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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:26:15 UTC

Update Date

2022-03-07 03:17:46 UTC

HMDB ID

HMDB0060512

Secondary Accession Numbers

HMDB60512

Metabolite Identification

Common Name

Sterol

Description

Sterols, also known as steroid alcohols, are a subgroup of the steroids and an important class of organic molecules. They occur naturally in plants, animals, and fungi, with the most familiar type of animal sterol being cholesterol. Cholesterol is vital to animal cell membrane structure and function and a precursor to fat-soluble vitamins and steroid hormones. (Wikipedia )

Structure

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

HMDB0060512
     RDKit          3D
Sterol
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.0469    0.1569    0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0290   -0.2413   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.9912   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629    1.2365    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836    0.1451    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.1909    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.7328   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -1.8482   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -0.4624   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0925   -0.5639    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745   -1.2069   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1462   -0.0827   -1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1515    0.6980    0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.6994    0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    1.8787   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528    1.8018    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.5870   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -1.3006    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804    1.0574    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5867   -0.6294   -1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496    1.8477   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    0.9535   -1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155    2.2357    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387    1.2469    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7387    0.2031    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073   -1.9080    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -1.0603   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6773   -2.7468   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -2.4936   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3363    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -0.2382   -1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.2787    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7572   -1.5404   -1.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.0502   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1230   -0.4672   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979    0.5497   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7689    0.1372    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.7285    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5814    0.7597    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179    2.8036    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809    1.8733   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125    1.7159    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    2.7559   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486    0.9745   -1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5541   -2.2916    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.3668    1.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  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  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18  2  1  0
 17  5  1  0
 17  9  1  0
 14 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
M  END

 
  Mrv0541 02241221412D          

 18 21  0  0  0  0            999 V2000
   -3.0643    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498    1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064    2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932   -0.2357    0.0000 O   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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 15 16  1  0  0  0  0
 14 15  1  0  0  0  0
  3 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060512

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CCC2C(CCC3C4CCCC4CCC23)C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O/c18-13-6-9-15-12(10-13)5-8-16-14-3-1-2-11(14)4-7-17(15)16/h11-18H,1-10H2

> <INCHI_KEY>
FPXSXMFOYWRHDX-UHFFFAOYSA-N

> <FORMULA>
C17H28O

> <MOLECULAR_WEIGHT>
248.4036

> <EXACT_MASS>
248.214015518

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.23893132452884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
3.8344736580000003

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.30946884965182

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3512383251622921

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
74.16550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sterol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060512
     RDKit          3D
Sterol
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.0469    0.1569    0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0290   -0.2413   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.9912   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629    1.2365    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836    0.1451    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.1909    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.7328   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -1.8482   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -0.4624   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0925   -0.5639    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745   -1.2069   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1462   -0.0827   -1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1515    0.6980    0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.6994    0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    1.8787   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528    1.8018    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.5870   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -1.3006    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804    1.0574    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5867   -0.6294   -1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496    1.8477   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    0.9535   -1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155    2.2357    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387    1.2469    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7387    0.2031    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073   -1.9080    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -1.0603   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6773   -2.7468   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -2.4936   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3363    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -0.2382   -1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.2787    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7572   -1.5404   -1.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.0502   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1230   -0.4672   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979    0.5497   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7689    0.1372    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.7285    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5814    0.7597    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179    2.8036    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809    1.8733   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125    1.7159    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    2.7559   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486    0.9745   -1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5541   -2.2916    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.3668    1.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  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  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18  2  1  0
 17  5  1  0
 17  9  1  0
 14 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.720   2.640   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.054   1.870   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.054   0.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.720  -0.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.386   0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.386   1.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.053   2.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.053  -0.440   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.719   0.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.719   1.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.719   4.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.053   4.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.948   4.950   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.385   4.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.385   2.640   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.282   2.640   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.282   4.180   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.387  -0.440   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   15    7                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   14   17                                                       
CONECT   14   11   13   15                                                  
CONECT   15   10   16   14                                                  
CONECT   16   17   15                                                       
CONECT   17   16   13                                                       
CONECT   18    3                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0060512
HETATM    1  O1  UNL     1       5.047   0.157   0.758  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.029  -0.241  -0.141  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.246   0.991  -0.485  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.263   1.236   0.643  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.184   0.145   0.648  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.761  -1.191   0.380  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.268  -1.733  -0.970  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.242  -1.848  -0.761  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.852  -0.462  -0.713  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.093  -0.564   0.099  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.174  -1.207  -0.771  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.146  -0.083  -1.098  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.152   0.698   0.203  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.688   0.699   0.565  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.016   1.879  -0.075  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.553   1.802   0.308  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.117   0.587  -0.301  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.236  -1.301   0.532  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.380   1.057   0.467  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.587  -0.629  -1.036  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.950   1.848  -0.480  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.772   0.954  -1.473  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.816   2.236   0.456  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.839   1.247   1.577  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.739   0.203   1.684  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.307  -1.908   1.130  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.505  -1.060  -1.794  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.677  -2.747  -1.057  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.706  -2.494  -1.514  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.385  -2.336   0.229  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.170  -0.238  -1.772  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.912  -1.279   0.942  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.757  -1.540  -1.745  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.654  -2.050  -0.268  1.00  0.00           H  
HETATM   35  H17 UNL     1      -5.123  -0.467  -1.382  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.698   0.550  -1.897  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.769   0.137   0.933  1.00  0.00           H  
HETATM   38  H20 UNL     1      -4.504   1.728   0.054  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.581   0.760   1.674  1.00  0.00           H  
HETATM   40  H22 UNL     1      -2.418   2.804   0.356  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.181   1.873  -1.161  1.00  0.00           H  
HETATM   42  H24 UNL     1      -0.512   1.716   1.414  1.00  0.00           H  
HETATM   43  H25 UNL     1      -0.091   2.756  -0.050  1.00  0.00           H  
HETATM   44  H26 UNL     1       0.649   0.974  -1.219  1.00  0.00           H  
HETATM   45  H27 UNL     1       3.554  -2.292   0.129  1.00  0.00           H  
HETATM   46  H28 UNL     1       3.452  -1.367   1.637  1.00  0.00           H  
CONECT    1    2   19
CONECT    2    3   18   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   17   25
CONECT    6    7   18   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   17   31
CONECT   10   11   14   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39
CONECT   15   16   40   41
CONECT   16   17   42   43
CONECT   17   44
CONECT   18   45   46
END

HMDB0060512
     RDKit          3D
Sterol
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.0469    0.1569    0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0290   -0.2413   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.9912   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629    1.2365    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1836    0.1451    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.1909    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.7328   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -1.8482   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -0.4624   -0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0925   -0.5639    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1745   -1.2069   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1462   -0.0827   -1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1515    0.6980    0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.6994    0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    1.8787   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528    1.8018    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.5870   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -1.3006    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804    1.0574    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5867   -0.6294   -1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496    1.8477   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    0.9535   -1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8155    2.2357    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387    1.2469    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7387    0.2031    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073   -1.9080    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -1.0603   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6773   -2.7468   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -2.4936   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3363    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -0.2382   -1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.2787    0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7572   -1.5404   -1.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.0502   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1230   -0.4672   -1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979    0.5497   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7689    0.1372    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    1.7285    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5814    0.7597    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179    2.8036    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1809    1.8733   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125    1.7159    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0915    2.7559   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486    0.9745   -1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5541   -2.2916    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.3668    1.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  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  1  0
 15 16  1  0
 16 17  1  0
  6 18  1  0
 18  2  1  0
 17  5  1  0
 17  9  1  0
 14 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Sterols	MeSH

Chemical Formula

C₁₇H₂₈O

Average Molecular Weight

248.4036

Monoisotopic Molecular Weight

248.214015518

IUPAC Name

tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

Traditional Name

sterol

CAS Registry Number

Not Available

SMILES

OC1CCC2C(CCC3C4CCCC4CCC23)C1

InChI Identifier

InChI=1S/C17H28O/c18-13-6-9-15-12(10-13)5-8-16-14-3-1-2-11(14)4-7-17(15)16/h11-18H,1-10H2

InChI Key

FPXSXMFOYWRHDX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-hydroxysteroids. These are steroids carrying a hydroxyl group at the 3-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

3-hydroxysteroids

Alternative Parents

Substituents

3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-hydroxy steroid (CHEBI:15889 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00059 g/L	ALOGPS
logP	4.57	ALOGPS
logP	3.83	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	18.31	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	0	ChemAxon
Refractivity	74.17 m³·mol⁻¹	ChemAxon
Polarizability	31.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	160.92	31661259
DarkChem	[M-H]-	156.557	31661259
DeepCCS	[M-2H]-	199.224	30932474
DeepCCS	[M+Na]+	174.734	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.8	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.3	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	170.6	32859911
AllCCS	[M+HCOO]-	170.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sterol	OC1CCC2C(CCC3C4CCCC4CCC23)C1	2626.0	Standard polar	33892256
Sterol	OC1CCC2C(CCC3C4CCCC4CCC23)C1	2151.7	Standard non polar	33892256
Sterol	OC1CCC2C(CCC3C4CCCC4CCC23)C1	2208.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sterol,1TMS,isomer #1	C[Si](C)(C)OC1CCC2C(CCC3C4CCCC4CCC23)C1	2254.1	Semi standard non polar	33892256
Sterol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2C(CCC3C4CCCC4CCC23)C1	2505.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gi9-1690000000-34b26e814ee44384b8db	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterol GC-MS (1 TMS) - 70eV, Positive	splash10-0006-4592000000-9a85a23a5cffd078c0cc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Sterol 10V, Positive-QTOF	splash10-001j-0190000000-10353145ba0de714b5f6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 20V, Positive-QTOF	splash10-001j-3690000000-3794e683abf7010e4998	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 40V, Positive-QTOF	splash10-0uy3-6950000000-3e0f62c61d1db26039a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 10V, Negative-QTOF	splash10-0002-0090000000-53e5c105aaf3633b4884	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 20V, Negative-QTOF	splash10-0002-0090000000-c988565144a133794da3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 40V, Negative-QTOF	splash10-0159-2290000000-98a92e5f36881f1607ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 10V, Positive-QTOF	splash10-000t-0090000000-1c2f310039cdedd9adc3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 20V, Positive-QTOF	splash10-0002-0190000000-098342cc11a5134feb14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 40V, Positive-QTOF	splash10-01wb-3910000000-a7b52e7834ee5513f59c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 10V, Negative-QTOF	splash10-0002-0090000000-1cd5462e3d6d0188b895	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 20V, Negative-QTOF	splash10-002b-0090000000-d6b481aaa0a2353a02f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterol 40V, Negative-QTOF	splash10-0002-0090000000-ddea965f6d6927c3177d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sterol

METLIN ID

Not Available

PubChem Compound

1107

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
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.

Enzymes

Enzyme Details

1. Phosphatidylcholine-sterol acyltransferase

General function:: Involved in phosphatidylcholine-sterol O-acyltransferase activity
Specific function:: Central enzyme in the extracellular metabolism of plasma lipoproteins. Synthesized mainly in the liver and secreted into plasma where it converts cholesterol and phosphatidylcholines (lecithins) to cholesteryl esters and lysophosphatidylcholines on the surface of high and low density lipoproteins (HDLs and LDLs). The cholesterol ester is then transported back to the liver. Has a preference for plasma 16:0-18:2 or 18:O-18:2 phosphatidylcholines. Also produced in the brain by primary astrocytes, and esterifies free cholesterol on nascent APOE-containing lipoproteins secreted from glia and influences cerebral spinal fluid (CSF) APOE- and APOA1 levels. Together with APOE and the cholesterol transporter ABCA1, plays a key role in the maturation of glial-derived, nascent lipoproteins. Required for remodeling high-density lipoprotein particles into their spherical forms.
Gene Name:: LCAT
Uniprot ID:: P04180
Molecular weight:: 49577.545

Reactions

Phosphatidylcholine + Sterol → 1-Acyl-sn-glycero-3-phosphocholine + Steryl ester	details

Showing metabocard for Sterol (HMDB0060512)

MOL for HMDB0060512 (Sterol)

3D MOL for HMDB0060512 (Sterol)

3D SDF for HMDB0060512 (Sterol)

3D-SDF for HMDB0060512 (Sterol)

PDB for HMDB0060512 (Sterol)

3D PDB for HMDB0060512 (Sterol)

SMILES for HMDB0060512 (Sterol)

INCHI for HMDB0060512 (Sterol)

Structure for HMDB0060512 (Sterol)

3D Structure for HMDB0060512 (Sterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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