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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:30:23 UTC

Update Date

2022-03-07 02:54:53 UTC

HMDB ID

HMDB0036368

Secondary Accession Numbers

HMDB36368

Metabolite Identification

Common Name

(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol

Description

(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol, also known as tocotrienols, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol.

Structure

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


  Mrv0541 02241211142D          

 28 29  0  0  0  0            999 V2000
   -5.7168    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7168   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5739   -0.6196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5739    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5726   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4317   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4317    1.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 28  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
M  END

HMDB0036368
     RDKit          3D
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benz...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -9.0279    0.5687    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2373   -0.5787    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8293   -1.5798   -0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9521   -0.7120    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3531    0.2753    1.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2795    1.0755    1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    0.2549    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -0.7694   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.4811    1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -0.2524    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529    0.6839    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506   -0.1367    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -0.9347    1.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757   -0.1293   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.8949   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.1132   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    0.9127   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    1.9864   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037    1.5617   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0441    2.2100   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529    1.1072   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0046    0.9902   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5499   -0.0426    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -0.1225    0.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7105   -1.0005    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.8876    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033    0.1538    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    0.2594   -0.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275    0.6170    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1207    0.4879    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4389    1.4951    0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5891   -1.1157   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3615   -2.3296    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0873   -2.0819   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.5791    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    0.9208    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336   -0.2747    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.6054    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    1.8877    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2870   -0.5952   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.5726   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1818   -1.8026    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    1.2493    2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -0.6482    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -1.1285    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    1.3987    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    1.1816   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -2.0169    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074   -0.8532    2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -0.5057    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269    0.4676   -1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.5976   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -1.5699   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237    0.3322   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587   -0.8399   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    1.8051    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0634    2.1380   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    2.9423   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.2955   -2.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4997    0.7393   -2.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    2.9942   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    2.6068   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6785    1.7465   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4511   -0.6509   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891   -1.8391    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6474   -1.6263    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 17  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
M  END


  Mrv0541 02241211142D          

 28 29  0  0  0  0            999 V2000
   -5.7168    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7168   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5739   -0.6196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5739    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5726   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4317   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4317    1.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 28  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036368

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O2/c1-20(2)9-6-10-21(3)11-7-12-22(4)13-8-17-26(5)18-16-23-19-24(27)14-15-25(23)28-26/h9,11,13-15,19,27H,6-8,10,12,16-18H2,1-5H3/b21-11+,22-13+

> <INCHI_KEY>
GJJVAFUKOBZPCB-ZGRPYONQSA-N

> <FORMULA>
C26H38O2

> <MOLECULAR_WEIGHT>
382.5787

> <EXACT_MASS>
382.28718046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
48.11808917128394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
7.750714648

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.01078652822166

> <JCHEM_PKA_STRONGEST_BASIC>
-4.855209812541672

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
122.80050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.93e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-1-benzopyran-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036368
     RDKit          3D
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benz...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -9.0279    0.5687    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2373   -0.5787    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8293   -1.5798   -0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9521   -0.7120    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3531    0.2753    1.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2795    1.0755    1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    0.2549    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -0.7694   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.4811    1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -0.2524    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529    0.6839    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506   -0.1367    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -0.9347    1.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757   -0.1293   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.8949   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.1132   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    0.9127   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    1.9864   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037    1.5617   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0441    2.2100   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529    1.1072   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0046    0.9902   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5499   -0.0426    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -0.1225    0.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7105   -1.0005    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.8876    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033    0.1538    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    0.2594   -0.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275    0.6170    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1207    0.4879    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4389    1.4951    0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5891   -1.1157   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3615   -2.3296    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0873   -2.0819   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.5791    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    0.9208    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336   -0.2747    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.6054    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    1.8877    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2870   -0.5952   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.5726   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1818   -1.8026    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    1.2493    2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -0.6482    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -1.1285    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    1.3987    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    1.1816   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -2.0169    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074   -0.8532    2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -0.5057    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269    0.4676   -1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.5976   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -1.5699   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237    0.3322   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587   -0.8399   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    1.8051    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0634    2.1380   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    2.9423   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.2955   -2.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4997    0.7393   -2.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    2.9942   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    2.6068   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6785    1.7465   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4511   -0.6509   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891   -1.8391    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6474   -1.6263    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 17  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -10.671   1.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.671  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.337  -1.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.006  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.006   1.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.337   1.925   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.671  -1.157   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.339  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.339   1.157   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.671   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.005  -1.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.671  -0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.337  -1.154   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.002  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.332  -1.154   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.666  -0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.000  -1.154   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.669  -1.154   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.003  -0.385   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.337  -1.154   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.672  -0.385   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.006  -1.154   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.002   1.157   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   1.157   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.672   1.157   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.339  -1.928   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -12.006   1.928   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   11   27                                             
CONECT    9    8   10                                                       
CONECT   10    5    9                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22                                                            
CONECT   24   14                                                            
CONECT   25   18                                                            
CONECT   26   22                                                            
CONECT   27    8                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0036368
HETATM    1  C1  UNL     1      -9.028   0.569   1.106  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.237  -0.579   0.595  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.829  -1.580  -0.319  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.952  -0.712   0.973  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.353   0.275   1.880  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.280   1.076   1.225  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.159   0.255   0.761  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.188  -0.769  -0.308  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.947   0.481   1.321  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.727  -0.252   0.969  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.653   0.684   0.427  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.551  -0.137   0.093  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.256  -0.935   1.125  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.976  -0.129  -1.179  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.142  -0.895  -1.617  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.259  -0.113  -2.213  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.886   0.913  -1.332  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.975   1.986  -0.840  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.004   1.562  -2.161  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.044   2.210  -1.267  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.653   1.107  -0.480  1.00  0.00           C  
HETATM   22  C22 UNL     1       8.005   0.990  -0.248  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.550  -0.043   0.485  1.00  0.00           C  
HETATM   24  O1  UNL     1       9.939  -0.122   0.698  1.00  0.00           O  
HETATM   25  C24 UNL     1       7.710  -1.000   1.010  1.00  0.00           C  
HETATM   26  C25 UNL     1       6.355  -0.888   0.780  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.803   0.154   0.040  1.00  0.00           C  
HETATM   28  O2  UNL     1       4.437   0.259  -0.186  1.00  0.00           O  
HETATM   29  H1  UNL     1     -10.028   0.617   0.608  1.00  0.00           H  
HETATM   30  H2  UNL     1      -9.121   0.488   2.201  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.439   1.495   0.880  1.00  0.00           H  
HETATM   32  H4  UNL     1      -9.589  -1.116  -1.001  1.00  0.00           H  
HETATM   33  H5  UNL     1      -9.362  -2.330   0.316  1.00  0.00           H  
HETATM   34  H6  UNL     1      -8.087  -2.082  -0.950  1.00  0.00           H  
HETATM   35  H7  UNL     1      -6.389  -1.579   0.611  1.00  0.00           H  
HETATM   36  H8  UNL     1      -7.150   0.921   2.328  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.934  -0.275   2.793  1.00  0.00           H  
HETATM   38  H10 UNL     1      -5.788   1.605   0.360  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.904   1.888   1.929  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.287  -0.595  -0.995  1.00  0.00           H  
HETATM   41  H13 UNL     1      -5.054  -0.573  -0.962  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.182  -1.803   0.014  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.890   1.249   2.069  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.312  -0.648   1.944  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.852  -1.129   0.337  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.356   1.399   1.219  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.053   1.182  -0.472  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.282  -2.017   0.875  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.707  -0.853   2.081  1.00  0.00           H  
HETATM   50  H22 UNL     1       2.252  -0.506   1.287  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.427   0.468  -1.904  1.00  0.00           H  
HETATM   52  H24 UNL     1       1.785  -1.598  -2.426  1.00  0.00           H  
HETATM   53  H25 UNL     1       2.498  -1.570  -0.808  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.924   0.332  -3.172  1.00  0.00           H  
HETATM   55  H27 UNL     1       4.059  -0.840  -2.489  1.00  0.00           H  
HETATM   56  H28 UNL     1       2.686   1.805   0.232  1.00  0.00           H  
HETATM   57  H29 UNL     1       2.063   2.138  -1.423  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.578   2.942  -0.790  1.00  0.00           H  
HETATM   59  H31 UNL     1       4.522   2.296  -2.840  1.00  0.00           H  
HETATM   60  H32 UNL     1       5.500   0.739  -2.717  1.00  0.00           H  
HETATM   61  H33 UNL     1       5.609   2.994  -0.633  1.00  0.00           H  
HETATM   62  H34 UNL     1       6.824   2.607  -1.939  1.00  0.00           H  
HETATM   63  H35 UNL     1       8.679   1.746  -0.661  1.00  0.00           H  
HETATM   64  H36 UNL     1      10.451  -0.651  -0.015  1.00  0.00           H  
HETATM   65  H37 UNL     1       8.089  -1.839   1.598  1.00  0.00           H  
HETATM   66  H38 UNL     1       5.647  -1.626   1.178  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9    9
CONECT    8   40   41   42
CONECT    9   10   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   14   14
CONECT   13   48   49   50
CONECT   14   15   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   19   28
CONECT   18   56   57   58
CONECT   19   20   59   60
CONECT   20   21   61   62
CONECT   21   22   22   27
CONECT   22   23   63
CONECT   23   24   25   25
CONECT   24   64
CONECT   25   26   65
CONECT   26   27   27   66
CONECT   27   28
END

HMDB0036368
     RDKit          3D
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benz...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -9.0279    0.5687    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2373   -0.5787    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8293   -1.5798   -0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9521   -0.7120    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3531    0.2753    1.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2795    1.0755    1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    0.2549    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -0.7694   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470    0.4811    1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -0.2524    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6529    0.6839    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506   -0.1367    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -0.9347    1.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757   -0.1293   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.8949   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.1132   -2.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    0.9127   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    1.9864   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037    1.5617   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0441    2.2100   -1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529    1.1072   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0046    0.9902   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5499   -0.0426    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -0.1225    0.6977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7105   -1.0005    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.8876    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033    0.1538    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    0.2594   -0.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275    0.6170    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1207    0.4879    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4389    1.4951    0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5891   -1.1157   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3615   -2.3296    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0873   -2.0819   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.5791    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    0.9208    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336   -0.2747    2.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.6054    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    1.8877    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2870   -0.5952   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.5726   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1818   -1.8026    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    1.2493    2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124   -0.6482    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -1.1285    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    1.3987    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    1.1816   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822   -2.0169    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074   -0.8532    2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2517   -0.5057    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269    0.4676   -1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.5976   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -1.5699   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237    0.3322   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587   -0.8399   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    1.8051    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0634    2.1380   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    2.9423   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.2955   -2.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4997    0.7393   -2.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094    2.9942   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    2.6068   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6785    1.7465   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4511   -0.6509   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0891   -1.8391    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6474   -1.6263    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
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 15 16  1  0
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 17 18  1  0
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 20 21  1  0
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 22 23  1  0
 23 24  1  0
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 25 26  1  0
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 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
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 24 64  1  0
 25 65  1  0
 26 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tocotrienols	HMDB
Tocotrienol	HMDB

Chemical Formula

C₂₆H₃₈O₂

Average Molecular Weight

382.5787

Monoisotopic Molecular Weight

382.28718046

IUPAC Name

2-methyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

2-methyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-1-benzopyran-6-ol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1

InChI Identifier

InChI=1S/C26H38O2/c1-20(2)9-6-10-21(3)11-7-12-22(4)13-8-17-26(5)18-16-23-19-24(27)14-15-25(23)28-26/h9,11,13-15,19,27H,6-8,10,12,16-18H2,1-5H3/b21-11+,22-13+

InChI Key

GJJVAFUKOBZPCB-ZGRPYONQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
1-benzopyran
Benzopyran
Chromane
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036368)
Cell membrane (HMDB: HMDB0036368)

Cellular substructure

Extracellular (HMDB: HMDB0036368)
Membrane (HMDB: HMDB0036368)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036368)

Source

Endogenous

Endogenous (HMDB: HMDB0036368)

Plant

Poaceae (HMDB: HMDB0036368)

Exogenous

Food

Food (HMDB: HMDB0036368)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036368)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036368)

Cellular process

Cell signaling (HMDB: HMDB0036368)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036368)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036368)

Nutrient

Nutrient (HMDB: HMDB0036368)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0036368)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036368)

Emulsifier (HMDB: HMDB0036368)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00079 g/L	ALOGPS
logP	7.68	ALOGPS
logP	7.75	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	10.01	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	122.8 m³·mol⁻¹	ChemAxon
Polarizability	48.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.728	31661259
DarkChem	[M-H]-	193.015	31661259
DeepCCS	[M+H]+	195.434	30932474
DeepCCS	[M-H]-	193.076	30932474
DeepCCS	[M-2H]-	227.133	30932474
DeepCCS	[M+Na]+	202.653	30932474
AllCCS	[M+H]+	206.2	32859911
AllCCS	[M+H-H2O]+	203.6	32859911
AllCCS	[M+NH4]+	208.6	32859911
AllCCS	[M+Na]+	209.3	32859911
AllCCS	[M-H]-	197.4	32859911
AllCCS	[M+Na-2H]-	198.5	32859911
AllCCS	[M+HCOO]-	199.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1	3767.1	Standard polar	33892256
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1	2972.0	Standard non polar	33892256
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol	CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1	3045.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CCC1(C)CCC2=CC(O[Si](C)(C)C)=CC=C2O1	2894.7	Semi standard non polar	33892256
(R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/CCC1(C)CCC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2O1	3108.1	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 - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-07vj-5596000000-0cd0f7278392f77a6fc8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol GC-MS (1 TMS) - 70eV, Positive	splash10-000i-7559800000-bfc73912f9f91a8b1825	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 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 - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 10V, Positive-QTOF	splash10-0089-0729000000-24886f60b2dc16909a93	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 20V, Positive-QTOF	splash10-00di-0910000000-44a512abf80057b180a6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 40V, Positive-QTOF	splash10-00di-5920000000-5e649f09c535eca0b101	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 10V, Negative-QTOF	splash10-001i-0109000000-a82226cddbb19f8d46bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 20V, Negative-QTOF	splash10-0089-0709000000-232e21ac92279ecf6671	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 40V, Negative-QTOF	splash10-05fr-0912000000-9c7feb8bdd51eacb4163	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 10V, Negative-QTOF	splash10-001i-0009000000-a3fdda692d4ef708e9b6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 20V, Negative-QTOF	splash10-00e9-0928000000-f4ad4948a07d45228944	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 40V, Negative-QTOF	splash10-01r2-2921000000-c7a82412f8a1910b9fdd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 10V, Positive-QTOF	splash10-001i-3296000000-5224bcf0353b6652d6a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 20V, Positive-QTOF	splash10-0g4i-4390000000-95a72efa68bd86f627de	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol 40V, Positive-QTOF	splash10-002f-9810000000-8d58dd3f08149aa39da9	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12647

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015246

KNApSAcK ID

Not Available

Chemspider ID

8105532

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9929901

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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Showing metabocard for (R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol (HMDB0036368)

MOL for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

3D MOL for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

3D SDF for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

3D-SDF for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

PDB for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

3D PDB for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

SMILES for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

INCHI for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

Structure for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

3D Structure for HMDB0036368 ((R)-3,4-Dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra