Sphinganine (C18H39NO2): structure, properties and hazards

Names and identifiers

IUPAC name: (2S,3R)-2-aminooctadecane-1,3-diol
Synonyms: dihydrosphingosine, sphingoid base, (2S,3R)-2-aminooctadecane-1,3-diol
+ 37 more
D-erythro-Sphinganine, Dihydrosphingosine, Octadecasphinganine, C18-Dihydrosphingosine, D-erythro-C18-Dihydrosphingosine, D-erythro-2-Amino-1,3-octadecanediol, D-erythro-1,3-Dihydroxy-2-aminooctadecane, SPC 102860, 1,3-Octadecanediol, 2-amino-, (2S,3R)-, 2-Amino-1,3-dihydroxyoctadecane, YT0ZSD64HM, 1,3-Octadecanediol, 2-amino-, D-erythro-, 1,3-Octadecanediol, 2-amino-, (R-(R*,S*))-, CHEBI:16566, DTXSID501016568, 1,3-Octadecanediol, 2-amino-, [R-(R*,S*)]-, d18:0, RefChem:888505, DTXCID301474756, 212-116-0, D-erythro-Dihydrosphingosine, Dihydro-C18-sphingosine, Sphinganine (d18:0), D-erythro-C18-Dihydro-D-sphingosine, C18-Sphingosine, dihydro-, erythro-Sphinganine, (2S,3R)-2-amino-1,3-octadecanediol, (R-(R*,S*))-2-Aminooctadecane-1,3-diol, CBiol_002042, SCHEMBL40592, KBioGR_000008, C18H39NO2, CHEMBL448741, D-erythro-Dihydro-D-sphingosine, KBio3_000015, Bio1_000817, Bio1_001306
Molecular formula: C₁₈H₃₉NO₂
Empirical formula: C₁₈H₃₉NO₂
Molecular weight: 301.5 g/mol
Exact mass: 301.29808
CAS number: 764-22-7
PubChem CID: 91486
Canonical SMILES: CCCCCCCCCCCCCCCC(C(CO)N)O
Isomeric SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)N)O
InChI: InChI=1S/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+/m0/s1
InChIKey: OTKJDMGTUTTYMP-ZWKOTPCHSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 21
Rings: 0
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 1
H-bond donors: 3
H-bond acceptors: 3
Rotatable bonds: 16
TPSA (Å²): 66.5
Formal charge: 0
XLogP3: 5.8 PubChem
Complexity: 200 PubChem
Stereocenters: 2 definedCIP: C16: R · C18: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C71.70%
H13.04%
N4.65%
O10.61%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 4.15 Crippen (Wildman and Crippen 1999)
log S (water solubility): -3.27 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.87 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 301.51
log P ≤ 5 (Crippen): 4.15
H-bond donors ≤ 5: 3
H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: BOC Sciences, AiFChem, an XtalPi Company, Key Organics/BIONET.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Sphingosine 50%

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.