Details of the Drug

General Information of Drug (ID: DMCLKA4)

Drug Name
2-hydroxyoleic acid
Synonyms 2R-hydroxy-oleic acid; 2R-hydroxy-9Z-octadecenoic acid; R-Hydroxy-olsaure; (R)-2-Hydroxyoleic acid; SCHEMBL378127; ZINC14210872; LMFA02000056; UNII-OSV3KVO1BT component JBSOOFITVPOOSY-DOOKAGJSSA-N
Indication
Disease Entry ICD 11 Status REF
Hypertension BA00-BA04 Phase 1/2 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 298.5
Logarithm of the Partition Coefficient (xlogp) 6.5
Rotatable Bond Count (rotbonds) 15
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C18H34O3
IUPAC Name
(Z)-2-hydroxyoctadec-9-enoic acid
Canonical SMILES
CCCCCCCC/C=C\\CCCCCCC(C(=O)O)O
InChI
InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
InChIKey
JBSOOFITVPOOSY-KTKRTIGZSA-N
Cross-matching ID
PubChem CID
9796304
ChEBI ID
CHEMBL143096
CAS Number
56472-29-8
UNII
OSV3KVO1BT
DrugBank ID
DB18213
TTD ID
D02DWK

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Sphingomyelin synthase (SMS) TTBOE28 SMS1_HUMAN ; SMS2_HUMAN Modulator [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
G1/S-specific cyclin-D3 (CCND3) OTNKPQ22 CCND3_HUMAN Gene/Protein Processing [3]
Retinoblastoma-associated protein (RB1) OTQJUJMZ RB_HUMAN Post-Translational Modifications [3]
Transcription factor E2F1 (E2F1) OTLKYBBC E2F1_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Sustained activation of sphingomyelin synthase by 2-hydroxyoleic acid induces sphingolipidosis in tumor cells. J Lipid Res. 2013 May;54(5):1457-65.
2 Sphingomyelin and sphingomyelin synthase (SMS) in the malignant transformation of glioma cells and in 2-hydroxyoleic acid therapy. Proc Natl Acad Sci U S A. 2011 Dec 6;108(49):19569-74.
3 The repression of E2F-1 is critical for the activity of Minerval against cancer. J Pharmacol Exp Ther. 2005 Oct;315(1):466-74. doi: 10.1124/jpet.105.088716. Epub 2005 Jul 18.