(3R)-2-aminooctadecane-1,3-diol

HCID 447883

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Basic information

CAS: 3102-56-5
Standard SMILES: CCCCCCCCCCCCCCC[C@@H](O)C(N)CO
InChIKey: OTKJDMGTUTTYMP-QRWMCTBCSA-N
Molecular formula: C18H39NO2
Average molar mass: 301.5 g/mol
Monoisotopic mass: 301.29807949

Overview

See also: Sphinganine (annotation moved to).

Names & identifiers

Preferred name: (3R)-2-aminooctadecane-1,3-diol
IUPAC: (3R)-2-aminooctadecane-1,3-diol
English name: DL-erythro-Dihydrosphingosine
Molecular formula: C18H39NO2
Molecular weight: 301.51

Names & synonyms

(3R)-2-aminooctadecane-1,3-diol3102-56-5SCHEMBL12563458DIHYDROSPHINGOSINED-ERYTHRO-SPHINGANINED-ERYTHRO-DIHYDROSPHINGOSINEDL-ERYTHRO-1,3-DIHYDROXY-2-AMINOOCTADECANEDL-SPHINGANINED,L-ERYTHRO-SPHINGANINEDL-ERYTHRO-DIHYDROSPHINGOSINEDIHYDROSPHINGOSINE, D-ERYTHROD-ERYTHRO-SPHINGOSINE, DIHYDRO-

Show more names

D-ERTYTHRO-SPHINGANINE, C18 CHAIN

Database identifiers

CAS: 3102-56-5
PubChem CID: 447883
EC Number: 608-571-3

Properties

Computed structural properties

XLogP: 5.8
Topological polar surface area: 66.5 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 16
Heavy atoms: 21
Formal charge: 0
Complexity: 200

Physicochemical properties

Melting point: 70 · 70-72°C
Boiling point: 446.2 · 446.2±25.0 °C(Predicted)
Density: 0.927 · 0.927±0.06 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
solubility: chloroform/methanol (9:1): 20 mg/mL, clear, colorless to faintly yellow
pka: 12.57 · 12.57±0.45(Predicted)
form: Solid
color: white
Water Solubility: 100 % · 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 · 3102-56-5(CAS DataBase Reference)
WGK Germany: 3 · 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk: 3

Chemistry & industry

Applications · 3 items

DescriptionDL-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]

UsesBiosynthetic precursor of sphingosine. Inhibits protein kinase C

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

Suppliers38 total

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]

Additional notes

DefinitionChEBI: 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.

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