MiMeDB: Showing metabocard for N-hexanoyl-sphinganine (MMDBc0056150)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:18:07 UTC

Update Date

2022-08-12 20:09:36 UTC

Metabolite ID

MMDBc0056150

Metabolite Identification

Common Name

N-hexanoyl-sphinganine

Description

171039-13-7 belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid. Based on a literature review very few articles have been published on 171039-13-7.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222182D          

 30 29  0  0  1  0            999 V2000
   -9.3249   -5.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9521   -3.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -3.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9054   -5.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5326   -3.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2430   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4859   -5.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0664   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4040   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9845   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2274   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650   -4.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131   -3.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311   -4.1817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2741   -3.8539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4507   -4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936   -3.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633   -5.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1794   -3.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453   -4.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -4.6735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365   -3.3622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  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  6  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  1  0  0  0  0
 22 25  1  6  0  0  0
 25 24  2  0  0  0  0
 26 21  1  0  0  0  0
 23 27  1  1  0  0  0
 24 28  1  4  0  0  0
 22 29  1  6  0  0  0
 23 30  1  6  0  0  0
M  END


  Mrv1652306172222182D          

 30 29  0  0  1  0            999 V2000
   -9.3249   -5.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9521   -3.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -3.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9054   -5.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5326   -3.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2430   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4859   -5.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0664   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4040   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9845   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2274   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650   -4.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1454   -4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131   -3.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311   -4.1817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2741   -3.8539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4507   -4.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6936   -3.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633   -5.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1794   -3.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453   -4.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -4.6735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9365   -3.3622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  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  6  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  1  0  0  0  0
 22 25  1  6  0  0  0
 25 24  2  0  0  0  0
 26 21  1  0  0  0  0
 23 27  1  1  0  0  0
 24 28  1  4  0  0  0
 22 29  1  6  0  0  0
 23 30  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056150

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCCCCCCCCCCCC)[C@]([H])(CO)N=C(O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C24H49NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h22-23,26-27H,3-21H2,1-2H3,(H,25,28)/t22-,23+/m0/s1

> <INCHI_KEY>
VUMHYWBWYSPQMM-XZOQPEGZSA-N

> <FORMULA>
C24H49NO3

> <MOLECULAR_WEIGHT>
399.66

> <EXACT_MASS>
399.371244442

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
52.18488788558253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanimidic acid

> <JCHEM_LOGP>
7.445286817333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.406730146809767

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.223191615613264

> <JCHEM_PKA_STRONGEST_BASIC>
3.2647185054499483

> <JCHEM_POLAR_SURFACE_AREA>
73.05000000000001

> <JCHEM_REFRACTIVITY>
119.32479999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -17.407 -10.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.977  -5.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.170  -9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.741  -6.888   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.757  -9.948   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.328  -6.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.520  -9.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.107  -9.642   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.870  -8.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.457  -9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.221  -8.418   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.808  -9.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.571  -8.112   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.158  -8.724   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.921  -7.806   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.508  -8.418   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.091  -7.194   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.271  -7.500   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.142  -8.112   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.678  -6.582   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.968  -9.336   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.791  -7.806   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.378  -7.194   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.441  -7.500   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       5.028  -6.888   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       2.732 -10.254   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.202  -5.664   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.618  -9.030   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       2.555  -8.724   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.615  -6.276   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   17                                                       
CONECT    7    5    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   18                                                       
CONECT   17    6   20                                                       
CONECT   18   16   19                                                       
CONECT   19   18   23                                                       
CONECT   20   17   24                                                       
CONECT   21   22   26                                                       
CONECT   22   21   23   25   29                                             
CONECT   23   19   22   27   30                                             
CONECT   24   20   25   28                                                  
CONECT   25   22   24                                                       
CONECT   26   21                                                            
CONECT   27   23                                                            
CONECT   28   24                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

Synonyms

Value	Source
C6-Dihydroceramide	ChEBI
N-Hexanoyl-sphinganine	ChEBI
N-Hexanoyldihydrosphingosine	ChEBI
N-Hexanoylsphinganine	ChEBI
D-Erythro-N-hexanoyldihydrosphingosine	MeSH

Molecular Formula

C₂₄H₄₉NO₃

Average Mass

399.66

Monoisotopic Mass

399.371244442

IUPAC Name

N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanimidic acid

Traditional Name

N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCCCCCCCCCCCCCC)[C@]([H])(CO)N=C(O)CCCCC

InChI Identifier

InChI=1S/C24H49NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h22-23,26-27H,3-21H2,1-2H3,(H,25,28)/t22-,23+/m0/s1

InChI Key

VUMHYWBWYSPQMM-XZOQPEGZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Ceramides

Alternative Parents

Substituents

Ceramide
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dihydroceramide (CHEBI:76226 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	7.45	ChemAxon
pKa (Strongest Acidic)	6.22	ChemAxon
pKa (Strongest Basic)	3.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.05 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	119.32 m³·mol⁻¹	ChemAxon
Polarizability	52.18 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

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

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

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

17346505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16219163

PDB ID

Not Available

ChEBI ID

76226

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N-hexanoyl-sphinganine (MMDBc0056150)

MOL for #<Metabolite:0x00007fecf66b4258>

3D MOL for #<Metabolite:0x00007fecf66b4258>

3D SDF for #<Metabolite:0x00007fecf66b4258>

3D-SDF for #<Metabolite:0x00007fecf66b4258>

PDB for #<Metabolite:0x00007fecf66b4258>

3D PDB for #<Metabolite:0x00007fecf66b4258>

SMILES for #<Metabolite:0x00007fecf66b4258>

INCHI for #<Metabolite:0x00007fecf66b4258>

Structure for #<Metabolite:0x00007fecf66b4258>

3D Structure for #<Metabolite:0x00007fecf66b4258>