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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:08:54 UTC

Update Date

2021-09-14 15:19:52 UTC

HMDB ID

HMDB0012868

Secondary Accession Numbers

HMDB12868

Metabolite Identification

Common Name

9'-Carboxy-gamma-chromanol

Description

9'-Carboxy-gamma-tocopherol is a dehydrogenation carboxylate product of 9'-hydroxy-r-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. r-Tocopherol provides different antioxidant activities in food and in-vitro studies and showed higher activity in trapping lipophilic electrophiles and reactive nitrogen and oxygen species. From the metabolism end product, only that of r-tocopherol (2,7,8-trimethyl-2-(b-carboxyethyl)-6-hydroxychroman), but not that of a-tocopherol, was identified to provide natriuretic activity. Only the r-tocopherol plasma level served as biomarker for cancer and cardiovascular risk.

Structure

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


  Mrv1652303102016462D          

 27 28  0  0  0  0            999 V2000
 9996.081110001.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.933710000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6484 9999.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.362410000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9999.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.791710000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5074 9999.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9367 9999.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.652410000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3681 9999.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.652410001.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.9367 9999.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9999.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.651810000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6518 9998.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.080510000.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3659 9999.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3659 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0804 9998.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.506810000.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7923 9999.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7923 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5068 9998.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2213 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2213 9999.9898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.219710000.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  1  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
  1 17  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 26  2  1  0  0  0  0
 22 17  2  0  0  0  0
 20 23  2  0  0  0  0
 26 27  1  1  0  0  0
M  END

HMDB0012868
     RDKit          3D
9'-Carboxy-gamma-chromanol
 63 64  0  0  0  0  0  0  0  0999 V2000
   -7.5220    0.8518    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    0.2460    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -0.5826    1.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8355   -0.8401    2.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227   -1.1536    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6484   -0.9195    0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498   -0.0904   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2106    0.4853   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5216    1.3776   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.1967   -1.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477   -0.0502   -0.7038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3629    0.9990    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905    0.1954   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    0.0005   -1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.8135   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9107    0.5235   -1.2399 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2446    0.8481   -2.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124   -0.8300   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -1.1822   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.4620   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.5856    1.3378 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4889   -0.1152    1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8694    0.2450    1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    0.8791    1.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1242    0.3311    3.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946   -1.4501   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993   -1.5687    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7190    1.3995    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2781    0.0173    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6929    1.4442   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7303   -0.3885    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.8159    2.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2750    0.8519   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985    2.2909   -0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032    1.6003   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233    1.4933    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    0.6331    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8153    1.8360   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -0.3091   -2.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632    1.2976   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432   -1.0888   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    0.1202   -3.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239    1.9064   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    0.5719    0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4267    1.2908   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.1000   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    1.7906   -2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.0935   -3.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -1.1137    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7638   -1.5505   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1041   -1.2610   -1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8051   -2.2715   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345    0.6244   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -0.8674   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025   -1.6385    1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789   -0.9997    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    0.6274    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7319    0.3851    2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463    0.2026    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.8773   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -2.0821   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227   -2.6399    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -0.9977    1.8735 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 11 26  1  0
 26 27  1  0
  8  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  1
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
M  END


  Mrv1652303102016462D          

 27 28  0  0  0  0            999 V2000
 9996.081110001.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.933710000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6484 9999.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.362410000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9999.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.791710000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5074 9999.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9367 9999.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.652410000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3681 9999.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.652410001.2297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.9367 9999.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9999.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.651810000.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6518 9998.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.080510000.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3659 9999.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3659 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0804 9998.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.506810000.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7923 9999.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7923 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5068 9998.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2213 9999.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2213 9999.9898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.219710000.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  1  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
  1 17  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 26  2  1  0  0  0  0
 22 17  2  0  0  0  0
 20 23  2  0  0  0  0
 26 27  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0012868

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CCC[C@H](C)C(O)=O)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O4/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/h14-16,24H,6-13H2,1-5H3,(H,25,26)/t15-,16+,23-/m1/s1

> <INCHI_KEY>
ODQOKHVJIYTOQE-VBURHUQHSA-N

> <FORMULA>
C23H36O4

> <MOLECULAR_WEIGHT>
376.537

> <EXACT_MASS>
376.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.9881392347094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
6.864727531333334

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.470461963888278

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.999792396057005

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852416276885075

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
109.07159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.54e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012868
     RDKit          3D
9'-Carboxy-gamma-chromanol
 63 64  0  0  0  0  0  0  0  0999 V2000
   -7.5220    0.8518    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    0.2460    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -0.5826    1.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8355   -0.8401    2.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227   -1.1536    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6484   -0.9195    0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498   -0.0904   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2106    0.4853   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5216    1.3776   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.1967   -1.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477   -0.0502   -0.7038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3629    0.9990    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905    0.1954   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    0.0005   -1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.8135   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9107    0.5235   -1.2399 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2446    0.8481   -2.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124   -0.8300   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -1.1822   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.4620   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.5856    1.3378 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4889   -0.1152    1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8694    0.2450    1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    0.8791    1.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1242    0.3311    3.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946   -1.4501   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993   -1.5687    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7190    1.3995    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2781    0.0173    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6929    1.4442   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7303   -0.3885    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.8159    2.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2750    0.8519   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985    2.2909   -0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032    1.6003   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233    1.4933    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    0.6331    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8153    1.8360   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -0.3091   -2.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632    1.2976   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432   -1.0888   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    0.1202   -3.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239    1.9064   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    0.5719    0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4267    1.2908   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.1000   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    1.7906   -2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.0935   -3.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -1.1137    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7638   -1.5505   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1041   -1.2610   -1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8051   -2.2715   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345    0.6244   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -0.8674   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025   -1.6385    1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789   -0.9997    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    0.6274    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7319    0.3851    2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463    0.2026    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.8773   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -2.0821   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227   -2.6399    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -0.9977    1.8735 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 11 26  1  0
 26 27  1  0
  8  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  1
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  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    8659.3518668.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.6768667.422   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.0108666.652   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.3438667.422   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8668.6798666.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8670.0118667.422   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8671.3478666.652   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8672.6798667.422   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8674.0158666.652   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8675.3518667.422   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8676.6878666.652   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8675.3518668.962   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8674.0158665.114   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6798665.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8656.6838667.422   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8656.6838664.330   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8659.3508667.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8658.0168666.647   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8658.0168665.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8659.3508664.337   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8662.0138667.418   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8660.6798666.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8660.6798665.107   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8662.0138664.338   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8663.3468665.107   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8663.3468666.648   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8663.3438668.188   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2    3   26                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9                                                            
CONECT   14    5                                                            
CONECT   15   18                                                            
CONECT   16   19                                                            
CONECT   17   18    1   22                                                  
CONECT   18   17   19   15                                                  
CONECT   19   18   20   16                                                  
CONECT   20   19   23                                                       
CONECT   21   22   26                                                       
CONECT   22   23   21   17                                                  
CONECT   23   22   24   20                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21    2   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0012868
HETATM    1  C1  UNL     1      -7.522   0.852   0.773  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.164   0.246   0.826  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.874  -0.583   1.890  1.00  0.00           C  
HETATM    4  O1  UNL     1      -6.836  -0.840   2.884  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.623  -1.154   1.958  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.648  -0.920   0.991  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.950  -0.090  -0.066  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.211   0.485  -0.136  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.522   1.378  -1.282  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.039   0.197  -1.074  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.648  -0.050  -0.704  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.363   0.999   0.341  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.891   0.195  -1.959  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.573   0.000  -1.971  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.409   0.814  -1.067  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.911   0.523  -1.240  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.245   0.848  -2.679  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.312  -0.830  -0.811  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.733  -1.182  -0.923  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.747  -0.462  -0.131  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.745  -0.586   1.338  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.489  -0.115   1.992  1.00  0.00           C  
HETATM   23  C21 UNL     1       6.869   0.245   1.910  1.00  0.00           C  
HETATM   24  O3  UNL     1       7.596   0.879   1.119  1.00  0.00           O  
HETATM   25  O4  UNL     1       7.124   0.331   3.265  1.00  0.00           O  
HETATM   26  C22 UNL     1      -1.595  -1.450  -0.211  1.00  0.00           C  
HETATM   27  C23 UNL     1      -2.299  -1.569   1.114  1.00  0.00           C  
HETATM   28  H1  UNL     1      -7.719   1.400   1.721  1.00  0.00           H  
HETATM   29  H2  UNL     1      -8.278   0.017   0.754  1.00  0.00           H  
HETATM   30  H3  UNL     1      -7.693   1.444  -0.127  1.00  0.00           H  
HETATM   31  H4  UNL     1      -7.730  -0.389   2.770  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.380  -1.816   2.801  1.00  0.00           H  
HETATM   33  H6  UNL     1      -6.275   0.852  -1.907  1.00  0.00           H  
HETATM   34  H7  UNL     1      -5.998   2.291  -0.885  1.00  0.00           H  
HETATM   35  H8  UNL     1      -4.603   1.600  -1.861  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.323   1.493   0.711  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.794   0.633   1.209  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.815   1.836  -0.130  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.369  -0.309  -2.840  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.063   1.298  -2.197  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.843  -1.089  -1.761  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.919   0.120  -3.036  1.00  0.00           H  
HETATM   43  H16 UNL     1       1.324   1.906  -1.168  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.166   0.572   0.011  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.427   1.291  -0.650  1.00  0.00           H  
HETATM   46  H19 UNL     1       4.334   1.100  -2.756  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.711   1.791  -2.926  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.928   0.094  -3.392  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.921  -1.114   0.179  1.00  0.00           H  
HETATM   50  H23 UNL     1       2.764  -1.551  -1.513  1.00  0.00           H  
HETATM   51  H24 UNL     1       5.104  -1.261  -1.978  1.00  0.00           H  
HETATM   52  H25 UNL     1       4.805  -2.271  -0.581  1.00  0.00           H  
HETATM   53  H26 UNL     1       5.834   0.624  -0.404  1.00  0.00           H  
HETATM   54  H27 UNL     1       6.757  -0.867  -0.481  1.00  0.00           H  
HETATM   55  H28 UNL     1       6.003  -1.638   1.678  1.00  0.00           H  
HETATM   56  H29 UNL     1       3.879  -1.000   2.307  1.00  0.00           H  
HETATM   57  H30 UNL     1       3.912   0.627   1.465  1.00  0.00           H  
HETATM   58  H31 UNL     1       4.732   0.385   2.998  1.00  0.00           H  
HETATM   59  H32 UNL     1       8.046   0.203   3.656  1.00  0.00           H  
HETATM   60  H33 UNL     1      -0.570  -1.877  -0.180  1.00  0.00           H  
HETATM   61  H34 UNL     1      -2.201  -2.082  -0.928  1.00  0.00           H  
HETATM   62  H35 UNL     1      -2.423  -2.640   1.418  1.00  0.00           H  
HETATM   63  H36 UNL     1      -1.745  -0.998   1.874  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   31
CONECT    5    6    6   32
CONECT    6    7   27
CONECT    7    8    8   10
CONECT    8    9
CONECT    9   33   34   35
CONECT   10   11
CONECT   11   12   13   26
CONECT   12   36   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   18   45
CONECT   17   46   47   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23   55
CONECT   22   56   57   58
CONECT   23   24   24   25
CONECT   25   59
CONECT   26   27   60   61
CONECT   27   62   63
END

HMDB0012868
     RDKit          3D
9'-Carboxy-gamma-chromanol
 63 64  0  0  0  0  0  0  0  0999 V2000
   -7.5220    0.8518    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1641    0.2460    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -0.5826    1.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8355   -0.8401    2.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227   -1.1536    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6484   -0.9195    0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9498   -0.0904   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2106    0.4853   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5216    1.3776   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.1967   -1.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477   -0.0502   -0.7038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3629    0.9990    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905    0.1954   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727    0.0005   -1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092    0.8135   -1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9107    0.5235   -1.2399 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2446    0.8481   -2.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124   -0.8300   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -1.1822   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.4620   -0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.5856    1.3378 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4889   -0.1152    1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8694    0.2450    1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    0.8791    1.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1242    0.3311    3.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946   -1.4501   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993   -1.5687    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7190    1.3995    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2781    0.0173    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6929    1.4442   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7303   -0.3885    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3797   -1.8159    2.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2750    0.8519   -1.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985    2.2909   -0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032    1.6003   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233    1.4933    0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    0.6331    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8153    1.8360   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -0.3091   -2.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632    1.2976   -2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432   -1.0888   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    0.1202   -3.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239    1.9064   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    0.5719    0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4267    1.2908   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.1000   -2.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    1.7906   -2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279    0.0935   -3.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208   -1.1137    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7638   -1.5505   -1.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1041   -1.2610   -1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8051   -2.2715   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345    0.6244   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -0.8674   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025   -1.6385    1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789   -0.9997    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    0.6274    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7319    0.3851    2.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463    0.2026    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -1.8773   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -2.0821   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227   -2.6399    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -0.9977    1.8735 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 11 26  1  0
 26 27  1  0
  8  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  1
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,6R)-9-[(2R)-6-Hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6-dimethylnonanoate	HMDB
Γ-cdmohc	HMDB
gamma-CDMOHC	HMDB
γ-Carboxydimethyloctyl hydroxychroman	HMDB
γ-Carboxydimethyloctylhydroxychroman	HMDB
gamma-Carboxydimethyloctyl hydroxychroman	HMDB
gamma-Carboxydimethyloctylhydroxychroman	HMDB

Chemical Formula

C₂₃H₃₆O₄

Average Molecular Weight

376.537

Monoisotopic Molecular Weight

376.261359639

IUPAC Name

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

Traditional Name

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

CAS Registry Number

1215088-64-4

SMILES

C[C@H](CCC[C@H](C)C(O)=O)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1

InChI Identifier

InChI=1S/C23H36O4/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/h14-16,24H,6-13H2,1-5H3,(H,25,26)/t15-,16+,23-/m1/s1

InChI Key

ODQOKHVJIYTOQE-VBURHUQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Medium-chain fatty acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Benzenoid
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0012868)

Process

Not Available

Role

Not Available

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	0.00085 g/L	ALOGPS
logP	5.61	ALOGPS
logP	6.86	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	5	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	9	ChemAxon
Refractivity	109.07 m³·mol⁻¹	ChemAxon
Polarizability	44.99 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
DeepCCS	[M+H]+	191.358	30932474
DeepCCS	[M-H]-	189.0	30932474
DeepCCS	[M-2H]-	222.878	30932474
DeepCCS	[M+Na]+	198.054	30932474
AllCCS	[M+H]+	198.4	32859911
AllCCS	[M+H-H2O]+	195.8	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	200.8	32859911
AllCCS	[M+Na-2H]-	202.2	32859911
AllCCS	[M+HCOO]-	203.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-gamma-chromanol	C[C@H](CCC[C@H](C)C(O)=O)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1	4218.1	Standard polar	33892256
9'-Carboxy-gamma-chromanol	C[C@H](CCC[C@H](C)C(O)=O)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1	2888.3	Standard non polar	33892256
9'-Carboxy-gamma-chromanol	C[C@H](CCC[C@H](C)C(O)=O)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1	3028.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9'-Carboxy-gamma-chromanol,1TMS,isomer #1	CC1=C(O)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O[Si](C)(C)C)OC2=C1C	2850.2	Semi standard non polar	33892256
9'-Carboxy-gamma-chromanol,1TMS,isomer #2	CC1=C(O[Si](C)(C)C)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O)OC2=C1C	2921.7	Semi standard non polar	33892256
9'-Carboxy-gamma-chromanol,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O[Si](C)(C)C)OC2=C1C	2858.3	Semi standard non polar	33892256
9'-Carboxy-gamma-chromanol,1TBDMS,isomer #1	CC1=C(O)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)OC2=C1C	3115.5	Semi standard non polar	33892256
9'-Carboxy-gamma-chromanol,1TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O)OC2=C1C	3180.1	Semi standard non polar	33892256
9'-Carboxy-gamma-chromanol,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C=C2CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)OC2=C1C	3363.6	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-chromanol 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-chromanol 10V, Positive-QTOF	splash10-0kdi-0419000000-cd057edae393743570b5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 20V, Positive-QTOF	splash10-0udi-0911000000-a634d5d40e9ad8466db6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 40V, Positive-QTOF	splash10-0udi-2900000000-567171c8ebdc774c19a0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 10V, Negative-QTOF	splash10-004i-0009000000-8be58d31ef5f29daf85c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 20V, Negative-QTOF	splash10-005a-0409000000-c4f9d5fd1cfb91f60b96	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 40V, Negative-QTOF	splash10-05tb-7916000000-27664edfcab573c04ee2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 10V, Positive-QTOF	splash10-0ufr-1259000000-07af3dd22eab013841cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 20V, Positive-QTOF	splash10-0012-1492000000-34cf07d467d81a9bf6a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 40V, Positive-QTOF	splash10-0fe3-4920000000-f1c204588a76056667ac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 10V, Negative-QTOF	splash10-004i-0009000000-8cfda78ea5a5ec24a352	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 20V, Negative-QTOF	splash10-002b-0509000000-c1a7322cafcde235713d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9'-Carboxy-gamma-chromanol 40V, Negative-QTOF	splash10-02ou-1924000000-878d6d96351e5c61af97	2021-09-24	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

103885080

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134159054

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

CE5719

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Zhao Y, Lee MJ, Cheung C, Ju JH, Chen YK, Liu B, Hu LQ, Yang CS: Analysis of multiple metabolites of tocopherols and tocotrienols in mice and humans. J Agric Food Chem. 2010 Apr 28;58(8):4844-52. doi: 10.1021/jf904464u. [PubMed:20222730 ]

Showing metabocard for 9'-Carboxy-gamma-chromanol (HMDB0012868)

MOL for HMDB0012868 (9'-Carboxy-gamma-chromanol)

3D MOL for HMDB0012868 (9'-Carboxy-gamma-chromanol)

3D SDF for HMDB0012868 (9'-Carboxy-gamma-chromanol)

3D-SDF for HMDB0012868 (9'-Carboxy-gamma-chromanol)

PDB for HMDB0012868 (9'-Carboxy-gamma-chromanol)

3D PDB for HMDB0012868 (9'-Carboxy-gamma-chromanol)

SMILES for HMDB0012868 (9'-Carboxy-gamma-chromanol)

INCHI for HMDB0012868 (9'-Carboxy-gamma-chromanol)

Structure for HMDB0012868 (9'-Carboxy-gamma-chromanol)

3D Structure for HMDB0012868 (9'-Carboxy-gamma-chromanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra