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DL-erythro-Dihydrosphingosine

CAS No.
3102-56-5
Chemical Name:
DL-erythro-Dihydrosphingosine
Synonyms
DIHYDROSPHINGOSINE;D-ERYTHRO-SPHINGANINE;D-ERYTHRO-DIHYDROSPHINGOSINE;DL-ERYTHRO-1,3-DIHYDROXY-2-AMINOOCTADECANE;DL-SPHINGANINE;D,L-ERYTHRO-SPHINGANINE;DL-ERYTHRO-DIHYDROSPHINGOSINE;DIHYDROSPHINGOSINE, D-ERYTHRO;D-ERYTHRO-SPHINGOSINE, DIHYDRO-;D-ERTYTHRO-SPHINGANINE, C18 CHAIN
CBNumber:
CB6139144
Molecular Formula:
C18H39NO2
Molecular Weight:
301.51
MDL Number:
MFCD00079141
MOL File:
3102-56-5.mol
MSDS File:
SDS
Last updated:2024-10-28 23:16:16

DL-erythro-Dihydrosphingosine Properties

Melting point 70-72°C
Boiling point 446.2±25.0 °C(Predicted)
Density 0.927±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility chloroform/methanol (9:1): 20 mg/mL, clear, colorless to faintly yellow
form Solid
pka 12.57±0.45(Predicted)
color white
Water Solubility Soluble in water (partly miscible), chloroform, 100% warm ethanol (25 mg/ml), warm DMSO (25 mg/ml), and methanol.
InChI InChI=1/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/s3
InChIKey OTKJDMGTUTTYMP-LHIQYTEENA-N
SMILES C(O)[C@@H](N)[C@@H](O)CCCCCCCCCCCCCCC |&1:2,4,r|
CAS DataBase Reference 3102-56-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

WGK Germany  3

DL-erythro-Dihydrosphingosine price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J62103 DL-erythro-Dihydrosphingosine 3102-56-5 50mg $486 2021-12-16 Buy
Cayman Chemical 24367 DL-erythro/threo Sphinganine (d18:0) ≥98% 3102-56-5 25mg $184 2024-03-01 Buy
TRC D151745 DL-erythro-Dihydrosphingosine 3102-56-5 2.5mg $100 2021-12-16 Buy
Usbiological 255144 Dihydrosphingosine 3102-56-5 10mg $418 2021-12-16 Buy
ApexBio Technology B6434 (2S,3S)-2-aminooctadecane-1,3-diol 3102-56-5 10mg $223 2021-12-16 Buy
Product number Packaging Price Buy
J62103 50mg $486 Buy
24367 25mg $184 Buy
D151745 2.5mg $100 Buy
255144 10mg $418 Buy
B6434 10mg $223 Buy

DL-erythro-Dihydrosphingosine Chemical Properties,Uses,Production

Description

DL-erythro Sphinganine (d18:0) is a precursor of ceramide and sphingosine as well as a substrate of sphingosine kinases, which generate sphinganine-1-phosphate . Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins as well as in some cancers. This product is a mixture of sphinganine (d18:0) , L-erythro sphinganine (d18:0) , D-threo sphinganine (d18:0) , and L-threo sphinganine (d18:0). [Matreya, LLC. Catalog No. 1324]

Chemical Properties

White Powder

Uses

Biosynthetic precursor of sphingosine. Inhibits protein kinase C

Uses

DL-erythro-Dihydrosphingosine is an inhibitor of PKC (protein kinase C). This compound also blocks PLA2 (phospholipases A2) and the D-sphingosine precursor.

Definition

ChEBI: 2-aminooctadecane-1,3-diol is an aminodiol that is octadecane bearing two hydroxy substituents at positions 1 and 3 as well as an amino substituent at position 2. It is a sphingoid and an aminodiol.

Biological Functions

Sphingosine (Sph) is emerging as an intracellular regulator of cellular differentiation and apoptosis. Three stereoisomers,d-erythro-Sph,l-threo-Sph, and dl-erythro-dihydrosphingosine, were tested in the induction of apoptosis and inhibition of MAPK activity in three different kinds of solid tumour cell lines. d-erythro-Sph was strongest in these effects among the three compounds. l-threo-Sphingosine was partly active. On the other hand,dl-erythro-dihydrosphingosine was inactive[1].

Biological Activity

Protein kinase C inhibitor.

storage

-20°C (desiccate)

Purification Methods

Purify it by recrystallisation from pet ether/EtOAc or CHCl3. The (±)-N-dichloroacetyl derivative has m 142-144o (from MeOH). [Shapiro et al. J Am Chem Soc 80 2170 1958, Shapiro & Sheradsky J Org Chem 28 2157 1963.] The D-isomer crystallises from pet ether/Et2O and has m 78.5-79o, [] 28 +6o (CHCl3/MeOH, 10:1). [Grob & Jenny Helv Chim Acta 35 2106 1953, Jenny & Grob Helv Chim Acta 36 1454 1953, Beilstein 4 I 448, 4 II 757, 4 III 854, 4 IV 1887.]

References

[1] Chouhei Sakakura . “Selectivity of Sphingosine-Induced Apoptosis.” Biochemical and biophysical research communications 246 3 (1998): Pages 827-830.

DL-erythro-Dihydrosphingosine Preparation Products And Raw materials

Raw materials

Preparation Products

DL-erythro-Dihydrosphingosine Suppliers

Global( 75)Suppliers
Supplier Tel Email Country ProdList Advantage
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+8618580541567 sales@zhswyy.com China 303 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3958 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 10310 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 22883 58
Alfa Chemistry
Info@alfa-chemistry.com United States 24072 58
Changzhou AniKare Pharmatech Co., Ltd.
+86-0519-8359-8696 +8618018249389 sales@anikare.com China 9258 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52925 58
TargetMol Chemicals Inc.
+8613564774135 zijue.cai@tsbiochem.com United States 19885 58

View Lastest Price from DL-erythro-Dihydrosphingosine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phytosphingosine 55%/D-erythro-Dihydrosphingosine 20% mixture pictures 2024-11-06 Phytosphingosine 55%/D-erythro-Dihydrosphingosine 20% mixture
3102-56-5
US $0.00-0.00 / kg 0.10000000149011612kg 75% 2000kgs Chongqing Zhihe Biopharmaceutical Co., Ltd.
Dihydrosphingosine pictures 2024-10-28 Dihydrosphingosine
3102-56-5
US $0.00-0.00 / mg 10g TargetMol Chemicals Inc.
DL-erythro-Dihydrosphingosine pictures 2024-08-11 DL-erythro-Dihydrosphingosine
3102-56-5
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
DL-ERYTHRO-2-AMINO-1,3-OCTADECANEDIOL DL-ERYTHRO-DIHYDROSPHINGOSINE D,L-ERYTHRO-SPHINGANINE DL-SPHINGANINE D-ERTYTHRO-SPHINGANINE, C18 CHAIN D-ERYTHRO-SPHINGOSINE, DIHYDRO- DIHYDROSPHINGOSINE, D-ERYTHRO [R-(R*,S*)]-2-aminooctadecane-1,3-diol Dihydrosphingosine,Racemic,Synthetic 1,3-Octadecanediol, 2-amino-, (2S,3R)- (2S,3R)-2-amino-1,3-Octadecanediol DL-Erythro-DIHYDROSPHINGOSINE Synthetic DL-erythro-1,3-Dihydroxy-2-aminooctadecane, DL-erythro-2-Amino-1,3-octadecanediol, DL-Sphinganine DL-erythro/threo Sphinganine (d18:0) 1,3-Octadecanediol, 2-amino-, (2R,3S)-rel- DL-ERYTHRO-DIHYDROSPHINGOSINE USP/EP/BP DL-ERYTHRO-1,3-DIHYDROXY-2-AMINOOCTADECANE D-ERYTHRO-DIHYDROSPHINGOSINE D-ERYTHRO-SPHINGANINE DIHYDROSPHINGOSINE Phytosphingosine 55%/D-erythro-Dihydrosphingosine 20% mixture 3102-56-5 BioChemical Biochemicals and Reagents Enzymes, Inhibitors, and Substrates Enzyme Inhibitors Enzyme Inhibitors by Enzyme P to Q Protein kinase C Phospholipase A 2 Sphingolipids Sphingoid bases Sphinganines Lipids Miscellaneous Natural Products pharmacetical Protein Kinase Inhibitors and Activators Protein Kinase