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: CHEBI:143096
CAS Number: 56472-29-8
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
Cyclin-dependent kinase 2 (CDK2)	OTB5DYYZ	CDK2_HUMAN	Gene/Protein Processing	[3]
Cyclin-dependent kinase 4 (CDK4)	OT7EP05T	CDK4_HUMAN	Gene/Protein Processing	[3]
G1/S-specific cyclin-D1 (CCND1)	OT8HPTKJ	CCND1_HUMAN	Gene/Protein Processing	[3]
G1/S-specific cyclin-D3 (CCND3)	OTNKPQ22	CCND3_HUMAN	Gene/Protein Processing	[3]
G1/S-specific cyclin-E1 (CCNE1)	OTLD7UID	CCNE1_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)

MIA Detail

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.