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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 18:37:02 UTC

Update Date

2022-03-07 02:53:52 UTC

HMDB ID

HMDB0033844

Secondary Accession Numbers

HMDB0240576
HMDB33844

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
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   -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
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   -2.4099    1.4557    1.8618 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
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 39 93  1  0
 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
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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
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    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
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 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>
HMDB0033844

> <DATABASE_NAME>
hmdb

> <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
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 18 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 23 66  1  0
 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
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    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
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    8.4192   -0.5031   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
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   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
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  -14.5316   -0.2556   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

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

Chemical Formula

C₄₀H₅₆O

Average Molecular Weight

552.887

Monoisotopic Molecular Weight

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

472-70-8

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 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172 - 173 °C	Not Available
Boiling Point	682.90 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.9e-11 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	13.670 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	262.961	30932474
DeepCCS	[M-H]-	260.997	30932474
DeepCCS	[M-2H]-	294.238	30932474
DeepCCS	[M+Na]+	268.701	30932474
AllCCS	[M+H]+	255.6	32859911
AllCCS	[M+H-H2O]+	253.8	32859911
AllCCS	[M+NH4]+	257.2	32859911
AllCCS	[M+Na]+	257.7	32859911
AllCCS	[M-H]-	228.0	32859911
AllCCS	[M+Na-2H]-	231.4	32859911
AllCCS	[M+HCOO]-	235.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Cryptoxanthin	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	5621.7	Standard polar	33892256
beta-Cryptoxanthin	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	4703.0	Standard non polar	33892256
beta-Cryptoxanthin	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	4303.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Cryptoxanthin,1TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O[Si](C)(C)C)CC2(C)C)C(C)(C)CCC1	4639.0	Semi standard non polar	33892256
beta-Cryptoxanthin,1TBDMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC2(C)C)C(C)(C)CCC1	4822.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Cryptoxanthin GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Cryptoxanthin GC-MS ("beta-Cryptoxanthin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Cryptoxanthin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QIT 20V, positive-QTOF	splash10-03e2-0000940000-3f294d1b8006a14a01ff	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QIT 1V, positive-QTOF	splash10-0gw0-0000590000-7d729e39216a9256dd6e	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 4V, negative-QTOF	splash10-001i-0100390000-6e3ca267c63ed4a7b967	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 7V, positive-QTOF	splash10-0udi-0410290000-a5c664cfd06c2fdd3324	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 10V, positive-QTOF	splash10-0udi-0510490000-039320bed3c92cf5f088	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 15V, positive-QTOF	splash10-0ik9-1940330000-b3ae219429ec53cbcd4d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 17V, positive-QTOF	splash10-0ik9-1920320000-485587903906f2b18dcb	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 20V, positive-QTOF	splash10-0901-1930100000-4fd08614a2f7381f53d5	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 23V, positive-QTOF	splash10-0cka-1930000000-7f32a39aee17b0a4d9b7	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 25V, positive-QTOF	splash10-07i2-1920000000-83c4e90e75123b21d4e9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 27V, positive-QTOF	splash10-0aos-1920000000-689e947f9f91e455db44	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 33V, positive-QTOF	splash10-0avj-2910000000-1f4da5545dbcc6e23443	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QTOF 35V, positive-QTOF	splash10-0apj-2910000000-2880fa73a258081c1514	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 10V, positive-QTOF	splash10-0udi-0000090000-0a3807d0b0e0fcf40e23	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 12V, positive-QTOF	splash10-0udi-0000190000-c531fb31efc607bca539	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 14V, positive-QTOF	splash10-0udi-0000290000-9dcfda517e5c18de5c13	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 16V, positive-QTOF	splash10-0w29-0100590000-8b0595fe54a9ba02ae84	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 18V, positive-QTOF	splash10-0w29-0531890000-cf871a68617fa4921636	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - beta-Cryptoxanthin QqQ 20V, positive-QTOF	splash10-0ik9-0961640000-22863b9e3dbec1d44800	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 10V, Positive-QTOF	splash10-0f79-0423290000-bf7a8e40a11eff7bfe3c	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 20V, Positive-QTOF	splash10-0002-0649100000-9c3f50cab7f2d02e22fd	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 40V, Positive-QTOF	splash10-002k-0569000000-8a2e2a50f957c26b3ab1	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 10V, Negative-QTOF	splash10-0udi-0000090000-d34ae69e503c3f381911	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 20V, Negative-QTOF	splash10-0udi-0000090000-2fe3377fd40bc851dfc4	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Cryptoxanthin 40V, Negative-QTOF	splash10-000i-0546190000-d1d53215d44121d13684	2017-06-28	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Breast Milk
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.103 +/- 0.110 uM	Adult (>18 years old)	Not Specified	Obese	17408529	details
Blood	Detected and Quantified	0.135 +/- 0.160 uM	Adult (>18 years old)	Not Specified	Overweight	17408529	details
Blood	Detected and Quantified	0.420 +/- 0.330 uM	Adult (>18 years old)	Both	Type I diabetes	16452910	details
Blood	Detected and Quantified	0.100 +/- 0.0500 uM	Children (1 - 13 years old)	Not Specified	Obese	18997681	details
Blood	Detected and Quantified	0.180 +/- 0.110 uM	Children (1 - 13 years old)	Not Specified	Overweight	18997681	details

Associated Disorders and Diseases

Disease References

Obesity
Vioque J, Weinbrenner T, Asensio L, Castello A, Young IS, Fletcher A: Plasma concentrations of carotenoids and vitamin C are better correlated with dietary intake in normal weight than overweight and obese elderly subjects. Br J Nutr. 2007 May;97(5):977-86. [PubMed:17408529 ] Burrows TL, Warren JM, Colyvas K, Garg ML, Collins CE: Validation of overweight children's fruit and vegetable intake using plasma carotenoids. Obesity (Silver Spring). 2009 Jan;17(1):162-8. doi: 10.1038/oby.2008.495. Epub 2008 Nov 6. [PubMed:18997681 ]
Diabetes mellitus type 1
Granado-Lorencio F, Olmedilla-Alonso B, Blanco-Navarro I, Botella-Romero F, Simal-Anton A: Assessment of carotenoid status and the relation to glycaemic control in type I diabetics: a follow-up study. Eur J Clin Nutr. 2006 Aug;60(8):1000-8. Epub 2006 Feb 1. [PubMed:16452910 ]

Associated OMIM IDs

601665 (Obesity)
222100 (Diabetes mellitus type 1)

External Links

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1701401

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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. [PubMed:8554331 ]
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. [PubMed:12368412 ]
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. [PubMed:16087992 ]
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 ]
Child JA: Haematology reporting. Nurs Times. 1975 Jul 3;71(27):1045-8. [PubMed:1144092 ]
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 ]
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. [PubMed:16841329 ]
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. [PubMed:14758041 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
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. 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. 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) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. 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 (HMDB0033844)

MOL for HMDB0033844 (beta-Cryptoxanthin)

3D MOL for HMDB0033844 (beta-Cryptoxanthin)

3D SDF for HMDB0033844 (beta-Cryptoxanthin)

3D-SDF for HMDB0033844 (beta-Cryptoxanthin)

PDB for HMDB0033844 (beta-Cryptoxanthin)

3D PDB for HMDB0033844 (beta-Cryptoxanthin)

SMILES for HMDB0033844 (beta-Cryptoxanthin)

INCHI for HMDB0033844 (beta-Cryptoxanthin)

Structure for HMDB0033844 (beta-Cryptoxanthin)

3D Structure for HMDB0033844 (beta-Cryptoxanthin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra