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DL-erythro-Dihydrosphingosine

DL-erythro-Dihydrosphingosine structure

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

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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.	+86-18580541567; +8618580541567	sales@zhswyy.com	China	301	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-81138252 +86-18789408387	1057@dideu.com	China	3959	58
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10311	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	32161	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	22785	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	9302	58
Aladdin Scientific	+1-+1(833)-552-7181	sales@aladdinsci.com	United States	52924	58
TargetMol Chemicals Inc.	+8613564774135	zijue.cai@tsbiochem.com	United States	19885	58

Supplier	Advantage
Chongqing Zhihe Biopharmaceutical Co., Ltd.	58
Shaanxi Dideu Medichem Co. Ltd	58
Shenzhen Nexconn Pharmatechs Ltd	58
Hubei Jusheng Technology Co.,Ltd.	58
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
Alfa Chemistry	58
Changzhou AniKare Pharmatech Co., Ltd.	58
Aladdin Scientific	58
TargetMol Chemicals Inc.	58

View Lastest Price from DL-erythro-Dihydrosphingosine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
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.
2024-10-28	Dihydrosphingosine 3102-56-5	US $0.00-0.00 / mg			10g	TargetMol Chemicals Inc.
2024-08-11	DL-erythro-Dihydrosphingosine 3102-56-5	US $1.00 / KG	1KG	99%	20T	Shaanxi Dideu Medichem Co. Ltd

Phytosphingosine 55%/D-erythro-Dihydrosphingosine 20% mixture
3102-56-5
US $0.00-0.00 / kg
75%
Chongqing Zhihe Biopharmaceutical Co., Ltd.

Dihydrosphingosine
3102-56-5
US $0.00-0.00 / mg
TargetMol Chemicals Inc.

DL-erythro-Dihydrosphingosine
3102-56-5
US $1.00 / KG
99%
Shaanxi Dideu Medichem Co. Ltd

3102-56-5(DL-erythro-Dihydrosphingosine)Related Search:

N-(6-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]CAPROYL)-PHYTOSPHINGOSINE Phytosphingosine C2 DIHYDROCERAMIDE C14 Dihydroceramide DL-ERYTHRO-DIHYDROSPHINGOSINE

C12 NBD-L-THREO-DIHYDROSPHINGOSINE C6 NBD-D-ERYTHRO-DIHYDROSPHINGOSINE C6 NBD-L-THREO-DIHYDROSPHINGOSINE C12 NBD-D-ERYTHRO-DIHYDROSPHINGOSINE D-ERYTHRO-SPHINGOSINE

D-erythro-Dihydro-D-sphingosine-1-phosphate C6 DIHYDROCERAMIDE KRN7000 C8 DIHYDROCERAMIDE C6 NBD SAFINGOL

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1of4

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