Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:46 UTC

Update Date

2022-03-07 02:53:17 UTC

HMDB ID

HMDB0032256

Secondary Accession Numbers

HMDB32256

Metabolite Identification

Common Name

(+-)-Ethyl 3-hydroxy-2-methylbutyrate

Description

(+-)-Ethyl 3-hydroxy-2-methylbutyrate belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Based on a literature review a small amount of articles have been published on (+-)-Ethyl 3-hydroxy-2-methylbutyrate.

Structure

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


  Mrv0541 05061306262D          

 33 35  0  0  0  0            999 V2000
    0.8803    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735    3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672    2.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    2.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    5.6479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5174    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    3.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  2  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 22  4  2  0  0  0  0
 23 12  1  0  0  0  0
 23 13  2  0  0  0  0
 24 14  2  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 26 21  1  1  0  0  0
 27 16  1  1  0  0  0
 27 23  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  1  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  0  0  0  0
 30  7  1  0  0  0  0
 30 18  1  0  0  0  0
 25 31  1  6  0  0  0
 28 32  1  1  0  0  0
 33 30  1  0  0  0  0
M  END

HMDB0032256
     RDKit          3D
(+-)-Ethyl 3-hydroxy-2-methylbutyrate
 81 83  0  0  0  0  0  0  0  0999 V2000
   -4.9409    0.1838    2.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9080   -0.4845    1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329   -0.1789    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766   -0.1514   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159   -0.4360   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -0.3315   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2513    0.0996   -2.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.4596   -2.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    1.2877   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002    0.7112   -0.6561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4362    1.5881    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312   -0.6109   -0.6939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0947   -1.1890    0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -1.0206    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    0.3049   -0.3766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4173    1.2235    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5357    2.6202   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    0.6266    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599    0.4554   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9003   -0.1606   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4130   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3649   -0.2418   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    0.4590    0.6657 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1784   -1.6605    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4950   -2.3352    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237   -0.2211   -1.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671    1.2050   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6894    0.0254    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4580   -0.1665    1.4947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8392   -0.1350    1.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1366   -1.4693    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124   -1.4881    2.7065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7476   -1.0346    4.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    0.9324    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    0.0016    3.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440    0.0957   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -0.7956    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445   -0.7951   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528    0.9498   -2.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.1296   -3.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.4218   -3.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    2.2722   -1.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680    1.4262   -2.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    1.3638    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    2.6632    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431    1.4330    1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.2572   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -2.2633    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503   -0.6268    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810   -1.8857   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -0.9911    1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    0.0333   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973    1.3161    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    2.9659    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8719    3.3240    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017    2.6682   -1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4055    1.2305    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -0.3770    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0160   -0.2086   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.4222   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9349   -1.1513    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    1.3871   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805    0.2714    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601   -2.2815   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340   -1.6196    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3515   -3.0092    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2819   -1.6141    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8215   -2.9807   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0300   -0.8355   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2791   -0.6451   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8227    1.7154   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9803    1.7882   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5300    1.2063   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9636   -0.7807   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8465    1.0347   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1407    0.6607    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0531    0.7203    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3246   -2.3431    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8143   -1.5263    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151   -2.4959    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5580   -1.4540    4.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 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  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
  3 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  2  1  0
 12  6  1  0
 15 10  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  6
 16 53  1  1
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  1
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  1
 33 81  1  0
M  END


  Mrv0541 05061306262D          

 33 35  0  0  0  0            999 V2000
    0.8803    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735    3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672    2.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    2.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    5.6479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5174    2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    3.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  2  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 22  4  2  0  0  0  0
 23 12  1  0  0  0  0
 23 13  2  0  0  0  0
 24 14  2  0  0  0  0
 24 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 26 21  1  1  0  0  0
 27 16  1  1  0  0  0
 27 23  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29  5  1  1  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  0  0  0  0
 30  7  1  0  0  0  0
 30 18  1  0  0  0  0
 25 31  1  6  0  0  0
 28 32  1  1  0  0  0
 33 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032256

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h9,13-14,18,21,25-28,31-33H,4,6-8,10-12,15-17,19-20H2,1-3,5H3/b18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/m1/s1

> <INCHI_KEY>
DRYSPLCGYOPFPU-CQTNNHDRSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.7003

> <EXACT_MASS>
456.360345402

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
56.737526164150154

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <ALOGPS_LOGP>
6.81

> <JCHEM_LOGP>
5.634340255000003

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760735948

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609845417

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0918273125963598

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
141.14409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032256
     RDKit          3D
(+-)-Ethyl 3-hydroxy-2-methylbutyrate
 81 83  0  0  0  0  0  0  0  0999 V2000
   -4.9409    0.1838    2.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9080   -0.4845    1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329   -0.1789    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766   -0.1514   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159   -0.4360   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -0.3315   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2513    0.0996   -2.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.4596   -2.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    1.2877   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002    0.7112   -0.6561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4362    1.5881    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312   -0.6109   -0.6939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0947   -1.1890    0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -1.0206    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    0.3049   -0.3766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4173    1.2235    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5357    2.6202   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    0.6266    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599    0.4554   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9003   -0.1606   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4130   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3649   -0.2418   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    0.4590    0.6657 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1784   -1.6605    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4950   -2.3352    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237   -0.2211   -1.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671    1.2050   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6894    0.0254    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4580   -0.1665    1.4947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8392   -0.1350    1.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1366   -1.4693    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124   -1.4881    2.7065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7476   -1.0346    4.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    0.9324    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    0.0016    3.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440    0.0957   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -0.7956    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445   -0.7951   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528    0.9498   -2.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.1296   -3.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.4218   -3.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    2.2722   -1.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680    1.4262   -2.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    1.3638    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    2.6632    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431    1.4330    1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.2572   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -2.2633    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503   -0.6268    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810   -1.8857   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -0.9911    1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    0.0333   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973    1.3161    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    2.9659    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8719    3.3240    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017    2.6682   -1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4055    1.2305    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -0.3770    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0160   -0.2086   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.4222   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9349   -1.1513    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    1.3871   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805    0.2714    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601   -2.2815   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340   -1.6196    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3515   -3.0092    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2819   -1.6141    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8215   -2.9807   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0300   -0.8355   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2791   -0.6451   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8227    1.7154   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9803    1.7882   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5300    1.2063   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9636   -0.7807   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8465    1.0347   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1407    0.6607    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0531    0.7203    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3246   -2.3431    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8143   -1.5263    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151   -2.4959    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5580   -1.4540    4.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 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  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
  3 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  2  1  0
 12  6  1  0
 15 10  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  6
 16 53  1  1
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  1
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  1
 33 81  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.643   5.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.751   7.013   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.429   0.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.499   4.554   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.430   5.506   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.887   0.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.411   2.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.442   3.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  11.313   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.924  10.543   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.966   5.030   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.925  11.313   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.590  11.313   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.490   6.495   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   29                                                            
CONECT    6    1   30                                                       
CONECT    7    2   30                                                       
CONECT    8    9   11                                                       
CONECT    9    8   18                                                       
CONECT   10   12   17                                                       
CONECT   11    8   21                                                       
CONECT   12   10   23                                                       
CONECT   13   14   23                                                       
CONECT   14   13   24                                                       
CONECT   15   16   26                                                       
CONECT   16   15   27                                                       
CONECT   17   10   29                                                       
CONECT   18    9   30                                                       
CONECT   19   24   25                                                       
CONECT   20   25   28                                                       
CONECT   21    3   11   26                                                  
CONECT   22    4   24   28                                                  
CONECT   23   12   13   27                                                  
CONECT   24   14   19   22                                                  
CONECT   25   19   20   31                                                  
CONECT   26   15   21   29                                                  
CONECT   27   16   23   29                                                  
CONECT   28   20   22   32                                                  
CONECT   29    5   17   26   27                                             
CONECT   30    6    7   18   33                                             
CONECT   31   25                                                            
CONECT   32   28                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0032256
HETATM    1  C1  UNL     1      -4.941   0.184   2.479  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.908  -0.484   1.937  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.233  -0.179   0.537  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.277  -0.151  -0.359  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.916  -0.436  -0.003  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.946  -0.331  -0.896  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.251   0.100  -2.309  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.925   0.460  -2.920  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.016   1.288  -2.050  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.800   0.711  -0.656  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.436   1.588   0.384  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.531  -0.611  -0.694  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.095  -1.189   0.595  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.435  -1.021   0.405  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.589   0.305  -0.377  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.417   1.224   0.459  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.536   2.620  -0.117  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.799   0.627   0.635  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.560   0.455  -0.661  1.00  0.00           C  
HETATM   20  C20 UNL     1       4.900  -0.161  -0.399  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.056   0.413  -0.690  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.365  -0.242  -0.409  1.00  0.00           C  
HETATM   23  O1  UNL     1       7.963   0.459   0.666  1.00  0.00           O  
HETATM   24  C23 UNL     1       7.178  -1.661   0.081  1.00  0.00           C  
HETATM   25  C24 UNL     1       8.495  -2.335   0.364  1.00  0.00           C  
HETATM   26  C25 UNL     1       8.324  -0.221  -1.546  1.00  0.00           C  
HETATM   27  C26 UNL     1       8.667   1.205  -1.962  1.00  0.00           C  
HETATM   28  C27 UNL     1      -7.689   0.025   0.215  1.00  0.00           C  
HETATM   29  C28 UNL     1      -8.458  -0.167   1.495  1.00  0.00           C  
HETATM   30  O2  UNL     1      -9.839  -0.135   1.292  1.00  0.00           O  
HETATM   31  C29 UNL     1      -8.137  -1.469   2.161  1.00  0.00           C  
HETATM   32  C30 UNL     1      -6.712  -1.488   2.706  1.00  0.00           C  
HETATM   33  O3  UNL     1      -6.748  -1.035   4.016  1.00  0.00           O  
HETATM   34  H1  UNL     1      -4.380   0.932   1.972  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.658   0.002   3.509  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.544   0.096  -1.395  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.619  -0.796   0.947  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.645  -0.795  -2.821  1.00  0.00           H  
HETATM   39  H6  UNL     1      -3.953   0.950  -2.318  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.165   1.130  -3.800  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.432  -0.422  -3.372  1.00  0.00           H  
HETATM   42  H9  UNL     1      -1.564   2.272  -1.911  1.00  0.00           H  
HETATM   43  H10 UNL     1      -0.068   1.426  -2.600  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.502   1.364   0.550  1.00  0.00           H  
HETATM   45  H12 UNL     1      -1.428   2.663   0.074  1.00  0.00           H  
HETATM   46  H13 UNL     1      -0.943   1.433   1.354  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.127  -1.257  -1.535  1.00  0.00           H  
HETATM   48  H15 UNL     1      -1.303  -2.263   0.714  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.450  -0.627   1.459  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.781  -1.886  -0.187  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.922  -0.991   1.385  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.065   0.033  -1.332  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.997   1.316   1.464  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.568   2.966   0.108  1.00  0.00           H  
HETATM   55  H22 UNL     1       0.872   3.324   0.468  1.00  0.00           H  
HETATM   56  H23 UNL     1       1.402   2.668  -1.190  1.00  0.00           H  
HETATM   57  H24 UNL     1       3.405   1.231   1.369  1.00  0.00           H  
HETATM   58  H25 UNL     1       2.735  -0.377   1.094  1.00  0.00           H  
HETATM   59  H26 UNL     1       3.016  -0.209  -1.348  1.00  0.00           H  
HETATM   60  H27 UNL     1       3.718   1.422  -1.177  1.00  0.00           H  
HETATM   61  H28 UNL     1       4.935  -1.151   0.064  1.00  0.00           H  
HETATM   62  H29 UNL     1       6.081   1.387  -1.145  1.00  0.00           H  
HETATM   63  H30 UNL     1       7.480   0.271   1.510  1.00  0.00           H  
HETATM   64  H31 UNL     1       6.660  -2.282  -0.673  1.00  0.00           H  
HETATM   65  H32 UNL     1       6.634  -1.620   1.064  1.00  0.00           H  
HETATM   66  H33 UNL     1       8.352  -3.009   1.246  1.00  0.00           H  
HETATM   67  H34 UNL     1       9.282  -1.614   0.605  1.00  0.00           H  
HETATM   68  H35 UNL     1       8.822  -2.981  -0.476  1.00  0.00           H  
HETATM   69  H36 UNL     1       8.030  -0.836  -2.412  1.00  0.00           H  
HETATM   70  H37 UNL     1       9.279  -0.645  -1.178  1.00  0.00           H  
HETATM   71  H38 UNL     1       7.823   1.715  -2.428  1.00  0.00           H  
HETATM   72  H39 UNL     1       8.980   1.788  -1.078  1.00  0.00           H  
HETATM   73  H40 UNL     1       9.530   1.206  -2.674  1.00  0.00           H  
HETATM   74  H41 UNL     1      -7.964  -0.781  -0.506  1.00  0.00           H  
HETATM   75  H42 UNL     1      -7.847   1.035  -0.222  1.00  0.00           H  
HETATM   76  H43 UNL     1      -8.141   0.661   2.184  1.00  0.00           H  
HETATM   77  H44 UNL     1     -10.053   0.720   0.821  1.00  0.00           H  
HETATM   78  H45 UNL     1      -8.325  -2.343   1.551  1.00  0.00           H  
HETATM   79  H46 UNL     1      -8.814  -1.526   3.063  1.00  0.00           H  
HETATM   80  H47 UNL     1      -6.315  -2.496   2.596  1.00  0.00           H  
HETATM   81  H48 UNL     1      -7.558  -1.454   4.445  1.00  0.00           H  
CONECT    1    2    2   34   35
CONECT    2    3   32
CONECT    3    4    4   28
CONECT    4    5   36
CONECT    5    6    6   37
CONECT    6    7   12
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   12   15
CONECT   11   44   45   46
CONECT   12   13   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52
CONECT   16   17   18   53
CONECT   17   54   55   56
CONECT   18   19   57   58
CONECT   19   20   59   60
CONECT   20   21   21   61
CONECT   21   22   62
CONECT   22   23   24   26
CONECT   23   63
CONECT   24   25   64   65
CONECT   25   66   67   68
CONECT   26   27   69   70
CONECT   27   71   72   73
CONECT   28   29   74   75
CONECT   29   30   31   76
CONECT   30   77
CONECT   31   32   78   79
CONECT   32   33   80
CONECT   33   81
END

HMDB0032256
     RDKit          3D
(+-)-Ethyl 3-hydroxy-2-methylbutyrate
 81 83  0  0  0  0  0  0  0  0999 V2000
   -4.9409    0.1838    2.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9080   -0.4845    1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329   -0.1789    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766   -0.1514   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159   -0.4360   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -0.3315   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2513    0.0996   -2.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.4596   -2.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161    1.2877   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002    0.7112   -0.6561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4362    1.5881    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312   -0.6109   -0.6939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0947   -1.1890    0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -1.0206    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    0.3049   -0.3766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4173    1.2235    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5357    2.6202   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    0.6266    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599    0.4554   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9003   -0.1606   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4130   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3649   -0.2418   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    0.4590    0.6657 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1784   -1.6605    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4950   -2.3352    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237   -0.2211   -1.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671    1.2050   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6894    0.0254    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4580   -0.1665    1.4947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8392   -0.1350    1.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1366   -1.4693    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7124   -1.4881    2.7065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7476   -1.0346    4.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    0.9324    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6576    0.0016    3.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5440    0.0957   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -0.7956    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445   -0.7951   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9528    0.9498   -2.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.1296   -3.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.4218   -3.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    2.2722   -1.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680    1.4262   -2.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    1.3638    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    2.6632    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431    1.4330    1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.2572   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -2.2633    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503   -0.6268    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810   -1.8857   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -0.9911    1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    0.0333   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973    1.3161    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    2.9659    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8719    3.3240    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017    2.6682   -1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4055    1.2305    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -0.3770    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0160   -0.2086   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178    1.4222   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9349   -1.1513    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    1.3871   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4805    0.2714    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601   -2.2815   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340   -1.6196    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3515   -3.0092    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2819   -1.6141    0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8215   -2.9807   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0300   -0.8355   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2791   -0.6451   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8227    1.7154   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9803    1.7882   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5300    1.2063   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9636   -0.7807   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8465    1.0347   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1407    0.6607    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0531    0.7203    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3246   -2.3431    1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8143   -1.5263    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151   -2.4959    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5580   -1.4540    4.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 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  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
  3 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  2  1  0
 12  6  1  0
 15 10  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  6
 16 53  1  1
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  1
 30 77  1  0
 31 78  1  0
 31 79  1  0
 32 80  1  1
 33 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Ethyl 3-hydroxy-2-methylbutyric acid	Generator
(+/-)-ethyl 3-hydroxy-2-methylbutyric acid	HMDB

Chemical Formula

C₃₀H₄₈O₃

Average Molecular Weight

456.7003

Monoisotopic Molecular Weight

456.360345402

IUPAC Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

Traditional Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,5E)-7-ethyl-7-hydroxynon-5-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

CAS Registry Number

27372-03-8

SMILES

CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

InChI Identifier

InChI=1S/C30H48O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h9,13-14,18,21,25-28,31-33H,4,6-8,10-12,15-17,19-20H2,1-3,5H3/b18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/m1/s1

InChI Key

DRYSPLCGYOPFPU-CQTNNHDRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032256)

Source

Endogenous

Endogenous (HMDB: HMDB0032256)

Animal

Animal (HMDB: HMDB0032256)

Exogenous

Food

Food (HMDB: HMDB0032256)

Exogenous (HMDB: HMDB0032256)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032256)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032256)

Lipid metabolism pathway (HMDB: HMDB0032256)

Cellular process

Cell signaling (HMDB: HMDB0032256)

Biochemical process

Lipid transport (HMDB: HMDB0032256)

Role

Biological role

Energy source (HMDB: HMDB0032256)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032256)

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	0.0036 g/L	ALOGPS
logP	6.81	ALOGPS
logP	5.63	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.14 m³·mol⁻¹	ChemAxon
Polarizability	56.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	211.421	31661259
DarkChem	[M-H]-	209.991	31661259
DeepCCS	[M-2H]-	246.769	30932474
DeepCCS	[M+Na]+	221.004	30932474
AllCCS	[M+H]+	218.0	32859911
AllCCS	[M+H-H2O]+	216.1	32859911
AllCCS	[M+NH4]+	219.7	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	213.3	32859911
AllCCS	[M+Na-2H]-	216.1	32859911
AllCCS	[M+HCOO]-	219.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.64 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6343 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3434.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	292.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	251.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	991.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	917.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1752.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	627.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1898.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	623.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	496.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	232.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	521.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+-)-Ethyl 3-hydroxy-2-methylbutyrate	CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3874.0	Standard polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate	CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3561.8	Standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate	CCC(O)(CC)\C=C\CC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3845.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C)C[C@@H](O)C[C@@H]1O	3754.4	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3650.2	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3643.2	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3637.2	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3613.8	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3533.4	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,3TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3556.8	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C(C)(C)C)C[C@@H](O)C[C@@H]1O	3983.9	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3847.4	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,1TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3827.5	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	4105.0	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C(C)(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	4062.2	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,2TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(O)(CC)CC)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	3937.0	Semi standard non polar	33892256
(+-)-Ethyl 3-hydroxy-2-methylbutyrate,3TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CC/C=C/C(CC)(CC)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	4210.2	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 - (+-)-Ethyl 3-hydroxy-2-methylbutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01s9-1114900000-a3b643cdfcdad9a59e84	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate GC-MS (3 TMS) - 70eV, Positive	splash10-0a4l-1000129000-9bc6e7d7da769907f3fe	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 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 - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 10V, Positive-QTOF	splash10-0079-0001900000-3324eb4d2f00f3aba85d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 20V, Positive-QTOF	splash10-00dr-1637900000-68c385cb15d88aa05fa7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 40V, Positive-QTOF	splash10-00kr-4549100000-e39fc9feee4a14b5f6c0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 10V, Negative-QTOF	splash10-0a4i-0000900000-9178262f3b60de9e5003	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 20V, Negative-QTOF	splash10-052r-0001900000-8824dd90bb72b00bb883	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 40V, Negative-QTOF	splash10-0079-7205900000-54db048db945205ca125	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 10V, Positive-QTOF	splash10-059i-0147900000-4f73918883665010ea4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 20V, Positive-QTOF	splash10-014r-4094100000-c52a508a8f4d34d1fe0a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 40V, Positive-QTOF	splash10-029i-3891100000-5f5484cf6b30d4defd4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 10V, Negative-QTOF	splash10-0a4i-0000900000-0d11296813b631a2140f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 20V, Negative-QTOF	splash10-0a4i-0202900000-f10b0207ec90e4934261	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+-)-Ethyl 3-hydroxy-2-methylbutyrate 40V, Negative-QTOF	splash10-0a4i-0304900000-9236f4c6c63a5979bfa1	2021-09-22	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009368

KNApSAcK ID

Not Available

Chemspider ID

10160255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11987778

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (+-)-Ethyl 3-hydroxy-2-methylbutyrate (HMDB0032256)

MOL for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D MOL for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D SDF for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D-SDF for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

PDB for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D PDB for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

SMILES for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

INCHI for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

Structure for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

3D Structure for HMDB0032256 ((+-)-Ethyl 3-hydroxy-2-methylbutyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra