Details of the Drug

General Information of Drug (ID: DMO1FTI)

Drug Name
Sphingosine
Synonyms
sphingosine; D-erythro-Sphingosine; 123-78-4; 4-Sphingenine; D-Sphingosine; Sphing-4-enine; cerebroside; trans-D-erythro-2-Amino-4-octadecene-1,3-diol; Sphingenine; (4E)-Sphingenine; 4-trans-Sphingenine; (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol; Sphingoid; D-erythro-Sphingosine (synthetic); UNII-NGZ37HRE42; D-erythro-C18-Sphingosine; (E)-2-Amino-4-octadecan-1,3-diol; (2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol; trans-4-Sphingenine; CCRIS 6899; NGZ37HRE42; (2S,3R)-2-aminooctadec-4-ene-1,3-diol
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 299.5
Logarithm of the Partition Coefficient (xlogp) 5.3
Rotatable Bond Count (rotbonds) 15
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C18H37NO2
IUPAC Name
(E,2S,3R)-2-aminooctadec-4-ene-1,3-diol
Canonical SMILES
CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O
InChI
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChIKey
WWUZIQQURGPMPG-KRWOKUGFSA-N
Cross-matching ID
PubChem CID
5280335
ChEBI ID
CHEBI:16393
CAS Number
123-78-4
DrugBank ID
DB03203
TTD ID
D0L0YG

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Cholinephosphate cytidylyltransferase (PCYT1B) TTUAIKM PCY1B_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Steroid 17-alpha-hydroxylase/17,20 lyase (CYP17A1) OTZKVLVJ CP17A_HUMAN Gene/Protein Processing [2]
Telomerase reverse transcriptase (TERT) OT085VVA TERT_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Sphingosine inhibits the activity of rat liver CTP:phosphocholine cytidylyltransferase. J Biol Chem. 1990 Jul 15;265(20):11746-50.
2 ACTH regulates steroidogenic gene expression and cortisol biosynthesis in the human adrenal cortex via sphingolipid metabolism. Endocr Res. 2004 Nov;30(4):787-94.
3 Inhibition of telomerase activity by PKC inhibitors in human nasopharyngeal cancer cells in culture. Biochem Biophys Res Commun. 1997 Dec 29;241(3):730-6. doi: 10.1006/bbrc.1997.7874.