  0
  7  8  1  0
  2  1  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 21 52  1  0
 21 53  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 28 60  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.679   4.024   1.541  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.206   3.890   1.304  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.687   3.896   0.193  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.555   3.767   2.490  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.857   3.532   2.404  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.087   2.060   2.563  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.619   1.194   1.677  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.140   1.581   0.319  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.743  -0.277   2.040  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.685  -1.184   1.394  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.995  -1.569  -0.028  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.716  -2.635  -0.435  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.388  -3.619   0.481  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.929  -2.930  -1.888  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.557  -3.903  -2.284  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.350  -1.998  -2.682  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.508  -2.249  -4.080  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.776  -1.159  -4.803  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.300  -1.254  -5.610  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.004  -2.535  -5.969  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.890  -0.003  -6.240  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.130   0.529  -5.507  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.792   1.192  -4.197  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.014   0.722  -2.953  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.631  -0.603  -2.613  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.634   1.527  -1.758  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.945   1.253  -0.610  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.895   2.608  -2.056  0.00  0.00           O+0
HETATM   29  H   UNK     0      -3.194   4.109   0.580  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.879   4.926   2.126  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.053   3.137   2.058  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.322   4.055   3.247  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.290   3.964   1.498  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.745   1.674   3.523  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.422   1.308  -0.460  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.087   1.070   0.113  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.341   2.650   0.227  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.648  -0.386   3.129  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.756  -0.629   1.805  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.301  -0.701   1.421  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.574  -2.089   2.003  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.549  -0.904  -0.766  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.932  -4.609   0.375  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.327  -3.336   1.535  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.454  -3.700   0.239  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.132  -3.246  -4.324  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.570  -2.197  -4.345  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.190  -0.169  -4.614  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.960  -2.696  -7.051  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.574  -3.418  -5.492  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.056  -2.491  -5.671  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.158  -0.228  -7.280  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.131   0.789  -6.301  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.605   1.289  -6.140  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.881  -0.258  -5.388  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.322   2.168  -4.315  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.973  -1.169  -1.945  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.809  -1.233  -3.487  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.592  -0.457  -2.110  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.734   3.066  -1.192  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6    4   32   33                                             
CONECT    6    7    5   34                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   35   36   37                                             
CONECT    9    7   10   38   39                                             
CONECT   10    9   11   40   41                                             
CONECT   11   10   12   42                                                  
CONECT   12   13   14   11                                                  
CONECT   13   12   43   44   45                                             
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   46   47                                             
CONECT   18   17   19   48                                                  
CONECT   19   21   20   18                                                  
CONECT   20   19   49   50   51                                             
CONECT   21   19   22   52   53                                             
CONECT   22   21   23   54   55                                             
CONECT   23   22   24   56                                                  
CONECT   24   23   26   25                                                  
CONECT   25   24   57   58   59                                             
CONECT   26   24   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26   60                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   25                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   28                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  118    0
END

RDKit          3D

60 59  0  0  0  0  0  0  0  0999 V2000
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    3.0869    1.0700    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5742   -2.0892    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485   -0.9042   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315   -4.6085    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.3359    1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -3.7003    0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323   -3.2461   -4.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704   -2.1967   -4.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1900   -0.1687   -4.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.6959   -7.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.4185   -5.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -2.4909   -5.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -0.2282   -7.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306    0.7889   -6.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.2891   -6.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9726   -1.1695   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8087   -1.2333   -3.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5921   -0.4568   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    3.0656   -1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
 12 13  1  0
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  5  6  1  0
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  5  4  1  0
  4  2  1  0
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  2  3  2  0
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  2  1  1  0
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  5 33  1  0
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  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₆

Average Mass

392.4920 Da

Monoisotopic Mass

392.21989 Da

IUPAC Name

(2E,6E)-8-{[(2E,6E)-8-(acetyloxy)-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimethylocta-2,6-dienoic acid

Traditional Name

(2E,6E)-8-{[(2E,6E)-8-(acetyloxy)-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimethylocta-2,6-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])OC(=O)C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])OC(=O)C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C22H32O6/c1-16(12-14-27-20(5)23)9-7-11-19(4)22(26)28-15-13-17(2)8-6-10-18(3)21(24)25/h10-13H,6-9,14-15H2,1-5H3,(H,24,25)/b16-12+,17-13+,18-10+,19-11+

InChI Key

AGAVMZLTUOZPDI-MSCZLACJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anarrhinum orientale	JEOL database	Dine, R. S. E., et al, J. Nat. Prod. 74, 943 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monoterpenoid (CHEBI:67351 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.67	ALOGPS
logP	4.73	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	111.46 m³·mol⁻¹	ChemAxon
Polarizability	43.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

26398782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53355888

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dine, R. S. E., et al. (2011). Dine, R. S. E., et al, J. Nat. Prod. 74, 943 (2011). J. Nat. Prod..

Showing NP-Card for (2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+ (NP0035831)

MOL for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

3D MOL for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

3D SDF for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

3D-SDF for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

PDB for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

3D PDB for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

SMILES for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

INCHI for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

Structure for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)

3D Structure for NP0035831 ((2E,6E)-8-{[(2E,6E)-8-acetoxy-2,6-dimethylocta-2,6-dienoyl]oxy}-2,6-dimet+)