NP-MRD: Showing NP-Card for (1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol (NP0178405)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 16:23:40 UTC

Updated at

2022-09-03 16:23:41 UTC

NP-MRD ID

NP0178405

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

Description

Cryptoxanthin 5',6'-epoxide 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, cryptoxanthin 5',6'-epoxide is considered to be an isoprenoid. (1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol is found in Citrus reticulata. Based on a literature review very few articles have been published on Cryptoxanthin 5',6'-epoxide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218232D          

 42 44  0  0  1  0            999 V2000
  -12.3112   -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
  -11.0737   -7.9697    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
   -9.8362   -7.2552    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
   -8.5987   -6.5408    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
   -7.3612   -5.8263    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
   -6.1237   -5.1118    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
   -4.8862   -4.3974    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
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -4.3974    0.0000 C   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
    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  1  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  1  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
    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
  -10.6612   -8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0292   -8.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0292   -9.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0737   -9.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -9.3987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.3112  -10.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3112   -8.6842    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  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
  2 42  1  0  0  0  0
M  END

     RDKit          3D

 98100  0  0  0  0  0  0  0  0999 V2000
   11.5832   -2.1199   -2.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2691   -1.1575   -1.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5198   -0.5116   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0761   -0.7994   -0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1687   -0.2682    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7947   -0.5902    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3850    1.0494    1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6288   -0.8501    0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596   -0.3134    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -0.9582    0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452   -0.3324    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    1.1253    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700   -0.9780    0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112   -0.2671    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -0.7826    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    0.0726    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0988   -0.4803    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648   -1.9247    0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2556    0.3563    0.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5293   -0.0084    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5645    0.9314    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8266    0.9012   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9372   -0.8140   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0929    1.2858   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1840    0.7193   -0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5627    1.1426   -0.7742 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.1816    1.7086   -1.8437 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1768    0.3606   -1.9578 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1837   -0.0530   -3.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0841   -0.6728   -1.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6733   -1.3382   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5836   -0.3773    0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5305    1.0564    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9456    1.4330   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1245    1.9929    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    0.4920    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9133    0.1819    1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4223    1.8553    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5448    0.7512    0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3566   -0.4312   -0.1763 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6169    0.0661   -0.6085 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343   -1.0828   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8111   -1.5486   -2.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0642   -2.8626   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2814   -2.5484   -2.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6680   -1.4924   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5761    0.3245    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3828    1.4276    1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0270    0.5933    1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8680    1.4162    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5144   -1.9417   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2724    0.7024    1.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2724   -1.9654    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727    1.6649    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391    1.3689    1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856    1.4972    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568   -2.0351    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5295    0.8293    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -1.8533    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    1.1099    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090   -2.3305    0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -2.4992    1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080   -2.2353   -0.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275    1.4563    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6663   -1.0559    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3306    2.0706    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9583   -1.0288   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4320   -0.8694   -1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3651   -1.0651    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3268    2.3863    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0290   -0.3453   -0.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4248    0.5596   -3.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2688   -1.1261   -3.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1601    0.2247   -2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9681   -1.5574   -2.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1857   -0.5115   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6892   -1.8293   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3853   -2.1539    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6707   -0.6217    1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4460   -0.5217    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0238    1.7384   -1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6801    0.6553    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3037    2.3576    0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0454    2.4916    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4205    2.7841    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6227    1.5389    2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3683    0.9596    2.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4866   -0.8137    2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573    0.1601    2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6221    2.5305    1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4275    1.7513   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0267    2.3087   -0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0834    1.2761    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5927    1.5118   -0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5288   -1.1405    0.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5086    0.4720   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9808   -0.4974   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1673   -2.0884   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 42  1  0
 42 40  1  0
 40 41  1  0
 40 39  1  0
 39 36  1  0
 36 37  1  0
 36 38  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 26 25  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 36  3  1  0
 28 26  1  0
 33 26  1  0
 12 54  1  0
 12 55  1  0
 12 56  1  0
 10 53  1  0
  9 52  1  0
  8 51  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  5 47  1  0
  4 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
 42 97  1  0
 42 98  1  0
 40 95  1  1
 41 96  1  0
 39 93  1  0
 39 94  1  0
 37 87  1  0
 37 88  1  0
 37 89  1  0
 38 90  1  0
 38 91  1  0
 38 92  1  0
 13 57  1  0
 14 58  1  0
 15 59  1  0
 16 60  1  0
 18 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 20 65  1  0
 21 66  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 25 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 32 80  1  0
 34 81  1  0
 34 82  1  0
 34 83  1  0
 35 84  1  0
 35 85  1  0
 35 86  1  0
M  END


  Mrv1652309032218232D          

 42 44  0  0  1  0            999 V2000
  -12.3112   -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
  -11.0737   -7.9697    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
   -9.8362   -7.2552    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
   -8.5987   -6.5408    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
   -7.3612   -5.8263    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
   -6.1237   -5.1118    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
   -4.8862   -4.3974    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
   -3.6487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362   -4.3974    0.0000 C   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
    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  1  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  1  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
    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
  -10.6612   -8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0292   -8.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0292   -9.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0737   -9.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8987   -9.3987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.3112  -10.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3112   -8.6842    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  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 26 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
  2 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0178405

> <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@@]12O[C@]1(C)CCCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O2/c1-30(18-13-20-32(3)22-23-36-34(5)28-35(41)29-37(36,6)7)16-11-12-17-31(2)19-14-21-33(4)24-27-40-38(8,9)25-15-26-39(40,10)42-40/h11-14,16-24,27,35,41H,15,25-26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,23-22+,27-24+,30-16+,31-17+,32-20+,33-21+/t35-,39-,40+/m1/s1

> <INCHI_KEY>
LLQCIZOXARRMDO-HGTNRAFMSA-N

> <FORMULA>
C40H56O2

> <MOLECULAR_WEIGHT>
568.886

> <EXACT_MASS>
568.428031043

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
73.23397741789366

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

> <JCHEM_LOGP>
9.263565111333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0895061233038223

> <JCHEM_POLAR_SURFACE_AREA>
32.76

> <JCHEM_REFRACTIVITY>
192.01300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0     -22.981 -13.543   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -22.211 -14.877   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -20.671 -14.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -19.901 -13.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -18.361 -13.543   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -17.591 -12.209   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -18.361 -10.876   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.051 -12.209   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -15.281 -10.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.741 -10.876   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.971  -9.542   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -13.741  -8.208   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -11.431  -9.542   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.661  -8.208   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.121  -8.208   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.351  -6.875   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.811  -6.875   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.041  -8.208   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.041  -5.541   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.501  -5.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.731  -4.207   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.191  -4.207   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.421  -5.541   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.421  -2.874   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.119  -2.874   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.889  -1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.445  -0.770   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.889  -0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.119   1.334   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.556  -0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.556  -1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.223  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.946  -3.670   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.500  -3.670   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -19.901 -16.210   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -18.721 -15.221   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -18.721 -17.200   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -20.671 -17.544   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -22.211 -17.544   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -22.981 -18.878   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -22.981 -16.210   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4   36                                                  
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   33                                             
CONECT   27   26   28                                                       
CONECT   28   27   26   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   26   34   35                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36    3   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    2                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O₂

Average Mass

568.8860 Da

Monoisotopic Mass

568.42803 Da

IUPAC Name

Not Available

Traditional Name

Not Available

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@@]12O[C@]1(C)CCCC2(C)C

InChI Identifier

InChI=1S/C40H56O2/c1-30(18-13-20-32(3)22-23-36-34(5)28-35(41)29-37(36,6)7)16-11-12-17-31(2)19-14-21-33(4)24-27-40-38(8,9)25-15-26-39(40,10)42-40/h11-14,16-24,27,35,41H,15,25-26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,23-22+,27-24+,30-16+,31-17+,32-20+,33-21+/t35-,39-,40+/m1/s1

InChI Key

LLQCIZOXARRMDO-HGTNRAFMSA-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
Citrus reticulata	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
Oxepane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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

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

10203490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21587177

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol (NP0178405)

MOL for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

3D MOL for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

3D SDF for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

3D-SDF for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

PDB for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

3D PDB for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

SMILES for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

INCHI for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

Structure for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)

3D Structure for NP0178405 ((1r)-3,5,5-trimethyl-4-[(1e,3e,5e,7e,9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-[(1s,6r)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol)