Showing metabocard for Cis-9,10-methylenehexadecanoic acid (MMDBc0015903)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 06:39:45 UTC
Update Date2022-08-31 06:39:59 UTC
Metabolite IDMMDBc0015903
Metabolite Identification
Common NameCis-9,10-methylenehexadecanoic acid
Description9R,10S-methylene-hexadecanoic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on 9R,10S-methylene-hexadecanoic acid.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005645c9c363f0>


  Mrv1652305152108392D          

 21 21  0  0  1  0            999 V2000
   -3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    1.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456    1.6706    0.0000 H   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
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15 11  1  1  0  0  0
 15 14  1  0  0  0  0
 16 12  1  1  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 15 20  1  6  0  0  0
 16 21  1  6  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9c363f0>

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3D SDF for #<Metabolite:0x00005645c9c363f0>

  Mrv1652305152108392D          

 21 21  0  0  1  0            999 V2000
   -3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    1.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456    1.6706    0.0000 H   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
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15 11  1  1  0  0  0
 15 14  1  0  0  0  0
 16 12  1  1  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 15 20  1  6  0  0  0
 16 21  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015903

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CCCCCC)C[C@@]1([H])CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H32O2/c1-2-3-4-8-11-15-14-16(15)12-9-6-5-7-10-13-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/t15-,16+/m0/s1

> <INCHI_KEY>
MUZYOAHCGSIXJH-JKSUJKDBSA-N

> <FORMULA>
C17H32O2

> <MOLECULAR_WEIGHT>
268.441

> <EXACT_MASS>
268.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.8198913503482

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[(1R,2S)-2-hexylcyclopropyl]octanoic acid

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
5.922326402666666

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.721786699107349

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
79.77759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.87e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(1R,2S)-2-hexylcyclopropyl]octanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005645c9c363f0>
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PDB for #<Metabolite:0x00005645c9c363f0>
HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -7.438  -4.056   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.105  -3.286   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.105  -1.746   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.771  -0.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   4.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.771   0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   4.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   4.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.437   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   4.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   4.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.207   4.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.437   2.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.207   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336   4.977   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   2.667   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0      -1.950   2.475   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.578   3.118   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5    9                                                       
CONECT    7    5   10                                                       
CONECT    8    4   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   15                                                       
CONECT   12    9   16                                                       
CONECT   13   10   17                                                       
CONECT   14   15   16                                                       
CONECT   15   11   14   16   20                                             
CONECT   16   12   14   15   21                                             
CONECT   17   13   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

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3D PDB for #<Metabolite:0x00005645c9c363f0>
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SMILES for #<Metabolite:0x00005645c9c363f0>
[H][C@]1(CCCCCC)C[C@@]1([H])CCCCCCCC(O)=O
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INCHI for #<Metabolite:0x00005645c9c363f0>
InChI=1S/C17H32O2/c1-2-3-4-8-11-15-14-16(15)12-9-6-5-7-10-13-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/t15-,16+/m0/s1
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Synonyms
ValueSource
9R,10S-Methylene-hexadecanoateGenerator
cis-9,10-Methylenehexadecanoic acidMeSH
cis-9,10-MethylenehexadecanoateGenerator
Molecular FormulaC17H32O2
Average Mass268.441
Monoisotopic Mass268.24023027
IUPAC Name8-[(1R,2S)-2-hexylcyclopropyl]octanoic acid
Traditional Name8-[(1R,2S)-2-hexylcyclopropyl]octanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@]1(CCCCCC)C[C@@]1([H])CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C17H32O2/c1-2-3-4-8-11-15-14-16(15)12-9-6-5-7-10-13-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/t15-,16+/m0/s1
InChI KeyMUZYOAHCGSIXJH-JKSUJKDBSA-N