NP-MRD: Showing NP-Card for (2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol (NP0221287)

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Record Information

Version

1.0

Created at

2022-09-05 22:49:36 UTC

Updated at

2022-09-05 22:49:36 UTC

NP-MRD ID

NP0221287

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol

Description

Decaprenoxanthin 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. It was first documented in 2021 (PMID: 34540203). Based on a literature review a significant number of articles have been published on Decaprenoxanthin (PMID: 33446941) (PMID: 35390753) (PMID: 34491524) (PMID: 33805131).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062200492D          

 52 53  0  0  0  0            999 V2000
   -4.2868  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2461  -11.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855  -11.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9008  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 43 50  1  0  0  0  0
 38 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
M  END


  Mrv1652309062200492D          

 52 53  0  0  0  0            999 V2000
   -4.2868  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2461  -11.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855  -11.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9008  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
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 23 25  2  0  0  0  0
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 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 43 50  1  0  0  0  0
 38 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221287

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO)=C/CC1CC=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\C2C(C)=CCC(C\C=C(/C)CO)C2(C)C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C50H72O2/c1-37(19-15-21-39(3)25-33-47-43(7)27-31-45(49(47,9)10)29-23-41(5)35-51)17-13-14-18-38(2)20-16-22-40(4)26-34-48-44(8)28-32-46(50(48,11)12)30-24-42(6)36-52/h13-28,33-34,45-48,51-52H,29-32,35-36H2,1-12H3/b14-13+,19-15+,20-16+,33-25+,34-26+,37-17+,38-18+,39-21+,40-22+,41-23+,42-24+

> <INCHI_KEY>
FMUTWECJHLYSSS-DXAMSVBWSA-N

> <FORMULA>
C50H72O2

> <MOLECULAR_WEIGHT>
705.124

> <EXACT_MASS>
704.553231558

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
124

> <JCHEM_AVERAGE_POLARIZABILITY>
92.49904316826685

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-{5-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-{5-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol

> <JCHEM_LOGP>
11.654183848666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.94504761662666

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.342987625298694

> <JCHEM_PKA_STRONGEST_BASIC>
-2.079706692590924

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
243.19480000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-{5-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-{5-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002 -26.180   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336 -25.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669 -26.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.003 -25.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.003 -23.870   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.337 -23.100   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.670 -23.870   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.004 -23.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -17.338 -23.870   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -18.672 -23.100   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -11.659 -21.920   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.680 -21.920   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336 -23.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002 -23.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668 -23.870   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335 -23.100   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001 -23.870   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667 -23.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334 -23.870   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000 -23.100   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000 -21.560   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334 -23.870   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667 -23.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001 -23.870   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335 -23.100   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668 -23.870   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -25.410   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002 -23.100   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.336 -23.870   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.003 -23.870   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.003 -25.410   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.670 -23.870   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.004 -23.100   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.670 -20.790   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.338 -20.790   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      18.672 -21.560   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.672 -23.100   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.005 -23.870   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      21.339 -23.100   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.673 -23.870   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.673 -25.410   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      24.006 -23.100   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      24.006 -21.560   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      17.338 -23.870   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.061 -25.230   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      16.615 -25.230   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    5   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12    2   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                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   50                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   50                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48                                                            
CONECT   50   43   38   51   52                                             
CONECT   51   50                                                            
CONECT   52   50                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₇₂O₂

Average Mass

705.1240 Da

Monoisotopic Mass

704.55323 Da

IUPAC Name

(2E)-4-{5-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-{5-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C(CO)=C/CC1CC=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\C2C(C)=CCC(C\C=C(/C)CO)C2(C)C)C1(C)C

InChI Identifier

InChI=1S/C50H72O2/c1-37(19-15-21-39(3)25-33-47-43(7)27-31-45(49(47,9)10)29-23-41(5)35-51)17-13-14-18-38(2)20-16-22-40(4)26-34-48-44(8)28-32-46(50(48,11)12)30-24-42(6)36-52/h13-28,33-34,45-48,51-52H,29-32,35-36H2,1-12H3/b14-13+,19-15+,20-16+,33-25+,34-26+,37-17+,38-18+,39-21+,40-22+,41-23+,42-24+

InChI Key

FMUTWECJHLYSSS-DXAMSVBWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
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	11.65	ChemAxon
pKa (Strongest Acidic)	16.34	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	243.19 m³·mol⁻¹	ChemAxon
Polarizability	92.5 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

C00023091

Chemspider ID

78444512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15613507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yeluri Jonnala BR, McSweeney PLH, Cotter PD, Zhong S, Sheehan JJ, Kopec RE: Comparison of the carotenoid profiles of commonly consumed smear-ripened cheeses. Lebensm Wiss Technol. 2021 Jan;135. doi: 10.1016/j.lwt.2020.110241. Epub 2020 Sep 17. [PubMed:33446941 ]
Culka A, Jehlicka J, Oren A, Rousaki A, Vandenabeele P: Fast outdoor screening and discrimination of carotenoids of halophilic microorganisms using miniaturized Raman spectrometers. Spectrochim Acta A Mol Biomol Spectrosc. 2022 Aug 5;276:121156. doi: 10.1016/j.saa.2022.121156. Epub 2022 Mar 18. [PubMed:35390753 ]
Mitra M, Nguyen KM, Box TW, Berry TL, Fujita M: Isolation and characterization of a heavy metal- and antibiotic-tolerant novel bacterial strain from a contaminated culture plate of Chlamydomonas reinhardtii, a green micro-alga. F1000Res. 2021 Jul 5;10:533. doi: 10.12688/f1000research.53779.2. eCollection 2021. [PubMed:34540203 ]
Xie F, Niu S, Lin X, Pei S, Jiang L, Tian Y, Zhang G: Description of Microbacterium luteum sp. nov., Microbacterium cremeum sp. nov., and Microbacterium atlanticum sp. nov., three novel C50 carotenoid producing bacteria. J Microbiol. 2021 Oct;59(10):886-897. doi: 10.1007/s12275-021-1186-5. Epub 2021 Sep 7. [PubMed:34491524 ]
Gottl VL, Schmitt I, Braun K, Peters-Wendisch P, Wendisch VF, Henke NA: CRISPRi-Library-Guided Target Identification for Engineering Carotenoid Production by Corynebacterium glutamicum. Microorganisms. 2021 Mar 24;9(4):670. doi: 10.3390/microorganisms9040670. [PubMed:33805131 ]
LOTUS database [Link]

Showing NP-Card for (2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol (NP0221287)

MOL for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

3D MOL for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

3D SDF for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

3D-SDF for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

PDB for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

3D PDB for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

SMILES for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

INCHI for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

Structure for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)

3D Structure for NP0221287 ((2e)-4-{5-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-{5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-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]-4,6,6-trimethylcyclohex-3-en-1-yl}-2-methylbut-2-en-1-ol)