DL-ERYTHRO-ジヒドロスフィンゴシン

Sphinganine

HCID 91486

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 3102-56-5
標準SMILES: CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO
InChIKey: OTKJDMGTUTTYMP-ZWKOTPCHSA-N
分子式: C18H39NO2
平均分子量: 301.5 g/mol
単同位体質量: 301.29807949

名称と識別子

優先名称: Sphinganine
IUPAC: (2S,3R)-2-aminooctadecane-1,3-diol
現地名: DL-ERYTHRO-ジヒドロスフィンゴシン
英語名: DL-erythro-Dihydrosphingosine
分子式: C18H39NO2
分子量: 301.51

名称と別名

Sphinganine764-22-7(2S,3R)-2-aminooctadecane-1,3-diolD-erythro-SphinganineDihydrosphingosineOctadecasphinganineC18-DihydrosphingosineD-erythro-C18-DihydrosphingosineD-erythro-2-Amino-1,3-octadecanediolD-erythro-1,3-Dihydroxy-2-aminooctadecaneSPC 1028601,3-Octadecanediol, 2-amino-, (2S,3R)-

名称をさらに表示

DL-ERYTHRO-ジヒドロスフィンゴシンD-ERYTHRO-DIHYDROSPHINGOSINEDL-ERYTHRO-1,3-DIHYDROXY-2-AMINOOCTADECANEDL-SPHINGANINED,L-ERYTHRO-SPHINGANINEDL-ERYTHRO-DIHYDROSPHINGOSINEDIHYDROSPHINGOSINE, D-ERYTHROD-ERYTHRO-SPHINGOSINE, DIHYDRO-D-ERTYTHRO-SPHINGANINE, C18 CHAIN

2-Amino-1,3-dihydroxyoctadecaneYT0ZSD64HM1,3-Octadecanediol, 2-amino-, D-erythro-1,3-Octadecanediol, 2-amino-, (R-(R*,S*))-CHEBI:16566DTXSID5010165681,3-Octadecanediol, 2-amino-, [R-(R*,S*)]-d18:0

データベース識別子

CAS: 3102-56-5、764-22-7
PubChem CID: 91486
DTXSID: DTXSID501016568
ChEMBL: CHEMBL448741
ChEBI: CHEBI:16566
UNII: YT0ZSD64HM
EC Number: 212-116-0、608-571-3
Nikkaji: J14.383I

物性

構造計算による物性

XLogP: 5.8
極性表面積: 66.5 Å²
水素結合供与体数: 3
水素結合受容体数: 3
回転可能結合数: 16
重原子数: 21
形式電荷: 0
複雑度: 200

実験および物理化学的性質

Physical DescriptionSolid

Collision Cross Section · 3 件

188 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

189 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；191.1 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

188.9 Å² [M+H]+；190.8 Å² [M+Na]+

物理化学的性質

融点: 70 · 70-72°C
沸点: 446.2 · 446.2±25.0 °C(Predicted)
比重(密度): 0.927 · 0.927±0.06 g/cm3(Predicted)
貯蔵温度: 20 °C · −20°C
溶解性: クロロホルム/メタノール (9:1): 20mg/mL、透明、無色～淡黄色
酸解離定数(Pka): 12.57 · 12.57±0.45(Predicted)
外見: 個体
色: 白い
水溶解度: 100 % · 水 (部分的に混和性)、クロロホルム、100% 加温エタノール (25mg/ml)、加温 DMSO (25mg/ml)、メタノールに可溶。
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 データベース: 3102 · 3102-56-5(CAS DataBase Reference)

化学的性質

化学的特性White Powder

安全と法規制

安全データ

wgk: 3

化学と産業

薬理情報

MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Tissue LocationsEpidermis；Fibroblasts；Intestine；Kidney；Liver；Placenta；Platelet；Spleen；Thyroid Gland

Cellular LocationsCytoplasm；Endoplasmic reticulum；Extracellular；Membrane

Metabolite PathwaysFabry disease；Gaucher Disease；Globoid Cell Leukodystrophy；Krabbe disease；Metachromatic Leukodystrophy (MLD)；Starch and sucrose metabolism

用途と製造

Household ProductsInformation on 5 consumer products that contain Sphinganine in the following categories is provided:；• Personal Care

応用分野 · 2 件

説明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]

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

調製方法 · 1 件

純化方法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.]

サプライヤー39 社

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]

Aladdin Scientific[email protected]

補足説明

定義本品は、次の化学式で表される有機化合物である。

化合物ノート

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