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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:32 UTC

Update Date

2022-03-07 02:49:12 UTC

HMDB ID

HMDB0002019

Secondary Accession Numbers

HMDB02019

Metabolite Identification

Common Name

Phytol

Description

Phytol, also known as trans-phytol or (e)-phytol, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytol is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on Phytol.

Structure

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

HMDB0002019
     RDKit          3D
Phytol
 61 60  0  0  0  0  0  0  0  0999 V2000
    5.2405    2.8465   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4064    1.4727    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    1.0812    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7854    1.9639    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    1.3432   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730    0.4545    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.2068   -1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.7464   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.6530   -0.7365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3844   -0.8589    0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -1.6552   -1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246   -1.7093   -1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727   -2.0156    0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222   -2.0922    0.2581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4388   -3.1348   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945   -0.7083    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960   -0.7973    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7248    0.4507   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435    1.6225    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    2.2281    0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1263    1.3597    2.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    3.1172   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.5632    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.9977   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.0615    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1697    1.9454    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5677    2.9877    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9577    0.4660    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4980    1.0123    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676   -0.4405    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    1.2294   -1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350   -0.0173   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -1.8051   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.6927   -2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511    0.3838   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.8482    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.0808    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253   -1.8565    1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -1.5825   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -2.7141   -1.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -2.4012   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.6821   -1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -1.1838    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.9749    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -2.4007    1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.9494   -0.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5705   -2.7128   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.5641   -0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -0.0667    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -0.2865   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2904   -1.2950    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2647   -1.5718   -0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156    0.7903   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8429    0.2114   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341    2.4312    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318    1.9925    1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    3.3724    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962    2.0021   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4704    2.3074    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.9349    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9698    0.6612    1.9336 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
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 21 61  1  0
M  END


  Mrv1652309272007292D          

 21 20  0  0  0  0            999 V2000
10001.346710000.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.631610000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.916110000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.201810000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.487210000.4542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.772910000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.058510000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.344210000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.629610000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.915310000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.629610001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.487210001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.061910000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.775010000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.490210000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.205410000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.918510000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.633710000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.346810000.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.205410001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.346710001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  1 21  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002019

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1

> <INCHI_KEY>
BOTWFXYSPFMFNR-PYDDKJGSSA-N

> <FORMULA>
C20H40O

> <MOLECULAR_WEIGHT>
296.539

> <EXACT_MASS>
296.307915908

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
40.325465267323764

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol

> <ALOGPS_LOGP>
7.89

> <JCHEM_LOGP>
7.038550290000001

> <ALOGPS_LOGS>
-6.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.330030451338093

> <JCHEM_PKA_STRONGEST_BASIC>
-2.217044680584718

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
96.23729999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phytol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002019
     RDKit          3D
Phytol
 61 60  0  0  0  0  0  0  0  0999 V2000
    5.2405    2.8465   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4064    1.4727    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    1.0812    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7854    1.9639    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    1.3432   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730    0.4545    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.2068   -1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.7464   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.6530   -0.7365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3844   -0.8589    0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -1.6552   -1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246   -1.7093   -1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727   -2.0156    0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222   -2.0922    0.2581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4388   -3.1348   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945   -0.7083    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960   -0.7973    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7248    0.4507   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435    1.6225    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    2.2281    0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1263    1.3597    2.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    3.1172   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.5632    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.9977   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.0615    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1697    1.9454    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5677    2.9877    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9577    0.4660    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4980    1.0123    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676   -0.4405    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    1.2294   -1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350   -0.0173   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -1.8051   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.6927   -2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511    0.3838   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.8482    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.0808    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253   -1.8565    1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -1.5825   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -2.7141   -1.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -2.4012   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.6821   -1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -1.1838    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.9749    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -2.4007    1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.9494   -0.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5705   -2.7128   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.5641   -0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -0.0667    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -0.2865   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2904   -1.2950    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2647   -1.5718   -0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156    0.7903   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8429    0.2114   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341    2.4312    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318    1.9925    1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    3.3724    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962    2.0021   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4704    2.3074    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.9349    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9698    0.6612    1.9336 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
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 21 61  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8669.1818667.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.8468666.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.5108667.514   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.1778666.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.8438667.514   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8662.5098666.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8661.1768667.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.8428666.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8658.5098667.514   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8657.1758666.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8658.5098669.055   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.8438669.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8670.5158666.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8671.8478667.514   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8673.1828666.747   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8674.5178667.514   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8675.8488666.747   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8677.1838667.514   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8678.5148666.747   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8674.5178669.055   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.1818669.055   0.000  0.00  0.00           C+0
CONECT    1    2   13   21                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    5                                                            
CONECT   13    1   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   16                                                            
CONECT   21    1                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0002019
HETATM    1  C1  UNL     1       5.240   2.847  -0.226  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.406   1.473   0.271  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.581   1.081   0.722  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.785   1.964   0.761  1.00  0.00           C  
HETATM    5  O1  UNL     1       8.758   1.343  -0.035  1.00  0.00           O  
HETATM    6  C5  UNL     1       4.273   0.455   0.296  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.753   0.207  -1.058  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.718  -0.746  -1.367  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.344  -0.653  -0.737  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.384  -0.859   0.728  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.500  -1.655  -1.441  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.925  -1.709  -1.117  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.373  -2.016   0.248  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.922  -2.092   0.258  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.439  -3.135  -0.669  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.494  -0.708   0.033  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.996  -0.797   0.058  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.725   0.451  -0.203  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.543   1.623   0.673  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.193   2.228   0.765  1.00  0.00           C  
HETATM   21  C20 UNL     1      -6.126   1.360   2.076  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.206   3.117  -0.462  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.581   3.563   0.567  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.885   2.998  -1.141  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.739   0.062   1.100  1.00  0.00           H  
HETATM   26  H5  UNL     1       8.170   1.945   1.800  1.00  0.00           H  
HETATM   27  H6  UNL     1       7.568   2.988   0.424  1.00  0.00           H  
HETATM   28  H7  UNL     1       8.958   0.466   0.384  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.498   1.012   0.887  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.668  -0.441   0.750  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.427   1.229  -1.495  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.635  -0.017  -1.773  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.073  -1.805  -1.253  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.500  -0.693  -2.484  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.951   0.384  -0.922  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.411  -0.848   1.186  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.828  -0.081   1.249  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.925  -1.857   1.023  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.676  -1.583  -2.569  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.916  -2.714  -1.236  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.453  -2.401  -1.860  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.360  -0.682  -1.426  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.177  -1.184   0.992  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.043  -2.975   0.654  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.169  -2.401   1.315  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.679  -3.949  -0.766  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.571  -2.713  -1.695  1.00  0.00           H  
HETATM   48  H27 UNL     1      -4.389  -3.564  -0.323  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.161  -0.067   0.903  1.00  0.00           H  
HETATM   50  H29 UNL     1      -3.186  -0.286  -0.925  1.00  0.00           H  
HETATM   51  H30 UNL     1      -5.290  -1.295   1.021  1.00  0.00           H  
HETATM   52  H31 UNL     1      -5.265  -1.572  -0.726  1.00  0.00           H  
HETATM   53  H32 UNL     1      -5.516   0.790  -1.270  1.00  0.00           H  
HETATM   54  H33 UNL     1      -6.843   0.211  -0.196  1.00  0.00           H  
HETATM   55  H34 UNL     1      -6.234   2.431   0.264  1.00  0.00           H  
HETATM   56  H35 UNL     1      -3.732   1.993   1.762  1.00  0.00           H  
HETATM   57  H36 UNL     1      -4.287   3.372   0.714  1.00  0.00           H  
HETATM   58  H37 UNL     1      -3.496   2.002  -0.048  1.00  0.00           H  
HETATM   59  H38 UNL     1      -6.470   2.307   2.504  1.00  0.00           H  
HETATM   60  H39 UNL     1      -5.331   0.935   2.734  1.00  0.00           H  
HETATM   61  H40 UNL     1      -6.970   0.661   1.934  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    6
CONECT    3    4   25
CONECT    4    5   26   27
CONECT    5   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   11   35
CONECT   10   36   37   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   16   45
CONECT   15   46   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   21   55
CONECT   20   56   57   58
CONECT   21   59   60   61
END

HMDB0002019
     RDKit          3D
Phytol
 61 60  0  0  0  0  0  0  0  0999 V2000
    5.2405    2.8465   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4064    1.4727    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    1.0812    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7854    1.9639    0.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    1.3432   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730    0.4545    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534    0.2068   -1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7184   -0.7464   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.6530   -0.7365 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3844   -0.8589    0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -1.6552   -1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246   -1.7093   -1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727   -2.0156    0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222   -2.0922    0.2581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4388   -3.1348   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945   -0.7083    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960   -0.7973    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7248    0.4507   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435    1.6225    0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    2.2281    0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1263    1.3597    2.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    3.1172   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808    3.5632    0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847    2.9977   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.0615    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1697    1.9454    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5677    2.9877    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9577    0.4660    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4980    1.0123    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676   -0.4405    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    1.2294   -1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350   -0.0173   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -1.8051   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.6927   -2.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511    0.3838   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.8482    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.0808    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253   -1.8565    1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -1.5825   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -2.7141   -1.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -2.4012   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.6821   -1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1765   -1.1838    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.9749    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -2.4007    1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.9494   -0.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5705   -2.7128   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.5641   -0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -0.0667    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -0.2865   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2904   -1.2950    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2647   -1.5718   -0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156    0.7903   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8429    0.2114   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341    2.4312    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318    1.9925    1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    3.3724    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4962    2.0021   -0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4704    2.3074    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    0.9349    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9698    0.6612    1.9336 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
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 21 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E,7R,11R)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol	ChEBI
trans-Phytol	ChEBI
3,7,11,15-Tetramethylhexadec-2-en-1-ol	HMDB
(e)-Phytol	HMDB
(7R,11R,2E)-Phytol	PhytoBank
(E,R,R)-Phytol	PhytoBank

Chemical Formula

C₂₀H₄₀O

Average Molecular Weight

296.539

Monoisotopic Molecular Weight

296.307915908

IUPAC Name

(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol

Traditional Name

phytol

CAS Registry Number

150-86-7

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO

InChI Identifier

InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1

InChI Key

BOTWFXYSPFMFNR-PYDDKJGSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Long chain fatty alcohol
Fatty alcohol
Fatty acyl
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

diterpenoid (CHEBI:17327 )
long-chain primary fatty alcohol (CHEBI:17327 )
Acyclic diterpenoids (C01389 )
Linear diterpenes (C01389 )
Acyclic diterpenoids (LMPR0104010002 )

Ontology

Fibroblasts (HMDB: HMDB0002019)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)

Cellular substructure

Membrane (HMDB: HMDB0002019)
Extracellular (HMDB: HMDB0002019)

Source

Exogenous

Exogenous (HMDB: HMDB0002019)

Food

Herb and spice

Oilseed crop

Flaxseed (FooDB: FOOD00101)

Spice

Cardamom (FooDB: FOOD00074)

Herb

Peppermint (FooDB: FOOD00113)

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Chlorophyll a Degradation II (PathBank: SMP0012044)
Chlorophyll a Degradation I (PathBank: SMP0012051)

Role

Industrial application

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (HMDB: HMDB0002019)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	202.00 to 204.00 °C. @ 10.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	8.230 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00011 g/L	ALOGPS
logP	7.89	ALOGPS
logP	7.04	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	96.24 m³·mol⁻¹	ChemAxon
Polarizability	40.33 Å³	ChemAxon
Number of Rings	0	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
DarkChem	[M+H]+	178.242	31661259
DarkChem	[M-H]-	174.675	31661259
DeepCCS	[M+H]+	184.07	30932474
DeepCCS	[M-H]-	181.712	30932474
DeepCCS	[M-2H]-	214.598	30932474
DeepCCS	[M+Na]+	190.163	30932474
AllCCS	[M+H]+	187.4	32859911
AllCCS	[M+H-H2O]+	184.6	32859911
AllCCS	[M+NH4]+	190.0	32859911
AllCCS	[M+Na]+	190.8	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	185.5	32859911
AllCCS	[M+HCOO]-	187.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.17 minutes	32390414
Predicted by Siyang on May 30, 2022	26.69 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	40.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3396.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	845.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	316.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	455.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	620.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1270.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1135.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	132.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2347.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	823.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2163.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	851.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	594.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	745.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	717.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phytol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO	2623.5	Standard polar	33892256
Phytol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO	2092.9	Standard non polar	33892256
Phytol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO	2127.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phytol,1TMS,isomer #1	C/C(=C\CO[Si](C)(C)C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	2171.0	Semi standard non polar	33892256
Phytol,1TBDMS,isomer #1	C/C(=C\CO[Si](C)(C)C(C)(C)C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	2397.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Phytol GC-MS (1 TMS)	splash10-0006-4900000000-7447218963eba1d74f20	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phytol GC-EI-TOF (Non-derivatized)	splash10-006x-9700000000-13462fc1cbd6fd4b40fd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Phytol GC-MS (Non-derivatized)	splash10-0006-4900000000-7447218963eba1d74f20	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phytol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-6970000000-fdad871a8c1dec20de25	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phytol GC-MS (1 TMS) - 70eV, Positive	splash10-0w9u-9754000000-d3d00e401c3881a14e52	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phytol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phytol LC-ESI-QTOF , positive-QTOF	splash10-001i-1190000000-012d6cbb70838da78175	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phytol , positive-QTOF	splash10-0002-0190000000-7e0502dddd7079c46c0c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phytol n/a 20V, negative-QTOF	splash10-014i-0090000000-001e551ca75449e4a3e9	2020-07-21	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 10V, Positive-QTOF	splash10-002b-0190000000-9e856f1b9601cc4574cc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 20V, Positive-QTOF	splash10-004i-6690000000-9b70d911525f7693f51f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 40V, Positive-QTOF	splash10-0aor-9620000000-156ac00c175028d94455	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 10V, Negative-QTOF	splash10-0002-0090000000-6eed94e81ee36c04f159	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 20V, Negative-QTOF	splash10-014j-0090000000-9c27bc3d6b3fdea54584	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 40V, Negative-QTOF	splash10-01r7-4490000000-4aaf489201cc9b04c2aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 10V, Negative-QTOF	splash10-0002-0090000000-2f702178cb616025d7f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 20V, Negative-QTOF	splash10-0002-0090000000-5d33ba625719de98593b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 40V, Negative-QTOF	splash10-004j-1290000000-73d0d7e134d9c2e14d77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 10V, Positive-QTOF	splash10-0092-3390000000-2c3b2aa940fa73493607	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 20V, Positive-QTOF	splash10-06y9-9610000000-0f7ff3ff5cbf2c1745d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytol 40V, Positive-QTOF	splash10-0a4i-9000000000-4bff76bff84b349363e1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Feces

Tissue Locations

Fibroblasts

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Phytol

METLIN ID

391

PubChem Compound

5280435

PDB ID

Not Available

ChEBI ID

17327

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1002361

References

Synthesis Reference

Gramatica, Paola; Manitto, Paolo; Monti, Diego; Speranza, Giovanna. Microbial-mediated syntheses of EPC. Part 4. Stereoselective total synthesis of natural phytol via double bond reductions by baker's yeast. Tetrahedron (1987), 43(19), 4481-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hase J, Kobashi K, Nakai N, Onosaka S: Binding of retinol-binding protein obtained from human urine with vitamin A derivatives and terpenoids. J Biochem. 1976 Feb;79(2):373-80. [PubMed:1270409 ]
Baxter JH: Absorption of chlorophyll phytol in normal man and in patients with Refsum's disease. J Lipid Res. 1968 Sep;9(5):636-41. [PubMed:4177872 ]
van den Brink DM, van Miert JM, Wanders RJ: A novel assay for the prenatal diagnosis of Sjogren-Larsson syndrome. J Inherit Metab Dis. 2005;28(6):965-9. [PubMed:16435189 ]
van den Brink DM, van Miert JN, Dacremont G, Rontani JF, Jansen GA, Wanders RJ: Identification of fatty aldehyde dehydrogenase in the breakdown of phytol to phytanic acid. Mol Genet Metab. 2004 May;82(1):33-7. [PubMed:15110319 ]

Showing metabocard for Phytol (HMDB0002019)

MOL for HMDB0002019 (Phytol)

3D MOL for HMDB0002019 (Phytol)

3D SDF for HMDB0002019 (Phytol)

3D-SDF for HMDB0002019 (Phytol)

PDB for HMDB0002019 (Phytol)

3D PDB for HMDB0002019 (Phytol)

SMILES for HMDB0002019 (Phytol)

INCHI for HMDB0002019 (Phytol)

Structure for HMDB0002019 (Phytol)

3D Structure for HMDB0002019 (Phytol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra