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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 02:54:33 UTC

Update Date

2021-09-24 02:54:33 UTC

HMDB ID

HMDB0303571

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Valenciaxanthin

Description

(9e)-valenciaxanthin is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units (9e)-valenciaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (9e)-valenciaxanthin can be found in citrus, which makes (9e)-valenciaxanthin a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241209132D          

 30 31  0  0  0  0            999 V2000
    2.2257   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -2.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -1.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765   -2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955    0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    0.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  7  8  1  0  0  0  0
  7 26  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0303571
     RDKit          3D
Valenciaxanthin
 70 71  0  0  0  0  0  0  0  0999 V2000
    2.7679   -4.1868   -0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -2.3468   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -2.0685   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043   -0.5305   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266    0.0161   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8108   -0.7629   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.1737    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1368   -1.0757    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1821    1.2429    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6785    1.8998    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    3.3574    0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4067    4.0827    2.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -2.6465   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.9932   -1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -2.5817   -1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -2.1092   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -2.8664   -2.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -0.9477   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103   -0.5171   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5564    0.6041    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072    0.5956    1.5504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540    1.6933    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    2.0475    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803    2.9086    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2386    2.7032    0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    3.5963    1.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    1.3075    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0660    0.3709    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2282   -1.0828    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8033    0.5143   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -4.1309    0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787   -4.5114   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823   -4.1149   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948   -2.6081   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289   -0.0092   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6165    1.1255   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7909   -1.8290    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4833   -1.6155   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8271   -1.8213    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9479   -0.4946    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0443    1.3585   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979    1.8702   -0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5618    1.3786    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559    1.8535    2.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    3.8552    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7043    3.4248    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3801    3.8689    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -3.5207   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -1.1038   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -3.5409   -2.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2579   -2.1786   -2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -3.2837   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502   -3.7047   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286   -0.4096   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519   -1.1167   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3290    1.8607   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992    3.1527    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7773    1.5889    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218    3.7594    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    3.2226    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5117    2.7983   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7788    3.9600    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658    1.3105    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803    1.1251    2.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -1.4162    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -1.7225   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -1.0606    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9565   -0.4981   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3210    1.2435   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8194    0.8834   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 22 20  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

  Mrv0541 02241209132D          

 30 31  0  0  0  0            999 V2000
    2.2257   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -2.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -0.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    2.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765    0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -1.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765   -2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779    2.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838    1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8955    0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243    0.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  7  8  1  0  0  0  0
  7 26  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303571

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCCO)=C\C=C/C=C(/C)\C=C\C=C(\C)/C=C/C12OC1(C)CC(O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O3/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-27-25(4,5)19-24(29)20-26(27,6)30-27/h7-9,11-14,16-17,24,28-29H,10,15,18-20H2,1-6H3/b8-7-,13-9+,17-16+,21-11-,22-12-,23-14-

> <INCHI_KEY>
FTNZYJHYERPLRL-ICEZBKLFSA-N

> <FORMULA>
C27H40O3

> <MOLECULAR_WEIGHT>
412.6047

> <EXACT_MASS>
412.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.20329987129237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(1E,3Z,5E,7Z,9Z,11Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

> <ALOGPS_LOGP>
6.43

> <JCHEM_LOGP>
4.791805666666667

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.88677110555498

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.139684034106125

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9714016308443898

> <JCHEM_POLAR_SURFACE_AREA>
52.99

> <JCHEM_REFRACTIVITY>
132.5562

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(1E,3Z,5E,7Z,9Z,11Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303571
     RDKit          3D
Valenciaxanthin
 70 71  0  0  0  0  0  0  0  0999 V2000
    2.7679   -4.1868   -0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -2.3468   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -2.0685   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043   -0.5305   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266    0.0161   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8108   -0.7629   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.1737    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1368   -1.0757    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1821    1.2429    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6785    1.8998    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    3.3574    0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4067    4.0827    2.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -2.6465   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.9932   -1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -2.5817   -1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -2.1092   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -2.8664   -2.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -0.9477   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103   -0.5171   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5564    0.6041    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072    0.5956    1.5504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540    1.6933    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    2.0475    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803    2.9086    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2386    2.7032    0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    3.5963    1.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    1.3075    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0660    0.3709    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2282   -1.0828    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8033    0.5143   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -4.1309    0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787   -4.5114   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823   -4.1149   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948   -2.6081   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289   -0.0092   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6165    1.1255   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7909   -1.8290    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4833   -1.6155   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8271   -1.8213    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9479   -0.4946    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0443    1.3585   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979    1.8702   -0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5618    1.3786    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559    1.8535    2.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    3.8552    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7043    3.4248    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3801    3.8689    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -3.5207   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -1.1038   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -3.5409   -2.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2579   -2.1786   -2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -3.2837   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502   -3.7047   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286   -0.4096   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519   -1.1167   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3290    1.8607   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992    3.1527    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7773    1.5889    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218    3.7594    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    3.2226    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5117    2.7983   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7788    3.9600    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658    1.3105    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803    1.1251    2.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -1.4162    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -1.7225   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -1.0606    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9565   -0.4981   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3210    1.2435   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8194    0.8834   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 22 20  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.155  -2.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.924  -3.078   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.924  -4.617   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.692  -2.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.539  -0.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.001  -1.077   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.770   5.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.230   5.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.463   4.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.076   4.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.846   5.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.846   2.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.076   1.384   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.846   0.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.385   0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.153  -1.384   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.693  -1.384   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.385  -2.615   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.846  -2.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.076  -4.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.846  -5.385   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.693  -1.384   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.155  -0.769   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.231   0.461   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.231   4.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.692   4.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.770   2.769   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.538   1.384   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.924   0.001   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.539   0.614   0.000  0.00  0.00           O+0
CONECT    1    2   23                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   29   30                                             
CONECT    6    5                                                            
CONECT    7    8   26                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    1   22   24   29                                             
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26    7   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29    5   23   28   30                                             
CONECT   30    5   29                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0303571
HETATM    1  C1  UNL     1       2.768  -4.187  -0.883  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.323  -2.347  -1.005  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.470  -2.069  -0.640  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.504  -0.530  -0.643  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.627   0.016  -0.366  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.811  -0.763  -0.052  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.958  -0.174   0.164  1.00  0.00           C  
HETATM    8  C8  UNL     1       8.137  -1.076   0.498  1.00  0.00           C  
HETATM    9  C9  UNL     1       7.182   1.243   0.024  1.00  0.00           C  
HETATM   10  C10 UNL     1       7.678   1.900   1.314  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.940   3.357   0.972  1.00  0.00           C  
HETATM   12  O1  UNL     1       8.407   4.083   2.055  1.00  0.00           O  
HETATM   13  C12 UNL     1       1.089  -2.647  -1.398  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.111  -1.993  -1.206  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.307  -2.582  -1.766  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.511  -2.109  -1.617  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.618  -2.866  -2.278  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.775  -0.948  -0.768  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.010  -0.517  -0.639  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.556   0.604   0.146  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.007   0.596   1.550  1.00  0.00           O  
HETATM   22  C20 UNL     1      -3.954   1.693   0.655  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.513   2.047   0.338  1.00  0.00           C  
HETATM   24  C22 UNL     1      -4.780   2.909   1.056  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.239   2.703   0.885  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.071   3.596   1.543  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.659   1.308   1.310  1.00  0.00           C  
HETATM   28  C25 UNL     1      -6.066   0.371   0.335  1.00  0.00           C  
HETATM   29  C26 UNL     1      -6.228  -1.083   0.773  1.00  0.00           C  
HETATM   30  C27 UNL     1      -6.803   0.514  -0.994  1.00  0.00           C  
HETATM   31  H1  UNL     1       2.885  -4.131   0.145  1.00  0.00           H  
HETATM   32  H2  UNL     1       1.879  -4.511  -1.358  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.582  -4.115  -1.549  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.295  -2.608  -0.353  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.629  -0.009  -0.853  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.616   1.125  -0.383  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.791  -1.829   0.016  1.00  0.00           H  
HETATM   38  H8  UNL     1       8.483  -1.615  -0.387  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.827  -1.821   1.250  1.00  0.00           H  
HETATM   40  H10 UNL     1       8.948  -0.495   0.931  1.00  0.00           H  
HETATM   41  H11 UNL     1       8.044   1.359  -0.727  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.398   1.870  -0.381  1.00  0.00           H  
HETATM   43  H13 UNL     1       8.562   1.379   1.711  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.856   1.854   2.044  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.007   3.855   0.629  1.00  0.00           H  
HETATM   46  H16 UNL     1       8.704   3.425   0.161  1.00  0.00           H  
HETATM   47  H17 UNL     1       9.380   3.869   2.110  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.890  -3.521  -2.092  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.055  -1.104  -0.655  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.201  -3.541  -2.362  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.258  -2.179  -2.850  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.229  -3.284  -1.433  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.250  -3.705  -2.910  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.029  -0.410  -0.229  1.00  0.00           H  
HETATM   55  H25 UNL     1      -4.752  -1.117  -1.236  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.329   1.861  -0.758  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.399   3.153   0.499  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.777   1.589   1.008  1.00  0.00           H  
HETATM   59  H29 UNL     1      -4.422   3.759   0.412  1.00  0.00           H  
HETATM   60  H30 UNL     1      -4.572   3.223   2.111  1.00  0.00           H  
HETATM   61  H31 UNL     1      -6.512   2.798  -0.203  1.00  0.00           H  
HETATM   62  H32 UNL     1      -7.779   3.960   0.972  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.766   1.310   1.281  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.280   1.125   2.347  1.00  0.00           H  
HETATM   65  H35 UNL     1      -5.228  -1.416   1.113  1.00  0.00           H  
HETATM   66  H36 UNL     1      -6.616  -1.723  -0.036  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.910  -1.061   1.639  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.957  -0.498  -1.472  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.321   1.244  -1.657  1.00  0.00           H  
HETATM   70  H40 UNL     1      -7.819   0.883  -0.741  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   13
CONECT    3    4   34
CONECT    4    5    5   35
CONECT    5    6   36
CONECT    6    7    7   37
CONECT    7    8    9
CONECT    8   38   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   47
CONECT   13   14   14   48
CONECT   14   15   49
CONECT   15   16   16   50
CONECT   16   17   18
CONECT   17   51   52   53
CONECT   18   19   19   54
CONECT   19   20   55
CONECT   20   21   22   28
CONECT   21   22
CONECT   22   23   24
CONECT   23   56   57   58
CONECT   24   25   59   60
CONECT   25   26   27   61
CONECT   26   62
CONECT   27   28   63   64
CONECT   28   29   30
CONECT   29   65   66   67
CONECT   30   68   69   70
END

HMDB0303571
     RDKit          3D
Valenciaxanthin
 70 71  0  0  0  0  0  0  0  0999 V2000
    2.7679   -4.1868   -0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -2.3468   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -2.0685   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043   -0.5305   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266    0.0161   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8108   -0.7629   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.1737    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1368   -1.0757    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1821    1.2429    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6785    1.8998    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9397    3.3574    0.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4067    4.0827    2.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -2.6465   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -1.9932   -1.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -2.5817   -1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -2.1092   -1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183   -2.8664   -2.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -0.9477   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103   -0.5171   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5564    0.6041    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072    0.5956    1.5504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540    1.6933    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5132    2.0475    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803    2.9086    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2386    2.7032    0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0715    3.5963    1.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    1.3075    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0660    0.3709    0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2282   -1.0828    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8033    0.5143   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -4.1309    0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787   -4.5114   -1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823   -4.1149   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948   -2.6081   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289   -0.0092   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6165    1.1255   -0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7909   -1.8290    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4833   -1.6155   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8271   -1.8213    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9479   -0.4946    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0443    1.3585   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979    1.8702   -0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5618    1.3786    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559    1.8535    2.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    3.8552    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7043    3.4248    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3801    3.8689    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8899   -3.5207   -2.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -1.1038   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -3.5409   -2.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2579   -2.1786   -2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -3.2837   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502   -3.7047   -2.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0286   -0.4096   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519   -1.1167   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3290    1.8607   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3992    3.1527    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7773    1.5889    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218    3.7594    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    3.2226    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5117    2.7983   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7788    3.9600    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658    1.3105    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803    1.1251    2.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2277   -1.4162    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -1.7225   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9099   -1.0606    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9565   -0.4981   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3210    1.2435   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8194    0.8834   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 22 20  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₃

Average Molecular Weight

412.6047

Monoisotopic Molecular Weight

412.297745146

IUPAC Name

6-[(1E,3Z,5E,7Z,9Z,11Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

Traditional Name

6-[(1E,3Z,5E,7Z,9Z,11Z)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11-hexaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

CAS Registry Number

Not Available

SMILES

C\C(CCCO)=C\C=C/C=C(/C)\C=C\C=C(\C)/C=C/C12OC1(C)CC(O)CC2(C)C

InChI Identifier

InChI=1S/C27H40O3/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-27-25(4,5)19-24(29)20-26(27,6)30-27/h7-9,11-14,16-17,24,28-29H,10,15,18-20H2,1-6H3/b8-7-,13-9+,17-16+,21-11-,22-12-,23-14-

InChI Key

FTNZYJHYERPLRL-ICEZBKLFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Long chain fatty alcohol
Fatty alcohol
Oxepane
Fatty acyl
Cyclic alcohol
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303571)

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	6.43	ALOGPS
logP	4.79	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	132.56 m³·mol⁻¹	ChemAxon
Polarizability	50.2 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
AllCCS	[M+H]+	210.191	32859911
AllCCS	[M+H-H2O]+	207.921	32859911
AllCCS	[M+Na]+	212.885	32859911
AllCCS	[M+NH4]+	212.285	32859911
AllCCS	[M-H]-	207.682	32859911
AllCCS	[M+Na-2H]-	209.853	32859911
AllCCS	[M+HCOO]-	212.402	32859911
DeepCCS	[M-2H]-	241.271	30932474
DeepCCS	[M+Na]+	216.687	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 10V, Positive-QTOF	splash10-0002-0149200000-9ef0a86fbad2ab040afc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 20V, Positive-QTOF	splash10-004j-4895000000-45df5208906da1716638	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 40V, Positive-QTOF	splash10-05n1-9830000000-72604d9ba81193dc597f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 10V, Negative-QTOF	splash10-03di-0006900000-02da359191eb51f37072	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 20V, Negative-QTOF	splash10-03dl-0109400000-c90218c2d83c90a5bfc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 40V, Negative-QTOF	splash10-000b-5709000000-7c143c4a8ded1ae60879	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 10V, Positive-QTOF	splash10-0002-1119100000-e4ef7ff655de0f010f21	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 20V, Positive-QTOF	splash10-01ot-2559300000-96507fc27b1e83d336d3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 40V, Positive-QTOF	splash10-0aou-5911000000-25248087eb0ae391455d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 10V, Negative-QTOF	splash10-03di-0003900000-13b08e95aed2a02a09f0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 20V, Negative-QTOF	splash10-03di-0208900000-76f959e4f05188188307	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valenciaxanthin 40V, Negative-QTOF	splash10-0fr2-0119000000-2675c34aa1d9e8d13b1b	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB015800

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Valenciaxanthin (HMDB0303571)

MOL for HMDB0303571 (Valenciaxanthin)

3D MOL for HMDB0303571 (Valenciaxanthin)

3D SDF for HMDB0303571 (Valenciaxanthin)

3D-SDF for HMDB0303571 (Valenciaxanthin)

PDB for HMDB0303571 (Valenciaxanthin)

3D PDB for HMDB0303571 (Valenciaxanthin)

SMILES for HMDB0303571 (Valenciaxanthin)

INCHI for HMDB0303571 (Valenciaxanthin)

Structure for HMDB0303571 (Valenciaxanthin)

3D Structure for HMDB0303571 (Valenciaxanthin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra