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860812P

Avanti

12:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860812P, powder

Synonym(s):

N-(2′-(S)-hydroxylauroyl)-D-erythro-sphingosine

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5 MG
¥52,560

¥52,560

Estimated to ship onApril 15, 2025

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5 MG
¥52,560

About This Item

Empirical Formula (Hill Notation):
C30H59NO4
CAS Number:
1246298-45-2
Molecular Weight:
497.79
MDL number:
MFCD22416670
UNSPSC Code:
12352211
NACRES:
NA.25

¥52,560

Estimated to ship onApril 15, 2025

Request a Bulk Order

form

powder

packaging

pkg of 1 × 5 mg (860812P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860812P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@@H](O)CCCCCCCCCC)=O)CO

InChI

1S/C30H59NO4/c1-3-5-7-9-11-13-14-15-16-17-19-20-22-24-28(33)27(26-32)31-30(35)29(34)25-23-21-18-12-10-8-6-4-2/h22,24,27-29,32-34H,3-21,23,25-26H2,1-2H3,(H,31,35)/b24-22+/t27-,28+,29-/m0/s1

InChI key

CPDJNFOAARXMMT-NGXZUFBYSA-N

General description

Ceramides with 2-hydroxy fatty acids (hFA) group are present in the epidermis.[1] 12:0(2S-OH) Ceramide is a 2S hydroxylated lauric acid-containing ceramide.[2]

Biochem/physiol Actions

Hydroxy fatty acid (hFA)-sphingolipids facilitate cell signaling. hFA-ceramides contribute to the permeability barrier function of the epidermis. Synthesis of hFA-ceramides are catalyzed by fatty acid 2-hydroxylase (FA2H). Mutations of FA2H causes nervous system disorders leukodystrophy and spastic paraparesis in humans.[3] An antitumor drug, PM02734 requires hFA-ceramides in the cell membrane to exhibit its activity.[4]

Packaging

5 mL Amber Glass Screw Cap Vial (860812P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

860812P-BULK:
860812P-VAR:
860812P-5MG:

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Levels of SCS7/FA2H-mediated fatty acid 2-hydroxylation determine the sensitivity of cells to antitumor PM02734
Herrero AB, et al.
Cancer research, 68(23), 9779-9787 (2008)
Normal fur development and sebum production depends on fatty acid 2-hydroxylase expression in sebaceous glands
Maier H, et al.
The Journal of Biological Chemistry, 286(29), 25922-25934 (2011)
Helena Maier et al.
The Journal of biological chemistry, 286(29), 25922-25934 (2011-06-02)
2-Hydroxylated fatty acid (HFA)-containing sphingolipids are abundant in mammalian skin and are believed to play a role in the formation of the epidermal barrier. Fatty acid 2-hydroxylase (FA2H), required for the synthesis of 2-hydroxylated sphingolipids in various organs, is highly
Fatty acid 2-Hydroxylation in mammalian sphingolipid biology
Hama H, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1801(4), 405-414 (2010)
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in
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