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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:08:52 UTC

Update Date

2021-09-14 14:58:52 UTC

HMDB ID

HMDB0012867

Secondary Accession Numbers

HMDB12867

Metabolite Identification

Common Name

9'-Carboxy-alpha-tocotrienol

Description

9'-Carboxy-alpha-tocotrienol is a dehydrogenation carboxylate product of 9'-hydroxy-a-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Tocotrienols are members of the vitamin E family. An essential nutrient for the body, vitamin E is made up of four tocopherols (alpha, beta, gamma, delta) and four tocotrienols (alpha, beta, gamma, delta).Chemically, vitamin E is an antioxidant. One model for the function of vitamin E in the body is that it protects cell membranes, active enzyme sites, and DNA from free radical damage. Tocotrienols are natural compounds found in select vegetable oils, wheat germ, barley, saw palmetto, and certain types of nuts and grains. This variant of vitamin E only occur at very low levels in nature. While the majority of research on vitamin E has focused on alpha-tocopherol, studies into tocotrienols account for less than 1% of all research into vitamin E.

Structure

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

  Mrv1652303102016462D          

 28 29  0  0  1  0            999 V2000
   11.9326  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -12.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -11.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -10.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -10.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9326  -10.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952   -9.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076   -8.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8703   -9.3161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -13.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -14.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -15.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -15.7457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2827  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8222  -16.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5367  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -16.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -17.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9652  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6797  -16.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9652  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6797  -15.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -15.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -14.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5367  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8222  -15.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 14 28  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 27  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0012867
     RDKit          3D
9'-Carboxy-alpha-tocotrienol
 62 63  0  0  0  0  0  0  0  0999 V2000
    2.6741   -2.7039   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -1.2402    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744   -0.8237    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5434   -1.7309    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954   -1.5267    1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -1.6550   -0.1267 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1538   -3.0093   -0.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -0.5960   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    0.7902   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615    0.7793   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774    1.9587   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532    3.2154   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9439    1.9412   -0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046    3.0823   -0.4565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5884    0.7466   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0710    0.6992    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8979   -0.4335    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7001    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060   -0.3903   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537   -1.5969   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684   -0.2514   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093   -0.4104   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.5724   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4020    1.4558   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255    1.4798    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    2.3985   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2950    2.3523   -2.1028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9853    3.3131   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734   -2.9108   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662   -3.2647   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -3.1117    0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3218    0.2442    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -2.7983    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961   -1.5000    2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -0.4640    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5262   -2.1376    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282   -3.2501   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -3.8097    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923   -2.9810   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -0.7909   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -0.6439   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291    1.0701    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    1.4838   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    4.0888   -0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    3.3958   -1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    3.1197   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.9686   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5440    1.6594   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2532    0.3858    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4387   -0.1443   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8081   -2.3758    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4345   -1.5824    1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -2.1859   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    0.7871   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -0.3869   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.3515    0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -1.4343   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7728    0.5827   -1.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170    2.3354    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    1.6847    1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    0.5761    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5556    4.0254   -0.5518 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
  6  5  1  1
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 20  6  1  0
 19 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 25 59  1  0
 25 60  1  0
 25 61  1  0
 28 62  1  0
M  END

  Mrv1652303102016462D          

 28 29  0  0  1  0            999 V2000
   11.9326  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -12.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -11.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -10.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -10.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9326  -10.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952   -9.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076   -8.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8703   -9.3161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -13.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -14.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6952  -15.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -15.7457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2827  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1076  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8222  -16.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5367  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -16.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -17.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9652  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6797  -16.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9652  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6797  -15.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -15.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2512  -14.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5367  -15.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8222  -15.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 14 28  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 27  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012867

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O4/c1-15(9-7-11-16(2)23(26)27)10-8-13-24(6)14-12-20-19(5)21(25)17(3)18(4)22(20)28-24/h10-11,25H,7-9,12-14H2,1-6H3,(H,26,27)/b15-10+,16-11+/t24-/m1/s1

> <INCHI_KEY>
MEZYOZBFEXYIKB-ASKDMKCJSA-N

> <FORMULA>
C24H34O4

> <MOLECULAR_WEIGHT>
386.5244

> <EXACT_MASS>
386.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.219224660088486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,6E)-9-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

> <ALOGPS_LOGP>
5.36

> <JCHEM_LOGP>
6.822957140000001

> <ALOGPS_LOGS>
-5.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.80214075993822

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.011796454196202

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8526692502020135

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
115.83869999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.65e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E)-9-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012867
     RDKit          3D
9'-Carboxy-alpha-tocotrienol
 62 63  0  0  0  0  0  0  0  0999 V2000
    2.6741   -2.7039   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -1.2402    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744   -0.8237    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5434   -1.7309    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954   -1.5267    1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -1.6550   -0.1267 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1538   -3.0093   -0.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -0.5960   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    0.7902   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615    0.7793   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774    1.9587   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532    3.2154   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9439    1.9412   -0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046    3.0823   -0.4565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5884    0.7466   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0710    0.6992    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8979   -0.4335    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7001    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060   -0.3903   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537   -1.5969   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684   -0.2514   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093   -0.4104   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.5724   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4020    1.4558   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255    1.4798    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    2.3985   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2950    2.3523   -2.1028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9853    3.3131   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734   -2.9108   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662   -3.2647   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -3.1117    0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3218    0.2442    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -2.7983    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961   -1.5000    2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -0.4640    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5262   -2.1376    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282   -3.2501   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -3.8097    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923   -2.9810   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -0.7909   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -0.6439   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291    1.0701    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    1.4838   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    4.0888   -0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    3.3958   -1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    3.1197   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.9686   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5440    1.6594   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2532    0.3858    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4387   -0.1443   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8081   -2.3758    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4345   -1.5824    1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -2.1859   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    0.7871   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -0.3869   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.3515    0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -1.4343   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7728    0.5827   -1.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170    2.3354    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    1.6847    1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    0.5761    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5556    4.0254   -0.5518 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
  6  5  1  1
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 20  6  1  0
 19 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 25 59  1  0
 25 60  1  0
 25 61  1  0
 28 62  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      22.274 -24.058   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.734 -24.058   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.964 -22.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.734 -21.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.964 -20.056   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.734 -18.723   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.274 -18.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.964 -17.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      20.734 -16.056   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      18.425 -17.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      19.964 -25.392   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.734 -26.724   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.964 -28.058   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.734 -29.392   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.194 -29.392   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.734 -30.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.068 -31.702   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.402 -30.932   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.736 -31.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.736 -33.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.068 -30.932   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      27.402 -31.702   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      26.068 -29.392   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.402 -28.622   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.736 -28.622   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.736 -27.082   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.402 -29.392   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      22.068 -28.622   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   28                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   18   25   28                                                  
CONECT   28   14   27                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0012867
HETATM    1  C1  UNL     1       2.674  -2.704  -0.097  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.482  -1.240   0.054  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.474  -0.824   0.820  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.543  -1.731   1.522  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.895  -1.527   1.259  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.400  -1.655  -0.127  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.154  -3.009  -0.754  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.976  -0.596  -1.090  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.394   0.790  -0.620  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.862   0.779  -0.426  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.577   1.959  -0.538  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.853   3.215  -0.851  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.944   1.941  -0.357  1.00  0.00           C  
HETATM   14  O1  UNL     1      -5.705   3.082  -0.456  1.00  0.00           O  
HETATM   15  C14 UNL     1      -5.588   0.747  -0.064  1.00  0.00           C  
HETATM   16  C15 UNL     1      -7.071   0.699   0.137  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.898  -0.433   0.052  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.578  -1.700   0.362  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.506  -0.390  -0.137  1.00  0.00           C  
HETATM   20  O2  UNL     1      -2.854  -1.597  -0.012  1.00  0.00           O  
HETATM   21  C19 UNL     1       3.368  -0.251  -0.618  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.809  -0.410  -0.181  1.00  0.00           C  
HETATM   23  C21 UNL     1       5.693   0.572  -0.850  1.00  0.00           C  
HETATM   24  C22 UNL     1       6.402   1.456  -0.150  1.00  0.00           C  
HETATM   25  C23 UNL     1       6.326   1.480   1.337  1.00  0.00           C  
HETATM   26  C24 UNL     1       7.253   2.398  -0.854  1.00  0.00           C  
HETATM   27  O3  UNL     1       7.295   2.352  -2.103  1.00  0.00           O  
HETATM   28  O4  UNL     1       7.985   3.313  -0.108  1.00  0.00           O  
HETATM   29  H1  UNL     1       3.373  -2.911  -0.960  1.00  0.00           H  
HETATM   30  H2  UNL     1       1.766  -3.265  -0.307  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.132  -3.112   0.836  1.00  0.00           H  
HETATM   32  H4  UNL     1       1.322   0.244   0.942  1.00  0.00           H  
HETATM   33  H5  UNL     1       0.866  -2.798   1.454  1.00  0.00           H  
HETATM   34  H6  UNL     1       0.696  -1.500   2.625  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.135  -0.464   1.583  1.00  0.00           H  
HETATM   36  H8  UNL     1      -1.526  -2.138   1.974  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.028  -3.250  -1.391  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.048  -3.810   0.007  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.292  -2.981  -1.462  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.532  -0.791  -2.058  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.081  -0.644  -1.307  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.829   1.070   0.284  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.084   1.484  -1.455  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.301   4.089  -0.357  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.777   3.396  -1.956  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.802   3.120  -0.474  1.00  0.00           H  
HETATM   47  H19 UNL     1      -5.310   3.969  -0.663  1.00  0.00           H  
HETATM   48  H20 UNL     1      -7.544   1.659  -0.109  1.00  0.00           H  
HETATM   49  H21 UNL     1      -7.253   0.386   1.202  1.00  0.00           H  
HETATM   50  H22 UNL     1      -7.439  -0.144  -0.496  1.00  0.00           H  
HETATM   51  H23 UNL     1      -4.808  -2.376   0.826  1.00  0.00           H  
HETATM   52  H24 UNL     1      -6.435  -1.582   1.045  1.00  0.00           H  
HETATM   53  H25 UNL     1      -5.863  -2.186  -0.600  1.00  0.00           H  
HETATM   54  H26 UNL     1       3.069   0.787  -0.397  1.00  0.00           H  
HETATM   55  H27 UNL     1       3.350  -0.387  -1.723  1.00  0.00           H  
HETATM   56  H28 UNL     1       4.932  -0.352   0.909  1.00  0.00           H  
HETATM   57  H29 UNL     1       5.134  -1.434  -0.482  1.00  0.00           H  
HETATM   58  H30 UNL     1       5.773   0.583  -1.946  1.00  0.00           H  
HETATM   59  H31 UNL     1       6.917   2.335   1.723  1.00  0.00           H  
HETATM   60  H32 UNL     1       5.260   1.685   1.629  1.00  0.00           H  
HETATM   61  H33 UNL     1       6.728   0.576   1.803  1.00  0.00           H  
HETATM   62  H34 UNL     1       8.556   4.025  -0.552  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3   21
CONECT    3    4   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   20
CONECT    7   37   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   11   19
CONECT   11   12   13
CONECT   12   44   45   46
CONECT   13   14   15   15
CONECT   14   47
CONECT   15   16   17
CONECT   16   48   49   50
CONECT   17   18   19   19
CONECT   18   51   52   53
CONECT   19   20
CONECT   21   22   54   55
CONECT   22   23   56   57
CONECT   23   24   24   58
CONECT   24   25   26
CONECT   25   59   60   61
CONECT   26   27   27   28
CONECT   28   62
END

HMDB0012867
     RDKit          3D
9'-Carboxy-alpha-tocotrienol
 62 63  0  0  0  0  0  0  0  0999 V2000
    2.6741   -2.7039   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4824   -1.2402    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744   -0.8237    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5434   -1.7309    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954   -1.5267    1.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -1.6550   -0.1267 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1538   -3.0093   -0.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -0.5960   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    0.7902   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615    0.7793   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774    1.9587   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532    3.2154   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9439    1.9412   -0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7046    3.0823   -0.4565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5884    0.7466   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0710    0.6992    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8979   -0.4335    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7001    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060   -0.3903   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537   -1.5969   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684   -0.2514   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093   -0.4104   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928    0.5724   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4020    1.4558   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255    1.4798    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    2.3985   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2950    2.3523   -2.1028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9853    3.3131   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734   -2.9108   -0.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662   -3.2647   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -3.1117    0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3218    0.2442    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -2.7983    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961   -1.5000    2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -0.4640    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5262   -2.1376    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282   -3.2501   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -3.8097    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923   -2.9810   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5321   -0.7909   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -0.6439   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291    1.0701    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    1.4838   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013    4.0888   -0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    3.3958   -1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    3.1197   -0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.9686   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5440    1.6594   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2532    0.3858    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4387   -0.1443   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8081   -2.3758    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4345   -1.5824    1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -2.1859   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    0.7871   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -0.3869   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.3515    0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -1.4343   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7728    0.5827   -1.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170    2.3354    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2599    1.6847    1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    0.5761    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5556    4.0254   -0.5518 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
  6  5  1  1
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 20  6  1  0
 19 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 25 59  1  0
 25 60  1  0
 25 61  1  0
 28 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9'-Carboxy-a-tocotrienol	Generator
9'-Carboxy-α-tocotrienol	Generator
alpha-CDMOenHC	HMDB
(2E,6E)-9-[(2R)-6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoate	Generator

Chemical Formula

C₂₄H₃₄O₄

Average Molecular Weight

386.5244

Monoisotopic Molecular Weight

386.245709576

IUPAC Name

(2E,6E)-9-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

Traditional Name

(2E,6E)-9-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoic acid

CAS Registry Number

Not Available

SMILES

C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C

InChI Identifier

InChI=1S/C24H34O4/c1-15(9-7-11-16(2)23(26)27)10-8-13-24(6)14-12-20-19(5)21(25)17(3)18(4)22(20)28-24/h10-11,25H,7-9,12-14H2,1-6H3,(H,26,27)/b15-10+,16-11+/t24-/m1/s1

InChI Key

MEZYOZBFEXYIKB-ASKDMKCJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Chromane
Benzopyran
Bicyclic monoterpenoid
1-benzopyran
Medium-chain fatty acid
Alkyl aryl ether
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Benzenoid
Unsaturated fatty acid
Organoheterocyclic compound
Ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012867)

Source

Endogenous

Endogenous (HMDB: HMDB0012867)

Animal

Animal (HMDB: HMDB0012867)

Exogenous

Food

Food (HMDB: HMDB0012867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012867)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012867)

Lipid metabolism pathway (HMDB: HMDB0012867)

Cellular process

Cell signaling (HMDB: HMDB0012867)

Biochemical process

Lipid transport (HMDB: HMDB0012867)

Role

Biological role

Energy source (HMDB: HMDB0012867)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00096 g/L	ALOGPS
logP	5.36	ALOGPS
logP	6.82	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	115.84 m³·mol⁻¹	ChemAxon
Polarizability	46.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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]+	193.667	31661259
DarkChem	[M-H]-	192.466	31661259
DeepCCS	[M+H]+	198.938	30932474
DeepCCS	[M-H]-	196.542	30932474
DeepCCS	[M-2H]-	229.618	30932474
DeepCCS	[M+Na]+	204.851	30932474
AllCCS	[M+H]+	200.8	32859911
AllCCS	[M+H-H2O]+	198.2	32859911
AllCCS	[M+NH4]+	203.2	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	199.2	32859911
AllCCS	[M+Na-2H]-	200.0	32859911
AllCCS	[M+HCOO]-	201.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-alpha-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	4573.3	Standard polar	33892256
9'-Carboxy-alpha-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	3038.7	Standard non polar	33892256
9'-Carboxy-alpha-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C	3195.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-alpha-tocotrienol,1TMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C	3050.5	Semi standard non polar	33892256
9'-Carboxy-alpha-tocotrienol,1TMS,isomer #2	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O	3156.2	Semi standard non polar	33892256
9'-Carboxy-alpha-tocotrienol,2TMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C	3047.0	Semi standard non polar	33892256
9'-Carboxy-alpha-tocotrienol,1TBDMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	3290.6	Semi standard non polar	33892256
9'-Carboxy-alpha-tocotrienol,1TBDMS,isomer #2	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O	3388.1	Semi standard non polar	33892256
9'-Carboxy-alpha-tocotrienol,2TBDMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=C(C)C(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	3539.8	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 - 9'-Carboxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05g3-3597000000-ee33a4040e8ff3c5f3a2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9'-Carboxy-alpha-tocotrienol GC-MS (2 TMS) - 70eV, Positive	splash10-014i-2165490000-8847e41fbbef01f7bda5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9'-Carboxy-alpha-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9'-Carboxy-alpha-tocotrienol 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 - 9'-Carboxy-alpha-tocotrienol 10V, Positive-QTOF	splash10-014r-0429000000-a66826ff0d07b0106393	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 20V, Positive-QTOF	splash10-014i-0912000000-5ee1236a995a9d12f0d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 40V, Positive-QTOF	splash10-014i-1910000000-ee9f7f94c621608c3fb3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 10V, Negative-QTOF	splash10-000i-0009000000-b373da74391ce2789a05	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 20V, Negative-QTOF	splash10-03du-0319000000-17f654138f67f0a81c49	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 40V, Negative-QTOF	splash10-02cs-1923000000-50e6ff8d4a1ad04e4c79	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 10V, Negative-QTOF	splash10-000l-0009000000-bee69c7476b7b7fa661c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 20V, Negative-QTOF	splash10-03di-0109000000-24ce754465533875736b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 40V, Negative-QTOF	splash10-0lmi-0192000000-3f4ee4b78e71bf13cccf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 10V, Positive-QTOF	splash10-0300-0097000000-c797498613a30824a81a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 20V, Positive-QTOF	splash10-066v-0092000000-84aa2ba2bc2336336b65	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-alpha-tocotrienol 40V, Positive-QTOF	splash10-0a4i-5980000000-d16bab22c4bb256a7101	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB029191

KNApSAcK ID

Not Available

Chemspider ID

30776650

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481535

PDB ID

Not Available

ChEBI ID

175091

Food Biomarker Ontology

Not Available

VMH ID

CE5851

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9'-Carboxy-alpha-tocotrienol (HMDB0012867)

MOL for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

3D MOL for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

3D SDF for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

3D-SDF for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

PDB for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

3D PDB for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

SMILES for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

INCHI for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

Structure for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

3D Structure for HMDB0012867 (9'-Carboxy-alpha-tocotrienol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra