NP-MRD: Showing NP-Card for [4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate (NP0242327)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 02:37:23 UTC

Updated at

2022-09-07 02:37:24 UTC

NP-MRD ID

NP0242327

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate

Description

[4-(3,7-Dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. [4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate is found in Hericium erinaceus. [4-(3,7-Dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151516402D          

 43 43  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 27 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 22 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END

     RDKit          3D

 97 97  0  0  0  0  0  0  0  0999 V2000
   10.3776   -2.4111    0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0870   -1.5005   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454   -0.5502    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4263    0.3679    1.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4378    1.3819    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1402    0.8683    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0436    1.2039    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7253    0.7068    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8643   -0.1520   -0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.1945   -1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413   -0.5987   -2.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -1.0040   -2.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2967   -1.8401   -1.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -2.2714   -2.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0556   -1.0608   -2.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.2034   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0825    1.0105   -1.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815    0.7437   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -0.4167   -2.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471    1.7636   -2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547    1.5638   -2.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3562    1.0197   -1.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390    0.8389   -0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7564    0.3730    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870    0.1773    1.7802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    0.3991    2.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0844    0.0721    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0072   -0.4387    1.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4618    0.6279    2.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6709    1.0479    2.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8306    2.1819    3.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9370    0.5309    1.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8710    0.0121    2.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3907   -0.0260    3.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2138   -0.4483    2.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9529   -0.5084    1.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3540   -1.0467    1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5222   -0.0671    0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5489    0.2351   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8283   -0.0275   -1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6741    0.7152   -2.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885    0.8746   -3.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766    1.2911   -4.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9650   -2.3758    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3649   -1.9972    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3423   -3.4366    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8002   -2.1931   -0.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3782   -1.1653   -0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7673   -1.1898    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5720    0.0201   -0.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2821    0.8631    2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9185   -0.2840    2.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8586    2.0139    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2914    2.1224    2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952    0.2556   -0.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1543    1.8412    2.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3368    0.0998    1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    1.5272    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4574   -1.0620   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6740    1.1126   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8011    0.0199   -3.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9516   -1.5143   -2.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.0955   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0882   -1.6293   -3.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504   -1.3472   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151   -2.7852   -1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -2.8471   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -2.9719   -3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745   -1.4058   -2.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715   -0.4112   -3.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3461   -0.8220   -0.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864    0.0541   -0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6062    1.7391   -2.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029    1.5737   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    0.7608   -3.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    2.4799   -3.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9111    1.0957   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    0.9892    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1745    0.8814    3.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.5919    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8385   -0.9773    0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4481   -1.1842    1.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6566    1.1634    2.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1291    2.0373    4.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5920    3.1282    2.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8830    2.2394    3.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4164    1.3135    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6335   -0.3297    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7483   -0.8271    3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3902   -2.0539    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6733   -1.1729    2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0611   -0.3190    1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2950   -0.3229   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5484    1.0671    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5323   -0.3695   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5241   -0.3682   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2119    0.6388   -3.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  3
 36 37  1  0
 36 38  1  0
 27 39  1  0
 39 40  1  0
 39 41  2  0
 41 42  1  0
 42 43  2  0
 41 22  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  0
  3 50  1  0
  4 51  1  0
  4 52  1  0
  5 53  1  0
  5 54  1  0
  6 55  1  0
  7 56  1  0
  8 57  1  0
  8 58  1  0
  9 59  1  0
 10 60  1  0
 11 61  1  0
 11 62  1  0
 12 63  1  0
 12 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  0
 15 70  1  0
 16 71  1  0
 16 72  1  0
 17 73  1  0
 17 74  1  0
 21 75  1  0
 21 76  1  0
 23 77  1  0
 26 78  1  0
 26 79  1  0
 26 80  1  0
 28 81  1  0
 28 82  1  0
 29 83  1  0
 31 84  1  0
 31 85  1  0
 31 86  1  0
 32 87  1  0
 32 88  1  0
 35 89  1  0
 37 90  1  0
 37 91  1  0
 37 92  1  0
 38 93  1  0
 38 94  1  0
 38 95  1  0
 40 96  1  0
 42 97  1  0
M  END


  Mrv1533004151516402D          

 43 43  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 27 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 22 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0242327

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC=CCC=CCCCCCCCC(=O)OCC1=CC(OC)=C(CC=C(C)CC(=O)C=C(C)C)C(O)=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C37H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-36(40)43-28-31-26-35(42-5)33(37(41)34(31)27-38)23-22-30(4)25-32(39)24-29(2)3/h10-11,13-14,22,24,26-27,41H,6-9,12,15-21,23,25,28H2,1-5H3

> <INCHI_KEY>
SUAXEWQRYKSWIW-UHFFFAOYSA-N

> <FORMULA>
C37H54O6

> <MOLECULAR_WEIGHT>
594.833

> <EXACT_MASS>
594.392039459

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
69.7730415971243

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate

> <ALOGPS_LOGP>
8.14

> <JCHEM_LOGP>
10.762318420333337

> <ALOGPS_LOGS>
-6.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.89287980765651

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.996502421198149

> <JCHEM_PKA_STRONGEST_BASIC>
-4.308583547017477

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
181.59210000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.004 -12.320   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.674 -13.860   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.007 -14.630   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      28.007 -16.170   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      29.341 -13.860   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.675 -14.630   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.008 -13.860   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      30.675 -16.170   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      20.005 -16.170   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      16.004 -13.860   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   41                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   39                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   27   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   22   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

View in JSmol

Synonyms

Value	Source
[4-(3,7-Dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoic acid	Generator

Chemical Formula

C₃₇H₅₄O₆

Average Mass

594.8330 Da

Monoisotopic Mass

594.39204 Da

IUPAC Name

[4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate

Traditional Name

[4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate

CAS Registry Number

Not Available

SMILES

CCCCCC=CCC=CCCCCCCCC(=O)OCC1=CC(OC)=C(CC=C(C)CC(=O)C=C(C)C)C(O)=C1C=O

InChI Identifier

InChI=1S/C37H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-36(40)43-28-31-26-35(42-5)33(37(41)34(31)27-38)23-22-30(4)25-32(39)24-29(2)3/h10-11,13-14,22,24,26-27,41H,6-9,12,15-21,23,25,28H2,1-5H3

InChI Key

SUAXEWQRYKSWIW-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
Hericium erinaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Aromatic monoterpenoid
Benzyloxycarbonyl
Methoxyphenol
Monocyclic monoterpenoid
Monoterpenoid
Hydroxybenzaldehyde
Methoxybenzene
Benzaldehyde
Phenol ether
Benzoyl
Anisole
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
Aryl-aldehyde
Phenol
Fatty acid ester
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Enone
Vinylogous acid
Acryloyl-group
Alpha,beta-unsaturated ketone
Carboxylic acid ester
Ketone
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Aldehyde
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	8.14	ALOGPS
logP	10.76	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	181.59 m³·mol⁻¹	ChemAxon
Polarizability	69.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate (NP0242327)

MOL for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

3D MOL for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

3D SDF for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

3D-SDF for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

PDB for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

3D PDB for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

SMILES for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

INCHI for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

Structure for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)

3D Structure for NP0242327 ([4-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadeca-9,12-dienoate)