NP-MRD: Showing NP-Card for 2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol (NP0222091)

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Record Information

Version

2.0

Created at

2022-09-05 23:50:15 UTC

Updated at

2022-09-05 23:50:15 UTC

NP-MRD ID

NP0222091

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol

Description

2-{[2-Hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol 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. 2-{[2-Hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004231523052D          

 54 55  0  0  0  0            999 V2000
   -8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -19.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -20.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -21.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -21.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -22.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -23.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -23.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -25.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -25.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -26.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -27.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -27.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -28.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -28.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -28.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -29.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -30.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -30.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -31.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -31.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -32.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -32.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -32.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -31.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -32.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -33.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -33.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -33.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -33.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7062  -34.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189  -33.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -19.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -19.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7322  -19.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5572  -18.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -16.0875    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 29 27  1  4  0  0  0
 29 30  2  0  0  0  0
 31 30  1  4  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 32  1  4  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
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 36 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 22 46  1  0  0  0  0
 18 47  1  0  0  0  0
 14 48  1  0  0  0  0
 11 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
  9 53  1  0  0  0  0
  3 53  1  0  0  0  0
 53 54  1  0  0  0  0
M  END


  Mrv1533004231523052D          

 54 55  0  0  0  0            999 V2000
   -8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -19.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -20.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -21.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -21.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -22.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -23.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -23.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -25.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -25.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -26.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -27.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -27.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -28.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -28.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -28.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -29.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -30.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -30.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000  -31.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289  -32.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -32.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -32.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -31.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -32.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -33.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -33.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -33.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -33.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7062  -34.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189  -33.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -19.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -19.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7322  -19.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5572  -18.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -16.0875    0.0000 O   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  0  0  0  0
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 11 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
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  9 53  1  0  0  0  0
  3 53  1  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(O)C(C)OC(OC(C=CC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2=C(C)CC(O)CC2(C)C)C(C)(C)O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H68O7/c1-32(18-13-14-19-33(2)21-16-24-35(4)26-28-40-37(6)30-39(48)31-46(40,8)9)20-15-22-34(3)23-17-25-36(5)27-29-41(47(10,11)51)54-45-43(50)44(52-12)42(49)38(7)53-45/h13-29,38-39,41-45,48-51H,30-31H2,1-12H3

> <INCHI_KEY>
GJBNWIQKAHADSI-UHFFFAOYSA-N

> <FORMULA>
C47H68O7

> <MOLECULAR_WEIGHT>
745.054

> <EXACT_MASS>
744.49650453

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
122

> <JCHEM_AVERAGE_POLARIZABILITY>
90.84248524845322

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol

> <ALOGPS_LOGP>
7.59

> <JCHEM_LOGP>
7.713985749999997

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.259222405233643

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.291017857866075

> <JCHEM_PKA_STRONGEST_BASIC>
-1.088982004676644

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
235.30940000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.95e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0     -16.004 -27.720   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -14.670 -28.490   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -14.670 -30.030   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.004 -30.800   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -17.338 -30.030   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -16.004 -32.340   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -17.338 -33.110   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -14.670 -33.110   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -13.337 -32.340   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -12.003 -33.110   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0     -12.003 -34.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.669 -35.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669 -36.960   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336 -37.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336 -39.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002 -40.040   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -41.580   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668 -42.350   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668 -43.890   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335 -44.660   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -46.200   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001 -46.970   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001 -48.510   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667 -49.280   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667 -50.820   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334 -51.590   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334 -53.130   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667 -53.900   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000 -53.900   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000 -55.440   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334 -56.210   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334 -57.750   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000 -58.520   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667 -58.520   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667 -60.060   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.001 -60.830   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335 -60.060   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.335 -58.520   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.668 -60.830   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.668 -62.370   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.002 -63.140   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       5.335 -63.140   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.001 -62.370   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.185 -63.676   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.462 -62.424   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.667 -46.200   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -5.335 -41.580   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.002 -36.960   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -13.337 -35.420   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -14.670 -36.190   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -12.567 -36.754   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -14.107 -34.086   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0     -13.337 -30.800   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -12.003 -30.030   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   53                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   53                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   49                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   48                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   47                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   46                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   43                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   36   44   45                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   22                                                            
CONECT   47   18                                                            
CONECT   48   14                                                            
CONECT   49   11   50   51   52                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   49                                                            
CONECT   53    9    3   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₇H₆₈O₇

Average Mass

745.0540 Da

Monoisotopic Mass

744.49650 Da

IUPAC Name

2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol

Traditional Name

2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol

CAS Registry Number

Not Available

SMILES

COC1C(O)C(C)OC(OC(C=CC(C)=CC=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC2=C(C)CC(O)CC2(C)C)C(C)(C)O)C1O

InChI Identifier

InChI=1S/C47H68O7/c1-32(18-13-14-19-33(2)21-16-24-35(4)26-28-40-37(6)30-39(48)31-46(40,8)9)20-15-22-34(3)23-17-25-36(5)27-29-41(47(10,11)51)54-45-43(50)44(52-12)42(49)38(7)53-45/h13-29,38-39,41-45,48-51H,30-31H2,1-12H3

InChI Key

GJBNWIQKAHADSI-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

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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Fatty acyl
Tertiary alcohol
Secondary alcohol
Acetal
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	7.59	ALOGPS
logP	7.71	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	235.31 m³·mol⁻¹	ChemAxon
Polarizability	90.84 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

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 2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol (NP0222091)

MOL for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

3D MOL for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

3D SDF for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

3D-SDF for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

PDB for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

3D PDB for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

SMILES for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

INCHI for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

Structure for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)

3D Structure for NP0222091 (2-{[2-hydroxy-25-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy}-4-methoxy-6-methyloxane-3,5-diol)