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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 01:01:39 UTC

Update Date

2022-09-22 18:34:27 UTC

HMDB ID

HMDB0039540

Secondary Accession Numbers

HMDB39540

Metabolite Identification

Common Name

Cerebronic acid

Description

Cerebronic acid, also known as cerebronsaeure, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review a significant number of articles have been published on Cerebronic acid.

Structure

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


  Mrv0541 05061311122D          

 27 26  0  0  0  0            999 V2000
   12.8980    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
M  END

HMDB0039540
     RDKit          3D
Cerebronic acid
 75 74  0  0  0  0  0  0  0  0999 V2000
   10.1690   -1.6230    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1793   -1.5368   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613   -1.7050   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.6721    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4020    0.7292    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    0.9236   -1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.6465   -0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.5344    0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598    1.2814    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815   -0.0723    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -0.5317    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018   -0.6195    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    0.6420   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472    0.3906   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.1716   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7059    0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5180    2.0556    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724    1.9966   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    1.3055    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9628    1.3039   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2418    0.6613   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9780   -0.7733   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3183   -1.3665    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2500   -1.2994   -0.7023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0763   -2.7747    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6831   -3.6853    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1789   -3.0692    1.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8975   -1.0212    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530   -2.6862    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1562   -1.2917   -0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4169   -2.3979   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3389   -0.6287   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6854   -2.6972    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1263   -1.7630   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983   -0.8232    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2612   -0.8792    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4451    1.0458   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628    1.3986    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652    0.1717   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6692    1.9112   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    0.8135   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.4128   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.2636    1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    2.6125    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    2.0716    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    1.6392   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.8198    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4492   -0.2396    1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0906    0.0197    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5995   -1.5825    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -1.4580   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5715   -0.9797    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.4301    0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.0457   -0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    1.3324   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422   -0.3440   -1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.1605    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.3785   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167    0.8300    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.1835    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    2.5881    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763    2.6364    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4436    1.4531   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9923    3.0379   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741    1.8277    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5852    0.2533    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1088    2.3644   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.7965   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6341    1.2240    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9400    0.6658   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2235   -0.9039    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6030   -1.2981   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6656   -0.7670    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6950   -0.4177   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6731   -3.9425    1.6565 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 21 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 24 74  1  0
 27 75  1  0
M  END


  Mrv0541 05061311122D          

 27 26  0  0  0  0            999 V2000
   12.8980    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039540

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCC(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H48O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(25)24(26)27/h23,25H,2-22H2,1H3,(H,26,27)

> <INCHI_KEY>
MSUOLNSQHLHDAS-UHFFFAOYSA-N

> <FORMULA>
C24H48O3

> <MOLECULAR_WEIGHT>
384.6361

> <EXACT_MASS>
384.360345402

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
52.35711469205422

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxytetracosanoic acid

> <ALOGPS_LOGP>
9.03

> <JCHEM_LOGP>
8.942066177000003

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.284148890034412

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557640559995

> <JCHEM_PKA_STRONGEST_BASIC>
-3.797528712514443

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
115.38379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.61e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cerebronic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039540
     RDKit          3D
Cerebronic acid
 75 74  0  0  0  0  0  0  0  0999 V2000
   10.1690   -1.6230    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1793   -1.5368   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613   -1.7050   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.6721    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4020    0.7292    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    0.9236   -1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.6465   -0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.5344    0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598    1.2814    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815   -0.0723    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -0.5317    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018   -0.6195    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    0.6420   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472    0.3906   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.1716   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7059    0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5180    2.0556    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724    1.9966   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    1.3055    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9628    1.3039   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2418    0.6613   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9780   -0.7733   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3183   -1.3665    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2500   -1.2994   -0.7023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0763   -2.7747    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6831   -3.6853    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1789   -3.0692    1.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8975   -1.0212    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530   -2.6862    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1562   -1.2917   -0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4169   -2.3979   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3389   -0.6287   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6854   -2.6972    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1263   -1.7630   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983   -0.8232    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2612   -0.8792    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4451    1.0458   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628    1.3986    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652    0.1717   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6692    1.9112   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    0.8135   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.4128   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.2636    1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    2.6125    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    2.0716    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    1.6392   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.8198    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4492   -0.2396    1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0906    0.0197    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5995   -1.5825    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -1.4580   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5715   -0.9797    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.4301    0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.0457   -0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    1.3324   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422   -0.3440   -1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.1605    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.3785   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167    0.8300    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.1835    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    2.5881    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763    2.6364    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4436    1.4531   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9923    3.0379   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741    1.8277    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5852    0.2533    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1088    2.3644   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.7965   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6341    1.2240    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9400    0.6658   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2235   -0.9039    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6030   -1.2981   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6656   -0.7670    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6950   -0.4177   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6731   -3.9425    1.6565 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 21 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 24 74  1  0
 27 75  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      24.076  15.441   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.410  14.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.744  15.441   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.077  14.671   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.411  15.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.745  14.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.078  15.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.412  14.671   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.746  15.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      36.079  14.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.413  15.441   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.747  14.671   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.081  15.441   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.414  14.671   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.748  15.441   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      44.082  14.671   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.415  15.441   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.749  14.671   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      48.083  15.441   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      49.416  14.671   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.750  15.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      52.084  14.671   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      53.417  15.441   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      54.751  14.671   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      53.417  16.981   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      56.085  15.441   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      54.751  13.131   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   26   27                                                  
CONECT   25   23                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0039540
HETATM    1  C1  UNL     1      10.169  -1.623   0.390  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.179  -1.537  -0.752  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.761  -1.705  -0.311  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.317  -0.672   0.680  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.402   0.729   0.158  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.551   0.924  -1.057  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.078   0.646  -0.775  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.530   1.534   0.273  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.060   1.281   0.531  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.781  -0.072   0.999  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.453  -0.532   1.371  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.302  -0.619   0.493  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.201   0.642  -0.131  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.447   0.391  -0.979  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.595  -0.172  -0.223  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.064   0.706   0.904  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.518   2.056   0.457  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.672   1.997  -0.516  1.00  0.00           C  
HETATM   19  C19 UNL     1      -5.880   1.306   0.120  1.00  0.00           C  
HETATM   20  C20 UNL     1      -6.963   1.304  -0.933  1.00  0.00           C  
HETATM   21  C21 UNL     1      -8.242   0.661  -0.487  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.978  -0.773  -0.117  1.00  0.00           C  
HETATM   23  C23 UNL     1      -9.318  -1.367   0.325  1.00  0.00           C  
HETATM   24  O1  UNL     1     -10.250  -1.299  -0.702  1.00  0.00           O  
HETATM   25  C24 UNL     1      -9.076  -2.775   0.699  1.00  0.00           C  
HETATM   26  O2  UNL     1      -9.683  -3.685   0.105  1.00  0.00           O  
HETATM   27  O3  UNL     1      -8.179  -3.069   1.707  1.00  0.00           O  
HETATM   28  H1  UNL     1       9.897  -1.021   1.257  1.00  0.00           H  
HETATM   29  H2  UNL     1      10.253  -2.686   0.714  1.00  0.00           H  
HETATM   30  H3  UNL     1      11.156  -1.292  -0.035  1.00  0.00           H  
HETATM   31  H4  UNL     1       9.417  -2.398  -1.428  1.00  0.00           H  
HETATM   32  H5  UNL     1       9.339  -0.629  -1.372  1.00  0.00           H  
HETATM   33  H6  UNL     1       7.685  -2.697   0.193  1.00  0.00           H  
HETATM   34  H7  UNL     1       7.126  -1.763  -1.207  1.00  0.00           H  
HETATM   35  H8  UNL     1       7.898  -0.823   1.611  1.00  0.00           H  
HETATM   36  H9  UNL     1       6.261  -0.879   0.948  1.00  0.00           H  
HETATM   37  H10 UNL     1       8.445   1.046  -0.045  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.063   1.399   1.002  1.00  0.00           H  
HETATM   39  H12 UNL     1       6.865   0.172  -1.811  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.669   1.911  -1.525  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.545   0.813  -1.740  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.934  -0.413  -0.521  1.00  0.00           H  
HETATM   43  H16 UNL     1       5.035   1.264   1.250  1.00  0.00           H  
HETATM   44  H17 UNL     1       4.738   2.612   0.108  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.778   2.072   1.301  1.00  0.00           H  
HETATM   46  H19 UNL     1       2.558   1.639  -0.387  1.00  0.00           H  
HETATM   47  H20 UNL     1       3.253  -0.820   0.268  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.449  -0.240   1.911  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.091   0.020   2.322  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.600  -1.582   1.828  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.350  -1.458  -0.261  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.571  -0.980   1.144  1.00  0.00           H  
HETATM   53  H26 UNL     1      -0.394   1.430   0.615  1.00  0.00           H  
HETATM   54  H27 UNL     1       0.522   1.046  -0.902  1.00  0.00           H  
HETATM   55  H28 UNL     1      -1.665   1.332  -1.492  1.00  0.00           H  
HETATM   56  H29 UNL     1      -1.142  -0.344  -1.749  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.327  -1.160   0.184  1.00  0.00           H  
HETATM   58  H31 UNL     1      -3.411  -0.379  -0.961  1.00  0.00           H  
HETATM   59  H32 UNL     1      -2.217   0.830   1.600  1.00  0.00           H  
HETATM   60  H33 UNL     1      -3.874   0.184   1.447  1.00  0.00           H  
HETATM   61  H34 UNL     1      -3.906   2.588   1.364  1.00  0.00           H  
HETATM   62  H35 UNL     1      -2.676   2.636   0.089  1.00  0.00           H  
HETATM   63  H36 UNL     1      -4.444   1.453  -1.435  1.00  0.00           H  
HETATM   64  H37 UNL     1      -4.992   3.038  -0.724  1.00  0.00           H  
HETATM   65  H38 UNL     1      -6.174   1.828   1.041  1.00  0.00           H  
HETATM   66  H39 UNL     1      -5.585   0.253   0.340  1.00  0.00           H  
HETATM   67  H40 UNL     1      -7.109   2.364  -1.251  1.00  0.00           H  
HETATM   68  H41 UNL     1      -6.524   0.797  -1.828  1.00  0.00           H  
HETATM   69  H42 UNL     1      -8.634   1.224   0.383  1.00  0.00           H  
HETATM   70  H43 UNL     1      -8.940   0.666  -1.338  1.00  0.00           H  
HETATM   71  H44 UNL     1      -7.223  -0.904   0.667  1.00  0.00           H  
HETATM   72  H45 UNL     1      -7.603  -1.298  -1.018  1.00  0.00           H  
HETATM   73  H46 UNL     1      -9.666  -0.767   1.204  1.00  0.00           H  
HETATM   74  H47 UNL     1     -10.695  -0.418  -0.694  1.00  0.00           H  
HETATM   75  H48 UNL     1      -7.673  -3.943   1.657  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17   59   60
CONECT   17   18   61   62
CONECT   18   19   63   64
CONECT   19   20   65   66
CONECT   20   21   67   68
CONECT   21   22   69   70
CONECT   22   23   71   72
CONECT   23   24   25   73
CONECT   24   74
CONECT   25   26   26   27
CONECT   27   75
END

HMDB0039540
     RDKit          3D
Cerebronic acid
 75 74  0  0  0  0  0  0  0  0999 V2000
   10.1690   -1.6230    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1793   -1.5368   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613   -1.7050   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.6721    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4020    0.7292    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5514    0.9236   -1.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0782    0.6465   -0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.5344    0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598    1.2814    0.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815   -0.0723    0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -0.5317    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018   -0.6195    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2005    0.6420   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472    0.3906   -0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.1716   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642    0.7059    0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5180    2.0556    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6724    1.9966   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    1.3055    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9628    1.3039   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2418    0.6613   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9780   -0.7733   -0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3183   -1.3665    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2500   -1.2994   -0.7023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0763   -2.7747    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6831   -3.6853    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1789   -3.0692    1.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8975   -1.0212    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530   -2.6862    0.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1562   -1.2917   -0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4169   -2.3979   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3389   -0.6287   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6854   -2.6972    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1263   -1.7630   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983   -0.8232    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2612   -0.8792    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4451    1.0458   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628    1.3986    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652    0.1717   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6692    1.9112   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    0.8135   -1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340   -0.4128   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.2636    1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    2.6125    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    2.0716    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    1.6392   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.8198    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4492   -0.2396    1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0906    0.0197    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5995   -1.5825    1.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498   -1.4580   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5715   -0.9797    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.4301    0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    1.0457   -0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    1.3324   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422   -0.3440   -1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.1605    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.3785   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167    0.8300    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.1835    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    2.5881    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763    2.6364    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4436    1.4531   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9923    3.0379   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741    1.8277    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5852    0.2533    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1088    2.3644   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.7965   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6341    1.2240    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9400    0.6658   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2235   -0.9039    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6030   -1.2981   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6656   -0.7670    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6950   -0.4177   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6731   -3.9425    1.6565 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 21 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 24 74  1  0
 27 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-tetracosansaeure	ChEBI
2-Hydroxylignoceric acid	ChEBI
2-Hydroxytetraeicosanoic acid	ChEBI
2-Hydroxytetraicosanoic acid	ChEBI
Acide cerebronique	ChEBI
Cerebronsaeure	ChEBI
2-Hydroxylignocerate	Generator
2-Hydroxytetraeicosanoate	Generator
2-Hydroxytetraicosanoate	Generator
Cerebronate	Generator
a-Hydroxylignoceric acid	HMDB
D-Cerebronic acid	HMDB
Phrenosic acid	HMDB
Phrenosinic acid	HMDB
DL-Cerebronate	Generator
Cerebronic acid	MeSH

Chemical Formula

C₂₄H₄₈O₃

Average Molecular Weight

384.6361

Monoisotopic Molecular Weight

384.360345402

IUPAC Name

2-hydroxytetracosanoic acid

Traditional Name

cerebronic acid

CAS Registry Number

544-57-0

SMILES

CCCCCCCCCCCCCCCCCCCCCCC(O)C(O)=O

InChI Identifier

InChI=1S/C24H48O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(25)24(26)27/h23,25H,2-22H2,1H3,(H,26,27)

InChI Key

MSUOLNSQHLHDAS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-hydroxy fatty acid (CHEBI:61302 )
straight-chain fatty acid (CHEBI:61302 )
very long-chain fatty acid (CHEBI:61302 )
Hydroxy fatty acids (LMFA01050080 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0039540)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039540)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039540)

Source

Exogenous

Food

Food (HMDB: HMDB0039540)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Nut

Peanut (FooDB: FOOD00016)

Exogenous (HMDB: HMDB0039540)

Endogenous

Plant

Plant (HMDB: HMDB0039540)

Animal

Animal (HMDB: HMDB0039540)

Endogenous (HMDB: HMDB0039540)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039540)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039540)

Lipid metabolism pathway (HMDB: HMDB0039540)

Cellular process

Cell signaling (HMDB: HMDB0039540)

Biochemical process

Lipid transport (HMDB: HMDB0039540)

Role

Biological role

Energy source (HMDB: HMDB0039540)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039540)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00017 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.6e-05 g/L	ALOGPS
logP	9.03	ALOGPS
logP	8.94	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	115.38 m³·mol⁻¹	ChemAxon
Polarizability	52.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	203.491	31661259
DarkChem	[M-H]-	203.115	31661259
DeepCCS	[M+H]+	198.144	30932474
DeepCCS	[M-H]-	195.205	30932474
DeepCCS	[M-2H]-	229.89	30932474
DeepCCS	[M+Na]+	206.18	30932474
AllCCS	[M+H]+	216.9	32859911
AllCCS	[M+H-H2O]+	214.7	32859911
AllCCS	[M+NH4]+	219.0	32859911
AllCCS	[M+Na]+	219.5	32859911
AllCCS	[M-H]-	200.2	32859911
AllCCS	[M+Na-2H]-	202.2	32859911
AllCCS	[M+HCOO]-	204.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.37 minutes	32390414
Predicted by Siyang on May 30, 2022	29.4798 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	49.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3828.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	790.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	309.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	377.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	719.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1271.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1205.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2764.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	765.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2362.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1033.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	618.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	870.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	669.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cerebronic acid	CCCCCCCCCCCCCCCCCCCCCCC(O)C(O)=O	4089.9	Standard polar	33892256
Cerebronic acid	CCCCCCCCCCCCCCCCCCCCCCC(O)C(O)=O	2769.6	Standard non polar	33892256
Cerebronic acid	CCCCCCCCCCCCCCCCCCCCCCC(O)C(O)=O	2919.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cerebronic acid,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C)C(=O)O	2971.8	Semi standard non polar	33892256
Cerebronic acid,1TMS,isomer #2	CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)O[Si](C)(C)C	2986.5	Semi standard non polar	33892256
Cerebronic acid,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3003.4	Semi standard non polar	33892256
Cerebronic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O	3254.9	Semi standard non polar	33892256
Cerebronic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)O[Si](C)(C)C(C)(C)C	3233.6	Semi standard non polar	33892256
Cerebronic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3512.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

Not Available

METLIN ID

Not Available

PubChem Compound

102430

PDB ID

Not Available

ChEBI ID

61302

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1878201

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Cerebronic acid (HMDB0039540)

MOL for HMDB0039540 (Cerebronic acid)

3D MOL for HMDB0039540 (Cerebronic acid)

3D SDF for HMDB0039540 (Cerebronic acid)

3D-SDF for HMDB0039540 (Cerebronic acid)

PDB for HMDB0039540 (Cerebronic acid)

3D PDB for HMDB0039540 (Cerebronic acid)

SMILES for HMDB0039540 (Cerebronic acid)

INCHI for HMDB0039540 (Cerebronic acid)

Structure for HMDB0039540 (Cerebronic acid)

3D Structure for HMDB0039540 (Cerebronic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized