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C24:1 Ceramide (d18:1/24:1(15Z))-[d7]

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Category	Bile Acid Standards
Catalog NO.	BPG-3118
Product Name	C24:1 Ceramide (d18:1/24:1(15Z))-[d7]
CAS	1840942-16-6
Molecular Formula	C42H74D7NO3
Molecular Weight	655.14

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Product Information

Description	C24:1 Ceramide (d18:1/24:1(15Z))-[d7] is the labelled analogue of C24:1 Ceramide (d18:1/24:1(15Z)), which is an endogenous biologically active sphingolipid.
Synonyms	N-nervonoyl-D-erythro-sphingosine (d7); Cer 24:1-d7 (d18:1-d7/24:1)
IUPAC Name	(Z)-N-[(E,2S,3R)-16,16,17,17,18,18,18-heptadeuterio-1,3-dihydroxyoctadec-4-en-2-yl]tetracos-15-enamide
Canonical SMILES	CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)O
InChI	InChI=1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,40-41,44-45H,3-16,19-34,36,38-39H2,1-2H3,(H,43,46)/b18-17-,37-35+/t40-,41+/m0/s1/i2D3,4D2,6D2
InChIKey	VJSBNBBOSZJDKB-PVDQZAGSSA-N
Boiling Point	749.6±60.0 °C at 760 mmHg
Purity	99% by CP; 99% atom D
Density	0.9±0.1 g/cm3
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	654.67
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 77.00%, H 13.54%, N 2.14%, O 7.33%

References

1. Zhang T, Trauger SA, Vidoudez C, Doane KP, Pluimer BR, Peterson RT. Parallel Reaction Monitoring reveals structure-specific ceramide alterations in the zebrafish. Sci Rep. 2019 Dec 27;9(1):19939. doi: 10.1038/s41598-019-56466-z. PMID: 31882772; PMCID: PMC6934720. PubMed ID: 3182772.
2. Razak Hady H, Błachnio-Zabielska AU, Szczerbiński Ł, Zabielski P, Imierska M, Dadan J, Krętowski AJ. Ceramide Content in Liver Increases Along with Insulin Resistance in Obese Patients. J Clin Med. 2019 Dec 12;8(12):2197. doi: 10.3390/jcm8122197. PMID: 31842461; PMCID: PMC6947381. PubMed ID: 31842461.
3. Nejatian N, Trautmann S, Thomas D, Pfeilschifter J, Badenhoop K, Koch A, Penna-Martinez M. Vitamin D effects on sphingosine 1-phosphate signaling and metabolism in monocytes from type 2 diabetes patients and controls. J Steroid Biochem Mol Biol. 2019 Feb;186:130-135. doi: 10.1016/j.jsbmb.2018.10.005. Epub 2018 Oct 15. PubMed ID: 30336275.
4. Kauhanen D, Sysi-Aho M, Koistinen KM, Laaksonen R, Sinisalo J, Ekroos K. Development and validation of a high-throughput LC-MS/MS assay for routine measurement of molecular ceramides. Anal Bioanal Chem. 2016 May;408(13):3475-83. doi: 10.1007/s00216-016-9425-z. Epub 2016 Feb 27. PubMed ID: 26922344.

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