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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001093

Secondary Accession Numbers

HMDB01093

Metabolite Identification

Common Name

5a-Cholesta-8,24-dien-3-one

Description

5a-Cholesta-8,24-dien-3-one belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. 5a-Cholesta-8,24-dien-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

Untitled Document-3
  Mrv0541 02231218552D          

 29 32  0  0  0  0            999 V2000
   -3.4141   -1.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4141   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -1.7676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6996   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -1.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.3551    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1582   -0.5301    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5562   -0.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -0.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -1.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -0.2752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1286   -3.0051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2445    0.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2445   -2.1756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978    0.5095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6144    1.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216    2.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383    3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1286    2.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
 12 20  1  1  0  0  0
 11 21  1  6  0  0  0
 17 22  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0001093
     RDKit          3D
5a-Cholesta-8,24-dien-3-one
 70 73  0  0  0  0  0  0  0  0999 V2000
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    0.1190   -0.0524    0.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.9715    0.6890   -0.2332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1894    2.1441    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432    0.4319   -1.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9325   -0.3369   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711   -0.0202   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8567    0.2335   -0.1771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9475   -0.0112    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -0.1745    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0410   -1.6059    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -1.8858   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2066   -0.1692   -2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9646    0.2163   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1137   -1.3252   -1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7157    2.3192   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3174    1.9003    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7285   -1.3636   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300    0.1206   -1.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.2910   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -0.5858    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8207   -1.6422    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0833   -2.0653   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.4413    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0762   -2.8229   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5577    1.9405   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046   -1.0449    1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -1.3932    2.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2989    2.2902    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    2.4713    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
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  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
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 11 47  1  0
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 28 69  1  0
 28 70  1  0
M  END

Untitled Document-3
  Mrv0541 02231218552D          

 29 32  0  0  0  0            999 V2000
   -3.4141   -1.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4141   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -3.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -1.7676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6996   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2445   -2.1756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978    0.5095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6144    1.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1286    2.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10  5  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0001093

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CCC2CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20?,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
AUNLIRXIJAVBNM-YBXLEUBGSA-N

> <FORMULA>
C27H42O

> <MOLECULAR_WEIGHT>
382.6218

> <EXACT_MASS>
382.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
48.8468016188391

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

> <ALOGPS_LOGP>
6.92

> <JCHEM_LOGP>
6.871152526333334

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.962530739976856

> <JCHEM_PKA_STRONGEST_BASIC>
-7.353211484801864

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
120.17179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.11e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5a-cholesta-8,24-dien-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0001093
     RDKit          3D
5a-Cholesta-8,24-dien-3-one
 70 73  0  0  0  0  0  0  0  0999 V2000
    8.0957   -0.2388   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3525    0.2280    2.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    2.2902    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    2.4713    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    2.7286   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9064    1.3990   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7418   -1.4310   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5997   -0.0731   -2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3082   -0.7621    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0904    0.9784    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9775    0.2346    1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -1.9971    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -2.2485    0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4884   -2.1784   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -2.7827    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
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  5  6  1  0
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 13 14  2  0
 14 15  1  0
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 14 19  1  0
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 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
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 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 15 50  1  0
 15 51  1  0
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 16 53  1  0
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 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
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 22 63  1  0
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 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-3                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.373  -3.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.373  -4.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.039  -5.610   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.706  -4.840   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.706  -3.300   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.039  -2.530   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.372  -5.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.038  -4.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.038  -3.300   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.372  -2.530   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.295  -2.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.295  -0.990   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.038  -0.220   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.372  -0.990   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.760  -3.005   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.665  -1.760   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.760  -0.514   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.707  -5.610   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.706  -1.760   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.456   0.542   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       0.456  -4.061   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       2.236   0.951   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.147   2.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.742   1.271   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.218   2.736   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.725   3.056   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.200   4.521   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.111   5.610   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.707   4.841   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    5   14                                                  
CONECT   11    9   12   15   21                                             
CONECT   12   11   13   17   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20   12                                                            
CONECT   21   11                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0001093
HETATM    1  C1  UNL     1       8.096  -0.239  -1.277  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.827   0.383  -0.871  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.744   1.792  -0.444  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.712  -0.335  -0.886  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.389   0.231  -0.487  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.889  -0.578   0.679  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.545  -0.098   1.178  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.661   1.321   1.616  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.527  -0.363   0.136  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.491  -1.856  -0.126  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.022  -2.200  -0.406  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.586  -0.873  -0.596  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.029  -0.769  -0.400  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.509   0.480  -0.384  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.519   1.564  -0.521  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.291   1.364   0.345  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.119  -0.052   0.498  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.272  -0.591   1.862  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.972   0.689  -0.233  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.189   2.144   0.129  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.643   0.432  -1.538  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.933  -0.337  -1.421  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.671  -0.020  -0.180  1.00  0.00           C  
HETATM   24  O1  UNL     1      -7.857   0.234  -0.177  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.947  -0.011   1.098  1.00  0.00           C  
HETATM   26  C25 UNL     1      -4.443  -0.174   0.888  1.00  0.00           C  
HETATM   27  C26 UNL     1      -4.041  -1.606   0.792  1.00  0.00           C  
HETATM   28  C27 UNL     1      -2.976  -1.886  -0.224  1.00  0.00           C  
HETATM   29  H1  UNL     1       8.207  -0.169  -2.392  1.00  0.00           H  
HETATM   30  H2  UNL     1       8.965   0.216  -0.766  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.114  -1.325  -1.043  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.049   2.359  -1.118  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.716   2.319  -0.513  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.317   1.900   0.584  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.728  -1.364  -1.191  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.730   0.121  -1.379  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.551   1.291  -0.237  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.663  -0.586   1.466  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.821  -1.642   0.319  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.317  -0.717   2.087  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.820   2.010   0.761  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.513   1.381   2.338  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.776   1.689   2.169  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.783   0.208  -0.779  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.083  -2.065  -1.042  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.866  -2.441   0.756  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.076  -2.823  -1.318  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.392  -2.799   0.429  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.305  -0.452  -1.559  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.151   1.684  -1.561  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.976   2.542  -0.244  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.594   1.764   1.358  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.558   1.940  -0.070  1.00  0.00           H  
HETATM   54  H26 UNL     1      -1.305  -1.045   1.828  1.00  0.00           H  
HETATM   55  H27 UNL     1       0.396  -1.393   2.210  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.352   0.228   2.613  1.00  0.00           H  
HETATM   57  H29 UNL     1      -5.299   2.290   0.232  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.623   2.471   1.000  1.00  0.00           H  
HETATM   59  H31 UNL     1      -3.929   2.729  -0.802  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.999  -0.107  -2.277  1.00  0.00           H  
HETATM   61  H33 UNL     1      -4.906   1.399  -2.059  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.742  -1.431  -1.532  1.00  0.00           H  
HETATM   63  H35 UNL     1      -6.600  -0.073  -2.279  1.00  0.00           H  
HETATM   64  H36 UNL     1      -6.308  -0.762   1.829  1.00  0.00           H  
HETATM   65  H37 UNL     1      -6.090   0.978   1.578  1.00  0.00           H  
HETATM   66  H38 UNL     1      -3.977   0.235   1.831  1.00  0.00           H  
HETATM   67  H39 UNL     1      -3.661  -1.997   1.778  1.00  0.00           H  
HETATM   68  H40 UNL     1      -4.942  -2.249   0.579  1.00  0.00           H  
HETATM   69  H41 UNL     1      -3.488  -2.178  -1.178  1.00  0.00           H  
HETATM   70  H42 UNL     1      -2.400  -2.783   0.082  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   17   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   17   49
CONECT   13   14   14   28
CONECT   14   15   19
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   54   55   56
CONECT   19   20   21   26
CONECT   20   57   58   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   24   24   25
CONECT   25   26   64   65
CONECT   26   27   66
CONECT   27   28   67   68
CONECT   28   69   70
END

HMDB0001093
     RDKit          3D
5a-Cholesta-8,24-dien-3-one
 70 73  0  0  0  0  0  0  0  0999 V2000
    8.0957   -0.2388   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268    0.3833   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438    1.7923   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7123   -0.3345   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893    0.2315   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8890   -0.5783    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5446   -0.0983    1.1781 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6612    1.3211    1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -0.3632    0.1362 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4906   -1.8555   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -2.1996   -0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864   -0.8733   -0.5956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0292   -0.7685   -0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093    0.4798   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5189    1.5641   -0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910    1.3643    0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.0524    0.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2716   -0.5912    1.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.6890   -0.2332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1894    2.1441    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432    0.4319   -1.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9325   -0.3369   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711   -0.0202   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8567    0.2335   -0.1771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9475   -0.0112    1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -0.1745    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0410   -1.6059    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9763   -1.8858   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2066   -0.1692   -2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9646    0.2163   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1137   -1.3252   -1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0491    2.3590   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7157    2.3192   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3174    1.9003    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7285   -1.3636   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300    0.1206   -1.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.2910   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -0.5858    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8207   -1.6422    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169   -0.7168    2.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204    2.0100    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    1.3807    2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7761    1.6887    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    0.2082   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -2.0653   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.4413    0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0762   -2.8229   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.7988    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046   -0.4523   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    1.6840   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9761    2.5417   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5940    1.7644    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577    1.9405   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046   -1.0449    1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -1.3932    2.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525    0.2280    2.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    2.2902    0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    2.4713    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    2.7286   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9986   -0.1068   -2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9064    1.3990   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7418   -1.4310   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5997   -0.0731   -2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3082   -0.7621    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0904    0.9784    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9775    0.2346    1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -1.9971    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -2.2485    0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4884   -2.1784   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -2.7827    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5alpha-Cholesta-8,24-dien-3-one	HMDB

Chemical Formula

C₂₇H₄₂O

Average Molecular Weight

382.6218

Monoisotopic Molecular Weight

382.323565966

IUPAC Name

(2S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

Traditional Name

5a-cholesta-8,24-dien-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CCC2CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20?,23-,24+,26+,27-/m1/s1

InChI Key

AUNLIRXIJAVBNM-YBXLEUBGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Oxosteroid
3-oxosteroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0001093)

Disposition

Biological location

Tissue

All Tissues (HMDB: HMDB0001093)

Connective tissue

Adipose tissue (HMDB: HMDB0001093)

Nervous tissue

Hepatic tissue (HMDB: HMDB0001093)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001093)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001093)

Source

Endogenous

Endogenous (HMDB: HMDB0001093)

Animal

Animal (HMDB: HMDB0001093)

Exogenous

Food

Food (HMDB: HMDB0001093)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0001093)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0001093)

Molecular messenger

Hormone (HMDB: HMDB0001093)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001093)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00071 g/L	ALOGPS
logP	6.92	ALOGPS
logP	6.87	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	19.96	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.17 m³·mol⁻¹	ChemAxon
Polarizability	48.85 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.464	31661259
DarkChem	[M-H]-	191.164	31661259
AllCCS	[M+H]+	202.934	32859911
AllCCS	[M-H]-	205.43	32859911
DeepCCS	[M-2H]-	230.516	30932474
DeepCCS	[M+Na]+	205.693	30932474
AllCCS	[M+H]+	202.9	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	205.0	32859911
AllCCS	[M+Na]+	205.6	32859911
AllCCS	[M-H]-	205.4	32859911
AllCCS	[M+Na-2H]-	206.8	32859911
AllCCS	[M+HCOO]-	208.5	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.	9.77 minutes	32390414
Predicted by Siyang on May 30, 2022	26.5989 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3481.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	835.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	324.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	354.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	602.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1020.0 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	1091.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2137.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	684.9 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	1901.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	747.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	604.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	350.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	764.3 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5a-Cholesta-8,24-dien-3-one	[H][C@@]12CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CCC2CC(=O)CC[C@]12C	2979.5	Standard polar	33892256
5a-Cholesta-8,24-dien-3-one	[H][C@@]12CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CCC2CC(=O)CC[C@]12C	3081.6	Standard non polar	33892256
5a-Cholesta-8,24-dien-3-one	[H][C@@]12CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CCC2CC(=O)CC[C@]12C	3180.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1CC3	3224.0	Semi standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1CC3	3080.5	Standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)CC1CC3	3468.1	Standard polar	33892256
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1CC3	3227.4	Semi standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1CC3	3135.2	Standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C)=CC1CC3	3466.3	Standard polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1CC3	3458.5	Semi standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1CC3	3264.2	Standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)CC1CC3	3590.5	Standard polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1CC3	3460.4	Semi standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1CC3	3337.0	Standard non polar	33892256
5a-Cholesta-8,24-dien-3-one,1TBDMS,isomer #2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CCC(O[Si](C)(C)C(C)(C)C)=CC1CC3	3589.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholesta-8,24-dien-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0j4i-1129000000-82f247afa5987b19470a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholesta-8,24-dien-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5a-Cholesta-8,24-dien-3-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 - 5a-Cholesta-8,24-dien-3-one 10V, Positive-QTOF	splash10-001i-0019000000-eeeda54c958f4f801934	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 20V, Positive-QTOF	splash10-069r-2019000000-4594055189900f888c41	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 40V, Positive-QTOF	splash10-0a4i-2119000000-f91042fa1f198d030998	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 10V, Negative-QTOF	splash10-001i-0009000000-7b4e3a203e59d7ab5dcc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 20V, Negative-QTOF	splash10-001i-0009000000-fa4b37050bbe0b988631	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 40V, Negative-QTOF	splash10-0gb9-2019000000-fadfaff0ff3fdfb82b3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 10V, Positive-QTOF	splash10-001i-0019000000-067d9efd4b4672338389	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 20V, Positive-QTOF	splash10-0gi3-5279000000-e0d6750c533d10f9e670	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 40V, Positive-QTOF	splash10-052f-8943000000-a9e0a0a61251d66e5c1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 10V, Negative-QTOF	splash10-001i-0009000000-334e990fc728bf944c79	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 20V, Negative-QTOF	splash10-001i-0009000000-4fc2fb75ab62f8c34d43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5a-Cholesta-8,24-dien-3-one 40V, Negative-QTOF	splash10-00o0-1149000000-18c7c7cd3f7331490dcb	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022422

KNApSAcK ID

Not Available

Chemspider ID

17216058

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5999

PubChem Compound

22833560

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

Not Available

Enzymes

Enzyme Details

1. Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: Not Available
Gene Name:: NSDHL
Uniprot ID:: Q15738
Molecular weight:: 41899.99

Enzyme Details

2. 3-keto-steroid reductase

General function:: Involved in oxidoreductase activity
Specific function:: Responsible for the reduction of the keto group on the C-3 of sterols.
Gene Name:: HSD17B7
Uniprot ID:: P56937
Molecular weight:: 38205.77

Showing metabocard for 5a-Cholesta-8,24-dien-3-one (HMDB0001093)

MOL for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

3D MOL for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

3D SDF for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

3D-SDF for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

PDB for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

3D PDB for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

SMILES for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

INCHI for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

Structure for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

3D Structure for HMDB0001093 (5a-Cholesta-8,24-dien-3-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes