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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:14:01 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062399

Secondary Accession Numbers

HMDB62399

Metabolite Identification

Common Name

4-cholesten-7α,12α,24-triol-3-one

Description

7alpha,12alpha,24-trihydroxycholest-4-en-3-one, also known as 4-cholesten-7alpha,12alpha,24-triol-3-one, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Thus, 7alpha,12alpha,24-trihydroxycholest-4-en-3-one is considered to be a bile acid lipid molecule. 7alpha,12alpha,24-trihydroxycholest-4-en-3-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


  Mrv1652303211707142D          

 39 42  0  0  1  0            999 V2000
    6.4214   -0.7930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7069   -2.0305    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -2.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -1.2055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2348   -2.0294    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3847   -0.2135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9368    0.3996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  9 35  1  0  0  0  0
 13 35  1  0  0  0  0
 35 36  1  1  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
M  END

HMDB0062399
     RDKit          3D
4-cholesten-7α,12α,24-triol-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.5060   -2.2049    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652303211707142D          

 39 42  0  0  1  0            999 V2000
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    7.8503   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5648   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   -2.4430    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  9  6  1  1  0  0  0
  9 10  1  6  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  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  6  0  0  0
 32 35  1  0  0  0  0
  9 35  1  0  0  0  0
 13 35  1  0  0  0  0
 35 36  1  1  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062399

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C(O)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h12,15-16,19-25,29-31H,6-11,13-14H2,1-5H3/t16-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
JZKUXZQOULZTIJ-GZQVFMGISA-N

> <FORMULA>
C27H44O4

> <MOLECULAR_WEIGHT>
432.645

> <EXACT_MASS>
432.323959897

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.67968272917034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
3.831794317666665

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.778974644428164

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.137674241461944

> <JCHEM_PKA_STRONGEST_BASIC>
-0.1376548892985171

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
124.26559999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062399
     RDKit          3D
4-cholesten-7α,12α,24-triol-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.5060   -2.2049    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6864   -1.2925   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3878   -0.0394    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3716   -0.9486   -0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006   -2.1611   -1.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.2797    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.0862   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.7296    0.5464 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0881    1.9770    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    1.1751    0.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9396    2.2204   -0.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4856    2.1466   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    1.2610   -0.5546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4352    0.6562   -0.8731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9623    0.1143    0.4682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9139   -0.5342    1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -0.7843    0.6287 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2985   -1.1149    1.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.2195   -0.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3028   -0.3826   -1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -0.6679    0.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0002   -1.9422   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.0152    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2381   -1.4499    1.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9726   -0.2631    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0321    0.1709    1.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4204    0.4112   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1722    0.2246   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027    0.9659   -1.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.7110   -1.3043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7170    2.5008   -0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4524   -2.7639    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.6222    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001   -2.9500    0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587   -1.8010   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4685   -0.2400    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1771    0.7547   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0084    0.3216    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.2831   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2528   -2.5699   -0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.6284    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2879   -0.9647    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3660    0.6956   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937   -0.9228   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751    0.0839    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439    1.6957    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891    2.5259    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577    2.6162    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.7188    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0968    3.2304   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058    2.0495   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    3.1773   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    1.8499   -2.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423    1.8120    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -0.1501   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    1.0513    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.0149    2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.5305    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6895   -1.7616    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -2.0437    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4991   -1.4807   -1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -0.3358   -2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.1695   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -1.8027   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9516   -2.2419   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6217   -2.7561   -0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421   -1.9044    2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402   -0.1442    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501   -1.6212    2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3615   -2.3229    0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997    1.0773   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4394    1.6806   -2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.2274   -2.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0740    2.3215   -2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    3.0208    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  6
 15 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  1
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  1
 14 55  1  6
 15 56  1  1
 16 57  1  0
 16 58  1  0
 17 59  1  6
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  6
 31 75  1  0
M  END

HEADER    PROTEIN                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  H   UNK     0      11.987  -1.480   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      13.320  -2.250   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.320  -0.710   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.987  -3.020   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.653  -2.250   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.319  -3.020   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0      10.653  -3.790   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       9.319  -4.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.986  -2.250   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       7.905  -3.788   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       6.579  -2.877   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.548  -1.732   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.318  -0.399   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       7.349   0.746   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       5.842   1.066   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.812  -0.078   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       4.336   1.386   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       2.830   1.706   0.000  0.00  0.00           H+0
HETATM   19  O   UNK     0       3.305   0.242   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.860   2.851   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.891   3.995   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.415   5.460   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.445   6.604   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.969   8.069   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.951   6.284   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.427   4.820   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.397   3.675   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.903   3.355   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.873   2.211   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       5.366   2.531   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       8.379   1.890   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.855   0.426   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0       9.885   1.570   0.000  0.00  0.00           H+0
HETATM   34  O   UNK     0      10.361   0.106   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.825  -0.719   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.289  -1.195   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.654  -3.020   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.988  -2.250   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.654  -4.560   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   37                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11   35                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   35                                             
CONECT   14   13                                                            
CONECT   15   13   16   17   29                                             
CONECT   16   15                                                            
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   21   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   15   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32    9   13   36                                             
CONECT   36   35                                                            
CONECT   37    2   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

COMPND    HMDB0062399
HETATM    1  C1  UNL     1       6.506  -2.205   0.957  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.686  -1.293  -0.230  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.388  -0.039   0.241  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.372  -0.949  -0.890  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.801  -2.161  -1.312  1.00  0.00           O  
HETATM    6  C5  UNL     1       4.479  -0.280   0.134  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.127   0.086  -0.504  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.311   0.730   0.546  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.088   1.977   1.007  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.962   1.175   0.194  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.940   2.220  -0.934  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.486   2.147  -1.511  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.153   1.261  -0.555  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.435   0.656  -0.873  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.962   0.114   0.468  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.914  -0.534   1.272  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.594  -0.784   0.629  1.00  0.00           C  
HETATM   18  O2  UNL     1       0.298  -1.115   1.677  1.00  0.00           O  
HETATM   19  C17 UNL     1      -0.050   0.220  -0.281  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.303  -0.383  -1.650  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.235  -0.668   0.260  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.000  -1.942  -0.519  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.768  -1.015   1.633  1.00  0.00           C  
HETATM   24  C22 UNL     1      -6.238  -1.450   1.569  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.973  -0.263   1.063  1.00  0.00           C  
HETATM   26  O3  UNL     1      -8.032   0.171   1.591  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.420   0.411  -0.098  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.172   0.225  -0.462  1.00  0.00           C  
HETATM   29  C26 UNL     1      -4.703   0.966  -1.674  1.00  0.00           C  
HETATM   30  C27 UNL     1      -3.430   1.711  -1.304  1.00  0.00           C  
HETATM   31  O4  UNL     1      -3.717   2.501  -0.189  1.00  0.00           O  
HETATM   32  H1  UNL     1       7.452  -2.764   1.109  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.346  -1.622   1.904  1.00  0.00           H  
HETATM   34  H3  UNL     1       5.700  -2.950   0.814  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.359  -1.801  -0.955  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.468  -0.240   0.329  1.00  0.00           H  
HETATM   37  H6  UNL     1       7.177   0.755  -0.532  1.00  0.00           H  
HETATM   38  H7  UNL     1       7.008   0.322   1.214  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.563  -0.283  -1.734  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.253  -2.570  -0.593  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.008   0.628   0.483  1.00  0.00           H  
HETATM   42  H11 UNL     1       4.288  -0.965   0.976  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.366   0.696  -1.372  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.694  -0.923  -0.768  1.00  0.00           H  
HETATM   45  H14 UNL     1       2.275   0.084   1.441  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.844   1.696   1.768  1.00  0.00           H  
HETATM   47  H16 UNL     1       3.489   2.526   0.150  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.358   2.616   1.525  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.532   1.719   1.076  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.097   3.230  -0.499  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.706   2.050  -1.683  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.943   3.177  -1.466  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.493   1.850  -2.555  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.242   1.812   0.429  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.477  -0.150  -1.598  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.284   1.051   1.018  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.701   0.015   2.238  1.00  0.00           H  
HETATM   58  H27 UNL     1      -2.297  -1.531   1.621  1.00  0.00           H  
HETATM   59  H28 UNL     1      -0.690  -1.762   0.065  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.080  -2.044   2.006  1.00  0.00           H  
HETATM   61  H30 UNL     1       0.499  -1.481  -1.550  1.00  0.00           H  
HETATM   62  H31 UNL     1      -0.593  -0.336  -2.337  1.00  0.00           H  
HETATM   63  H32 UNL     1       1.086   0.169  -2.163  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.446  -1.803  -1.525  1.00  0.00           H  
HETATM   65  H34 UNL     1      -2.952  -2.242  -0.559  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.622  -2.756  -0.042  1.00  0.00           H  
HETATM   67  H36 UNL     1      -4.242  -1.904   2.051  1.00  0.00           H  
HETATM   68  H37 UNL     1      -4.740  -0.144   2.316  1.00  0.00           H  
HETATM   69  H38 UNL     1      -6.550  -1.621   2.619  1.00  0.00           H  
HETATM   70  H39 UNL     1      -6.361  -2.323   0.930  1.00  0.00           H  
HETATM   71  H40 UNL     1      -7.100   1.077  -0.647  1.00  0.00           H  
HETATM   72  H41 UNL     1      -5.439   1.681  -2.034  1.00  0.00           H  
HETATM   73  H42 UNL     1      -4.423   0.227  -2.457  1.00  0.00           H  
HETATM   74  H43 UNL     1      -3.074   2.322  -2.145  1.00  0.00           H  
HETATM   75  H44 UNL     1      -2.957   3.021   0.133  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5    6   39
CONECT    5   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   10   45
CONECT    9   46   47   48
CONECT   10   11   19   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   19   54
CONECT   14   15   30   55
CONECT   15   16   21   56
CONECT   16   17   57   58
CONECT   17   18   19   59
CONECT   18   60
CONECT   19   20
CONECT   20   61   62   63
CONECT   21   22   23   28
CONECT   22   64   65   66
CONECT   23   24   67   68
CONECT   24   25   69   70
CONECT   25   26   26   27
CONECT   27   28   28   71
CONECT   28   29
CONECT   29   30   72   73
CONECT   30   31   74
CONECT   31   75
END

HMDB0062399
     RDKit          3D
4-cholesten-7α,12α,24-triol-3-one
 75 78  0  0  0  0  0  0  0  0999 V2000
    6.5060   -2.2049    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6864   -1.2925   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3878   -0.0394    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3716   -0.9486   -0.8901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006   -2.1611   -1.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.2797    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.0862   -0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.7296    0.5464 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0881    1.9770    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    1.1751    0.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9396    2.2204   -0.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4856    2.1466   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1526    1.2610   -0.5546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4352    0.6562   -0.8731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9623    0.1143    0.4682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9139   -0.5342    1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -0.7843    0.6287 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2985   -1.1149    1.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.2195   -0.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3028   -0.3826   -1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355   -0.6679    0.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0002   -1.9422   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.0152    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2381   -1.4499    1.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9726   -0.2631    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0321    0.1709    1.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4204    0.4112   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1722    0.2246   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027    0.9659   -1.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.7110   -1.3043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7170    2.5008   -0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4524   -2.7639    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.6222    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001   -2.9500    0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587   -1.8010   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4685   -0.2400    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1771    0.7547   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0084    0.3216    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.2831   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2528   -2.5699   -0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.6284    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2879   -0.9647    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3660    0.6956   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937   -0.9228   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751    0.0839    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439    1.6957    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891    2.5259    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577    2.6162    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.7188    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0968    3.2304   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058    2.0495   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    3.1773   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    1.8499   -2.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423    1.8120    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -0.1501   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    1.0513    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    0.0149    2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.5305    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6895   -1.7616    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -2.0437    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4991   -1.4807   -1.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -0.3358   -2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.1695   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -1.8027   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9516   -2.2419   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6217   -2.7561   -0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421   -1.9044    2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402   -0.1442    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5501   -1.6212    2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3615   -2.3229    0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0997    1.0773   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4394    1.6806   -2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.2274   -2.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0740    2.3215   -2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    3.0208    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  6
 15 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 19 10  1  0
 28 21  1  0
 19 13  1  0
 30 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  1
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  1
 14 55  1  6
 15 56  1  1
 16 57  1  0
 16 58  1  0
 17 59  1  6
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  6
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Cholesten-7alpha,12alpha,24-triol-3-one	ChEBI
4-Cholesten-7a,12a,24-triol-3-one	Generator
4-Cholesten-7α,12α,24-triol-3-one	Generator
7a,12a,24-Trihydroxycholest-4-en-3-one	Generator
7Α,12α,24-trihydroxycholest-4-en-3-one	Generator

Chemical Formula

C₂₇H₄₄O₄

Average Molecular Weight

432.645

Monoisotopic Molecular Weight

432.323959897

IUPAC Name

(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-14-[(2R)-5-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

[H]C(O)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C(C)C

InChI Identifier

InChI=1S/C27H44O4/c1-15(2)22(29)9-6-16(3)19-7-8-20-25-21(14-24(31)27(19,20)5)26(4)11-10-18(28)12-17(26)13-23(25)30/h12,15-16,19-25,29-31H,6-11,13-14H2,1-5H3/t16-,19-,20+,21+,22?,23-,24+,25+,26+,27-/m1/s1

InChI Key

JZKUXZQOULZTIJ-GZQVFMGISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
3-oxo-delta-4-steroid
3-oxosteroid
12-hydroxysteroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Ketone
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:48714 )
7alpha-hydroxy steroid (CHEBI:48714 )
12alpha-hydroxy steroid (CHEBI:48714 )
24-hydroxy steroid (CHEBI:48714 )
C27 bile acids, alcohols, and derivatives (LMST04030171 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Depression (PMID: 35445772)

Alzheimer's Disease (PMID: 30337151)

Cancer

Colorectal cancer (PMID: 21724466)

Digestive system disorder

Gastrointestinal disorder

Chronic diarrhea (PMID: 19900947)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31643938)
Bile (PMID: 31643938)

Excreta

Biofluid or Excreta

Feces (PMID: 31643938)
Urine (PMID: 1112456)

Organ

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.021 g/l	ALOGPS
LogP	3.39	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.39	ALOGPS
logP	3.83	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	17.14	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.27 m³·mol⁻¹	ChemAxon
Polarizability	51.68 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.027	31661259
DarkChem	[M-H]-	194.078	31661259
DeepCCS	[M-2H]-	222.778	30932474
DeepCCS	[M+Na]+	196.891	30932474
AllCCS	[M+H]+	209.7	32859911
AllCCS	[M+H-H2O]+	207.8	32859911
AllCCS	[M+NH4]+	211.4	32859911
AllCCS	[M+Na]+	211.9	32859911
AllCCS	[M-H]-	207.7	32859911
AllCCS	[M+Na-2H]-	209.8	32859911
AllCCS	[M+HCOO]-	212.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-cholesten-7??,12??,24-triol-3-one	[H]C(O)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C(C)C	4175.1	Standard polar	33892256
4-cholesten-7??,12??,24-triol-3-one	[H]C(O)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C(C)C	3577.8	Standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one	[H]C(O)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C(C)C	3929.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-cholesten-7??,12??,24-triol-3-one,1TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)O[Si](C)(C)C	3696.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TMS,isomer #2	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C	3630.8	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TMS,isomer #3	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O	3658.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O	3558.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)O[Si](C)(C)C	3656.4	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #2	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3613.1	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #3	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O)O[Si](C)(C)C	3525.7	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C	3583.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #5	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C	3446.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TMS,isomer #6	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O	3498.4	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3570.9	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TMS,isomer #2	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O)O[Si](C)(C)C	3464.6	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TMS,isomer #3	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3441.2	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C	3451.4	Semi standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3435.4	Semi standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3517.5	Standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C)O[Si](C)(C)C	3496.3	Standard polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)O[Si](C)(C)C(C)(C)C	3925.2	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TBDMS,isomer #2	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	3839.1	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TBDMS,isomer #3	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O	3864.8	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,1TBDMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O	3784.9	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O)O[Si](C)(C)C(C)(C)C	4090.6	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #2	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4033.2	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #3	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O)O[Si](C)(C)C(C)(C)C	3994.5	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	4006.7	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #5	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	3864.7	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,2TBDMS,isomer #6	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O	3927.0	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4204.2	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TBDMS,isomer #2	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O)O[Si](C)(C)C(C)(C)C	4118.4	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TBDMS,isomer #3	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4059.6	Semi standard non polar	33892256
4-cholesten-7??,12??,24-triol-3-one,3TBDMS,isomer #4	CC(C)C(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C	4065.0	Semi standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4249.1	Semi standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4265.8	Standard non polar	33892256
4-cholesten-7α,12α,24-triol-3-one,4TBDMS,isomer #1	CC(C)C(CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3760.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-1577900000-8ccee171c5687cf01954	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one GC-MS (3 TMS) - 70eV, Positive	splash10-001i-2210129000-33f9eba3501e6a10520d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-cholesten-7α,12α,24-triol-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 - 4-cholesten-7α,12α,24-triol-3-one 10V, Positive-QTOF	splash10-014j-0007900000-edb89e5f6f41c7998fb4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 20V, Positive-QTOF	splash10-00kb-3109400000-df0df3d026fd249027f7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 40V, Positive-QTOF	splash10-05id-5109100000-40dd0581a01621e8f57b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 10V, Negative-QTOF	splash10-001i-0000900000-48a2030b3d71189d6bba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 20V, Negative-QTOF	splash10-03e9-0002900000-3e6c2ca88b265f0db06a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 40V, Negative-QTOF	splash10-0gi1-9008700000-9e783d9d6a015dd3e707	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 10V, Positive-QTOF	splash10-014j-0007900000-1595cbbdc648063e38ff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 20V, Positive-QTOF	splash10-0m51-2639200000-a4a2f1ebe9b0ecec1867	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 40V, Positive-QTOF	splash10-0bu0-5912000000-c62ac1c5d7cf0a5c9f98	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 10V, Negative-QTOF	splash10-001i-0000900000-ac627da97db59b607ca4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 20V, Negative-QTOF	splash10-01q9-0000900000-ed683c1452b5f898076c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-cholesten-7α,12α,24-triol-3-one 40V, Negative-QTOF	splash10-004i-0003900000-aace790717a014b6b844	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24755588

PDB ID

Not Available

ChEBI ID

48714

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 4-cholesten-7α,12α,24-triol-3-one (HMDB0062399)

MOL for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

3D MOL for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

3D SDF for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

3D-SDF for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

PDB for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

3D PDB for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

SMILES for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

INCHI for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

Structure for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

3D Structure for HMDB0062399 (4-cholesten-7α,12α,24-triol-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra