Skip to Content
Merck
Compare (4)
Sign Into View Organizational & Contract Pricing
Brain SM Avanti Research™ - A Croda Brand
Avanti
860062P
Brain SM
Egg SM Avanti Research™ - A Croda Brand
Avanti
860061P
Egg SM
Brain SM Avanti Research™ - A Croda Brand
Avanti
860062C
Brain SM
Milk SM Avanti Research™ - A Croda Brand
Avanti
860063P
Milk SM
Avanti Research - A Croda Brand
Avanti Research - A Croda Brand
Avanti Research - A Croda Brand
Avanti Research - A Croda Brand
Pricing and availability is not currently available.
Pricing and availability is not currently available.
Pricing and availability is not currently available.
Pricing and availability is not currently available.

Description

Synonyms
18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine
16:0 SM; Hexadecanoyl Sphingomyelin; N-hexadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine
18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine
N-(tricosanoyl)-sphing-4-enine-1-phosphocholine
CAS Number
MDL Number
MFCD02259130
MFCD02259286
MFCD02259130
MFCD28143627

Properties

Assay:
>99% (TLC)
Assay:
>99% (TLC)
Assay:
>99% (TLC)
Assay:
>99% (TLC)
concentration:
concentration:
concentration:
10 mg/mL (860062C-25mg)
25 mg/mL (860062C-200mg)
concentration:
shipped in:
dry ice
shipped in:
dry ice
shipped in:
dry ice
shipped in:
dry ice
description:
Sphingomyelin (Brain, Porcine)
description:
Sphingomyelin (Egg, Chicken)
description:
Sphingomyelin (Brain, Porcine), chloroform
description:
Sphingomyelin (Milk, Bovine)
InChI:
1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1
InChI:
1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
InChI:
1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1
InChI:
1S/C46H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-28-30-32-34-36-38-40-46(50)47-44(43-54-55(51,52)53-42-41-48(3,4)5)45(49)39-37-35-33-31-29-27-19-17-15-13-11-9-7-2/h37,39,44-45,49H,6-36,38,40-43H2,1-5H3,(H-,47,50,51,52)/b39-37+/t44-,45+/m0/s1
InChI key:
LKQLRGMMMAHREN-YJFXYUILSA-N
InChI key:
RWKUXQNLWDTSLO-GWQJGLRPSA-N
InChI key:
LKQLRGMMMAHREN-YJFXYUILSA-N
InChI key:
SXZWBNWTCVLZJN-NMIJJABPSA-N
lipid type:
sphingolipids
lipid type:
sphingolipids
lipid type:
sphingolipids
lipid type:
sphingolipids
manufacturer/tradename:
Avanti Research - A Croda Brand
manufacturer/tradename:
Avanti Research - A Croda Brand
manufacturer/tradename:
Avanti Research - A Croda Brand
manufacturer/tradename:
Avanti Research - A Croda Brand
packaging:
pkg of 1 × 1 g (860062P-1g)
pkg of 1 × 200 mg (860062P-200mg)
pkg of 1 × 25 mg (860062P-25mg)
pkg of 1 × 500 mg (860062P-500mg)
packaging:
pkg of 1 × 1 g (860061P-1g)
pkg of 1 × 200 mg (860061P-200mg)
pkg of 1 × 25 mg (860061P-25mg)
packaging:
pkg of 1 × 2.5 mL (860062C-25mg)
pkg of 2 × 4 mL (860062C-200mg)
packaging:
pkg of 1 × 200 mg (860063P-200mg)
pkg of 1 × 25 mg (860063P-25mg)
form:
powder
form:
powder
form:
liquid
form:
powder
SMILES string:
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
SMILES string:
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
SMILES string:
[P](=O)([O-])(OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C
SMILES string:
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
storage temp.:
−20°C
storage temp.:
−20°C
storage temp.:
−20°C
storage temp.:
−20°C

Usage and Safety

Application
Brain SM is suitable:
  • as a standard for high-performance liquid chromatography electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS)
  • as a supplement for cell vacuolation of Hela cells
  • for preparation of liposomes

Egg SM has been used for the preparation of sphingomyelin (SM) standard solutions. It has also been used in the preparation of liposomes.
Brain SM may be used:
  • for ion-mobility spectrometry–mass spectrometry (IMS-MS)
  • for lipid mixture in giant unilamellar vesicles
  • as a growth medium for madin-darby canine kidney (MDCK) cells

Milk SM has been used as a lipid standard. It is also suitable for detecting ceramide in feces and for differential scanning calorimetry.
Risk and Safety
Storage Class Code:

11 - Combustible Solids

Storage Class Code:

11 - Combustible Solids

Pictograms: GHS06,GHS08
Skull and crossbonesHealth hazard
Signal Word:

Danger

Hazard Classifications:

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs:

Central nervous system, Liver,Kidney

WGK:

WGK 3

Storage Class Code:

11 - Combustible Solids