NP-MRD: Showing NP-Card for (1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol (NP0245456)

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Record Information

Version

2.0

Created at

2022-09-07 06:32:35 UTC

Updated at

2022-09-07 06:32:35 UTC

NP-MRD ID

NP0245456

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol

Description

6-Epikarpoxanthin 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. Thus, 6-epikarpoxanthin is considered to be an isoprenoid. (1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol is found in Citrus reticulata and Lilium lancifolium. Based on a literature review very few articles have been published on 6-epikarpoxanthin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072208322D          

 44 45  0  0  1  0            999 V2000
  -12.7653   -7.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -7.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -6.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7653   -6.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7653   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4798   -4.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4798   -4.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -3.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9087   -2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9087   -1.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -0.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3377    0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3377    0.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7666    2.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7666    3.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    3.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4811    3.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.1956    3.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.9100    3.7315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -19.3797    4.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1922    2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3797    2.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1922    2.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.0047    2.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.5350    3.4450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -22.3474    3.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -21.2528    4.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.4403    4.3635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -20.5552    5.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.8272    4.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3364   -6.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8667   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8061   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6219   -6.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6219   -7.4060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.9074   -7.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3364   -7.8185    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 17 19  1  0  0  0  0
 19 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
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
  2 44  1  0  0  0  0
M  END


  Mrv1652309072208322D          

 44 45  0  0  1  0            999 V2000
  -12.7653   -7.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -7.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -6.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7653   -6.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7653   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4798   -4.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4798   -4.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -3.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1943   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9087   -2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -2.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9087   -1.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232   -0.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3377    0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3377    0.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6232    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    2.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7666    2.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7666    3.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0522    3.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4811    3.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.1956    3.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.9100    3.7315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -19.3797    4.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1922    2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3797    2.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.1922    2.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.0047    2.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.5350    3.4450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -22.3474    3.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -21.2528    4.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.4403    4.3635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -20.5552    5.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.8272    4.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3364   -6.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8667   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8061   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6219   -6.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6219   -7.4060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.9074   -7.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3364   -7.8185    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 17 19  1  0  0  0  0
 19 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
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
  2 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245456

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]1(O)C(C)(C)C[C@H](O)C[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C40H58O4/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40(44)38(8,9)27-35(42)28-39(40,10)43/h11-24,34-35,41-44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1

> <INCHI_KEY>
DJOWTWWHMWQATC-OYQUVCAXSA-N

> <FORMULA>
C40H58O4

> <MOLECULAR_WEIGHT>
602.9

> <EXACT_MASS>
602.433510348

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
75.29174899094173

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol

> <JCHEM_LOGP>
6.642349006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.461484727489076

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.906404809807274

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0897848568607094

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
197.14900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0     -23.829 -14.595   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -22.495 -13.825   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -22.495 -12.285   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -23.829 -11.515   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -23.829  -9.975   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -25.162  -9.205   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -26.496  -9.975   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -25.162  -7.665   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -26.496  -6.895   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -26.496  -5.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -27.830  -4.585   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -29.163  -5.355   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -27.830  -3.045   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -29.163  -2.275   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -29.163  -0.735   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -30.497   0.035   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -30.497   1.575   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -29.163   2.345   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -31.831   2.345   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -31.831   3.885   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -33.164   4.655   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -33.164   6.195   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -31.831   6.965   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -34.498   6.965   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -35.832   6.195   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -37.165   6.965   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -36.176   8.145   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -37.692   5.518   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -36.176   5.251   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -37.692   3.978   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -39.209   5.251   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -40.199   6.431   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -41.715   6.163   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -39.672   7.878   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -38.155   8.145   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -38.370   9.670   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -37.011   9.176   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -21.161 -11.515   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -22.151 -10.335   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -20.171 -10.335   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -19.828 -12.285   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -19.828 -13.825   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -18.494 -14.595   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0     -21.161 -14.595   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   44                                                  
CONECT    3    2    4   38                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   35                                             
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   26   36   37                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38    3   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42    2                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₈O₄

Average Mass

602.9000 Da

Monoisotopic Mass

602.43351 Da

IUPAC Name

(1S,2R,4S)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]1(O)C(C)(C)C[C@H](O)C[C@@]1(C)O

InChI Identifier

InChI=1S/C40H58O4/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40(44)38(8,9)27-35(42)28-39(40,10)43/h11-24,34-35,41-44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1

InChI Key

DJOWTWWHMWQATC-OYQUVCAXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Citrus reticulata	LOTUS Database	35616633
Lilium tigrinum	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
Cyclohexanol
Cyclitol or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
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	6.64	ChemAxon
pKa (Strongest Acidic)	12.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	197.15 m³·mol⁻¹	ChemAxon
Polarizability	75.29 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

10403353

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23258402

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol (NP0245456)

MOL for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

3D MOL for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

3D SDF for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

3D-SDF for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

PDB for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

3D PDB for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

SMILES for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

INCHI for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

Structure for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)

3D Structure for NP0245456 ((1s,2r,4s)-1-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-18-[(4r)-4-hydroxy-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]-2,6,6-trimethylcyclohexane-1,2,4-triol)