MiMeDB: Showing metabocard for beta-Cryptoxanthin (MMDBc0052890)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:08:13 UTC

Update Date

2024-04-30 20:43:54 UTC

Metabolite ID

MMDBc0052890

Metabolite Identification

Common Name

beta-Cryptoxanthin

Description

beta-Cryptoxanthin has been isolated from abalone, fish eggs, and many higher plants. beta-Cryptoxanthin is a major source of vitamin A, often second only to beta-carotene, and is present in fruits such as oranges, tangerines, and papayas (PMID: 8554331 ). Frequent intake of tropical fruits that are rich in beta-cryptoxanthin is associated with higher plasma beta-cryptoxanthin concentrations in Costa Rican adolescents. Papaya intake was the best food predictor of plasma beta-cryptoxanthin concentrations. Subjects that frequently consumed (i.e. greater or equal to 3 times/day) tropical fruits with at least 50 micro g/100 g beta-cryptoxanthin (e.g. papaya, tangerine, orange, watermelon) had twofold the plasma beta-cryptoxanthin concentrations of those with intakes of less than 4 times/week (PMID: 12368412 ). A modest increase in beta-cryptoxanthin intake, equivalent to one glass of freshly squeezed orange juice per day, is associated with a reduced risk of developing inflammatory disorders such as rheumatoid arthritis (PMID: 16087992 ). Higher prediagnostic serum levels of total carotenoids and beta-cryptoxanthin were associated with lower smoking-related lung cancer risk in middle-aged and older men in Shanghai, China (PMID: 11440962 ). Consistent with inhibition of the lung cancer cell growth, beta-cryptoxanthin induced the mRNA levels of retinoic acid receptor beta (RAR-beta) in BEAS-2B cells, although this effect was less pronounced in A549 cells. Furthermore, beta-cryptoxanthin transactivated the RAR-mediated transcription activity of the retinoic acid response element. These findings suggest a mechanism of anti-proliferative action of beta-cryptoxanthin and indicate that beta-cryptoxanthin may be a promising chemopreventive agent against lung cancer (PMID: 16841329 ). Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the petals and flowers of plants in the genus Physalis, orange rind, papaya, egg yolk, butter, apples, and bovine blood serum. In a pure form, cryptoxanthin is a red crystalline solid with a metallic lustre. It is freely soluble in chloroform, benzene, pyridine, and carbon disulfide. In the human body, cryptoxanthin is converted into vitamin A (retinol) and is therefore considered a provitamin A. As with other carotenoids, cryptoxanthin is an antioxidant and may help prevent free radical damage to cells and DNA, as well as stimulate the repair of oxidative damage to DNA. Structurally, cryptoxanthin is closely related to beta-carotene, with only the addition of a hydroxyl group. It is a member of the class of carotenoids known as xanthophylls.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000372D          

 41 42  0  0  0  0            999 V2000
   -7.8604   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8604   -1.0291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1461   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1461    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4311    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5598    0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7326    0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5787   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8604   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5787    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5787    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8604    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4466   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2740   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 29  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 28  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 30  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 31  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 32  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 33  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 34  1  0  0  0  0
 25 38  2  0  0  0  0
 34 35  1  0  0  0  0
 34 40  1  0  0  0  0
 34 41  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

HMDB0033844
     RDKit          3D
beta-Cryptoxanthin
 97 98  0  0  0  0  0  0  0  0999 V2000
  -12.1247   -1.5699   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5262   -0.8528   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5982   -0.3120    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2207   -0.4363   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1886    0.0143    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8442   -0.2039   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6745   -0.8869   -1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8228    0.2731    0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4330    0.0990    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4287    0.5750    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464    0.4078    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661   -0.3013   -1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    0.9015    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510    0.8228    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    1.2242    1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    0.9375    0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    1.3673    1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    2.1494    2.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799    0.8980    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3192    1.1612    1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508    0.5941    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186    0.7141    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1163    1.5165    1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7836    0.0613   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0366    0.1952    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1453   -0.3872   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3741   -0.1098   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4544    0.7627    1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6045   -0.6379   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5012   -0.4662   -2.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5835   -1.1624   -2.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2587   -1.0193   -2.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1220   -1.2507   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8925   -1.3305   -2.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2771   -2.6965   -1.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9169    0.4114    1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3135    1.7791    1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3871   -0.4208    2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4267    0.6417    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2351   -0.5459    1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9725   -0.8956   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0361   -2.0028   -2.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4630   -2.4219   -1.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5873   -0.8952   -2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0425   -0.9670   -1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2537    0.5228    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6835   -1.2656   -1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0129   -0.2072   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3722   -1.7728   -1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9968    0.8038    1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207   -0.4371   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    1.1235    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583   -0.0811   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    0.1435   -1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515   -1.3721   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4099    1.4557    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222    0.1131   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    1.8672    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8244    0.3577   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    3.2122    2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6827    2.2105    3.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.6177    3.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0605    0.2489   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3639    1.8167    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2370   -0.0221   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2478    1.8095    2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7565    2.4046    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7723    0.9038    2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192   -0.5031   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2222    0.8439    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9753    0.2830    2.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9988    1.7594    1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5487    0.8828    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4847    0.0119   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8920   -1.6568   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6428    0.6169   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3440   -0.5371   -2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8865   -0.3614   -3.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4177   -2.0264   -3.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5310   -0.3649   -2.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2990   -1.8146   -3.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1307   -2.0582   -2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7733   -2.6949   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2710   -3.1550   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8565   -3.2736   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6137    2.0183    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8194    1.9274    0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1325    2.5713    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0771    0.1232    3.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5649   -1.1311    2.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2007   -1.1645    2.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7116    1.5495    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6000    0.7633    2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0632   -1.3569    1.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3117   -0.2191    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3040   -1.9655   -0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5316   -0.2556   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
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 40 94  1  0
 40 95  1  0
 41 96  1  0
 41 97  1  0
M  END


  Mrv1652309042000372D          

 41 42  0  0  0  0            999 V2000
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   -6.4306   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1461    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4311    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5751   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5598    0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7163   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5787   -1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2866    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8604   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5787    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5787    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8604    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4466   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2740   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 29  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 28  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 30  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 31  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 32  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 33  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 34  1  0  0  0  0
 25 38  2  0  0  0  0
 34 35  1  0  0  0  0
 34 40  1  0  0  0  0
 34 41  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052890

> <DATABASE_NAME>
MIME

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1

> <INCHI_KEY>
DMASLKHVQRHNES-FKKUPVFPSA-N

> <FORMULA>
C40H56O

> <MOLECULAR_WEIGHT>
552.887

> <EXACT_MASS>
552.433116423

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
72.71443902051081

> <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-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

> <ALOGPS_LOGP>
9.08

> <JCHEM_LOGP>
9.737362572999999

> <ALOGPS_LOGS>
-6.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.089784856860705

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
193.2813000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cryptoxanthin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033844
     RDKit          3D
beta-Cryptoxanthin
 97 98  0  0  0  0  0  0  0  0999 V2000
  -12.1247   -1.5699   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5262   -0.8528   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5982   -0.3120    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2207   -0.4363   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1886    0.0143    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8442   -0.2039   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8228    0.2731    0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6944    2.1494    2.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799    0.8980    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7836    0.0613   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0366    0.1952    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1453   -0.3872   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2222    0.8439    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9753    0.2830    2.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4177   -2.0264   -3.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.3040   -1.9655   -0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 65  1  0
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 23 67  1  0
 23 68  1  0
 24 69  1  0
 25 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  1
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 37 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 38 91  1  0
 39 92  1  0
 39 93  1  0
 40 94  1  0
 40 95  1  0
 41 96  1  0
 41 97  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0     -14.673  -0.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.673  -1.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.339  -2.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.004  -1.921   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.004  -0.377   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.339   0.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.670   0.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.337  -0.377   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   0.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -0.377   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.333   0.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.999  -0.377   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.666   0.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.330  -0.377   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.002   0.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.338  -0.377   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.671   0.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.005  -0.377   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.340   0.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.674  -0.377   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.009   0.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.342  -0.377   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.676   0.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.011  -0.377   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.345   0.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.112   1.731   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.568   1.731   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.670  -2.693   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -16.014  -2.693   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -8.002   1.934   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.666   1.934   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.005  -1.921   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.342  -1.921   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.673  -0.377   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.014   0.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.014   1.934   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.673   2.693   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.345   1.934   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.011   2.693   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.900  -1.741   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.445  -1.741   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6    7                                                  
CONECT    6    1    5   26   27                                             
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   31                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   32                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   33                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   34   38                                                  
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    4                                                            
CONECT   29    2                                                            
CONECT   30    9                                                            
CONECT   31   13                                                            
CONECT   32   18                                                            
CONECT   33   22                                                            
CONECT   34   25   35   40   41                                             
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   25   37   39                                                  
CONECT   39   38                                                            
CONECT   40   34                                                            
CONECT   41   34                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

COMPND    HMDB0033844
HETATM    1  C1  UNL     1     -12.125  -1.570  -1.866  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.526  -0.853  -0.592  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.598  -0.312   0.158  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.221  -0.436  -0.270  1.00  0.00           C  
HETATM    5  C5  UNL     1      -9.189   0.014   0.356  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.844  -0.204  -0.212  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.675  -0.887  -1.520  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.823   0.273   0.468  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.433   0.099   0.000  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.429   0.575   0.670  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.046   0.408   0.253  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.766  -0.301  -1.020  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.060   0.902   0.943  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.651   0.823   0.714  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.399   1.224   1.197  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.725   0.937   0.685  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.850   1.367   1.295  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.694   2.149   2.507  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.080   0.898   0.712  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.319   1.161   1.133  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.451   0.594   0.429  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.719   0.714   0.704  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.116   1.517   1.873  1.00  0.00           C  
HETATM   24  C24 UNL     1       8.784   0.061  -0.099  1.00  0.00           C  
HETATM   25  C25 UNL     1      10.037   0.195   0.202  1.00  0.00           C  
HETATM   26  C26 UNL     1      11.145  -0.387  -0.499  1.00  0.00           C  
HETATM   27  C27 UNL     1      12.374  -0.110  -0.005  1.00  0.00           C  
HETATM   28  C28 UNL     1      12.454   0.763   1.192  1.00  0.00           C  
HETATM   29  C29 UNL     1      13.604  -0.638  -0.599  1.00  0.00           C  
HETATM   30  C30 UNL     1      13.501  -0.466  -2.089  1.00  0.00           C  
HETATM   31  O1  UNL     1      14.583  -1.162  -2.693  1.00  0.00           O  
HETATM   32  C31 UNL     1      12.259  -1.019  -2.663  1.00  0.00           C  
HETATM   33  C32 UNL     1      11.122  -1.251  -1.658  1.00  0.00           C  
HETATM   34  C33 UNL     1       9.892  -1.331  -2.523  1.00  0.00           C  
HETATM   35  C34 UNL     1      11.277  -2.697  -1.099  1.00  0.00           C  
HETATM   36  C35 UNL     1     -11.917   0.411   1.429  1.00  0.00           C  
HETATM   37  C36 UNL     1     -11.313   1.779   1.400  1.00  0.00           C  
HETATM   38  C37 UNL     1     -11.387  -0.421   2.546  1.00  0.00           C  
HETATM   39  C38 UNL     1     -13.427   0.642   1.598  1.00  0.00           C  
HETATM   40  C39 UNL     1     -14.235  -0.546   1.160  1.00  0.00           C  
HETATM   41  C40 UNL     1     -13.972  -0.896  -0.274  1.00  0.00           C  
HETATM   42  H1  UNL     1     -13.036  -2.003  -2.364  1.00  0.00           H  
HETATM   43  H2  UNL     1     -11.463  -2.422  -1.622  1.00  0.00           H  
HETATM   44  H3  UNL     1     -11.587  -0.895  -2.550  1.00  0.00           H  
HETATM   45  H4  UNL     1     -10.043  -0.967  -1.224  1.00  0.00           H  
HETATM   46  H5  UNL     1      -9.254   0.523   1.283  1.00  0.00           H  
HETATM   47  H6  UNL     1      -6.683  -1.266  -1.727  1.00  0.00           H  
HETATM   48  H7  UNL     1      -8.013  -0.207  -2.357  1.00  0.00           H  
HETATM   49  H8  UNL     1      -8.372  -1.773  -1.569  1.00  0.00           H  
HETATM   50  H9  UNL     1      -6.997   0.804   1.381  1.00  0.00           H  
HETATM   51  H10 UNL     1      -5.221  -0.437  -0.899  1.00  0.00           H  
HETATM   52  H11 UNL     1      -4.675   1.124   1.599  1.00  0.00           H  
HETATM   53  H12 UNL     1      -3.558  -0.081  -1.781  1.00  0.00           H  
HETATM   54  H13 UNL     1      -1.842   0.144  -1.516  1.00  0.00           H  
HETATM   55  H14 UNL     1      -2.652  -1.372  -0.820  1.00  0.00           H  
HETATM   56  H15 UNL     1      -2.410   1.456   1.862  1.00  0.00           H  
HETATM   57  H16 UNL     1      -0.422   0.113  -0.229  1.00  0.00           H  
HETATM   58  H17 UNL     1       0.336   1.867   2.127  1.00  0.00           H  
HETATM   59  H18 UNL     1       1.824   0.358  -0.239  1.00  0.00           H  
HETATM   60  H19 UNL     1       2.413   3.212   2.371  1.00  0.00           H  
HETATM   61  H20 UNL     1       3.683   2.211   3.061  1.00  0.00           H  
HETATM   62  H21 UNL     1       2.021   1.618   3.237  1.00  0.00           H  
HETATM   63  H22 UNL     1       4.061   0.249  -0.179  1.00  0.00           H  
HETATM   64  H23 UNL     1       5.364   1.817   1.989  1.00  0.00           H  
HETATM   65  H24 UNL     1       6.237  -0.022  -0.464  1.00  0.00           H  
HETATM   66  H25 UNL     1       7.248   1.810   2.529  1.00  0.00           H  
HETATM   67  H26 UNL     1       8.757   2.405   1.618  1.00  0.00           H  
HETATM   68  H27 UNL     1       8.772   0.904   2.558  1.00  0.00           H  
HETATM   69  H28 UNL     1       8.419  -0.503  -0.913  1.00  0.00           H  
HETATM   70  H29 UNL     1      10.222   0.844   1.108  1.00  0.00           H  
HETATM   71  H30 UNL     1      11.975   0.283   2.055  1.00  0.00           H  
HETATM   72  H31 UNL     1      11.999   1.759   1.014  1.00  0.00           H  
HETATM   73  H32 UNL     1      13.549   0.883   1.433  1.00  0.00           H  
HETATM   74  H33 UNL     1      14.485   0.012  -0.283  1.00  0.00           H  
HETATM   75  H34 UNL     1      13.892  -1.657  -0.325  1.00  0.00           H  
HETATM   76  H35 UNL     1      13.643   0.617  -2.331  1.00  0.00           H  
HETATM   77  H36 UNL     1      15.344  -0.537  -2.742  1.00  0.00           H  
HETATM   78  H37 UNL     1      11.886  -0.361  -3.466  1.00  0.00           H  
HETATM   79  H38 UNL     1      12.418  -2.026  -3.166  1.00  0.00           H  
HETATM   80  H39 UNL     1       9.531  -0.365  -2.908  1.00  0.00           H  
HETATM   81  H40 UNL     1      10.299  -1.815  -3.510  1.00  0.00           H  
HETATM   82  H41 UNL     1       9.131  -2.058  -2.199  1.00  0.00           H  
HETATM   83  H42 UNL     1      11.773  -2.695  -0.115  1.00  0.00           H  
HETATM   84  H43 UNL     1      10.271  -3.155  -0.963  1.00  0.00           H  
HETATM   85  H44 UNL     1      11.856  -3.274  -1.811  1.00  0.00           H  
HETATM   86  H45 UNL     1     -10.614   2.018   2.194  1.00  0.00           H  
HETATM   87  H46 UNL     1     -10.819   1.927   0.392  1.00  0.00           H  
HETATM   88  H47 UNL     1     -12.133   2.571   1.477  1.00  0.00           H  
HETATM   89  H48 UNL     1     -11.077   0.123   3.439  1.00  0.00           H  
HETATM   90  H49 UNL     1     -10.565  -1.131   2.246  1.00  0.00           H  
HETATM   91  H50 UNL     1     -12.201  -1.164   2.880  1.00  0.00           H  
HETATM   92  H51 UNL     1     -13.712   1.550   1.062  1.00  0.00           H  
HETATM   93  H52 UNL     1     -13.600   0.763   2.680  1.00  0.00           H  
HETATM   94  H53 UNL     1     -14.063  -1.357   1.857  1.00  0.00           H  
HETATM   95  H54 UNL     1     -15.312  -0.219   1.183  1.00  0.00           H  
HETATM   96  H55 UNL     1     -14.304  -1.966  -0.424  1.00  0.00           H  
HETATM   97  H56 UNL     1     -14.532  -0.256  -0.972  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3    3   41
CONECT    3    4   36
CONECT    4    5    5   45
CONECT    5    6   46
CONECT    6    7    8    8
CONECT    7   47   48   49
CONECT    8    9   50
CONECT    9   10   10   51
CONECT   10   11   52
CONECT   11   12   13   13
CONECT   12   53   54   55
CONECT   13   14   56
CONECT   14   15   15   57
CONECT   15   16   58
CONECT   16   17   17   59
CONECT   17   18   19
CONECT   18   60   61   62
CONECT   19   20   20   63
CONECT   20   21   64
CONECT   21   22   22   65
CONECT   22   23   24
CONECT   23   66   67   68
CONECT   24   25   25   69
CONECT   25   26   70
CONECT   26   27   27   33
CONECT   27   28   29
CONECT   28   71   72   73
CONECT   29   30   74   75
CONECT   30   31   32   76
CONECT   31   77
CONECT   32   33   78   79
CONECT   33   34   35
CONECT   34   80   81   82
CONECT   35   83   84   85
CONECT   36   37   38   39
CONECT   37   86   87   88
CONECT   38   89   90   91
CONECT   39   40   92   93
CONECT   40   41   94   95
CONECT   41   96   97
END

HMDB0033844
     RDKit          3D
beta-Cryptoxanthin
 97 98  0  0  0  0  0  0  0  0999 V2000
  -12.1247   -1.5699   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5262   -0.8528   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5982   -0.3120    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2207   -0.4363   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1886    0.0143    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8442   -0.2039   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6745   -0.8869   -1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8228    0.2731    0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4330    0.0990    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4287    0.5750    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464    0.4078    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661   -0.3013   -1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    0.9015    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510    0.8228    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    1.2242    1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    0.9375    0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    1.3673    1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    2.1494    2.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0799    0.8980    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3192    1.1612    1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508    0.5941    0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186    0.7141    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1163    1.5165    1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7836    0.0613   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0366    0.1952    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1453   -0.3872   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3741   -0.1098   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4544    0.7627    1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6045   -0.6379   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5012   -0.4662   -2.0892 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5835   -1.1624   -2.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2587   -1.0193   -2.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1220   -1.2507   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8925   -1.3305   -2.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2771   -2.6965   -1.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9169    0.4114    1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3135    1.7791    1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3871   -0.4208    2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4267    0.6417    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2351   -0.5459    1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6835   -1.2656   -1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0129   -0.2072   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3722   -1.7728   -1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9968    0.8038    1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207   -0.4371   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    1.1235    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3364    1.8672    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8244    0.3577   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    3.2122    2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6827    2.2105    3.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.6177    3.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0605    0.2489   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3639    1.8167    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2370   -0.0221   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2478    1.8095    2.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7565    2.4046    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7723    0.9038    2.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192   -0.5031   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2222    0.8439    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9753    0.2830    2.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9988    1.7594    1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5487    0.8828    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4847    0.0119   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8920   -1.6568   -0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6428    0.6169   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3440   -0.5371   -2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8865   -0.3614   -3.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4177   -2.0264   -3.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5310   -0.3649   -2.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2990   -1.8146   -3.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1307   -2.0582   -2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7733   -2.6949   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2710   -3.1550   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8565   -3.2736   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6137    2.0183    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8194    1.9274    0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1325    2.5713    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0771    0.1232    3.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5649   -1.1311    2.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2007   -1.1645    2.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7116    1.5495    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6000    0.7633    2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0632   -1.3569    1.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3117   -0.2191    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3040   -1.9655   -0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5316   -0.2556   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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 41 97  1  0
M  END

Synonyms

Value	Source
Cryptoxanthin	ChEBI
b-Cryptoxanthin	Generator
Β-cryptoxanthin	Generator
Beta Cryptoxanthin	HMDB
Cryptoxanthins	HMDB
beta-Caroten-3-ol	HMDB
Beta Caroten 3 ol	HMDB
(3R)-Cryptoxanthin	HMDB
(3R)-beta,beta-Caroten-3-ol	HMDB
(3R)-beta-Cryptoxanthin	HMDB
(3R)-Β,β-caroten-3-ol	HMDB
(3R)-Β-cryptoxanthin	HMDB
(R)-all-trans-beta-Caroten-3-ol	HMDB
(R)-all-trans-Β-caroten-3-ol	HMDB
3-Hydroxy-beta-carotene	HMDB
3-Hydroxy-β-carotene	HMDB
Caricaxanthin	HMDB
Cryptoxanthine	HMDB
Cryptoxanthol	HMDB
Kryptoxanthin	HMDB
Neo-beta-cryptoxanthin	HMDB
Neo-β-cryptoxanthin	HMDB
all-trans-Cryptoxanthin	HMDB
all-trans-Cryptoxanthol	HMDB
all-trans-Neocryptoxanthin	HMDB
all-trans-Neocryptoxanthol	HMDB
all-trans-beta-Cryptoxanthin	HMDB
all-trans-Β-cryptoxanthin	HMDB
trans-Cryptoxanthin	HMDB
trans-beta-Crytoxanthin	HMDB
trans-Β-crytoxanthin	HMDB
Β-caroten-3-ol	HMDB
beta-Cryptoxanthin	HMDB

Molecular Formula

C₄₀H₅₆O

Average Mass

552.887

Monoisotopic Mass

552.433116423

IUPAC Name

(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

Traditional Name

cryptoxanthin

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C

InChI Identifier

InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1

InChI Key

DMASLKHVQRHNES-FKKUPVFPSA-N

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
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

carotenol (CHEBI:10362 )
C40 isoprenoids (tetraterpenes) (C08591 )
Carotenoids (C08591 )
C40 isoprenoids (tetraterpenes) (LMPR01070269 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0005 g/L	ALOGPS
logP	9.08	ALOGPS
logP	9.74	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.28 m³·mol⁻¹	ChemAxon
Polarizability	72.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("beta-Cryptoxanthin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QIT 20V, positive	splash10-03e2-0000940000-3f294d1b8006a14a01ff	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QIT 1V, positive	splash10-0gw0-0000590000-7d729e39216a9256dd6e	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 4V, negative	splash10-001i-0100390000-6e3ca267c63ed4a7b967	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-0udi-0410290000-a5c664cfd06c2fdd3324	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0udi-0510490000-039320bed3c92cf5f088	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-0ik9-1940330000-b3ae219429ec53cbcd4d	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-0ik9-1920320000-485587903906f2b18dcb	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-0901-1930100000-4fd08614a2f7381f53d5	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-0cka-1930000000-7f32a39aee17b0a4d9b7	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 25V, positive	splash10-07i2-1920000000-83c4e90e75123b21d4e9	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 27V, positive	splash10-0aos-1920000000-689e947f9f91e455db44	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 33V, positive	splash10-0avj-2910000000-1f4da5545dbcc6e23443	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 35V, positive	splash10-0apj-2910000000-2880fa73a258081c1514	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 10V, positive	splash10-0udi-0000090000-0a3807d0b0e0fcf40e23	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 12V, positive	splash10-0udi-0000190000-c531fb31efc607bca539	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 14V, positive	splash10-0udi-0000290000-9dcfda517e5c18de5c13	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 16V, positive	splash10-0w29-0100590000-8b0595fe54a9ba02ae84	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 18V, positive	splash10-0w29-0531890000-cf871a68617fa4921636	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 20V, positive	splash10-0ik9-0961640000-22863b9e3dbec1d44800	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-0423290000-bf7a8e40a11eff7bfe3c	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0649100000-9c3f50cab7f2d02e22fd	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002k-0569000000-8a2e2a50f957c26b3ab1	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000090000-d34ae69e503c3f381911	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0000090000-2fe3377fd40bc851dfc4	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0546190000-d1d53215d44121d13684	2017-06-28	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Breast Milk
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Diabetes mellitus type 1	Increased	Association	Human Blood	HMDB	16452910
Obesity		Association	Human Blood	HMDB	18997681
Obesity		Association	Human Blood	HMDB	17408529

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	2	Human

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.420	0.330	uM	Adult (>18 years old)	Both	Type I diabetes	HMDB	16452910
Human Blood	Detected and Quantified	0.100	0.0500	uM	Children (1 - 13 years old)	Not Specified	Obese	HMDB	18997681
Human Blood	Detected and Quantified	0.103	0.110	uM	Adult (>18 years old)	Not Specified	Obese	HMDB	17408529
Human Blood	Detected and Quantified	0.09		uM	Adult (>18 years old)	Female	Normal	HMDB	17116719
Human Blood	Detected and Quantified	0.09		uM	Adult (>18 years old)	Male	Normal	HMDB	17116719
Human Blood	Detected and Quantified	0.091		uM	Adult (>18 years old)	Both	Normal	HMDB	19248870
Human Blood	Detected and Quantified	0.094		uM	Adult (>18 years old)	Both	Normal	HMDB	19248870
Human Blood	Detected and Quantified	0.14		uM	Adult (>18 years old)	Both	Normal	HMDB	21272408
Human Blood	Detected and Quantified	0.14		uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.141		uM	Adult (>18 years old)	Both	Normal	HMDB	21272408
Human Blood	Detected and Quantified	0.152		uM	Adolescent (13-18 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.16		uM	Adult (>18 years old)	Male	Normal	HMDB	19371448
Human Blood	Detected and Quantified	0.16		uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.16		uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.169		uM	Adult (>18 years old)	Female	Normal	HMDB	20332276
Human Blood	Detected and Quantified	0.17		uM	Adult (>18 years old)	Male	Normal	HMDB	18053294
Human Blood	Detected and Quantified	0.174		uM	Children (1-13 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.177		uM	Adolescent (13-18 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.18		uM	Adult (>18 years old)	Female	Normal	HMDB	18053294
Human Blood	Detected and Quantified	0.18		uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.196		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.209		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.215		uM	Children (1-13 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.23		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.23		uM	Adult (>18 years old)	Male	Normal	HMDB	16160701
Human Blood	Detected and Quantified	0.245		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.27		uM	Adult (>18 years old)	Female	Normal	HMDB	19371448
Human Blood	Detected and Quantified	0.283		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.289		uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.34		uM	Adult (>18 years old)	Female	Normal	HMDB	16160701
Human Blood	Detected and Quantified	0.422		uM	Adult (>18 years old)	Both	Normal	HMDB	19022967
Human Blood	Detected and Quantified	0.0400	0.0300	uM	Adult (>18 years old)	Both	Normal	HMDB	16465196
Human Blood	Detected and Quantified	0.107	0.130	uM	Adult (>18 years old)	Male	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.116	0.0778	uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.125	0.0742	uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.130	0.180	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.130	0.190	uM	Adult (>18 years old)	Both	Normal	HMDB	16465196
Human Blood	Detected and Quantified	0.136	0.150	uM	Adult (>18 years old)	Female	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.147	0.102	uM	Adult (>18 years old)	Both	Normal	HMDB	16755268
Human Blood	Detected and Quantified	0.148	0.101	uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.150	0.0800	uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.150	0.0850	uM	Adult (>18 years old)	Both	Normal	HMDB	8000300
Human Blood	Detected and Quantified	0.150	0.160	uM	Adolescent (13-18 years old)	Male	Normal	HMDB	12368412
Human Blood	Detected and Quantified	0.160	0.110	uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.167	0.132	uM	Adult (>18 years old)	Male	Normal	HMDB	15054421
Human Blood	Detected and Quantified	0.170	0.112	uM	Adult (>18 years old)	Both	Normal	HMDB	11117617
Human Blood	Detected and Quantified	0.180	0.100	uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.180	0.120	uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.181	0.00500	uM	Adult (>18 years old)	Female	Normal	HMDB	18300693
Human Blood	Detected and Quantified	0.181	0.202	uM	Adult (>18 years old)	Male	Normal	HMDB	11522560
Human Blood	Detected and Quantified	0.190	0.160	uM	Adolescent (13-18 years old)	Female	Normal	HMDB	12368412
Human Blood	Detected and Quantified	0.194	0.121	uM	Adult (>18 years old)	Female	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.200	0.120	uM	Adult (>18 years old)	Male	Normal	HMDB	10024624
Human Blood	Detected and Quantified	0.203	0.165	uM	Adult (>18 years old)	Male	Normal	HMDB	11744516
Human Blood	Detected and Quantified	0.220	0.210	uM	Children (1 - 13 years old)	Not Specified	Normal	HMDB	18997681
Human Blood	Detected and Quantified	0.225	0.167	uM	Adult (>18 years old)	Female	Normal	HMDB	15054421
Human Blood	Detected and Quantified	0.250	0.350	uM	Adult (>18 years old)	Both	Normal	HMDB	15483635
Human Blood	Detected and Quantified	0.259	0.123	uM	Adult (>18 years old)	Male	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.270	0.170	uM	Adult (>18 years old)	Female	Normal	HMDB	10024624
Human Blood	Detected and Quantified	0.275	0.295	uM	Adult (>18 years old)	Female	Normal	HMDB	11522560
Human Blood	Detected and Quantified	0.295	0.279	uM	Adult (>18 years old)	Female	Normal	HMDB	18813024
Human Blood	Detected and Quantified	0.313	0.172	uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.324	0.174	uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.327	0.175	uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.374	0.190	uM	Adult (>18 years old)	Female	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.465	0.351	uM	Adult (>18 years old)	Female	Normal	HMDB	18813024
Human Blood	Detected and Quantified	0.620	0.330	uM	Adult (>18 years old)	Female	Normal	HMDB	15105183
Human Blood	Detected and Quantified	0.700	0.310	uM	Adult (>18 years old)	Female	Normal	HMDB	15105183
Human Blood	Detected and Quantified	130	90	uM	Adult (>18 years old)	Male	Normal	HMDB	8379507
Human Blood	Detected and Quantified	170	50	uM	Adult (>18 years old)	Female	Normal	HMDB	8030600
Human Blood	Detected and Quantified	221.751	113.408	uM	Adult (>18 years old)	Female	Normal	HMDB	9568782
Human Blood	Detected and Quantified	240	160	uM	Adult (>18 years old)	Male	Normal	HMDB	8379507
Human Blood	Detected and Quantified	240.381	118.291	uM	Adult (>18 years old)	Male	Normal	HMDB	9568782
Human Breast milk	Detected but not Quantified				Adult (>18 years old)	Female	Normal	HMDB	9164160
Human Blood	Detected but not Quantified				Adult (>18 years old)	Female	Normal	HMDB	9164160
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0033844

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Cryptoxanthin

METLIN ID

Not Available

PubChem Compound

5281235

PDB ID

Not Available

ChEBI ID

10362

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Child JA: Haematology reporting. Nurs Times. 1975 Jul 3;71(27):1045-8. [PubMed:1144092 ]
Wingerath T, Stahl W, Sies H: beta-Cryptoxanthin selectively increases in human chylomicrons upon ingestion of tangerine concentrate rich in beta-cryptoxanthin esters. Arch Biochem Biophys. 1995 Dec 20;324(2):385-90. doi: 10.1006/abbi.1995.0052. [PubMed:8554331 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Yuan JM, Ross RK, Chu XD, Gao YT, Yu MC: Prediagnostic levels of serum beta-cryptoxanthin and retinol predict smoking-related lung cancer risk in Shanghai, China. Cancer Epidemiol Biomarkers Prev. 2001 Jul;10(7):767-73. [PubMed:11440962 ]
Irwig MS, El-Sohemy A, Baylin A, Rifai N, Campos H: Frequent intake of tropical fruits that are rich in beta-cryptoxanthin is associated with higher plasma beta-cryptoxanthin concentrations in Costa Rican adolescents. J Nutr. 2002 Oct;132(10):3161-7. doi: 10.1093/jn/131.10.3161. [PubMed:12368412 ]
Uchiyama S, Sumida T, Yamaguchi M: Oral administration of beta-cryptoxanthin induces anabolic effects on bone components in the femoral tissues of rats in vivo. Biol Pharm Bull. 2004 Feb;27(2):232-5. doi: 10.1248/bpb.27.232. [PubMed:14758041 ]
Ruano-Ravina A, Barros-Dios JM, Figueiras A, Branas-Tato P: Correspondence re Yuan JM et al., Prediagnostic levels of serum beta-cryptoxanthin and retinol predict smoking-related lung cancer risk in Shanghai, China. 2001;10:767-73. Neuhoser ML et al., Fruits and vegetables are associated with lower lung cancer risk only in the placebo arm of the beta-carotene and retinol efficacy trial (CARET). 2002;12:350-8. Satia-Abouta J et al., Associations of micronutrients with colon cancer risk in African Americans and whites: results from the North Carolina Colon Cancer Study. 2003;12:747-54. Cancer Epidemiol Biomarkers Prev. 2004 Apr;13(4):679-80; author reply 680. [PubMed:15066939 ]
Pattison DJ, Symmons DP, Lunt M, Welch A, Bingham SA, Day NE, Silman AJ: Dietary beta-cryptoxanthin and inflammatory polyarthritis: results from a population-based prospective study. Am J Clin Nutr. 2005 Aug;82(2):451-5. doi: 10.1093/ajcn.82.2.451. [PubMed:16087992 ]
Lian F, Hu KQ, Russell RM, Wang XD: Beta-cryptoxanthin suppresses the growth of immortalized human bronchial epithelial cells and non-small-cell lung cancer cells and up-regulates retinoic acid receptor beta expression. Int J Cancer. 2006 Nov 1;119(9):2084-9. doi: 10.1002/ijc.22111. [PubMed:16841329 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Cryptoxanthin (MMDBc0052890)

MOL for #<Metabolite:0x00007fdb469b59f0>

3D MOL for #<Metabolite:0x00007fdb469b59f0>

3D SDF for #<Metabolite:0x00007fdb469b59f0>

3D-SDF for #<Metabolite:0x00007fdb469b59f0>

PDB for #<Metabolite:0x00007fdb469b59f0>

3D PDB for #<Metabolite:0x00007fdb469b59f0>

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Structure for #<Metabolite:0x00007fdb469b59f0>

3D Structure for #<Metabolite:0x00007fdb469b59f0>