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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 21:17:47 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003451

Secondary Accession Numbers

HMDB03451

Metabolite Identification

Common Name

(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol

Description

(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048 , 15003396 ).

Structure

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

  Mrv1652307191923422D          

 42 43  0  0  0  0            999 V2000
 9993.879410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5939 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.310410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0249 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.739410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4538 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.168310000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8828 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.597210000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3109 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.026610000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.168310001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.310410001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.930510001.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.980810001.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8794 9998.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0216 9998.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10003.8817 9993.8096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10004.5962 9994.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
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  7 12  1  0  0  0  0
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  9 10  2  0  0  0  0
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 41 36  1  6  0  0  0
 39 35  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

HMDB0003451
     RDKit          3D
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol
 98 99  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv1652307191923422D          

 42 43  0  0  0  0            999 V2000
 9993.879410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5939 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.310410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9996.739410000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9998.168310000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8828 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.597210000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3109 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.026610000.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.168310001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.310410001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.930510001.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.980810001.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8794 9998.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0216 9998.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.450510000.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.736010000.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.7360 9999.1752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9992.4505 9998.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1650 9999.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.165010000.0003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.7407 9999.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7401 9999.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.455510000.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4543 9998.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4537 9997.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1679 9997.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1673 9996.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8826 9997.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8806 9996.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.9070 9995.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.4068 9994.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4515 9995.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8819 9992.9835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.5961 9995.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8817 9995.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1671 9995.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1672 9994.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8817 9993.8096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10004.5962 9994.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 23  1  1  1  0  0  0
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 22 16  1  0  0  0  0
 11 24  2  0  0  0  0
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 29 31  1  0  0  0  0
 37 38  1  0  0  0  0
 37 42  1  0  0  0  0
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 41 36  1  6  0  0  0
 39 35  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003451

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(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/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16-,31-19+,32-20+/t35-,36+,37-/m0/s1

> <INCHI_KEY>
KBPHJBAIARWVSC-FQOFPEEXSA-N

> <FORMULA>
C40H56O2

> <MOLECULAR_WEIGHT>
568.886

> <EXACT_MASS>
568.428031043

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
72.15062729104966

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R)-4-[(1E,3E,5E,7E,9E,11Z,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

> <ALOGPS_LOGP>
8.29

> <JCHEM_LOGP>
8.550209330666668

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.907213404525137

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.21727233987641

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9139435291721482

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
195.06340000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.32e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R)-4-[(1E,3E,5E,7E,9E,11Z,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003451
     RDKit          3D
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol
 98 99  0  0  0  0  0  0  0  0999 V2000
    8.6565   -2.1437   -1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7285   -1.3122   -1.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7029   -0.8341   -1.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8169    0.0076   -1.2828 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9905   -0.7022   -1.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4373    0.5482    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7610   -0.4749    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8154   -1.6350    1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581    0.0450    2.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5330   -1.0399    0.3622 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2638   -0.3368    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9253    0.8157    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620    1.2575    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5727    0.3970    0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0597    2.3879    1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878    2.5606    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596    3.4681    1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    3.1972    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677    1.5669    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560    3.6318    1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    2.7226    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    2.3855   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.1345   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137    0.8426   -1.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1176   -0.5714   -2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    0.4804   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    0.6148   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2990    0.2276   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2570    0.4555    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849    1.1633    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5352    0.0116    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7539   -0.3265    0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0671   -0.7115    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8930   -0.1074    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3329    0.9054    1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3115   -0.4402    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5183   -1.9391    0.9003 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.9245   -2.0993    0.7963 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9268   -2.3425   -0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5782   -1.8610   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5535   -1.4824   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5523   -3.0137   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1196   -2.7812   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0114   -2.8417   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8264   -1.5367   -2.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7747   -1.0213   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9183    0.8872   -1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8247   -1.4996   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8579    1.4745   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3673    0.8533    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266   -1.2385    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6167   -2.2745    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6348   -2.2128    1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4363   -0.4034    3.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6915   -0.2528    2.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8575    1.1266    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3665   -2.0652    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3795   -0.9025    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    1.4179    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1833    1.0051   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7154    0.1833    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8895   -0.5760   -0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7289    3.0031    2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1800    1.8656    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    4.2403    2.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747    1.4273    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844    1.1958    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0340    1.2527    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    4.5528    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478    2.1780   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    2.8644    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    0.8102   -1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -1.2500   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473   -0.4610   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -0.1119   -2.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029    0.1445   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    1.0419    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631   -0.2511   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0999    1.9871    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211    1.6338    1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    0.5227    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8881    0.5847    1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4182   -0.9854   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2170    1.4696    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7487    0.5597    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8127    1.7282    1.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8198    0.0376    0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8046   -0.0685    1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2374   -2.5226    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2449   -2.8369    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9316   -3.4707   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6533   -1.9860   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7088   -0.3689   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5986   -1.6901   -2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.5732   -2.6861   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0450   -3.6882    0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4959   -3.5339   -1.5261 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
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  7 10  1  0
 10 11  1  0
 11 12  2  0
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 13 14  1  0
 13 15  2  0
 15 16  1  0
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 17 18  1  0
 18 19  1  0
 18 20  2  0
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 33 34  2  0
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 40 33  1  0
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 12 59  1  0
 14 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 16 64  1  0
 17 65  1  0
 19 66  1  0
 19 67  1  0
 19 68  1  0
 20 69  1  0
 21 70  1  0
 22 71  1  0
 23 72  1  0
 25 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  0
 27 77  1  0
 28 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
 35 84  1  0
 35 85  1  0
 35 86  1  0
 36 87  1  0
 36 88  1  0
 37 89  1  1
 38 90  1  0
 39 91  1  0
 39 92  1  0
 41 93  1  0
 41 94  1  0
 41 95  1  0
 42 96  1  0
 42 97  1  0
 42 98  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0    8655.2428667.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8656.5758666.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8657.9138667.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8659.2468666.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8660.5808667.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8661.9148666.666   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.2478667.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.5818666.666   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9158667.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.2478666.666   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.5838667.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.2478668.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8657.9138668.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8651.6048668.634   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8653.5648668.619   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8655.2428664.356   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8649.9078664.356   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8652.5748667.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8651.2418666.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8651.2418665.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8652.5748664.357   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8653.9088665.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8653.9088666.667   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.9168666.666   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.9158665.126   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8671.2508667.435   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.2488664.355   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8671.2478662.815   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8672.5808662.044   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8672.5798660.504   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8673.9148662.813   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8673.9108659.734   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8675.8268658.849   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8676.7598657.124   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8671.2438658.194   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0    8673.9138653.569   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0    8675.2468657.421   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8673.9138658.191   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8672.5798657.421   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0    8672.5798655.881   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0    8673.9138655.111   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0    8675.2468655.881   0.000  0.00  0.00           C+0
CONECT    1    2   23                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   24                                                       
CONECT   12    7                                                            
CONECT   13    3                                                            
CONECT   14   18                                                            
CONECT   15   18                                                            
CONECT   16   22                                                            
CONECT   17   20                                                            
CONECT   18   19   23   14   15                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   17                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   16                                                  
CONECT   23   18   22    1                                                  
CONECT   24   11   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   32                                                       
CONECT   31   29                                                            
CONECT   32   38   30                                                       
CONECT   33   37                                                            
CONECT   34   37                                                            
CONECT   35   39                                                            
CONECT   36   41                                                            
CONECT   37   38   42   33   34                                             
CONECT   38   37   39   32                                                  
CONECT   39   38   40   35                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   36                                                  
CONECT   42   37   41                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

COMPND    HMDB0003451
HETATM    1  C1  UNL     1       8.656  -2.144  -1.729  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.729  -1.312  -1.130  1.00  0.00           C  
HETATM    3  C3  UNL     1      10.703  -0.834  -1.826  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.817   0.008  -1.283  1.00  0.00           C  
HETATM    5  O1  UNL     1      12.991  -0.702  -1.294  1.00  0.00           O  
HETATM    6  C5  UNL     1      11.437   0.548   0.081  1.00  0.00           C  
HETATM    7  C6  UNL     1      10.761  -0.475   0.954  1.00  0.00           C  
HETATM    8  C7  UNL     1      11.815  -1.635   1.045  1.00  0.00           C  
HETATM    9  C8  UNL     1      10.658   0.045   2.359  1.00  0.00           C  
HETATM   10  C9  UNL     1       9.533  -1.040   0.362  1.00  0.00           C  
HETATM   11  C10 UNL     1       8.264  -0.337   0.485  1.00  0.00           C  
HETATM   12  C11 UNL     1       7.925   0.816   1.011  1.00  0.00           C  
HETATM   13  C12 UNL     1       6.562   1.258   0.969  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.573   0.397   0.247  1.00  0.00           C  
HETATM   15  C14 UNL     1       6.060   2.388   1.518  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.688   2.561   1.297  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.760   3.468   1.664  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.492   3.197   1.186  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.268   1.567   1.284  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.256   3.632   1.104  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.471   2.723   0.332  1.00  0.00           C  
HETATM   22  C21 UNL     1      -0.639   2.386  -0.024  1.00  0.00           C  
HETATM   23  C22 UNL     1      -0.611   1.135  -1.009  1.00  0.00           C  
HETATM   24  C23 UNL     1      -1.714   0.843  -1.182  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.118  -0.571  -2.352  1.00  0.00           C  
HETATM   26  C25 UNL     1      -2.982   0.480  -1.448  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.980   0.615  -0.526  1.00  0.00           C  
HETATM   28  C27 UNL     1      -5.299   0.228  -0.744  1.00  0.00           C  
HETATM   29  C28 UNL     1      -6.257   0.456   0.195  1.00  0.00           C  
HETATM   30  C29 UNL     1      -5.685   1.163   1.409  1.00  0.00           C  
HETATM   31  C30 UNL     1      -7.535   0.012   0.065  1.00  0.00           C  
HETATM   32  C31 UNL     1      -8.754  -0.326   0.077  1.00  0.00           C  
HETATM   33  C32 UNL     1     -10.067  -0.712   0.058  1.00  0.00           C  
HETATM   34  C33 UNL     1     -10.893  -0.107   0.978  1.00  0.00           C  
HETATM   35  C34 UNL     1     -10.333   0.905   1.894  1.00  0.00           C  
HETATM   36  C35 UNL     1     -12.312  -0.440   1.053  1.00  0.00           C  
HETATM   37  C36 UNL     1     -12.518  -1.939   0.900  1.00  0.00           C  
HETATM   38  O2  UNL     1     -13.925  -2.099   0.796  1.00  0.00           O  
HETATM   39  C37 UNL     1     -11.927  -2.343  -0.404  1.00  0.00           C  
HETATM   40  C38 UNL     1     -10.578  -1.861  -0.746  1.00  0.00           C  
HETATM   41  C39 UNL     1     -10.554  -1.482  -2.191  1.00  0.00           C  
HETATM   42  C40 UNL     1      -9.552  -3.014  -0.557  1.00  0.00           C  
HETATM   43  H1  UNL     1       8.120  -2.781  -0.977  1.00  0.00           H  
HETATM   44  H2  UNL     1       9.011  -2.842  -2.510  1.00  0.00           H  
HETATM   45  H3  UNL     1       7.826  -1.537  -2.196  1.00  0.00           H  
HETATM   46  H4  UNL     1      10.775  -1.021  -2.910  1.00  0.00           H  
HETATM   47  H5  UNL     1      11.918   0.887  -1.958  1.00  0.00           H  
HETATM   48  H6  UNL     1      12.825  -1.500  -1.862  1.00  0.00           H  
HETATM   49  H7  UNL     1      10.858   1.475  -0.035  1.00  0.00           H  
HETATM   50  H8  UNL     1      12.367   0.853   0.596  1.00  0.00           H  
HETATM   51  H9  UNL     1      12.827  -1.239   0.984  1.00  0.00           H  
HETATM   52  H10 UNL     1      11.617  -2.275   0.167  1.00  0.00           H  
HETATM   53  H11 UNL     1      11.635  -2.213   1.979  1.00  0.00           H  
HETATM   54  H12 UNL     1      11.436  -0.403   3.052  1.00  0.00           H  
HETATM   55  H13 UNL     1       9.691  -0.253   2.850  1.00  0.00           H  
HETATM   56  H14 UNL     1      10.858   1.127   2.422  1.00  0.00           H  
HETATM   57  H15 UNL     1       9.367  -2.065   0.788  1.00  0.00           H  
HETATM   58  H16 UNL     1       7.379  -0.903   0.070  1.00  0.00           H  
HETATM   59  H17 UNL     1       8.662   1.418   1.474  1.00  0.00           H  
HETATM   60  H18 UNL     1       5.183   1.005  -0.622  1.00  0.00           H  
HETATM   61  H19 UNL     1       4.715   0.183   0.918  1.00  0.00           H  
HETATM   62  H20 UNL     1       5.890  -0.576  -0.115  1.00  0.00           H  
HETATM   63  H21 UNL     1       6.729   3.003   2.039  1.00  0.00           H  
HETATM   64  H22 UNL     1       4.180   1.866   0.559  1.00  0.00           H  
HETATM   65  H23 UNL     1       4.173   4.240   2.269  1.00  0.00           H  
HETATM   66  H24 UNL     1       1.275   1.427   1.683  1.00  0.00           H  
HETATM   67  H25 UNL     1       2.484   1.196   0.340  1.00  0.00           H  
HETATM   68  H26 UNL     1       3.034   1.253   2.049  1.00  0.00           H  
HETATM   69  H27 UNL     1       1.045   4.553   1.568  1.00  0.00           H  
HETATM   70  H28 UNL     1       1.248   2.178  -0.447  1.00  0.00           H  
HETATM   71  H29 UNL     1      -1.483   2.864   0.313  1.00  0.00           H  
HETATM   72  H30 UNL     1       0.347   0.810  -1.296  1.00  0.00           H  
HETATM   73  H31 UNL     1      -1.158  -1.250  -1.534  1.00  0.00           H  
HETATM   74  H32 UNL     1      -1.947  -0.461  -2.996  1.00  0.00           H  
HETATM   75  H33 UNL     1      -0.256  -0.112  -2.651  1.00  0.00           H  
HETATM   76  H34 UNL     1      -3.303   0.144  -2.412  1.00  0.00           H  
HETATM   77  H35 UNL     1      -3.577   1.042   0.425  1.00  0.00           H  
HETATM   78  H36 UNL     1      -5.663  -0.251  -1.663  1.00  0.00           H  
HETATM   79  H37 UNL     1      -5.100   1.987   0.998  1.00  0.00           H  
HETATM   80  H38 UNL     1      -6.521   1.634   1.991  1.00  0.00           H  
HETATM   81  H39 UNL     1      -5.098   0.523   2.044  1.00  0.00           H  
HETATM   82  H40 UNL     1      -7.888   0.585   1.340  1.00  0.00           H  
HETATM   83  H41 UNL     1      -8.418  -0.985  -1.123  1.00  0.00           H  
HETATM   84  H42 UNL     1     -11.217   1.470   2.335  1.00  0.00           H  
HETATM   85  H43 UNL     1      -9.749   0.560   2.735  1.00  0.00           H  
HETATM   86  H44 UNL     1      -9.813   1.728   1.323  1.00  0.00           H  
HETATM   87  H45 UNL     1     -12.820   0.038   0.185  1.00  0.00           H  
HETATM   88  H46 UNL     1     -12.805  -0.069   1.962  1.00  0.00           H  
HETATM   89  H47 UNL     1     -12.237  -2.523   1.774  1.00  0.00           H  
HETATM   90  H48 UNL     1     -14.245  -2.837   1.364  1.00  0.00           H  
HETATM   91  H49 UNL     1     -11.932  -3.471  -0.514  1.00  0.00           H  
HETATM   92  H50 UNL     1     -12.653  -1.986  -1.213  1.00  0.00           H  
HETATM   93  H51 UNL     1     -10.709  -0.369  -2.336  1.00  0.00           H  
HETATM   94  H52 UNL     1      -9.599  -1.690  -2.700  1.00  0.00           H  
HETATM   95  H53 UNL     1     -11.358  -1.984  -2.790  1.00  0.00           H  
HETATM   96  H54 UNL     1      -8.573  -2.686  -0.231  1.00  0.00           H  
HETATM   97  H55 UNL     1     -10.045  -3.688   0.205  1.00  0.00           H  
HETATM   98  H56 UNL     1      -9.496  -3.534  -1.526  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3    3   10
CONECT    3    4   46
CONECT    4    5    6   47
CONECT    5   48
CONECT    6    7   49   50
CONECT    7    8    9   10
CONECT    8   51   52   53
CONECT    9   54   55   56
CONECT   10   11   57
CONECT   11   12   12   58
CONECT   12   13   59
CONECT   13   14   15   15
CONECT   14   60   61   62
CONECT   15   16   63
CONECT   16   17   17   64
CONECT   17   18   65
CONECT   18   19   20   20
CONECT   19   66   67   68
CONECT   20   21   69
CONECT   21   22   22   70
CONECT   22   23   71
CONECT   23   24   24   72
CONECT   24   25   26
CONECT   25   73   74   75
CONECT   26   27   27   76
CONECT   27   28   77
CONECT   28   29   29   78
CONECT   29   30   31
CONECT   30   79   80   81
CONECT   31   32   32   82
CONECT   32   33   83
CONECT   33   34   34   40
CONECT   34   35   36
CONECT   35   84   85   86
CONECT   36   37   87   88
CONECT   37   38   39   89
CONECT   38   90
CONECT   39   40   91   92
CONECT   40   41   42
CONECT   41   93   94   95
CONECT   42   96   97   98
END

HMDB0003451
     RDKit          3D
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol
 98 99  0  0  0  0  0  0  0  0999 V2000
    8.6565   -2.1437   -1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7285   -1.3122   -1.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7029   -0.8341   -1.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8169    0.0076   -1.2828 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9905   -0.7022   -1.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4373    0.5482    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7610   -0.4749    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8154   -1.6350    1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581    0.0450    2.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5330   -1.0399    0.3622 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2638   -0.3368    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9253    0.8157    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620    1.2575    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5727    0.3970    0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0597    2.3879    1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878    2.5606    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596    3.4681    1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    3.1972    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677    1.5669    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560    3.6318    1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    2.7226    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    2.3855   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    1.1345   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137    0.8426   -1.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1176   -0.5714   -2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    0.4804   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    0.6148   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2990    0.2276   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2570    0.4555    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849    1.1633    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5352    0.0116    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7539   -0.3265    0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0671   -0.7115    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8930   -0.1074    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3329    0.9054    1.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3115   -0.4402    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5183   -1.9391    0.9003 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.9245   -2.0993    0.7963 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9268   -2.3425   -0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5782   -1.8610   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5535   -1.4824   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5523   -3.0137   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1196   -2.7812   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0114   -2.8417   -2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8264   -1.5367   -2.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7747   -1.0213   -2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9183    0.8872   -1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8247   -1.4996   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8579    1.4745   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3673    0.8533    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8266   -1.2385    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6167   -2.2745    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6348   -2.2128    1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4363   -0.4034    3.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6915   -0.2528    2.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8575    1.1266    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3665   -2.0652    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3795   -0.9025    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    1.4179    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1833    1.0051   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7154    0.1833    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8895   -0.5760   -0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7289    3.0031    2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1800    1.8656    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    4.2403    2.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747    1.4273    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844    1.1958    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0340    1.2527    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    4.5528    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478    2.1780   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    2.8644    0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    0.8102   -1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -1.2500   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473   -0.4610   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -0.1119   -2.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029    0.1445   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766    1.0419    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631   -0.2511   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0999    1.9871    0.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211    1.6338    1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    0.5227    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8881    0.5847    1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4182   -0.9854   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2170    1.4696    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7487    0.5597    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8127    1.7282    1.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8198    0.0376    0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8046   -0.0685    1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2374   -2.5226    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2449   -2.8369    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9316   -3.4707   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6533   -1.9860   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7088   -0.3689   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5986   -1.6901   -2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3585   -1.9840   -2.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5732   -2.6861   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0450   -3.6882    0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4959   -3.5339   -1.5261 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
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R,3'r,6'r,13-cis)-b,epsilon-Carotene-3,3'-diol	Generator
(3R,3'r,6'r,13-cis)-Β,epsilon-carotene-3,3'-diol	Generator
(13Z)-Lutein	HMDB
(3R,3'r,6'r,13-cis)-Β,ε-carotene-3,3'-diol	HMDB
(3R,3’R,6’r,13-cis)-β,ε-carotene-3,3’-diol	HMDB
13-cis-Lutein	HMDB
Neolutein a	HMDB
Neolutein a''	HMDB
Neolutein a’’	HMDB
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol	HMDB

Chemical Formula

C₄₀H₅₆O₂

Average Molecular Weight

568.886

Monoisotopic Molecular Weight

568.428031043

IUPAC Name

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

Traditional Name

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

CAS Registry Number

32449-88-0

SMILES

C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(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/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16-,31-19+,32-20+/t35-,36+,37-/m0/s1

InChI Key

KBPHJBAIARWVSC-FQOFPEEXSA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0003451)
Membrane (HMDB: HMDB0003451)

Source

Exogenous

Exogenous (HMDB: HMDB0003451)

Endogenous

Endogenous (HMDB: HMDB0003451)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00073 g/L	ALOGPS
logP	8.29	ALOGPS
logP	8.55	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	18.22	ChemAxon
pKa (Strongest Basic)	-0.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	195.06 m³·mol⁻¹	ChemAxon
Polarizability	72.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	257.964	30932474
DeepCCS	[M-H]-	256.069	30932474
DeepCCS	[M-2H]-	290.056	30932474
DeepCCS	[M+Na]+	263.996	30932474
AllCCS	[M+H]+	259.3	32859911
AllCCS	[M+H-H2O]+	257.6	32859911
AllCCS	[M+NH4]+	260.9	32859911
AllCCS	[M+Na]+	261.3	32859911
AllCCS	[M-H]-	231.0	32859911
AllCCS	[M+Na-2H]-	234.6	32859911
AllCCS	[M+HCOO]-	238.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol	C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(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	6137.6	Standard polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol	C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(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	4714.4	Standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol	C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(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	4370.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,1TMS,isomer #1	CC1=C[C@H](O[Si](C)(C)C)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/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	4765.9	Semi standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,1TMS,isomer #2	CC1=C[C@H](O)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O[Si](C)(C)C)CC1(C)C	4758.6	Semi standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,2TMS,isomer #1	CC1=C[C@H](O[Si](C)(C)C)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O[Si](C)(C)C)CC1(C)C	4721.6	Semi standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,1TBDMS,isomer #1	CC1=C[C@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/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	4963.0	Semi standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,1TBDMS,isomer #2	CC1=C[C@H](O)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC1(C)C	4955.0	Semi standard non polar	33892256
(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,2TBDMS,isomer #1	CC1=C[C@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC1(C)C	5160.4	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 - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS ("(3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 10V, Negative-QTOF	splash10-014i-0202090000-e7ff503087b047287234	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 20V, Negative-QTOF	splash10-014i-0405490000-4908259aa27c690d5b58	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 40V, Negative-QTOF	splash10-0201-0519300000-3ec7b022b5aedb2ab3d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 10V, Positive-QTOF	splash10-014r-0121930000-b93c4284d63c87f0039c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 20V, Positive-QTOF	splash10-0uel-0113920000-f619218ed5b32e075e70	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol 40V, Positive-QTOF	splash10-0wmi-0059500000-ba48ee62bc6ea7e22dbf	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00061427

Chemspider ID

103883021

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94424893

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Khachik F, Beecher GR, Goli MB, Lusby WR, Smith JC Jr: Separation and identification of carotenoids and their oxidation products in the extracts of human plasma. Anal Chem. 1992 Sep 15;64(18):2111-22. [PubMed:1416048 ]
Fraser PD, Bramley PM: The biosynthesis and nutritional uses of carotenoids. Prog Lipid Res. 2004 May;43(3):228-65. [PubMed:15003396 ]

Showing metabocard for (3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol (HMDB0003451)

MOL for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

3D MOL for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

3D SDF for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

3D-SDF for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

PDB for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

3D PDB for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

SMILES for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

INCHI for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

Structure for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

3D Structure for HMDB0003451 ((3R,3'R,6'R,13-cis)-beta,epsilon-Carotene-3,3'-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra