Structure Database (LMSD)

Common Name
Cer(d18:1/30:0)
Systematic Name
N-(triacontanoyl)-sphing-4-enine
Synonyms
  • Cer[NS]
LM ID
LMSP02010125
Formula
C48H95NO3
Exact Mass
Calculate m/z
733.731194
Sum Composition
Cer 48:1;O2
Abbrev Chains
Cer 18:1;O2/30:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
Predict MS/MS spectrum ([M-H]-)

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

Biological Context

C30 Ceramide is a naturally occurring ceramide that has been found in the stratum corneum of human and nude mouse skin.1,2 C30 Ceramide levels are decreased in the skin of patients with lesional and non-lesional atopic dermatitis.3 [Matreya, LLC. Catalog No. 2049]

This information has been provided by Cayman Chemical

References

1. Farwanah, H., Wohlrab, J., Neubert, R.H., et al. Profiling of human stratum corneum ceramides by means of normal phase LC/APCI-MS. Anal. Bioanal. Chem. 383(4), 632-637 (2005).
2. Liou, Y.B., Sheu, M.T., Liu, D.Z., et al. Quantitation of ceramides in nude mouse skin by normal-phase liquid chromatography and atmospheric pressure chemical ionization mass spectrometry. Anal. Biochem. 401(1), 107-113 (2010).
3. Joo, J.-M., Hwang, J.-H., Bae, S., et al. Relationship of ceramide-, and free fatty acid-cholesterol ratios in the stratum corneum with skin barrier function of normal, atopic dermatitis lesional and non-lesional skins. J. Dermatol. Sci. 77(1), 71-74 (2015).

Reactions

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References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

String Representations

InChiKey (Click to copy)
YTMSJWGKIOCDQT-NJLCVJHMSA-N
InChi (Click to copy)
InChI=1S/C48H95NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-48(52)49-46(45-50)47(51)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h41,43,46-47,50-51H,3-40,42,44-45H2,1-2H3,(H,49,52)/b43-41+/t46-,47+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
137700177
SwissLipids ID
SLM:000395717
Cayman ID
24400

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 44
Van der Waals Molecular Volume 871.05
Topological Polar Surface Area 69.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 15.88
Molar Refractivity 231.71

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Created at
27th Apr 2020
Updated at
27th Apr 2020