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 19:16:03 UTC

Update Date

2022-03-07 02:54:05 UTC

HMDB ID

HMDB0034422

Secondary Accession Numbers

HMDB34422

Metabolite Identification

Common Name

3-Hydroxystigmast-5-en-7-one

Description

3-Hydroxystigmast-5-en-7-one, also known as 7-oxo-b-sitosterol, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, 3-hydroxystigmast-5-en-7-one is considered to be a sterol lipid molecule. 3-Hydroxystigmast-5-en-7-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 05061307482D          

 31 34  0  0  0  0            999 V2000
    0.2196    7.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    5.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349    5.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977    6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0446    7.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6946    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966    4.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097    4.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042    4.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503    5.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7196    5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3657    6.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0626    3.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6649    3.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0446    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2780    3.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757    4.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    5.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241    4.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3219    4.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803    3.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    4.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1065    4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7526    5.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4603    3.9186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672    3.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 20  9  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 10  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 25 13  1  0  0  0  0
 26 17  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28  5  1  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  0  0  0  0
 29 15  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 22  1  0  0  0  0
 31 26  2  0  0  0  0
M  END

HMDB0034422
     RDKit          3D
3-Hydroxystigmast-5-en-7-one
 79 82  0  0  0  0  0  0  0  0999 V2000
   -3.7526   -0.4196    2.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826   -0.7013    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2623   -0.0911    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3399   -0.3784   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.0025   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -0.3925   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    0.3826   -2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -0.1478   -1.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428    1.3120   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347    1.0795   -2.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -0.3339   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.7232   -1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.3274   -2.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815    0.0954   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.4625   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -0.0983   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.2130    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -1.2018    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -1.1408    2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -0.9365    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    0.3880    1.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1336    0.4523    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    1.9144    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.3528    0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.2721    0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3992   -0.3897    0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.7990   -0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -2.3233   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6968    1.3603    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    1.9300   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    1.5208    1.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.2714    2.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9847   -0.2823    3.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1762    0.4854    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0658   -1.8230    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781   -0.5071    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2384   -0.5959    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.4870   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.0734   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.6558    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.0609   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -1.4587   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -0.1470   -3.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164    0.4943   -3.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944    1.3576   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.3961   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    1.7168   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.9593   -2.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374    1.2779   -3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    1.8446   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -0.9230   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7283   -1.8685   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8380   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791    0.7461    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3425   -0.6747   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -2.2157    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4301   -1.5040    3.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.8735    3.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489   -1.7899    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3262    1.1565    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876    0.5684    2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329    2.4719    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    2.3762    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487    2.0670   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0658   -1.3039    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    1.3493    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.1493    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -1.3125    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.3248    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -2.5138   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.7924   -0.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -2.7333   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9325    2.0049    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5074    1.1452   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6974    2.7725   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0851    2.2377   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4755    2.4363    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7289    1.7232    2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6661    0.6873    1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  3 29  1  0
 29 30  1  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 31 79  1  0
M  END


  Mrv0541 05061307482D          

 31 34  0  0  0  0            999 V2000
    0.2196    7.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    5.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349    5.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977    6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0446    7.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6946    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966    4.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097    4.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042    4.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503    5.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7196    5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3657    6.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0626    3.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6649    3.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0446    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    6.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2780    3.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757    4.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    5.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241    4.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3219    4.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803    3.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    4.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1065    4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7526    5.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4603    3.9186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672    3.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 20  9  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22 12  1  0  0  0  0
 22 16  1  0  0  0  0
 23 10  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 25 13  1  0  0  0  0
 26 17  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28  5  1  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  0  0  0  0
 29 15  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 22  1  0  0  0  0
 31 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034422

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(CCC(C)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3

> <INCHI_KEY>
ICFXJOAKQGDRCT-UHFFFAOYSA-N

> <FORMULA>
C29H48O2

> <MOLECULAR_WEIGHT>
428.6902

> <EXACT_MASS>
428.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.08169347259617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one

> <ALOGPS_LOGP>
6.25

> <JCHEM_LOGP>
7.280971395000001

> <ALOGPS_LOGS>
-6.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.270745923091404

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.38833010663574

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3680983533849056

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
130.41009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034422
     RDKit          3D
3-Hydroxystigmast-5-en-7-one
 79 82  0  0  0  0  0  0  0  0999 V2000
   -3.7526   -0.4196    2.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826   -0.7013    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2623   -0.0911    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3399   -0.3784   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.0025   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -0.3925   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    0.3826   -2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -0.1478   -1.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428    1.3120   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347    1.0795   -2.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -0.3339   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.7232   -1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.3274   -2.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815    0.0954   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.4625   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -0.0983   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.2130    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -1.2018    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -1.1408    2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -0.9365    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    0.3880    1.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1336    0.4523    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    1.9144    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.3528    0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.2721    0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3992   -0.3897    0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.7990   -0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -2.3233   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6968    1.3603    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    1.9300   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    1.5208    1.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.2714    2.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9847   -0.2823    3.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1762    0.4854    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0658   -1.8230    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781   -0.5071    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2384   -0.5959    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.4870   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.0734   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.6558    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.0609   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -1.4587   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -0.1470   -3.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164    0.4943   -3.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944    1.3576   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.3961   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    1.7168   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.9593   -2.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374    1.2779   -3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    1.8446   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -0.9230   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7283   -1.8685   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8380   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791    0.7461    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3425   -0.6747   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -2.2157    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4301   -1.5040    3.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.8735    3.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489   -1.7899    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3262    1.1565    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876    0.5684    2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329    2.4719    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    2.3762    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487    2.0670   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0658   -1.3039    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    1.3493    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.1493    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -1.3125    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.3248    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -2.5138   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.7924   -0.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -2.7333   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9325    2.0049    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5074    1.1452   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6974    2.7725   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0851    2.2377   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4755    2.4363    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7289    1.7232    2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6661    0.6873    1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  3 29  1  0
 29 30  1  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 31 79  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       0.410  14.332   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.720  10.331   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.410  11.665   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.340  12.998   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.945  10.249   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.396  11.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.950  14.332   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.030  11.665   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.260  12.998   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.714   8.924   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.858   7.894   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.875   9.297   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.481  10.725   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.410   9.773   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.016  11.201   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.050   6.760   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.441   6.206   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.950  11.665   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.570  11.665   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.720  12.998   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.586   7.236   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.195   7.791   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.340  10.331   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.192   8.664   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.801   9.218   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.977   6.681   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.656   8.188   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.265   8.742   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.872  10.170   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      17.659   7.315   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.832   5.651   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    1   20                                                       
CONECT    8    9   19                                                       
CONECT    9    8   20                                                       
CONECT   10   11   23                                                       
CONECT   11   10   24                                                       
CONECT   12   14   22                                                       
CONECT   13   15   25                                                       
CONECT   14   12   28                                                       
CONECT   15   13   29                                                       
CONECT   16   21   22                                                       
CONECT   17   21   26                                                       
CONECT   18    2    3   20                                                  
CONECT   19    4    8   23                                                  
CONECT   20    7    9   18                                                  
CONECT   21   16   17   28                                                  
CONECT   22   12   16   30                                                  
CONECT   23   10   19   29                                                  
CONECT   24   11   27   29                                                  
CONECT   25   13   27   28                                                  
CONECT   26   17   27   31                                                  
CONECT   27   24   25   26                                                  
CONECT   28    5   14   21   25                                             
CONECT   29    6   15   23   24                                             
CONECT   30   22                                                            
CONECT   31   26                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0034422
HETATM    1  C1  UNL     1      -3.753  -0.420   2.690  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.983  -0.701   1.968  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.262  -0.091   0.650  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.340  -0.378  -0.467  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.904   0.002  -0.340  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.214  -0.392  -1.621  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.923   0.383  -2.747  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.813  -0.148  -1.770  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.343   1.312  -1.677  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.135   1.079  -2.063  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.449  -0.334  -1.810  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.722  -0.723  -1.207  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.857  -0.327  -2.059  1.00  0.00           C  
HETATM   14  O1  UNL     1       3.681   0.095  -3.210  1.00  0.00           O  
HETATM   15  C14 UNL     1       5.182  -0.463  -1.474  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.309  -0.098  -0.214  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.635  -0.213   0.452  1.00  0.00           C  
HETATM   18  C17 UNL     1       6.444  -1.202   1.601  1.00  0.00           C  
HETATM   19  O2  UNL     1       7.547  -1.141   2.422  1.00  0.00           O  
HETATM   20  C18 UNL     1       5.149  -0.937   2.335  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.535   0.388   1.986  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.134   0.452   0.501  1.00  0.00           C  
HETATM   23  C21 UNL     1       4.056   1.914   0.119  1.00  0.00           C  
HETATM   24  C22 UNL     1       2.922  -0.353   0.235  1.00  0.00           C  
HETATM   25  C23 UNL     1       1.684   0.272   0.835  1.00  0.00           C  
HETATM   26  C24 UNL     1       0.399  -0.390   0.449  1.00  0.00           C  
HETATM   27  C25 UNL     1       0.236  -0.799  -0.962  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.228  -2.323  -1.133  1.00  0.00           C  
HETATM   29  C27 UNL     1      -5.697   1.360   0.736  1.00  0.00           C  
HETATM   30  C28 UNL     1      -5.974   1.930  -0.638  1.00  0.00           C  
HETATM   31  C29 UNL     1      -6.956   1.521   1.552  1.00  0.00           C  
HETATM   32  H1  UNL     1      -3.041  -1.271   2.705  1.00  0.00           H  
HETATM   33  H2  UNL     1      -3.985  -0.282   3.800  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.176   0.485   2.443  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.066  -1.823   1.805  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.878  -0.507   2.636  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.238  -0.596   0.327  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.445  -1.487  -0.689  1.00  0.00           H  
HETATM   39  H8  UNL     1      -4.789   0.073  -1.404  1.00  0.00           H  
HETATM   40  H9  UNL     1      -2.517  -0.656   0.498  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.723   1.061  -0.197  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.451  -1.459  -1.804  1.00  0.00           H  
HETATM   43  H12 UNL     1      -3.783  -0.147  -3.148  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.216   0.494  -3.624  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.194   1.358  -2.337  1.00  0.00           H  
HETATM   46  H15 UNL     1      -0.560  -0.396  -2.856  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.440   1.717  -0.673  1.00  0.00           H  
HETATM   48  H17 UNL     1      -0.855   1.959  -2.391  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.137   1.278  -3.179  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.778   1.845  -1.645  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.325  -0.923  -2.767  1.00  0.00           H  
HETATM   52  H21 UNL     1       2.728  -1.868  -1.257  1.00  0.00           H  
HETATM   53  H22 UNL     1       6.034  -0.838  -2.056  1.00  0.00           H  
HETATM   54  H23 UNL     1       6.979   0.746   0.861  1.00  0.00           H  
HETATM   55  H24 UNL     1       7.342  -0.675  -0.238  1.00  0.00           H  
HETATM   56  H25 UNL     1       6.388  -2.216   1.155  1.00  0.00           H  
HETATM   57  H26 UNL     1       7.430  -1.504   3.314  1.00  0.00           H  
HETATM   58  H27 UNL     1       5.418  -0.874   3.419  1.00  0.00           H  
HETATM   59  H28 UNL     1       4.449  -1.790   2.257  1.00  0.00           H  
HETATM   60  H29 UNL     1       5.326   1.156   2.105  1.00  0.00           H  
HETATM   61  H30 UNL     1       3.688   0.568   2.644  1.00  0.00           H  
HETATM   62  H31 UNL     1       3.233   2.472   0.544  1.00  0.00           H  
HETATM   63  H32 UNL     1       5.044   2.376   0.433  1.00  0.00           H  
HETATM   64  H33 UNL     1       4.049   2.067  -0.979  1.00  0.00           H  
HETATM   65  H34 UNL     1       3.066  -1.304   0.842  1.00  0.00           H  
HETATM   66  H35 UNL     1       1.589   1.349   0.686  1.00  0.00           H  
HETATM   67  H36 UNL     1       1.792   0.149   1.954  1.00  0.00           H  
HETATM   68  H37 UNL     1       0.302  -1.312   1.088  1.00  0.00           H  
HETATM   69  H38 UNL     1      -0.396   0.325   0.817  1.00  0.00           H  
HETATM   70  H39 UNL     1       0.431  -2.514  -2.219  1.00  0.00           H  
HETATM   71  H40 UNL     1       0.957  -2.792  -0.466  1.00  0.00           H  
HETATM   72  H41 UNL     1      -0.781  -2.733  -0.946  1.00  0.00           H  
HETATM   73  H42 UNL     1      -4.932   2.005   1.196  1.00  0.00           H  
HETATM   74  H43 UNL     1      -6.507   1.145  -1.248  1.00  0.00           H  
HETATM   75  H44 UNL     1      -6.697   2.773  -0.601  1.00  0.00           H  
HETATM   76  H45 UNL     1      -5.085   2.238  -1.182  1.00  0.00           H  
HETATM   77  H46 UNL     1      -7.475   2.436   1.191  1.00  0.00           H  
HETATM   78  H47 UNL     1      -6.729   1.723   2.630  1.00  0.00           H  
HETATM   79  H48 UNL     1      -7.666   0.687   1.419  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   29   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8   42
CONECT    7   43   44   45
CONECT    8    9   27   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   27   51
CONECT   12   13   24   52
CONECT   13   14   14   15
CONECT   15   16   16   53
CONECT   16   17   22
CONECT   17   18   54   55
CONECT   18   19   20   56
CONECT   19   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   24
CONECT   23   62   63   64
CONECT   24   25   65
CONECT   25   26   66   67
CONECT   26   27   68   69
CONECT   27   28
CONECT   28   70   71   72
CONECT   29   30   31   73
CONECT   30   74   75   76
CONECT   31   77   78   79
END

HMDB0034422
     RDKit          3D
3-Hydroxystigmast-5-en-7-one
 79 82  0  0  0  0  0  0  0  0999 V2000
   -3.7526   -0.4196    2.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826   -0.7013    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2623   -0.0911    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3399   -0.3784   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9039    0.0025   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -0.3925   -1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    0.3826   -2.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -0.1478   -1.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3428    1.3120   -1.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347    1.0795   -2.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -0.3339   -1.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.7232   -1.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -0.3274   -2.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6815    0.0954   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -0.4625   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -0.0983   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -0.2130    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -1.2018    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466   -1.1408    2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -0.9365    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    0.3880    1.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1336    0.4523    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    1.9144    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.3528    0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.2721    0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3992   -0.3897    0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.7990   -0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -2.3233   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6968    1.3603    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    1.9300   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    1.5208    1.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -1.2714    2.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9847   -0.2823    3.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1762    0.4854    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0658   -1.8230    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781   -0.5071    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2384   -0.5959    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.4870   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7895    0.0734   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.6558    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.0609   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507   -1.4587   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -0.1470   -3.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164    0.4943   -3.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944    1.3576   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.3961   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    1.7168   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.9593   -2.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374    1.2779   -3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777    1.8446   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -0.9230   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7283   -1.8685   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -0.8380   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791    0.7461    0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3425   -0.6747   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -2.2157    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4301   -1.5040    3.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.8735    3.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489   -1.7899    2.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3262    1.1565    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876    0.5684    2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329    2.4719    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    2.3762    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487    2.0670   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0658   -1.3039    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    1.3493    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.1493    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -1.3125    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.3248    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -2.5138   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -2.7924   -0.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -2.7333   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9325    2.0049    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5074    1.1452   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6974    2.7725   -0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0851    2.2377   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4755    2.4363    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7289    1.7232    2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6661    0.6873    1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  3 29  1  0
 29 30  1  0
 29 31  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 31 78  1  0
 31 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-(3beta)-stigmast-5-en-7-one	HMDB
7-oxo-b-Sitosterol	HMDB
7-oxo-beta-Sitosterol	HMDB

Chemical Formula

C₂₉H₄₈O₂

Average Molecular Weight

428.6902

Monoisotopic Molecular Weight

428.36543078

IUPAC Name

14-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one

Traditional Name

14-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one

CAS Registry Number

2034-74-4

SMILES

CCC(CCC(C)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O)C(C)C

InChI Identifier

InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3

InChI Key

ICFXJOAKQGDRCT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034422)
Cell membrane (HMDB: HMDB0034422)

Biofluid or Excreta

Urine (HMDB: HMDB0034422)

Tissue substructure

Hepatic tissue (HMDB: HMDB0034422)

Cellular substructure

Extracellular (HMDB: HMDB0034422)
Membrane (HMDB: HMDB0034422)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034422)

Source

Endogenous

Endogenous (HMDB: HMDB0034422)

Plant

Plant (HMDB: HMDB0034422)
Fabaceae (HMDB: HMDB0034422)

Animal

Animal (HMDB: HMDB0034422)

Exogenous

Food

Food (HMDB: HMDB0034422)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Pulse

Pulses (FooDB: FOOD00867)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034422)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034422)

Cellular process

Cell signaling (HMDB: HMDB0034422)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034422)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034422)

Nutrient

Nutrient (HMDB: HMDB0034422)

Molecular messenger

Signaling molecule (HMDB: HMDB0034422)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034422)

Emulsifier (HMDB: HMDB0034422)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	129 °C	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	9.9e-05 g/L	ALOGPS
logP	6.25	ALOGPS
logP	7.28	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	17.39	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	130.41 m³·mol⁻¹	ChemAxon
Polarizability	54.08 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.794	31661259
DarkChem	[M-H]-	195.583	31661259
DeepCCS	[M-2H]-	242.301	30932474
DeepCCS	[M+Na]+	218.176	30932474
AllCCS	[M+H]+	210.6	32859911
AllCCS	[M+H-H2O]+	208.7	32859911
AllCCS	[M+NH4]+	212.4	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	207.1	32859911
AllCCS	[M+Na-2H]-	209.3	32859911
AllCCS	[M+HCOO]-	211.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxystigmast-5-en-7-one	CCC(CCC(C)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O)C(C)C	3716.4	Standard polar	33892256
3-Hydroxystigmast-5-en-7-one	CCC(CCC(C)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O)C(C)C	3378.7	Standard non polar	33892256
3-Hydroxystigmast-5-en-7-one	CCC(CCC(C)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O)C(C)C	3547.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxystigmast-5-en-7-one,1TMS,isomer #1	CCC(CCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C)C(C)C	3655.3	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,1TMS,isomer #2	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(C)C	3574.5	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,2TMS,isomer #1	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C	3584.8	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,2TMS,isomer #1	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C	3539.8	Standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,1TBDMS,isomer #1	CCC(CCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C)C(C)C	3864.3	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,1TBDMS,isomer #2	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(C)C	3791.7	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,2TBDMS,isomer #1	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C	4020.3	Semi standard non polar	33892256
3-Hydroxystigmast-5-en-7-one,2TBDMS,isomer #1	CCC(CCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C	4038.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxystigmast-5-en-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-01pw-3229400000-0076b9c94b841c0e59a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxystigmast-5-en-7-one GC-MS (1 TMS) - 70eV, Positive	splash10-0079-4023900000-3e5190b0e14d770cc1ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxystigmast-5-en-7-one 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 - 3-Hydroxystigmast-5-en-7-one 10V, Positive-QTOF	splash10-03fr-0002900000-991ccc58cf9a1eb87be2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 20V, Positive-QTOF	splash10-03fs-7219400000-068238f61c35033518ce	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 40V, Positive-QTOF	splash10-0002-9223000000-c2043d4c5f0a47f2af13	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 10V, Negative-QTOF	splash10-004i-0000900000-0206ee5256c3dcf46a88	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 20V, Negative-QTOF	splash10-004i-0000900000-c57c0783d5706a7a8417	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 40V, Negative-QTOF	splash10-03dj-4109600000-9b28185b5fad942663a0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 10V, Positive-QTOF	splash10-004i-0025900000-50cd814d2a2a01414058	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 20V, Positive-QTOF	splash10-004r-9253400000-38716dfc70115a23f40b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 40V, Positive-QTOF	splash10-0a4v-9250000000-aafad9f0fb7a6bc4adac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 10V, Negative-QTOF	splash10-004i-0000900000-961c5d2743bff7924d8e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 20V, Negative-QTOF	splash10-004i-0000900000-bd1bfa28876c3c4b1671	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxystigmast-5-en-7-one 40V, Negative-QTOF	splash10-0a4i-0014900000-8735d080096037b36da3	2021-09-24	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

FDB012819

KNApSAcK ID

C00029593

Chemspider ID

16127705

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14779505

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3-Hydroxystigmast-5-en-7-one (HMDB0034422)

MOL for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

3D MOL for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

3D SDF for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

3D-SDF for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

PDB for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

3D PDB for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

SMILES for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

INCHI for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

Structure for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

3D Structure for HMDB0034422 (3-Hydroxystigmast-5-en-7-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra