MiMeDB: Showing metabocard for Avenasterol (MMDBc0052885)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:08:02 UTC

Update Date

2024-04-30 20:43:50 UTC

Metabolite ID

MMDBc0052885

Metabolite Identification

Common Name

Avenasterol

Description

Isofucosterol, also known as delta5-avenasterol, is a phytosterol. Phytosterols, or plant sterols, are compounds that occur naturally and bear a close structural resemblance to cholesterol but have different side-chain configurations. Phytosterols are relevant in pharmaceuticals (production of therapeutic steroids), nutrition (anti-cholesterol additives in functional foods, anti-cancer properties), and cosmetics (creams, lipstick). Phytosterols can be obtained from vegetable oils or from industrial wastes, which gives an added value to the latter. Considerable efforts have been recently dedicated to the development of efficient processes for phytosterol isolation from natural sources. The present work aims to summarize information on the applications of phytosterols and to review recent approaches, mainly from the industry, for the large-scale recovery of phytosterols (PMID: 17123816 , 16481154 ). Isofucosterol is found to be associated with phytosterolemia, which is an inborn error of metabolism.

Structure

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


  Mrv1652306262019462D          

 34 37  0  0  0  0            999 V2000
 9999.976210000.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9997.1260 9999.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9997.9312    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 12 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 18  1  0  0  0  0
 34 33  1  1  0  0  0
M  END

HMDB0002374
     RDKit          3D
Isofucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    6.6610    2.9004    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704    2.1091    0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2197   -1.2523    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.2050   -0.2026   -0.1228 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306262019462D          

 34 37  0  0  0  0            999 V2000
 9999.976210000.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 21 17  1  0  0  0  0
 21 20  1  0  0  0  0
 18  5  1  6  0  0  0
 10 17  1  0  0  0  0
 17  1  1  1  0  0  0
 12 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 18  1  0  0  0  0
 34 33  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052885

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
OSELKOCHBMDKEJ-WGMIZEQOSA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.702

> <EXACT_MASS>
412.370516166

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.631688124106894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
7.60

> <JCHEM_LOGP>
7.4388973106666665

> <ALOGPS_LOGS>
-6.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.6161

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.48e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002374
     RDKit          3D
Isofucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    6.6610    2.9004    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704    2.1091    0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3914    0.8089    0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133    0.2469    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6040   -0.6297   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -1.2523    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2271   -2.0681    1.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.2026   -0.1228 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2953    0.3730   -1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149    0.3376   -2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197    0.4232   -0.8500 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3700    0.2240   -0.9703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9502    1.4571   -1.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4067    1.1876   -1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    0.4701   -0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5023    0.2451   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    0.8713    0.1462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5573    0.6873    0.1222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6410    0.2150    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494    0.4154    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103   -0.1371    0.3192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5706   -1.6408    0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    0.2500    0.4099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2411   -0.5864    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633   -0.2842    1.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213   -0.5976    0.0572 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5554   -2.0002   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576   -0.1460    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -1.1867    1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8272    0.3199    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5654    2.7057    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8242    3.0438   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920    3.9716    0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108    2.6598    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2980    1.0256    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -0.2936    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.0184   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -1.4884   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047   -1.9607   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455   -3.0348    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -2.4427    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867   -1.5276    2.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768    0.6718    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -0.2535   -2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6170    1.4241   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2756    1.1848   -2.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766   -0.6400   -2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    1.4113   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935   -0.6274   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4556    1.4998   -2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    2.3566   -1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9430    1.5934   -2.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8973    0.7980   -1.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7709   -0.8040   -1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9416    1.9464    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8956    0.8038   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9387   -0.8430    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1094    0.7118    2.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.1353    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9805    1.5118    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9448   -2.0995   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250   -1.9250    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -1.9859    1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108    1.3177    0.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6374   -0.3224    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3728   -1.6602    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5705    0.8097    1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.8695    2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -2.1148   -0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -2.5784    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -2.4917   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407   -0.7920   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6771   -0.7020    2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -1.7629    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3130   -1.9117    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -0.5867   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4460    0.6230    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8469    0.9912   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  6
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

HEADER    PROTEIN                                 26-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JUN-20         0                                  
HETATM    1  C   UNK     0    8666.6228668.218   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338665.893   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368662.029   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.9638663.589   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6228663.589   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8661.3028665.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8659.9688664.345   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9688662.805   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.3028662.035   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.2928667.444   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.9598666.674   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.9638665.118   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.6298664.348   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.6298662.808   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9638662.038   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.2978662.808   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.6268666.674   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6268665.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.0918664.658   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.9968665.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0918667.150   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0918668.690   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8669.4278669.460   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.7598669.460   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.7598668.690   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0958669.460   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8672.0958671.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8673.4318668.690   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4318671.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8670.7598671.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8674.7638669.460   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0    8669.4278667.920   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0    8665.2938665.892   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0    8665.2978664.348   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   13                                                            
CONECT    3    8                                                            
CONECT    4   12                                                            
CONECT    5   18                                                            
CONECT    6    7   13                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   14                                                       
CONECT   10   11   17                                                       
CONECT   11   10   12                                                       
CONECT   12   13   11    4   34                                             
CONECT   13   12   14    6    2                                             
CONECT   14   13   15    9                                                  
CONECT   15   14   16                                                       
CONECT   16   15   34                                                       
CONECT   17   18   21   10    1                                             
CONECT   18   17   19    5   34                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   22   32   17   20                                             
CONECT   22   21   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   29   30                                                  
CONECT   28   26   31                                                       
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   28                                                            
CONECT   32   21                                                            
CONECT   33   34                                                            
CONECT   34   12   16   18   33                                             
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0002374
HETATM    1  C1  UNL     1       6.661   2.900   0.151  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.470   2.109   0.471  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.391   0.809   0.563  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.013   0.247   0.914  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.604  -0.630  -0.215  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.220  -1.252   0.017  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.227  -2.068   1.246  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.205  -0.203  -0.123  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.295   0.373  -1.527  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.115   0.338  -2.085  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.920   0.423  -0.850  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.370   0.224  -0.970  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.950   1.457  -1.682  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.407   1.188  -1.791  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.041   0.470  -0.882  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.502   0.245  -1.063  1.00  0.00           C  
HETATM   17  C17 UNL     1      -7.186   0.871   0.146  1.00  0.00           C  
HETATM   18  O1  UNL     1      -8.557   0.687   0.122  1.00  0.00           O  
HETATM   19  C18 UNL     1      -6.641   0.215   1.378  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.149   0.415   1.524  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.410  -0.137   0.319  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.571  -1.641   0.337  1.00  0.00           C  
HETATM   23  C22 UNL     1      -2.983   0.250   0.410  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.241  -0.586   1.403  1.00  0.00           C  
HETATM   25  C24 UNL     1      -0.763  -0.284   1.436  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.221  -0.598   0.057  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.555  -2.000  -0.289  1.00  0.00           C  
HETATM   28  C27 UNL     1       6.458  -0.146   0.368  1.00  0.00           C  
HETATM   29  C28 UNL     1       6.517  -1.187   1.498  1.00  0.00           C  
HETATM   30  C29 UNL     1       7.827   0.320   0.012  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.565   2.706   0.713  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.824   3.044  -0.947  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.392   3.972   0.474  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.511   2.660   0.658  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.298   1.026   1.119  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.192  -0.294   1.866  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.625  -0.018  -1.141  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.260  -1.488  -0.394  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.105  -1.961  -0.857  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.646  -3.035   1.161  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.284  -2.443   1.401  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.987  -1.528   2.183  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.377   0.672   0.567  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.909  -0.254  -2.204  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.617   1.424  -1.542  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.276   1.185  -2.791  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.277  -0.640  -2.558  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.730   1.411  -0.370  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.694  -0.627  -1.581  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.456   1.500  -2.674  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.756   2.357  -1.097  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.943   1.593  -2.636  1.00  0.00           H  
HETATM   53  H23 UNL     1      -6.897   0.798  -1.955  1.00  0.00           H  
HETATM   54  H24 UNL     1      -6.771  -0.804  -1.200  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.942   1.946   0.122  1.00  0.00           H  
HETATM   56  H26 UNL     1      -8.896   0.804  -0.800  1.00  0.00           H  
HETATM   57  H27 UNL     1      -6.939  -0.843   1.404  1.00  0.00           H  
HETATM   58  H28 UNL     1      -7.109   0.712   2.262  1.00  0.00           H  
HETATM   59  H29 UNL     1      -4.820  -0.135   2.415  1.00  0.00           H  
HETATM   60  H30 UNL     1      -4.980   1.512   1.626  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.945  -2.099  -0.429  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.625  -1.925   0.104  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.384  -1.986   1.367  1.00  0.00           H  
HETATM   64  H34 UNL     1      -2.911   1.318   0.761  1.00  0.00           H  
HETATM   65  H35 UNL     1      -2.637  -0.322   2.416  1.00  0.00           H  
HETATM   66  H36 UNL     1      -2.373  -1.660   1.285  1.00  0.00           H  
HETATM   67  H37 UNL     1      -0.570   0.810   1.598  1.00  0.00           H  
HETATM   68  H38 UNL     1      -0.319  -0.870   2.235  1.00  0.00           H  
HETATM   69  H39 UNL     1      -1.569  -2.115  -0.763  1.00  0.00           H  
HETATM   70  H40 UNL     1      -0.657  -2.578   0.677  1.00  0.00           H  
HETATM   71  H41 UNL     1       0.144  -2.492  -0.982  1.00  0.00           H  
HETATM   72  H42 UNL     1       6.141  -0.792  -0.525  1.00  0.00           H  
HETATM   73  H43 UNL     1       6.677  -0.702   2.480  1.00  0.00           H  
HETATM   74  H44 UNL     1       5.575  -1.763   1.581  1.00  0.00           H  
HETATM   75  H45 UNL     1       7.313  -1.912   1.230  1.00  0.00           H  
HETATM   76  H46 UNL     1       8.435  -0.587  -0.390  1.00  0.00           H  
HETATM   77  H47 UNL     1       8.446   0.623   0.881  1.00  0.00           H  
HETATM   78  H48 UNL     1       7.847   0.991  -0.854  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   34
CONECT    3    4   28
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    8   39
CONECT    7   40   41   42
CONECT    8    9   26   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   26   48
CONECT   12   13   23   49
CONECT   13   14   50   51
CONECT   14   15   15   52
CONECT   15   16   21
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   18   56
CONECT   19   20   57   58
CONECT   20   21   59   60
CONECT   21   22   23
CONECT   22   61   62   63
CONECT   23   24   64
CONECT   24   25   65   66
CONECT   25   26   67   68
CONECT   26   27
CONECT   27   69   70   71
CONECT   28   29   30   72
CONECT   29   73   74   75
CONECT   30   76   77   78
END

HMDB0002374
     RDKit          3D
Isofucosterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    6.6610    2.9004    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704    2.1091    0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3914    0.8089    0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133    0.2469    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6040   -0.6297   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -1.2523    0.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2271   -2.0681    1.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.2026   -0.1228 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2953    0.3730   -1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149    0.3376   -2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197    0.4232   -0.8500 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3700    0.2240   -0.9703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9502    1.4571   -1.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4067    1.1876   -1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    0.4701   -0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5023    0.2451   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    0.8713    0.1462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5573    0.6873    0.1222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6410    0.2150    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494    0.4154    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103   -0.1371    0.3192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5706   -1.6408    0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    0.2500    0.4099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2411   -0.5864    1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633   -0.2842    1.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213   -0.5976    0.0572 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5554   -2.0002   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576   -0.1460    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -1.1867    1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8272    0.3199    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5654    2.7057    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8242    3.0438   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920    3.9716    0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108    2.6598    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2980    1.0256    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1920   -0.2936    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245   -0.0184   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -1.4884   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047   -1.9607   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455   -3.0348    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842   -2.4427    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867   -1.5276    2.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768    0.6718    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -0.2535   -2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6170    1.4241   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2756    1.1848   -2.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2766   -0.6400   -2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    1.4113   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6935   -0.6274   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4556    1.4998   -2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564    2.3566   -1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9430    1.5934   -2.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8973    0.7980   -1.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7709   -0.8040   -1.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9416    1.9464    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8956    0.8038   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9387   -0.8430    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1094    0.7118    2.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.1353    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9805    1.5118    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9448   -2.0995   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250   -1.9250    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -1.9859    1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108    1.3177    0.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6374   -0.3224    2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3728   -1.6602    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5705    0.8097    1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.8695    2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -2.1148   -0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -2.5784    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -2.4917   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1407   -0.7920   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6771   -0.7020    2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -1.7629    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3130   -1.9117    1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -0.5867   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4460    0.6230    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8469    0.9912   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  6
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

Synonyms

Value	Source
(24Z)-24-Ethylcholesta-5,24(28)-dien-3beta-ol	ChEBI
(24Z)-Ethylidenecholesterol	ChEBI
(3beta)-Stigmasta-5,24(28)-dien-3-ol	ChEBI
(3beta,24Z)-Stigmasta-5,24(28)-dien-3-ol	ChEBI
(Z)-24-Ethylcholesta-5,24(28)-dien-3beta-ol	ChEBI
(Z)-24-Ethylidenecholesterol	ChEBI
(Z)-Stigmasta-5,24(28)-dien-3beta-ol	ChEBI
24Z-Ethylidene-cholest-5-en-3beta-ol	ChEBI
28-Isofucosterol	ChEBI
Delta(5)-Avenasterol	ChEBI
delta5-Avenasterol	ChEBI
(24Z)-24-Ethylcholesta-5,24(28)-dien-3b-ol	Generator
(24Z)-24-Ethylcholesta-5,24(28)-dien-3β-ol	Generator
(3b)-Stigmasta-5,24(28)-dien-3-ol	Generator
(3Β)-stigmasta-5,24(28)-dien-3-ol	Generator
(3b,24Z)-Stigmasta-5,24(28)-dien-3-ol	Generator
(3Β,24Z)-stigmasta-5,24(28)-dien-3-ol	Generator
(Z)-24-Ethylcholesta-5,24(28)-dien-3b-ol	Generator
(Z)-24-Ethylcholesta-5,24(28)-dien-3β-ol	Generator
(Z)-Stigmasta-5,24(28)-dien-3b-ol	Generator
(Z)-Stigmasta-5,24(28)-dien-3β-ol	Generator
24Z-Ethylidene-cholest-5-en-3b-ol	Generator
24Z-Ethylidene-cholest-5-en-3β-ol	Generator
Δ(5)-avenasterol	Generator
Δ5-avenasterol	Generator
(24Z)-Stigmasta-5,24(28)-dien-3-ol	HMDB
(3.beta.,24Z)-stigmasta-5,24(28)-dien-3-ol	HMDB
29-Isofucosterol	HMDB
Fucosterol	HMDB, MeSH
Isofucosterol	HMDB
24Z-Ethylidenecholest-5-en-3b-ol	MeSH, HMDB
Fucosterol, 28-(14)C-labeled CPD, (e)-isomer	MeSH, HMDB
Stigmasta-5,24-dien-3 beta-ol	MeSH, HMDB
24-Isoethylidenecholest-5-en-3 beta-ol,delta(5)-avenasterol	MeSH, HMDB
Fucosterol, (3beta)-isomer	MeSH, HMDB
(24E)-24-N-Propylidenecholesterol	MeSH, HMDB
24(Z)-Ethylidenecholest-5-en-3beta-ol	HMDB
24(Z)-Ethylidenecholest-5-en-3β-ol	HMDB
24-Ethylcholesta-5,24(28)Z-dien-3beta-ol	HMDB
24-Ethylcholesta-5,24(28)Z-dien-3β-ol	HMDB
Stigmasta-5-cis,24(28)-dien-3beta-ol	HMDB
Stigmasta-5-cis,24(28)-dien-3β-ol	HMDB

Molecular Formula

C₂₉H₄₈O

Average Mass

412.702

Monoisotopic Mass

412.370516166

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI Key

OSELKOCHBMDKEJ-WGMIZEQOSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Stigmastane-skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:28604 )
phytosterols (CHEBI:28604 )
stigmastane (C08821 )
Stigmasterols and C24-ethyl derivatives (C08821 )
Stigmasterols and C24-ethyl derivatives (LMST01040145 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.5e-05 g/L	ALOGPS
logP	7.6	ALOGPS
logP	7.44	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.62 m³·mol⁻¹	ChemAxon
Polarizability	53.63 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-1109000000-109d24725226b225bf0b	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-06di-2104900000-fd4678ce9164cc207101	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-1019500000-bcaac8318b52fbef2725	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-6259100000-c5a8fd880d63c55bcacf	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-7094000000-d9a6cedb0a89fad97057	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0002900000-82a40a2a370fc124e6ef	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0005900000-96d823e5c0a704f96e3d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-2009000000-6ab638e744dcb194bcf2	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000900000-363450e12a0ea926276e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0000900000-7b289abe7c3abd46f650	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-1002900000-e69a5278bd381695c11f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-9e612794ea2c28ad6a2c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0i0c-5169000000-9c2cec3fb85ecb36abaf	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5d-9320000000-9cc3e8c4c8ef033f50cb	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-090r-6973000000-3f7408d99c0efb91ca34	2015-03-01	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192195	7-dehydrocholesterol reductase	Enzyme	Q9UBM7	Homo sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Sitosterolemia	Increased	Association	Human Blood	HMDB	7595097

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	106.4	1.94			uM	Adult (>18 years old)	Both	Phytosterolemia	HMDB	7595097
Human Blood	Detected and Quantified	1.45	0.48			uM	Adult (>18 years old)	Both	Normal	HMDB	7595097

External Links

HMDB ID

HMDB0002374

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Isofucosterol

METLIN ID

Not Available

PubChem Compound

5281326

PDB ID

Not Available

ChEBI ID

28604

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Perona JS, Cabello-Moruno R, Ruiz-Gutierrez V: The role of virgin olive oil components in the modulation of endothelial function. J Nutr Biochem. 2006 Jul;17(7):429-45. doi: 10.1016/j.jnutbio.2005.11.007. Epub 2005 Dec 12. [PubMed:16481154 ]
Fernandes P, Cabral JM: Phytosterols: applications and recovery methods. Bioresour Technol. 2007 Sep;98(12):2335-50. doi: 10.1016/j.biortech.2006.10.006. Epub 2006 Nov 22. [PubMed:17123816 ]

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3D Structure for #<Metabolite:0x00007fdb719acd20>