NP-MRD: Showing NP-Card for adaptinol (NP0052228)

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Record Information

Version

2.0

Created at

2022-04-27 23:21:55 UTC

Updated at

2022-04-27 23:21:55 UTC

NP-MRD ID

NP0052228

Secondary Accession Numbers

None

Natural Product Identification

Common Name

adaptinol

Description

(1R,4R)-4-[(1E,3Z,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-yl hexadecanoate belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. adaptinol is found in Helenium autumnale. Based on a literature review very few articles have been published on (1R,4R)-4-[(1E,3Z,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-yl hexadecanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201212D          

 76 77  0  0  1  0            999 V2000
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M  END

     RDKit          3D

192193  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282201212D          

 76 77  0  0  1  0            999 V2000
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   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    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
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661    3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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
  2 27  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 47 46  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 47 52  1  0  0  0  0
 52 53  1  0  0  0  0
 50 54  1  1  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 48 72  1  0  0  0  0
 48 73  1  0  0  0  0
 39 74  1  0  0  0  0
 34 75  1  0  0  0  0
 30 76  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/[C@H]2C(C)=C[C@@H](CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-55,65-67H,13-38,49-50,56-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47-,62-48+/t65-,66+,67-/m0/s1

> <INCHI_KEY>
YHGJHDJZIOYZIR-NGCHEEPVSA-N

> <FORMULA>
C72H116O4

> <MOLECULAR_WEIGHT>
1045.716

> <EXACT_MASS>
1044.887362215

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
192

> <JCHEM_AVERAGE_POLARIZABILITY>
139.01096248457787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1R,4R)-4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

> <ALOGPS_LOGP>
10.96

> <JCHEM_LOGP>
22.392317135333336

> <ALOGPS_LOGS>
-7.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.746196992613635

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
342.2462

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.21e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1R,4R)-4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0     -16.004  18.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.338  19.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.338  20.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.004  21.560   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.670  20.790   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.670  19.250   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.131  19.196   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.854  17.944   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -16.004  23.100   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -17.338  23.870   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -17.338  25.410   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -18.672  23.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -20.005  23.870   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -21.339  23.100   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -22.673  23.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -24.006  23.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -25.340  23.870   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -26.674  23.100   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -28.007  23.870   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -29.341  23.100   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -30.675  23.870   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -32.008  23.100   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -33.342  23.870   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -34.676  23.100   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -36.009  23.870   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -37.343  23.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -18.672  18.480   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -16.004  16.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -14.670  16.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.670  14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -13.337  13.860   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -13.337  12.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -12.003  11.550   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -12.003  10.010   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      12.003   5.390   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      14.670   5.390   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      17.338   5.390   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      20.005   5.390   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      21.339   4.620   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      22.673   5.390   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -4.206   4.674   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -3.483   5.926   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0     -13.337   9.240   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0     -16.004  13.860   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   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                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    2                                                            
CONECT   28    1   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   76                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   75                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   74                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49   72   73                                             
CONECT   49   48   50                                                       
CONECT   50   49   51   54                                                  
CONECT   51   50   52                                                       
CONECT   52   51   47   53                                                  
CONECT   53   52                                                            
CONECT   54   50   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70                                                            
CONECT   72   48                                                            
CONECT   73   48                                                            
CONECT   74   39                                                            
CONECT   75   34                                                            
CONECT   76   30                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  154    0
END

View in JSmol

Synonyms

Value	Source
(1R,4R)-4-[(1E,3Z,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-(Hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-yl hexadecanoic acid	Generator

Chemical Formula

C₇₂H₁₁₆O₄

Average Mass

1045.7160 Da

Monoisotopic Mass

1044.88736 Da

IUPAC Name

(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1R,4R)-4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/[C@H]2C(C)=C[C@@H](CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1

InChI Identifier

InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-55,65-67H,13-38,49-50,56-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47-,62-48+/t65-,66+,67-/m0/s1

InChI Key

YHGJHDJZIOYZIR-NGCHEEPVSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Helenium autumnale	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	10.96	ALOGPS
logP	22.39	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	342.25 m³·mol⁻¹	ChemAxon
Polarizability	139.01 Å³	ChemAxon
Number of Rings	2	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

163073896

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for adaptinol (NP0052228)

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