NP-MRD: Showing NP-Card for ζ -carotene (NP0291175)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-09 22:10:22 UTC

Updated at

2022-09-09 22:10:22 UTC

NP-MRD ID

NP0291175

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ζ -carotene

Description

(9-Cis,9'-cis)-7,7',8,8'-Tetrahydro-psi,psi-carotene, also known as 9,9'-di-cis-zeta-carotene or carotene, zeta, belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They 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. Thus, (9-cis,9'-cis)-7,7',8,8'-tetrahydro-psi,psi-carotene is considered to be an isoprenoid lipid molecule (9-cis,9'-cis)-7,7',8,8'-Tetrahydro-psi,psi-carotene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (9-cis,9'-cis)-7,7',8,8'-Tetrahydro-psi,psi-carotene exists in all living organisms, ranging from bacteria to humans. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048 , 15003396 ). Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. ζ -carotene is found in Rosa rugosa. It was first documented in 1992 (PMID: 1416048). Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer (PMID: 15003396) (PMID: 8617254).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306162021072D          

 40 39  0  0  0  0            999 V2000
 9994.7606 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0459 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3310 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6163 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9013 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1865 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9013 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4718 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7570 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.0420 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.3273 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.0420 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7612 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4747 9994.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3334 9988.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3324 9989.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6178 9989.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0469 9989.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6179 9990.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9029 9991.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1876 9992.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1870 9993.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4726 9991.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4728 9993.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9034 9990.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0476 9987.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0476 9988.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7619 9986.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7619 9986.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.4767 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.1902 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9058 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6214 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3349 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6214 9986.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.0505 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.7662 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.4797 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.1953 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.4797 9986.0377    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  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
 10 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 19 25  2  0  0  0  0
 25 20  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 27 15  2  0  0  0  0
 14 24  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

100 99  0  0  0  0  0  0  0  0999 V2000
  -16.2907    0.3283    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1460   -0.6108    0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4482   -1.9900    1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9876   -0.2946    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7376   -1.0580    0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5470   -0.6431    0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8868    0.5925    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4743    1.9270    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6183    0.4309   -0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7001    1.3923   -0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6064    1.9242    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9622    0.8851    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7608    0.2111    2.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7427    0.5091    0.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8366    1.0129   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5992    0.4978   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5333    0.8422   -1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470    1.6879   -2.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567    0.2990   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674    0.4533   -1.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9671   -0.1338   -1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1581   -0.0119   -2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -0.3894   -1.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -0.9964   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456   -0.7876   -2.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7321   -1.0235   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6639   -1.4746   -3.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9693   -1.5423   -3.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9755   -2.0436   -4.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3984   -0.8695   -1.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9688   -1.7110   -0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2840   -0.6774    0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5067   -0.3391    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6331   -0.9797   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7331    0.8029    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4653    0.5162    2.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8108   -0.0172    2.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8934    0.7160    2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9440    2.1562    2.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1942    0.0077    2.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1897   -0.1590    0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6107    0.5472    1.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0995    1.2628    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5201   -2.5452    1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0666   -1.9617    2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9862   -2.5270    0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9044    0.7544   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5102   -1.0364   -0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9181   -2.1614    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8077   -1.4629    1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8553   -0.3499    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6996    2.6303    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8318    2.2881   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3259    1.9790    1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2574   -0.6426    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2095    0.9327   -1.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3197    2.2506   -1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9350    2.8011    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8085    2.3782   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6966   -0.8823    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7523    0.6106    2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2633    0.5011    3.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3888   -0.2730    1.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0194    1.7602   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4037   -0.2331    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6243    1.1460   -2.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    2.7022   -2.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045    1.6804   -2.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922   -0.4384   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    1.0179   -2.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.6864   -0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0729    0.4839   -3.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.1357    0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -0.2107    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -1.9337   -0.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2174   -1.0955   -3.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0116   -0.8607   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3124   -1.7451   -4.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6161   -3.0190   -4.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1238   -1.3124   -4.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8955   -2.2534   -3.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2478   -0.0998   -2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -0.1441   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1453   -2.3659   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8416   -2.2438   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4177   -0.3016    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3209   -0.9629   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5895   -0.3922   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8558   -1.9884    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7395    1.2676    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2726    1.5800    0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5581    1.4070    3.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8375   -0.2085    3.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8370   -1.1128    2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0258    2.6189    3.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2702    2.6633    1.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7102    2.3513    3.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5439    0.1973    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9105    0.3856    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0538   -1.0514    2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  3
 38 39  1  0
 38 40  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  4 47  1  0
  5 48  1  0
  5 49  1  0
  6 50  1  0
  6 51  1  0
  8 52  1  0
  8 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  0
 10 57  1  0
 11 58  1  0
 11 59  1  0
 13 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 15 64  1  0
 16 65  1  0
 18 66  1  0
 18 67  1  0
 18 68  1  0
 19 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 24 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 26 77  1  0
 27 78  1  0
 29 79  1  0
 29 80  1  0
 29 81  1  0
 30 82  1  0
 30 83  1  0
 31 84  1  0
 31 85  1  0
 32 86  1  0
 34 87  1  0
 34 88  1  0
 34 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 39 95  1  0
 39 96  1  0
 39 97  1  0
 40 98  1  0
 40 99  1  0
 40100  1  0
M  END


  Mrv1652306162021072D          

 40 39  0  0  0  0            999 V2000
 9994.7606 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0459 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3310 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6163 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9013 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.1865 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9013 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.4718 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7570 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.0420 9994.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.3273 9994.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.0420 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7612 9995.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4747 9994.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3334 9988.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3324 9989.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6178 9989.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0469 9989.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6179 9990.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9029 9991.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1876 9992.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1870 9993.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4726 9991.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.4728 9993.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9034 9990.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0476 9987.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0476 9988.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7619 9986.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7619 9986.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.4767 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.1902 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9058 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6214 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.3349 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.6214 9986.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.0505 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.7662 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.4797 9986.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.1953 9987.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.4797 9986.0377    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  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
 10 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 19 25  2  0  0  0  0
 25 20  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 27 15  2  0  0  0  0
 14 24  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0291175

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-

> <INCHI_KEY>
BIWLELKAFXRPDE-ZURBLSRNSA-N

> <FORMULA>
C40H60

> <MOLECULAR_WEIGHT>
540.9044

> <EXACT_MASS>
540.46950192

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
71.89933698511273

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10Z,12E,14E,16E,18E,20E,22Z,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,20,22,26,30-undecaene

> <ALOGPS_LOGP>
9.38

> <JCHEM_LOGP>
12.655675132666666

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
195.57280000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.37e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,9'-di-cis-zeta-carotene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-JUN-20         0                                  
HETATM    1  C   UNK     0    8656.8868656.782   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8655.5528656.012   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8654.2188656.782   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8652.8848656.012   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8651.5498656.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8650.2158656.012   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8651.5498658.321   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8648.8818656.782   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8647.5468656.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8646.2128656.782   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8644.8788656.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8646.2128658.321   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8656.8888658.321   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8658.2198656.011   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.5568645.224   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.5548646.765   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8662.2208647.537   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.8878647.535   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8662.2208649.076   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8660.8858651.387   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8659.5508652.162   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8659.5498653.702   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8658.2158651.391   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8658.2168654.473   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8660.8868649.847   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8664.8898642.914   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8664.8898644.454   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8666.2228642.144   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8666.2228640.605   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8667.5568642.914   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8668.8888642.145   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8670.2248642.914   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8671.5608642.145   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8672.8928642.914   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8671.5608640.604   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8674.2288642.145   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8675.5638642.914   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8676.8958642.145   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8678.2318642.914   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0    8676.8958640.604   0.000  0.00  0.00           C+0
CONECT    1    2   13   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    8                                                       
CONECT    7    5                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    1                                                            
CONECT   14    1   24                                                       
CONECT   15   16   27                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19                                                       
CONECT   18   16                                                            
CONECT   19   17   25                                                       
CONECT   20   21   25                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21                                                            
CONECT   24   22   14                                                       
CONECT   25   19   20                                                       
CONECT   26   27   28                                                       
CONECT   27   26   15                                                       
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   31   28                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   36                                                       
CONECT   35   33                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   78    0
END

View in JSmol

Synonyms

Value	Source
(6E,10Z,12E,14E,16E,18E,20E,22Z,26E)-2,6,10,14,19,23,27,31-Octamethyldotriaconta-2,6,10,12,14,16,18,20,22,26,30-undecaene	ChEBI
9,9'-Di-cis-zeta-carotene	Kegg
9,9'-Di-cis-Z-carotene	Generator
9,9'-Di-cis-ζ-carotene	Generator
(9-cis,9'-cis)-7,7',8,8'-Tetrahydro-ψ,ψ-carotene	HMDB
Ζ-carotene	HMDB
zeta-Carotene	HMDB
Carotene, zeta	HMDB
zeta Carotene	HMDB
(9-cis,9'-cis)-7,7',8,8'-tetrahydro-Psi,psi-carotene	ChEBI

Chemical Formula

C₄₀H₆₀

Average Mass

540.9044 Da

Monoisotopic Mass

540.46950 Da

IUPAC Name

(6E,10Z,12E,14E,16E,18E,20E,22Z,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,20,22,26,30-undecaene

Traditional Name

9,9'-di-cis-zeta-carotene

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-

InChI Key

BIWLELKAFXRPDE-ZURBLSRNSA-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
Rosa rugosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They 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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Carotenes

Alternative Parents

Substituents

Carotene
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

zeta-carotene (CHEBI:48716 )
C40 isoprenoids (tetraterpenes) (C15857 )
C40 isoprenoids (tetraterpenes) (LMPR01070295 )

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	9.38	ALOGPS
logP	12.66	ChemAxon
logS	-6.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	195.57 m³·mol⁻¹	ChemAxon
Polarizability	71.9 Å³	ChemAxon
Number of Rings	0	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

HMDB0003063

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6440490

PDB ID

Not Available

ChEBI ID

48716

Good Scents ID

Not Available

References

General References

Khachik F, Beecher GR, Goli MB, Lusby WR, Smith JC Jr: Separation and identification of carotenoids and their oxidation products in the extracts of human plasma. Anal Chem. 1992 Sep 15;64(18):2111-22. doi: 10.1021/ac00042a016. [PubMed:1416048 ]
Fraser PD, Bramley PM: The biosynthesis and nutritional uses of carotenoids. Prog Lipid Res. 2004 May;43(3):228-65. doi: 10.1016/j.plipres.2003.10.002. [PubMed:15003396 ]
Albrecht M, Linden H, Sandmann G: Biochemical characterization of purified zeta-carotene desaturase from Anabaena PCC 7120 after expression in Escherichia coli. Eur J Biochem. 1996 Feb 15;236(1):115-20. doi: 10.1111/j.1432-1033.1996.00115.x. [PubMed:8617254 ]
LOTUS database [Link]

Showing NP-Card for ζ -carotene (NP0291175)

MOL for NP0291175 (ζ -carotene)

3D MOL for NP0291175 (ζ -carotene)

3D SDF for NP0291175 (ζ -carotene)

3D-SDF for NP0291175 (ζ -carotene)

PDB for NP0291175 (ζ -carotene)

3D PDB for NP0291175 (ζ -carotene)

SMILES for NP0291175 (ζ -carotene)

INCHI for NP0291175 (ζ -carotene)

Structure for NP0291175 (ζ -carotene)

3D Structure for NP0291175 (ζ -carotene)