MiMeDB: Showing metabocard for 2-hydroxyhexadecanal (MMDBc0033118)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:31 UTC

Update Date

2022-08-31 22:26:22 UTC

Metabolite ID

MMDBc0033118

Metabolite Identification

Common Name

2-hydroxyhexadecanal

Description

2-hydroxyhexadecanal belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, 2-hydroxyhexadecanal is considered to be a fatty aldehyde lipid molecule. 2-hydroxyhexadecanal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222352D          

 18 17  0  0  0  0            999 V2000
    0.0000   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.0434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 17 15  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033118

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCC(O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15-17/h15-16,18H,2-14H2,1H3

> <INCHI_KEY>
BKBDVQVDRVGXKT-UHFFFAOYSA-N

> <FORMULA>
C16H32O2

> <MOLECULAR_WEIGHT>
256.4241

> <EXACT_MASS>
256.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.178478742865025

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxyhexadecanal

> <ALOGPS_LOGP>
5.85

> <JCHEM_LOGP>
5.2269006046666675

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.625963501833048

> <JCHEM_PKA_STRONGEST_BASIC>
-3.399023522918875

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
77.65039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxyhexadecanal

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.000  -0.362   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   0.408   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.408   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -0.362   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.362   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   0.408   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   0.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335  -0.362   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -0.362   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   0.408   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   0.408   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -0.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336   0.408   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.669  -0.362   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   0.408   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.336   1.948   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002  -0.362   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -1.902   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   17                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   17   16                                                       
CONECT   16   15                                                            
CONECT   17   11   15   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

Synonyms

Value	Source
alpha-Hydroxyhexadecanal	ChEBI
a-Hydroxyhexadecanal	Generator
Α-hydroxyhexadecanal	Generator

Molecular Formula

C₁₆H₃₂O₂

Average Mass

256.4241

Monoisotopic Mass

256.240230268

IUPAC Name

2-hydroxyhexadecanal

Traditional Name

2-hydroxyhexadecanal

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(O)C=O

InChI Identifier

InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15-17/h15-16,18H,2-14H2,1H3

InChI Key

BKBDVQVDRVGXKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Fatty aldehyde
Monosaccharide
Alpha-hydroxyaldehyde
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

hydroxyaldehyde (CHEBI:50626 )
Fatty aldehydes (LMFA06000252 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	5.85	ALOGPS
logP	5.23	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	77.65 m³·mol⁻¹	ChemAxon
Polarizability	34.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0570-9530000000-97200de16d4da8295675	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0190000000-b79806ccc7518cdd86ca	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0abi-7980000000-4fc690adffbc156c1caa	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9600000000-e371345d6ba49dcb4c7c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-dd41e58954babb60dc6d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-1190000000-271cf85adab991997254	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9420000000-c501f7e8eb248e2c609a	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0009128	Phytosphingosine 1-phosphate	O-Phosphoethanolamine	Not Available		VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-14766

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18987871

PDB ID

Not Available

ChEBI ID

50626

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for 2-hydroxyhexadecanal (MMDBc0033118)

MOL for #<Metabolite:0x00007f46e4ba7c78>

3D MOL for #<Metabolite:0x00007f46e4ba7c78>

3D SDF for #<Metabolite:0x00007f46e4ba7c78>

3D-SDF for #<Metabolite:0x00007f46e4ba7c78>

PDB for #<Metabolite:0x00007f46e4ba7c78>

3D PDB for #<Metabolite:0x00007f46e4ba7c78>

SMILES for #<Metabolite:0x00007f46e4ba7c78>

INCHI for #<Metabolite:0x00007f46e4ba7c78>

Structure for #<Metabolite:0x00007f46e4ba7c78>

3D Structure for #<Metabolite:0x00007f46e4ba7c78>