Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:22:14 UTC

Update Date

2022-03-07 02:56:02 UTC

HMDB ID

HMDB0039018

Secondary Accession Numbers

HMDB39018

Metabolite Identification

Common Name

Apo-10'-violaxanthal

Description

Apo-10'-violaxanthal belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review a small amount of articles have been published on Apo-10'-violaxanthal.

Structure

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

  Mrv0541 02241219142D          

 30 31  0  0  0  0            999 V2000
    0.7794    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    0.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    0.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930   -0.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035   -1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690   -3.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -2.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    2.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752    0.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    3.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930    2.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    1.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    2.5853    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 19  1  0  0  0  0
  2 29  1  0  0  0  0
  4  5  1  0  0  0  0
  4 26  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  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

HMDB0039018
     RDKit          3D
Apo-10'-violaxanthal
 66 67  0  0  0  0  0  0  0  0999 V2000
    8.8035    2.5161    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0516    1.2742    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299    0.0211    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8799   -0.3158    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630    0.5762    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1525    0.0733    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    1.3457    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477    0.2338    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121    0.4331    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897   -0.6572   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.4905    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    0.8614    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918   -1.6297   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -1.5713   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975   -2.7636   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -2.7256   -0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -3.9847   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7387   -1.5234   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -1.5355   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.3122    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190   -0.6367    0.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120    0.2550    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9951   -0.1569    2.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3217    1.7090    1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5813    1.8604    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568    0.9396    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2710    1.5550   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    0.4435   -1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8711   -0.5853   -2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0201   -1.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0532    3.3651    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3295    2.3692    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3466    2.8311   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9587   -0.8627   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1129   -1.3980   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9673    1.5817    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    2.3333    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1251   -0.7702   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871    1.4226    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454   -1.6558   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    0.9285    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266    1.1921    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    1.6072   -0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8339   -2.6066   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630   -0.6213   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -3.7148   -0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -4.8424   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -4.2128   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -3.9249   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263   -0.5612   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -2.4887   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    0.7325    2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578   -0.5585    3.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -0.9699    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340    2.3337    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761    2.0441    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9889    2.8951    0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8156    1.1206    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9466    2.5163   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2400    1.3049   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3460   -0.0824   -3.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5372   -1.3076   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665   -1.1003   -2.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    0.2981   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973    1.4766   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4383    1.8611   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 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
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 30 66  1  0
M  END

  Mrv0541 02241219142D          

 30 31  0  0  0  0            999 V2000
    0.7794    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    0.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930    1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    0.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930   -0.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035   -1.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690   -3.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -2.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -2.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    2.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    2.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752    0.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    3.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930    2.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    1.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    2.5853    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 19  1  0  0  0  0
  2 29  1  0  0  0  0
  4  5  1  0  0  0  0
  4 26  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  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>
HMDB0039018

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O3/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/h7-18,24,29H,19-20H2,1-6H3/b8-7+,13-9+,15-10-,17-16+,21-11+,22-12-,23-14-

> <INCHI_KEY>
QZOYIQGWDBXSHB-AFMCRXATSA-N

> <FORMULA>
C27H36O3

> <MOLECULAR_WEIGHT>
408.5729

> <EXACT_MASS>
408.266445018

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
48.63338873181889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4Z,6E,8E,10E,12Z,14E)-15-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

> <ALOGPS_LOGP>
6.28

> <JCHEM_LOGP>
4.7474497556666675

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.139684034106125

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377022034819802

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
132.46079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4Z,6E,8E,10E,12Z,14E)-15-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039018
     RDKit          3D
Apo-10'-violaxanthal
 66 67  0  0  0  0  0  0  0  0999 V2000
    8.8035    2.5161    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0516    1.2742    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299    0.0211    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8799   -0.3158    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630    0.5762    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1525    0.0733    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    1.3457    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477    0.2338    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121    0.4331    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897   -0.6572   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.4905    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    0.8614    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918   -1.6297   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -1.5713   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975   -2.7636   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -2.7256   -0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -3.9847   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7387   -1.5234   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -1.5355   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.3122    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190   -0.6367    0.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120    0.2550    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9951   -0.1569    2.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3217    1.7090    1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5813    1.8604    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568    0.9396    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2710    1.5550   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    0.4435   -1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8711   -0.5853   -2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0201   -1.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0532    3.3651    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3295    2.3692    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3466    2.8311   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9587   -0.8627   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1129   -1.3980   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9673    1.5817    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    2.3333    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1251   -0.7702   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871    1.4226    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454   -1.6558   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    0.9285    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266    1.1921    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    1.6072   -0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8339   -2.6066   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630   -0.6213   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -3.7148   -0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -4.8424   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -4.2128   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -3.9249   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263   -0.5612   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -2.4887   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    0.7325    2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578   -0.5585    3.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -0.9699    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340    2.3337    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761    2.0441    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9889    2.8951    0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8156    1.1206    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9466    2.5163   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2400    1.3049   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3460   -0.0824   -3.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5372   -1.3076   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665   -1.1003   -2.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    0.2981   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973    1.4766   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4383    1.8611   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 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
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 30 66  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       1.455   1.149   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.076   1.761   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.455   1.454   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.673   3.294   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.907   2.068   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.673   0.688   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.907  -0.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.375  -0.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.673  -2.068   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.907  -3.294   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.375  -3.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.455  -4.674   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.076  -4.674   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.689  -6.053   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.842  -3.294   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.375  -3.294   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.141  -4.674   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.673  -4.674   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.077   0.230   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.221   5.592   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.455   4.213   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.682   3.294   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.682   1.761   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.060   0.995   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.673   6.053   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.907   4.672   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.375   4.826   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.455   3.601   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.076   3.294   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.076   4.826   0.000  0.00  0.00           O+0
CONECT    1    2   23                                                       
CONECT    2    1    3   19   29                                             
CONECT    3    2                                                            
CONECT    4    5   26                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    2                                                            
CONECT   20   21                                                            
CONECT   21   20   22   29   30                                             
CONECT   22   21   23                                                       
CONECT   23    1   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26    4   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29    2   21   28   30                                             
CONECT   30   21   29                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0039018
HETATM    1  C1  UNL     1       8.804   2.516   0.856  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.052   1.274   0.530  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.630   0.021   0.210  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.880  -0.316   0.134  1.00  0.00           C  
HETATM    5  C5  UNL     1      10.963   0.576   0.374  1.00  0.00           C  
HETATM    6  O1  UNL     1      12.152   0.073   0.254  1.00  0.00           O  
HETATM    7  C6  UNL     1       6.708   1.346   0.538  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.848   0.234   0.244  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.512   0.433   0.285  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.590  -0.657  -0.003  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.276  -0.491   0.030  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.788   0.861   0.376  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.392  -1.630  -0.271  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.077  -1.571  -0.267  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.697  -2.764  -0.581  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.002  -2.726  -0.582  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.736  -3.985  -0.914  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.739  -1.523  -0.278  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.091  -1.535  -0.292  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.882  -0.312   0.017  1.00  0.00           C  
HETATM   21  O2  UNL     1      -5.919  -0.637   0.980  1.00  0.00           O  
HETATM   22  C20 UNL     1      -4.912   0.255   1.262  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.995  -0.157   2.380  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.322   1.709   1.294  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.581   1.860   0.471  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.557   0.940   0.909  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.271   1.555  -0.949  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.327   0.443  -1.194  1.00  0.00           C  
HETATM   29  C26 UNL     1      -5.871  -0.585  -2.190  1.00  0.00           C  
HETATM   30  C27 UNL     1      -4.075   1.020  -1.846  1.00  0.00           C  
HETATM   31  H1  UNL     1       8.053   3.365   1.025  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.329   2.369   1.798  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.347   2.831  -0.030  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.959  -0.863  -0.025  1.00  0.00           H  
HETATM   35  H5  UNL     1      10.113  -1.398  -0.145  1.00  0.00           H  
HETATM   36  H6  UNL     1      10.967   1.582   0.636  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.292   2.333   0.790  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.125  -0.770  -0.012  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.187   1.423   0.537  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.945  -1.656  -0.258  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.731   0.929   0.613  1.00  0.00           H  
HETATM   42  H12 UNL     1       2.327   1.192   1.314  1.00  0.00           H  
HETATM   43  H13 UNL     1       2.083   1.607  -0.405  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.834  -2.607  -0.520  1.00  0.00           H  
HETATM   45  H15 UNL     1      -0.363  -0.621  -0.026  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.172  -3.715  -0.823  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.068  -4.842  -0.935  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.521  -4.213  -0.141  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.255  -3.925  -1.879  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.326  -0.561  -0.026  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.534  -2.489  -0.542  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.502   0.733   2.827  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.658  -0.558   3.198  1.00  0.00           H  
HETATM   54  H24 UNL     1      -3.308  -0.970   2.125  1.00  0.00           H  
HETATM   55  H25 UNL     1      -4.534   2.334   0.823  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.476   2.044   2.348  1.00  0.00           H  
HETATM   57  H27 UNL     1      -6.989   2.895   0.525  1.00  0.00           H  
HETATM   58  H28 UNL     1      -7.816   1.121   1.855  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.947   2.516  -1.438  1.00  0.00           H  
HETATM   60  H30 UNL     1      -7.240   1.305  -1.472  1.00  0.00           H  
HETATM   61  H31 UNL     1      -6.346  -0.082  -3.058  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.537  -1.308  -1.696  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.966  -1.100  -2.609  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.592   0.298  -2.530  1.00  0.00           H  
HETATM   65  H35 UNL     1      -3.397   1.477  -1.117  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.438   1.861  -2.500  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    7    7
CONECT    3    4    4   34
CONECT    4    5   35
CONECT    5    6    6   36
CONECT    7    8   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   11   40
CONECT   11   12   13
CONECT   12   41   42   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   16   46
CONECT   16   17   18
CONECT   17   47   48   49
CONECT   18   19   19   50
CONECT   19   20   51
CONECT   20   21   22   28
CONECT   21   22
CONECT   22   23   24
CONECT   23   52   53   54
CONECT   24   25   55   56
CONECT   25   26   27   57
CONECT   26   58
CONECT   27   28   59   60
CONECT   28   29   30
CONECT   29   61   62   63
CONECT   30   64   65   66
END

HMDB0039018
     RDKit          3D
Apo-10'-violaxanthal
 66 67  0  0  0  0  0  0  0  0999 V2000
    8.8035    2.5161    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0516    1.2742    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299    0.0211    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8799   -0.3158    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630    0.5762    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1525    0.0733    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    1.3457    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477    0.2338    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121    0.4331    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897   -0.6572   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -0.4905    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    0.8614    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918   -1.6297   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -1.5713   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975   -2.7636   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -2.7256   -0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -3.9847   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7387   -1.5234   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911   -1.5355   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.3122    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190   -0.6367    0.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120    0.2550    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9951   -0.1569    2.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3217    1.7090    1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5813    1.8604    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568    0.9396    0.9087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2710    1.5550   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3268    0.4435   -1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8711   -0.5853   -2.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0201   -1.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0532    3.3651    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3295    2.3692    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3466    2.8311   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9587   -0.8627   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1129   -1.3980   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9673    1.5817    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2919    2.3333    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1251   -0.7702   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871    1.4226    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454   -1.6558   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    0.9285    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266    1.1921    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    1.6072   -0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8339   -2.6066   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630   -0.6213   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -3.7148   -0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -4.8424   -0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -4.2128   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -3.9249   -1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263   -0.5612   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5336   -2.4887   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5016    0.7325    2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578   -0.5585    3.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -0.9699    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340    2.3337    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761    2.0441    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9889    2.8951    0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8156    1.1206    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9466    2.5163   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2400    1.3049   -1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3460   -0.0824   -3.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5372   -1.3076   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665   -1.1003   -2.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    0.2981   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3973    1.4766   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4383    1.8611   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 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
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 30 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3S,5R,6S)-5,6-Epoxy-5,6-dihydro-3-hydroxy-10'-apo-beta,psi-carotenal	HMDB
10'-Apoviolaxanthal	HMDB
5,6-Epoxy-3-hydroxy-5,6-dihydro-10'-apo-b-caroten-10'-al	HMDB
5,6-Epoxy-5,6-dihydro-3-hydroxy-10'-apo-b,y-carotenal, 9ci	HMDB
Apoviolaxanthinal	HMDB

Chemical Formula

C₂₇H₃₆O₃

Average Molecular Weight

408.5729

Monoisotopic Molecular Weight

408.266445018

IUPAC Name

(2Z,4Z,6E,8E,10E,12Z,14E)-15-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

Traditional Name

(2Z,4Z,6E,8E,10E,12Z,14E)-15-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

CAS Registry Number

17237-68-2

SMILES

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

InChI Identifier

InChI=1S/C27H36O3/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/h7-18,24,29H,19-20H2,1-6H3/b8-7+,13-9+,15-10-,17-16+,21-11+,22-12-,23-14-

InChI Key

QZOYIQGWDBXSHB-AFMCRXATSA-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
Oxepane
Alpha,beta-unsaturated aldehyde
Cyclic alcohol
Enal
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Aldehyde
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039018)

Source

Endogenous

Endogenous (HMDB: HMDB0039018)

Plant

Plant (HMDB: HMDB0039018)

Animal

Animal (HMDB: HMDB0039018)

Exogenous

Food

Food (HMDB: HMDB0039018)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)
Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0039018)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039018)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039018)

Lipid metabolism pathway (HMDB: HMDB0039018)

Cellular process

Cell signaling (HMDB: HMDB0039018)

Biochemical process

Lipid transport (HMDB: HMDB0039018)

Role

Biological role

Energy source (HMDB: HMDB0039018)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039018)

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	0.004 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0022 g/L	ALOGPS
logP	6.28	ALOGPS
logP	4.75	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132.46 m³·mol⁻¹	ChemAxon
Polarizability	48.63 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
DarkChem	[M+H]+	207.827	31661259
DarkChem	[M-H]-	204.819	31661259
DeepCCS	[M-2H]-	239.576	30932474
DeepCCS	[M+Na]+	215.0	30932474
AllCCS	[M+H]+	210.1	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	212.3	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	204.8	32859911
AllCCS	[M+Na-2H]-	206.5	32859911
AllCCS	[M+HCOO]-	208.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apo-10'-violaxanthal	C\C(\C=C/C=O)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/C12OC1(C)CC(O)CC2(C)C	4801.6	Standard polar	33892256
Apo-10'-violaxanthal	C\C(\C=C/C=O)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/C12OC1(C)CC(O)CC2(C)C	3321.1	Standard non polar	33892256
Apo-10'-violaxanthal	C\C(\C=C/C=O)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/C12OC1(C)CC(O)CC2(C)C	3388.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apo-10'-violaxanthal,1TMS,isomer #1	CC(/C=C\C=O)=C/C=C/C=C(C)/C=C/C=C(C)\C=C\C12OC1(C)CC(O[Si](C)(C)C)CC2(C)C	3426.4	Semi standard non polar	33892256
Apo-10'-violaxanthal,1TBDMS,isomer #1	CC(/C=C\C=O)=C/C=C/C=C(C)/C=C/C=C(C)\C=C\C12OC1(C)CC(O[Si](C)(C)C(C)(C)C)CC2(C)C	3647.2	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 - Apo-10'-violaxanthal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4009000000-788de8b2947c429a25f6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apo-10'-violaxanthal GC-MS (1 TMS) - 70eV, Positive	splash10-014i-8623900000-b01066478e54c9126b6f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apo-10'-violaxanthal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Apo-10'-violaxanthal 10V, Positive-QTOF	splash10-052f-1249300000-1a3b988a510e2aef6d11	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 20V, Positive-QTOF	splash10-007c-3963000000-b09f075dbaafcae0d3f5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 40V, Positive-QTOF	splash10-0a5j-9720000000-2e0cba0e08b61a17690e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 10V, Negative-QTOF	splash10-0a4i-0003900000-2c843a27ed5e156b5dc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 20V, Negative-QTOF	splash10-0a4r-1109700000-5acba32f13abcb4cf005	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 40V, Negative-QTOF	splash10-052f-7709000000-0dca8c35aa37d1a9f0fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 10V, Positive-QTOF	splash10-0006-0209100000-ec8e90b551dc114ebc56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 20V, Positive-QTOF	splash10-05tf-2449200000-083d698dd4879847f526	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 40V, Positive-QTOF	splash10-014l-3910000000-a2d8f58a39d43d19c954	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 10V, Negative-QTOF	splash10-014i-0109200000-fe4f3635ae2bf125e385	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 20V, Negative-QTOF	splash10-0a4i-1309500000-d3aa2bbc8a68cebded1a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apo-10'-violaxanthal 40V, Negative-QTOF	splash10-0002-0219000000-80410fe67edae88c6cbf	2021-09-22	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

FDB018513

KNApSAcK ID

C00023126

Chemspider ID

35014717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752515

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1873561

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Apo-10'-violaxanthal (HMDB0039018)

MOL for HMDB0039018 (Apo-10'-violaxanthal)

3D MOL for HMDB0039018 (Apo-10'-violaxanthal)

3D SDF for HMDB0039018 (Apo-10'-violaxanthal)

3D-SDF for HMDB0039018 (Apo-10'-violaxanthal)

PDB for HMDB0039018 (Apo-10'-violaxanthal)

3D PDB for HMDB0039018 (Apo-10'-violaxanthal)

SMILES for HMDB0039018 (Apo-10'-violaxanthal)

INCHI for HMDB0039018 (Apo-10'-violaxanthal)

Structure for HMDB0039018 (Apo-10'-violaxanthal)

3D Structure for HMDB0039018 (Apo-10'-violaxanthal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra