Hmdb loader

Showing metabocard for 2-Undecen-1-ol (HMDB0034856)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:47:03 UTC
Update Date2023-02-21 17:24:26 UTC
HMDB IDHMDB0034856
Secondary Accession Numbers
  • HMDB34856
Metabolite Identification
Common Name2-Undecen-1-ol
Description2-Undecen-1-ol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 2-undecen-1-ol is considered to be a fatty alcohol. Based on a literature review a significant number of articles have been published on 2-Undecen-1-ol.
Structure
Data?1677000266
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0034856 (2-Undecen-1-ol)

  Mrv0541 02241214552D          

 12 11  0  0  0  0            999 V2000
   -3.9318   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9318    0.2059    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0034856 (2-Undecen-1-ol)

HMDB0034856
     RDKit          3D
2-Undecen-1-ol
 34 33  0  0  0  0  0  0  0  0999 V2000
    4.4164    1.0249    0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1963   -0.4349    0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291   -0.6018   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874    0.1596   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183   -0.3126   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941    0.5115   -0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731    0.0101    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    0.8188   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    0.3300    0.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -0.1913   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5168   -0.6649    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6490    0.0932    0.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323    1.4427    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882    1.1467    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5203    1.5951    0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -1.0403    0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788   -0.8077    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -0.3003   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -1.7099   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7109    1.2552   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3648    0.1427   -2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.3825   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6389   -0.0659    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    1.5836   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    0.2640   -1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    0.1456    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -1.0439   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    1.8969   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.6566   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229    0.3869    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089   -0.2924   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7773   -1.7144    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2931   -0.5301    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7390    0.0283   -0.5732 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  2  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
M  END
Download

3D SDF for HMDB0034856 (2-Undecen-1-ol)

  Mrv0541 02241214552D          

 12 11  0  0  0  0            999 V2000
   -3.9318   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9318    0.2059    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034856

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-10,12H,2-8,11H2,1H3/b10-9+

> <INCHI_KEY>
SKBIQKQBLQHOSU-MDZDMXLPSA-N

> <FORMULA>
C11H22O

> <MOLECULAR_WEIGHT>
170.2918

> <EXACT_MASS>
170.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.99042854175582

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-undec-2-en-1-ol

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
3.7112884043333336

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.081474081720287

> <JCHEM_PKA_STRONGEST_BASIC>
-2.325763236655546

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
55.304500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-undec-2-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0034856 (2-Undecen-1-ol)

HMDB0034856
     RDKit          3D
2-Undecen-1-ol
 34 33  0  0  0  0  0  0  0  0999 V2000
    4.4164    1.0249    0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1963   -0.4349    0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291   -0.6018   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874    0.1596   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183   -0.3126   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941    0.5115   -0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731    0.0101    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    0.8188   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    0.3300    0.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -0.1913   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5168   -0.6649    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6490    0.0932    0.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323    1.4427    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882    1.1467    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5203    1.5951    0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -1.0403    0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788   -0.8077    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -0.3003   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6806   -1.7099   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7109    1.2552   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3648    0.1427   -2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.3825   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6389   -0.0659    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    1.5836   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    0.2640   -1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    0.1456    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -1.0439   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376    1.8969   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.6566   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229    0.3869    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089   -0.2924   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7773   -1.7144    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2931   -0.5301    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7390    0.0283   -0.5732 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  2  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
M  END
Download

PDB for HMDB0034856 (2-Undecen-1-ol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.339  -0.384   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.005   0.384   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.671  -0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.336   0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -0.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667   0.384   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.667  -0.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.002   0.384   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.336  -0.384   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.671   0.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.005  -0.384   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.339   0.384   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                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
Download

3D PDB for HMDB0034856 (2-Undecen-1-ol)

COMPND    HMDB0034856
HETATM    1  C1  UNL     1       4.416   1.025   0.978  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.196  -0.435   0.660  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.829  -0.602  -0.779  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.587   0.160  -1.109  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.418  -0.313  -0.295  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.194   0.512  -0.729  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.973   0.010   0.113  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.190   0.819  -0.308  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.334   0.330   0.515  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.402  -0.191  -0.071  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.517  -0.665   0.792  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.649   0.093   0.411  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.532   1.443   1.544  1.00  0.00           H  
HETATM   14  H2  UNL     1       5.288   1.147   1.654  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.520   1.595   0.038  1.00  0.00           H  
HETATM   16  H4  UNL     1       5.112  -1.040   0.925  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.379  -0.808   1.296  1.00  0.00           H  
HETATM   18  H6  UNL     1       4.647  -0.300  -1.471  1.00  0.00           H  
HETATM   19  H7  UNL     1       3.681  -1.710  -0.938  1.00  0.00           H  
HETATM   20  H8  UNL     1       2.711   1.255  -0.857  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.365   0.143  -2.209  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.181  -1.383  -0.427  1.00  0.00           H  
HETATM   23  H11 UNL     1       1.639  -0.066   0.785  1.00  0.00           H  
HETATM   24  H12 UNL     1       0.377   1.584  -0.551  1.00  0.00           H  
HETATM   25  H13 UNL     1      -0.009   0.264  -1.791  1.00  0.00           H  
HETATM   26  H14 UNL     1      -0.750   0.146   1.172  1.00  0.00           H  
HETATM   27  H15 UNL     1      -1.157  -1.044  -0.093  1.00  0.00           H  
HETATM   28  H16 UNL     1      -2.038   1.897  -0.142  1.00  0.00           H  
HETATM   29  H17 UNL     1      -2.412   0.657  -1.382  1.00  0.00           H  
HETATM   30  H18 UNL     1      -3.323   0.387   1.595  1.00  0.00           H  
HETATM   31  H19 UNL     1      -4.509  -0.292  -1.143  1.00  0.00           H  
HETATM   32  H20 UNL     1      -5.777  -1.714   0.536  1.00  0.00           H  
HETATM   33  H21 UNL     1      -5.293  -0.530   1.857  1.00  0.00           H  
HETATM   34  H22 UNL     1      -6.739   0.028  -0.573  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   32   33
CONECT   12   34
END
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SMILES for HMDB0034856 (2-Undecen-1-ol)

CCCCCCCC\C=C\CO
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INCHI for HMDB0034856 (2-Undecen-1-ol)

InChI=1S/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-10,12H,2-8,11H2,1H3/b10-9+
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC11H22O
Average Molecular Weight170.2918
Monoisotopic Molecular Weight170.167065326
IUPAC Name(2E)-undec-2-en-1-ol
Traditional Name(2E)-undec-2-en-1-ol
CAS Registry Number37617-03-1
SMILES
CCCCCCCC\C=C\CO
InChI Identifier
InChI=1S/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-10,12H,2-8,11H2,1H3/b10-9+
InChI KeySKBIQKQBLQHOSU-MDZDMXLPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point100.00 to 102.00 °C. @ 2.00 mm HgThe Good Scents Company Information System
Water Solubility67.15 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.410 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013422
KNApSAcK IDC00056185
Chemspider ID4517104
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5365004
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1051511
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.