NP-MRD: Showing NP-Card for (9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one (NP0226041)

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Record Information

Version

2.0

Created at

2022-09-06 04:57:37 UTC

Updated at

2022-09-06 04:57:37 UTC

NP-MRD ID

NP0226041

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

Description

(9E,11E,13E,15Z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]Heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one 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. (9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one is found in Mytilus edulis. Xanthophylls arise by oxygenation of the carotene backbone (9E,11E,13E,15Z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]Heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171502562D          

 46 48  0  0  0  0            999 V2000
   -3.2362   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4737   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7112   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1862   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5987   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4237   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6612   -5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6612   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4862   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1234   -8.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0419   -8.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7237   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1362   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9612   -7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7237   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8699   -5.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1990   -6.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1737   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4763   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1908   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  4  0  0  0
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 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
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 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
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 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 36 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
M  END


  Mrv1533004171502562D          

 46 48  0  0  0  0            999 V2000
   -3.2362   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4737   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7112   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9487   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1862   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5987   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4237   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362   -5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6612   -5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6612   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4862   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1234   -8.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0419   -8.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7237   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1362   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9612   -7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7237   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8699   -5.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1990   -6.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9659    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  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  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  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
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 30 31  2  0  0  0  0
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 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0226041

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C=CC=C(C)C(=O)CC12OC1(C)CC(O)CC2(C)C)=C\C=C\C=C(/C)\C=C\C=C(/CO)C=C=C1C(C)(C)CC(O)CC1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O6/c1-28(16-12-18-30(3)34(44)26-40-37(6,7)23-33(43)25-39(40,9)46-40)14-10-11-15-29(2)17-13-19-31(27-41)20-21-35-36(4,5)22-32(42)24-38(35,8)45/h10-20,32-33,41-43,45H,22-27H2,1-9H3/b11-10+,16-12?,17-13+,28-14?,29-15+,30-18?,31-19-

> <INCHI_KEY>
FFSKZYCAMGRBHN-FQMSQUFJSA-N

> <FORMULA>
C40H56O6

> <MOLECULAR_WEIGHT>
632.882

> <EXACT_MASS>
632.407689523

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
74.47471406994198

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E,11E,13E,15Z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

> <ALOGPS_LOGP>
6.14

> <JCHEM_LOGP>
5.105805029666666

> <ALOGPS_LOGS>
-5.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.897392154161068

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.997928849108423

> <JCHEM_PKA_STRONGEST_BASIC>
-2.08168685903024

> <JCHEM_POLAR_SURFACE_AREA>
110.52

> <JCHEM_REFRACTIVITY>
195.38240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E,11E,13E,15Z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -6.041  -8.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.811  -6.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.351  -6.875   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.121  -8.208   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.661  -8.208   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.431  -9.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.971  -9.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.741  -8.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.741 -10.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -15.281 -10.876   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -16.051 -12.209   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.591 -12.209   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -18.361 -10.876   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -19.901 -10.876   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -18.361 -13.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -19.901 -13.543   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -21.441 -13.543   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -22.211 -14.877   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -20.764 -15.404   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -22.478 -16.393   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -23.751 -14.877   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -24.521 -13.543   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -26.061 -13.543   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -23.751 -12.209   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -22.211 -12.209   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -22.157 -10.670   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -20.905 -11.393   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.041  -5.541   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.501  -5.541   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.731  -4.207   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.191  -4.207   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.421  -5.541   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.421  -2.874   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.191  -1.540   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.119  -2.874   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.889  -1.540   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.445  -0.770   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.889  -0.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.119   1.334   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.556  -0.000   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.890   0.770   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.556  -1.540   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.223  -2.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.946  -3.670   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.500  -3.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   17   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38   44                                             
CONECT   37   36   38                                                       
CONECT   38   37   36   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   36   45   46                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O₆

Average Mass

632.8820 Da

Monoisotopic Mass

632.40769 Da

IUPAC Name

(9E,11E,13E,15Z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C=CC=C(C)C(=O)CC12OC1(C)CC(O)CC2(C)C)=C\C=C\C=C(/C)\C=C\C=C(/CO)C=C=C1C(C)(C)CC(O)CC1(C)O

InChI Identifier

InChI=1S/C40H56O6/c1-28(16-12-18-30(3)34(44)26-40-37(6,7)23-33(43)25-39(40,9)46-40)14-10-11-15-29(2)17-13-19-31(27-41)20-21-35-36(4,5)22-32(42)24-38(35,8)45/h10-20,32-33,41-43,45H,22-27H2,1-9H3/b11-10+,16-12?,17-13+,28-14?,29-15+,30-18?,31-19-

InChI Key

FFSKZYCAMGRBHN-FQMSQUFJSA-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
Mytilus edulis	LOTUS Database	35616633

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
Long chain fatty alcohol
Fatty alcohol
Oxepane
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Cyclic alcohol
Acryloyl-group
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	6.14	ALOGPS
logP	5.11	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	110.52 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	195.38 m³·mol⁻¹	ChemAxon
Polarizability	74.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 (9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one (NP0226041)

MOL for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

3D MOL for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

3D SDF for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

3D-SDF for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

PDB for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

3D PDB for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

SMILES for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

INCHI for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

Structure for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)

3D Structure for NP0226041 ((9e,11e,13e,15z)-18-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)-1-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-16-(hydroxymethyl)-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one)