D-erythro-Sphingosine

Modify Date: 2026-07-06 20:28:06

D-erythro-Sphingosine Structure
D-erythro-Sphingosine structure
Common Name D-erythro-Sphingosine
CAS Number 123-78-4 Molecular Weight 299.492
Density 0.9±0.1 g/cm3 Boiling Point 445.9±45.0 °C at 760 mmHg
Molecular Formula C18H37NO2 Melting Point 81-82ºC
MSDS Chinese USA Flash Point 223.5±28.7 °C

 Use of D-erythro-Sphingosine


D-erythro-Sphingosine is a very potent activator of p32-kinase with an EC50 of 8 μM. D-erythro-Sphingosine inhibits protein kinase C (PKC).

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name sphingosine
Synonym More Synonyms

 D-erythro-Sphingosine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description D-erythro-Sphingosine is a very potent activator of p32-kinase with an EC50 of 8 μM. D-erythro-Sphingosine inhibits protein kinase C (PKC).
Related Catalog
Target

p32:8 μM (EC50)

PKC

Human Endogenous Metabolite

In Vitro A p32-sphingosine-activated protein kinase responds to low concentrations of D-erythro-Sphingosine with an initial activation observed at 2.5 μM and a peak activity at 10-20 μM. This kinase shows a modest specificity for D-erythro-Sphingosine over other sphingosine tereoisomers, and a preference for sphingosines over ihydrosphingosines[1]. D-erythro-Sphingosine inhibits protein kinase C in vitro[2]. D-erythro-Sphingosine has been shown to inhibit protein kinase C, which affects cell regulation and several signal transduction pathways, and exhibits antitumor promoter activities in various mammalian cells[3].
References

[1]. Pushkareva MYu, et al. Regulation of sphingosine-activated protein kinases: selectivity of activation by sphingoid basesand inhibition by non-esterified fatty acids. Biochem J. 1993 Sep 15;294 ( Pt 3):699-703.

[2]. Khan WA, et al. Protein kinase C and platelet inhibition by D-erythro-Sphingosine: comparison with N,N-dimethylsphingosine and commercial preparation. Biochem Biophys Res Commun. 1990 Oct 30;172(2):683-91.

[3]. Pham VT, et al. A concise synthesis of a promising protein kinase C inhibitor: D-erythro-Sphingosine. Arch Pharm Res. 2007 Jan;30(1):22-7.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 0.9±0.1 g/cm3
Boiling Point 445.9±45.0 °C at 760 mmHg
Melting Point 81-82ºC
Molecular Formula C18H37NO2
Molecular Weight 299.492
Flash Point 223.5±28.7 °C
Exact Mass 299.282440
PSA 66.48000
LogP 6.40
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.489
Water Solubility chloroform: 20 mg/mL

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2922199090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2922199090
Summary 2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles158

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Sphingosine kinase 1 contributes to leptin-induced STAT3 phosphorylation through IL-6/gp130 transactivation in oestrogen receptor-negative breast cancer.

Breast Cancer Res. Treat. 149(1) , 59-67, (2015)

Obesity is a known risk factor for breast cancer. We have recently identified that adipokine leptin regulates the expression of a proto-oncogenic enzyme sphingosine kinase 1 (SK1). Signal transducer a...

Sphingosine kinase 1 isoform-specific interactions in breast cancer.

Mol. Endocrinol. 28(11) , 1899-915, (2014)

Sphingosine kinase 1 (SK1) is a signaling enzyme that catalyzes the formation of sphingosine-1-phosphate. Overexpression of SK1 is causally associated with breast cancer progression and resistance to ...

Fungal metabolite myriocin promotes human herpes simplex virus-2 infection.

Life Sci. 120 , 31-8, (2015)

Myriocin is a fungal metabolite with antiviral activity, including influenza, hepatitis B, and hepatitis C viruses. We investigated whether myriocin has activity against human HSV-2, one of the most p...

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

EINECS 204-651-3
(4E)-sphing-4-enine
D-erythro-Sphingosine,synthetical
BRAIN,BOVINE
MFCD00036751
Sphingosine, D-erythro
DErySphingosine
[3H]-Sphingosine
4-trans-Sphingenine
Sphingosine
4-Sphingenine
[Fluorescein]-Sphingosine
(2S,3R,4E)-2-Aminooctadec-4-ene-1,3-diol
Sphingenine
EGG SPHINGOSINE
D-erythro-Sphingosine
D-Sphingosine
erythro-4-Sphingenine
CEREBROSIDE
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol
(-)-D-erythro-Sphingosine
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-ene-1-ol
BRAIN SPHINGOSINE
(4E)-sphingenine
trans-4-sphingenine
D-erythrosphingosine
C18-Sphingosine
(2S,3R,E)-2-Amino-4-octadecene-1,3-diol
Sphingosine 2S,3R,2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol
UNII:0Y6SVQ612Q
(4E)-2-Aminooctadec-4-ene-1,3-diol

 D-erythro-Sphingosine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the melting point of sphingosine?
A: Melting point of sphingosine is 81-82ºC.
Q: What are the uses of sphingosine?
A: Main uses of sphingosine: D-erythro-Sphingosine is a very potent activator of p32-kinase with an EC50 of 8 μM. D-erythro-Sphingosine inhibits protein kinase C (PKC).
Q: What is the CAS number of sphingosine?
A: CAS number of sphingosine is 123-78-4.
Q: How is the water solubility of sphingosine?
A: Water solubility of sphingosine: chloroform: 20 mg/mL.
Q: What are the upstream materials of sphingosine?
A: Related upstream materials(CAS) of sphingosine: 116467-63-1;572922-39-5;105308-75-6;103348-49-8;115464-03-4;1094213-80-5;511542-07-7.
Q: What are the downstream products of sphingosine?
A: Related downstream products(CAS) of sphingosine: 10575-28-7;3102-57-6;123-78-4;26993-30-6;544-63-8;638-53-9;54164-50-0;764-22-7;74713-60-3;74713-59-0.
Q: What is the polar surface area (PSA) of sphingosine?
A: Polar surface area (PSA) of sphingosine is 66.48000.
Q: What is the molecular formula of sphingosine?
A: Molecular formula of sphingosine is C18H37NO2.
Q: What is the English name of sphingosine?
A: The English name of sphingosine is sphingosine.
Q: What is the safety information for sphingosine?
A: Safety information for sphingosine: 22-24/25.

 D-erythro-Sphingosinefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
Henan Tianfu Chemical Co., Ltd.
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