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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:08:55 UTC

Update Date

2021-09-14 14:58:52 UTC

HMDB ID

HMDB0012869

Secondary Accession Numbers

HMDB12869

Metabolite Identification

Common Name

9'-Carboxy-gamma-tocotrienol

Description

9'-carboxy-r-tocotrienol is a dehydrogenation carboxylate product of 9'-hydroxy-r-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Gamma-tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. Gamma-tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies.

Structure

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

  Mrv1652303102016462D          

 27 28  0  0  1  0            999 V2000
   13.6423  -12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -11.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -10.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -9.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6423   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -8.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174   -7.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5799   -8.4297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -12.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -13.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -14.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -14.8593    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9924  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5319  -16.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2464  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -16.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3894  -16.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3894  -14.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -14.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -13.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2464  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5319  -14.4469    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 27  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 26  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0012869
     RDKit          3D
9'-Carboxy-gamma-tocotrienol
 59 60  0  0  0  0  0  0  0  0999 V2000
    2.6342    2.7155   -2.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    1.7451   -1.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    1.1633   -1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284    1.5440   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    2.2218   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    1.4434   -0.0689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4400    2.4094    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6454    0.7513    0.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    0.3618    2.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465   -0.4399    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5005   -1.2264    2.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -2.0014    1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3140   -2.8024    2.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8380   -1.9826    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9453   -2.7974   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -1.1771   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218   -1.1163   -1.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212   -0.4091    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406    0.4006   -0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232    1.3865   -0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3746    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8934    0.1120    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098   -1.0980    0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149   -2.1808    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102   -1.3856    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -0.4153    2.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -2.6646    1.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    3.5728   -2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    2.2250   -3.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    3.1367   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310    0.4587   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.1450   -2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.5842   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372    2.5553   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130    3.2308   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.8704    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368    2.9385    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    3.1649   -0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865    1.2720    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668   -0.2735    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752   -0.1974    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0561    1.2769    2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -1.3050    3.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569   -3.3532    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9361   -2.3753    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099   -3.8322    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9640   -2.7956   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3277   -2.1570   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.5948   -2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606   -0.5830   -2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    0.9133   -1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    2.3072   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.7421    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.5588   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4071    0.9457    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1912   -3.1231    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -2.2562    0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862   -2.0110   -0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174   -2.8558    1.4271 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  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 19  6  1  0
 18 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 59  1  0
M  END

  Mrv1652303102016462D          

 27 28  0  0  1  0            999 V2000
   13.6423  -12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -11.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -10.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -9.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6423   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -8.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174   -7.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5799   -8.4297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -12.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -13.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049  -14.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -14.8593    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9924  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5319  -16.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2464  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -16.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749  -15.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3894  -16.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6749  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3894  -14.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -14.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9609  -13.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2464  -14.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5319  -14.4469    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 27  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 26  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012869

> <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)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O4/c1-15(8-6-10-16(2)22(25)26)9-7-12-23(5)13-11-19-14-20(24)17(3)18(4)21(19)27-23/h9-10,14,24H,6-8,11-13H2,1-5H3,(H,25,26)/b15-9+,16-10+/t23-/m1/s1

> <INCHI_KEY>
QSRURDPJEKTSFH-ODPFLYRHSA-N

> <FORMULA>
C23H32O4

> <MOLECULAR_WEIGHT>
372.4978

> <EXACT_MASS>
372.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.136882748045856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.40

> <JCHEM_LOGP>
6.309535750666667

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.470423824805662

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.011795647351914

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852470626714918

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
110.79749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012869
     RDKit          3D
9'-Carboxy-gamma-tocotrienol
 59 60  0  0  0  0  0  0  0  0999 V2000
    2.6342    2.7155   -2.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    1.7451   -1.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    1.1633   -1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284    1.5440   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    2.2218   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    1.4434   -0.0689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4400    2.4094    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6454    0.7513    0.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    0.3618    2.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465   -0.4399    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5005   -1.2264    2.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -2.0014    1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3140   -2.8024    2.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8380   -1.9826    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9453   -2.7974   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -1.1771   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218   -1.1163   -1.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212   -0.4091    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406    0.4006   -0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232    1.3865   -0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3746    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8934    0.1120    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098   -1.0980    0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149   -2.1808    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102   -1.3856    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -0.4153    2.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -2.6646    1.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    3.5728   -2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    2.2250   -3.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    3.1367   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310    0.4587   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.1450   -2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.5842   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372    2.5553   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130    3.2308   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.8704    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368    2.9385    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    3.1649   -0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865    1.2720    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668   -0.2735    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752   -0.1974    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0561    1.2769    2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -1.3050    3.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569   -3.3532    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9361   -2.3753    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099   -3.8322    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9640   -2.7956   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3277   -2.1570   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.5948   -2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606   -0.5830   -2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    0.9133   -1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    2.3072   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.7421    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.5588   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4071    0.9457    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1912   -3.1231    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -2.2562    0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862   -2.0110   -0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174   -2.8558    1.4271 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  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 19  6  1  0
 18 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 59  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      25.466 -22.403   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.926 -22.403   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.156 -21.069   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.926 -19.736   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.156 -18.402   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.926 -17.068   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.466 -17.068   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.156 -15.735   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.926 -14.402   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      21.616 -15.735   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      23.156 -23.737   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.926 -25.070   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.156 -26.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.926 -27.737   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.386 -27.737   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.926 -29.277   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.260 -30.047   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.593 -29.277   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.927 -30.047   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.260 -29.277   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      30.594 -30.047   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      29.260 -27.737   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.594 -26.968   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.927 -26.968   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.927 -25.428   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.593 -27.737   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      25.260 -26.968   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   27                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   18   24   27                                                  
CONECT   27   14   26                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0012869
HETATM    1  C1  UNL     1       2.634   2.716  -2.674  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.588   1.745  -1.569  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.428   1.163  -1.197  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.228   1.544  -1.942  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.793   2.222  -1.121  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.432   1.443  -0.069  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.440   2.409   0.626  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.645   0.751   0.974  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.644   0.362   2.086  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.746  -0.440   1.475  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.500  -1.226   2.287  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.548  -2.001   1.774  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.314  -2.802   2.610  1.00  0.00           O  
HETATM   14  C13 UNL     1      -4.838  -1.983   0.427  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.945  -2.797  -0.138  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.060  -1.177  -0.382  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.322  -1.116  -1.822  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.021  -0.409   0.132  1.00  0.00           C  
HETATM   19  O2  UNL     1      -2.241   0.401  -0.686  1.00  0.00           O  
HETATM   20  C18 UNL     1       3.823   1.386  -0.841  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.580   0.375   0.258  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.893   0.112   0.898  1.00  0.00           C  
HETATM   23  C21 UNL     1       5.410  -1.098   0.912  1.00  0.00           C  
HETATM   24  C22 UNL     1       4.615  -2.181   0.257  1.00  0.00           C  
HETATM   25  C23 UNL     1       6.710  -1.386   1.540  1.00  0.00           C  
HETATM   26  O3  UNL     1       7.310  -0.415   2.067  1.00  0.00           O  
HETATM   27  O4  UNL     1       7.234  -2.665   1.543  1.00  0.00           O  
HETATM   28  H1  UNL     1       1.933   3.573  -2.541  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.398   2.225  -3.653  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.653   3.137  -2.776  1.00  0.00           H  
HETATM   31  H4  UNL     1       1.431   0.459  -0.406  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.512   2.145  -2.858  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.191   0.584  -2.407  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.637   2.555  -1.832  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.413   3.231  -0.747  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.297   1.870   1.037  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.837   2.938   1.388  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.718   3.165  -0.129  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.187   1.272   1.424  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.367  -0.273   0.567  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.075  -0.197   2.847  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.056   1.277   2.533  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.348  -1.305   3.352  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.057  -3.353   2.253  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.936  -2.375   0.196  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.910  -3.832   0.276  1.00  0.00           H  
HETATM   47  H20 UNL     1      -5.964  -2.796  -1.226  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.328  -2.157  -2.261  1.00  0.00           H  
HETATM   49  H22 UNL     1      -3.501  -0.595  -2.354  1.00  0.00           H  
HETATM   50  H23 UNL     1      -5.261  -0.583  -2.081  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.573   0.913  -1.535  1.00  0.00           H  
HETATM   52  H25 UNL     1       4.239   2.307  -0.391  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.866   0.742   1.017  1.00  0.00           H  
HETATM   54  H27 UNL     1       3.186  -0.559  -0.229  1.00  0.00           H  
HETATM   55  H28 UNL     1       5.407   0.946   1.350  1.00  0.00           H  
HETATM   56  H29 UNL     1       5.191  -3.123   0.360  1.00  0.00           H  
HETATM   57  H30 UNL     1       3.651  -2.256   0.800  1.00  0.00           H  
HETATM   58  H31 UNL     1       4.486  -2.011  -0.828  1.00  0.00           H  
HETATM   59  H32 UNL     1       8.217  -2.856   1.427  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   20
CONECT    3    4   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   19
CONECT    7   36   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   11   18
CONECT   11   12   43
CONECT   12   13   14   14
CONECT   13   44
CONECT   14   15   16
CONECT   15   45   46   47
CONECT   16   17   18   18
CONECT   17   48   49   50
CONECT   18   19
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   23   55
CONECT   23   24   25
CONECT   24   56   57   58
CONECT   25   26   26   27
CONECT   27   59
END

HMDB0012869
     RDKit          3D
9'-Carboxy-gamma-tocotrienol
 59 60  0  0  0  0  0  0  0  0999 V2000
    2.6342    2.7155   -2.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    1.7451   -1.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    1.1633   -1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284    1.5440   -1.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    2.2218   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    1.4434   -0.0689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4400    2.4094    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6454    0.7513    0.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    0.3618    2.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465   -0.4399    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5005   -1.2264    2.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -2.0014    1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3140   -2.8024    2.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8380   -1.9826    0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9453   -2.7974   -0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -1.1771   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3218   -1.1163   -1.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212   -0.4091    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406    0.4006   -0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232    1.3865   -0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3746    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8934    0.1120    0.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098   -1.0980    0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149   -2.1808    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102   -1.3856    1.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -0.4153    2.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -2.6646    1.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    3.5728   -2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    2.2250   -3.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    3.1367   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310    0.4587   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.1450   -2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.5842   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372    2.5553   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130    3.2308   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.8704    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8368    2.9385    1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    3.1649   -0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865    1.2720    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668   -0.2735    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0752   -0.1974    2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0561    1.2769    2.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -1.3050    3.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0569   -3.3532    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9361   -2.3753    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099   -3.8322    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9640   -2.7956   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3277   -2.1570   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.5948   -2.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2606   -0.5830   -2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    0.9133   -1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    2.3072   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655    0.7421    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.5588   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4071    0.9457    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1912   -3.1231    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -2.2562    0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862   -2.0110   -0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174   -2.8558    1.4271 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  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 19  6  1  0
 18 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9'-Carboxy-g-tocotrienol	Generator
9'-Carboxy-γ-tocotrienol	Generator
gamma-CDMOenHC	HMDB
(2E,6E)-9-[(2R)-6-Hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6-dimethylnona-2,6-dienoate	Generator

Chemical Formula

C₂₃H₃₂O₄

Average Molecular Weight

372.4978

Monoisotopic Molecular Weight

372.230059512

IUPAC Name

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

Traditional Name

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

CAS Registry Number

17-15-2

SMILES

C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2

InChI Identifier

InChI=1S/C23H32O4/c1-15(8-6-10-16(2)22(25)26)9-7-12-23(5)13-11-19-14-20(24)17(3)18(4)21(19)27-23/h9-10,14,24H,6-8,11-13H2,1-5H3,(H,25,26)/b15-9+,16-10+/t23-/m1/s1

InChI Key

QSRURDPJEKTSFH-ODPFLYRHSA-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

Bicyclic monoterpenoid
Benzopyran
Aromatic monoterpenoid
Chromane
1-benzopyran
Medium-chain fatty acid
Branched fatty acid
1-hydroxy-2-unsubstituted benzenoid
Heterocyclic fatty acid
Hydroxy fatty acid
Alkyl aryl ether
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Benzenoid
Fatty acid
Ether
Monocarboxylic acid or derivatives
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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: HMDB0012869)

Source

Endogenous

Endogenous (HMDB: HMDB0012869)

Animal

Animal (HMDB: HMDB0012869)

Exogenous

Food

Food (HMDB: HMDB0012869)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012869)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012869)

Lipid metabolism pathway (HMDB: HMDB0012869)

Cellular process

Cell signaling (HMDB: HMDB0012869)

Biochemical process

Lipid transport (HMDB: HMDB0012869)

Role

Biological role

Energy source (HMDB: HMDB0012869)

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	0.0013 g/L	ALOGPS
logP	5.4	ALOGPS
logP	6.31	ChemAxon
logS	-5.4	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	110.8 m³·mol⁻¹	ChemAxon
Polarizability	44.14 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]+	190.059	31661259
DarkChem	[M-H]-	189.362	31661259
DeepCCS	[M+H]+	198.6	30932474
DeepCCS	[M-H]-	196.204	30932474
DeepCCS	[M-2H]-	229.539	30932474
DeepCCS	[M+Na]+	204.697	30932474
AllCCS	[M+H]+	197.5	32859911
AllCCS	[M+H-H2O]+	194.7	32859911
AllCCS	[M+NH4]+	200.0	32859911
AllCCS	[M+Na]+	200.8	32859911
AllCCS	[M-H]-	195.6	32859911
AllCCS	[M+Na-2H]-	196.3	32859911
AllCCS	[M+HCOO]-	197.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-gamma-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2	4444.8	Standard polar	33892256
9'-Carboxy-gamma-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2	2945.1	Standard non polar	33892256
9'-Carboxy-gamma-tocotrienol	C\C(CC\C=C(/C)C(O)=O)=C/CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2	3136.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-gamma-tocotrienol,1TMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C	2973.4	Semi standard non polar	33892256
9'-Carboxy-gamma-tocotrienol,1TMS,isomer #2	C/C(=C\CC[C@]1(C)CCC2=CC(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O	3076.3	Semi standard non polar	33892256
9'-Carboxy-gamma-tocotrienol,2TMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=CC(O[Si](C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C	2932.0	Semi standard non polar	33892256
9'-Carboxy-gamma-tocotrienol,1TBDMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	3236.9	Semi standard non polar	33892256
9'-Carboxy-gamma-tocotrienol,1TBDMS,isomer #2	C/C(=C\CC[C@]1(C)CCC2=CC(O[Si](C)(C)C(C)(C)C)=C(C)C(C)=C2O1)CC/C=C(\C)C(=O)O	3330.6	Semi standard non polar	33892256
9'-Carboxy-gamma-tocotrienol,2TBDMS,isomer #1	C/C(=C\CC[C@]1(C)CCC2=CC(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	3453.5	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-gamma-tocotrienol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adi-5779000000-8d3c6b46692581e2ac62	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9'-Carboxy-gamma-tocotrienol GC-MS (2 TMS) - 70eV, Positive	splash10-0udj-4159370000-7195e9af8becde263b58	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9'-Carboxy-gamma-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-gamma-tocotrienol 10V, Positive-QTOF	splash10-0kmi-0429000000-dc65a95053c3e11c0e6d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 20V, Positive-QTOF	splash10-0udi-0921000000-37b3605bb8a75795fd9f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 40V, Positive-QTOF	splash10-0udi-2910000000-9ac0df4beb7e5e769087	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 10V, Negative-QTOF	splash10-00di-0009000000-7bf528b3c3f60dd35755	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 20V, Negative-QTOF	splash10-0092-0419000000-8a1b81b5337e6aaf5107	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 40V, Negative-QTOF	splash10-01ot-4915000000-10e34dd9546dd49c4fa1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 10V, Positive-QTOF	splash10-0pbm-0596000000-27f1b5626b2f99d81401	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 20V, Positive-QTOF	splash10-055f-1490000000-7975e83aea814419d5d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 40V, Positive-QTOF	splash10-00rf-2910000000-08415f638b34c34162f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 10V, Negative-QTOF	splash10-00fr-0009000000-1ba19b7f4d17484699cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 20V, Negative-QTOF	splash10-002b-0369000000-bb57dbc661d9be7d070f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-tocotrienol 40V, Negative-QTOF	splash10-0229-0953000000-31db70e8eb5dab82835e	2021-09-23	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

FDB029193

KNApSAcK ID

C00000665

Chemspider ID

30776659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481537

PDB ID

Not Available

ChEBI ID

174955

Food Biomarker Ontology

Not Available

VMH ID

CE5847

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-gamma-tocotrienol (HMDB0012869)

MOL for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

3D MOL for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

3D SDF for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

3D-SDF for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

PDB for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

3D PDB for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

SMILES for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

INCHI for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

Structure for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

3D Structure for HMDB0012869 (9'-Carboxy-gamma-tocotrienol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra