Milk Composition Database: Showing metabocard for Cer(d18:0/22:1(13Z)) (BMDB0011766)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:24:16 UTC

Update Date

2020-06-04 19:28:51 UTC

MCDB ID

BMDB0011766

Secondary Accession Numbers

BMDB11766

Metabolite Identification

Common Name

Cer(d18:0/22:1(13Z))

Description

Cer(D18:0/22:1(13Z)), also known as ceramide, 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. Cer(D18:0/22:1(13Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ceramide	MetBuilder
N-(13Z-Docosenoyl)-sphinganine	MetBuilder
Ceramide(D18:0/22:1(13Z))	MetBuilder
N-(13Z-Docosenoyl)-dihydrosphingosine	MetBuilder
N-(13Z-Docosenoyl)-D-erythro-sphinganine	MetBuilder
(13Z)-N-[(2S)-1,3-Dihydroxyoctadecan-2-yl]docos-13-enimidate	Generator

Chemical Formula

C₄₀H₇₉NO₃

Average Molecular Weight

622.076

Monoisotopic Molecular Weight

621.605995408

IUPAC Name

(13Z)-N-[(2S)-1,3-dihydroxyoctadecan-2-yl]docos-13-enamide

Traditional Name

(13Z)-N-[(2S)-1,3-dihydroxyoctadecan-2-yl]docos-13-enamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(O)[C@H](CO)NC(=O)CCCCCCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C40H79NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,38-39,42-43H,3-16,19-37H2,1-2H3,(H,41,44)/b18-17-/t38-,39?/m0/s1

InChI Key

AOHMXFJFQLUIJL-GTWPDLNHSA-N

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	10.24	ALOGPS
logP	13.38	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	13.83	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	193.54 m³·mol⁻¹	ChemAxon
Polarizability	84.74 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uk9-0032029000-221cce0ac695b12965da	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-1193033000-610449948d09169dc555	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-2392220000-872505319a08f168cac6	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0001039000-58cde1aa7872223da4f8	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00e9-0049063000-5db41854d7c227763bb1	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-07if-8196000000-a63d569c91182f4b351e	2019-02-23	View Spectrum

Concentrations

Status	Value	Reference	Details
Detected and Quantified	0.125 +/- 0.003 uM	PMID: 30994344	details
Detected and Quantified	0.227 +/- 0.004 uM	PMID: 30994344	details
Detected and Quantified	0.35 +/- 0.01 uM	PMID: 30994344	details
Detected and Quantified	0.45 +/- 0.01 uM	PMID: 30994344	details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.

Showing metabocard for Cer(d18:0/22:1(13Z)) (BMDB0011766)

Structure for BMDB0011766 (Cer(d18:0/22:1(13Z)))