Showing metabocard for Isooctanol (MMDBc0033658)

Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:57:47 UTC
Update Date2025-10-07 16:08:02 UTC
Metabolite IDMMDBc0033658
Metabolite Identification
Common NameIsooctanol
DescriptionIsooctanol is a branched-chain alcohol belonging to the class of aliphatic alcohols. Its chemical structure features a long hydrocarbon chain with a hydroxyl (-OH) group, which contributes to its solubility properties and reactivity in various chemical processes. Isooctanol is involved in several industrial applications, including the synthesis of diisooctyl adipate (DOA) through an ester-exchange method, where it serves as a reactant alongside dimethyl adipate (PMID:40041382 ). The optimization of this reaction has been studied, revealing that specific conditions such as catalyst dosage and molar ratios significantly impact the ester exchange rate (PMID:40041382 ). Additionally, isooctanol is used in solvent extraction processes, demonstrating compatibility with kerosene without forming precipitates (PMID:39346522 ). In biological contexts, isooctanol produced by myxobacteria has been shown to induce the accumulation of reactive oxygen species in pathogenic fungi, leading to cell apoptosis (PMID:38260911 ). Furthermore, it has been identified as a salivary metabolite associated with hepatocellular carcinoma (HCC) and exhibits antifungal activity against various pathogens (PMID:37760495 , PMID:32539966 ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ab46f79e8>


  Mrv0541 02241223232D          

  9  8  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    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
  2  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
M  END
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3D MOL for #<Metabolite:0x00007f9ab46f79e8>

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3D SDF for #<Metabolite:0x00007f9ab46f79e8>

  Mrv0541 02241223232D          

  9  8  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    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
  2  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
M  END
> <DATABASE_ID>
MMDBc0033658

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C8H18O/c1-8(2)6-4-3-5-7-9/h8-9H,3-7H2,1-2H3

> <INCHI_KEY>
BWDBEAQIHAEVLV-UHFFFAOYSA-N

> <FORMULA>
C8H18O

> <MOLECULAR_WEIGHT>
130.2279

> <EXACT_MASS>
130.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.179737939377638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methylheptan-1-ol

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.4260470373333325

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.843942777400358

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594291650837

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
40.4865

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isooctyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for #<Metabolite:0x00007f9ab46f79e8>
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PDB for #<Metabolite:0x00007f9ab46f79e8>
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       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00007f9ab46f79e8>
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SMILES for #<Metabolite:0x00007f9ab46f79e8>
CC(C)CCCCCO
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INCHI for #<Metabolite:0x00007f9ab46f79e8>
InChI=1S/C8H18O/c1-8(2)6-4-3-5-7-9/h8-9H,3-7H2,1-2H3
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Synonyms
ValueSource
6-Methyl-1-heptanolChEBI
6-MethylheptanolChEBI
Molecular FormulaC8H18O
Average Mass130.2279
Monoisotopic Mass130.135765198
IUPAC Name6-methylheptan-1-ol
Traditional Nameisooctyl alcohol
CAS Registry Number26952-21-6
SMILES
CC(C)CCCCCO
InChI Identifier
InChI=1S/C8H18O/c1-8(2)6-4-3-5-7-9/h8-9H,3-7H2,1-2H3
InChI KeyBWDBEAQIHAEVLV-UHFFFAOYSA-N