CAS 185517-21-9 (R)-(-)-2-propyloctanoic acid (HCID 208925)

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Basic information

CAS: 185517-21-9
Standard SMILES: CCCCCC[C@@H](CCC)C(=O)O
InChIKey: YCYMCMYLORLIJX-SNVBAGLBSA-N
Molecular formula: C11H22O2
Average molar mass: 186.29 g/mol
Monoisotopic mass: 186.16197994

Overview

Arundic acid has been investigated for the treatment of Amyotrophic Lateral Sclerosis (ALS).

Names & identifiers

Preferred name: (R)-(-)-2-propyloctanoic acid
IUPAC: (2R)-2-propyloctanoic acid
English name: (R)-2-PROPYLOCTANOIC ACID
Molecular formula: C11H22O2
Molecular weight: 186.29

Names & synonyms

(R)-(-)-2-Propyloctanoic AcidRefChem:560127Arundic acid185517-21-9(R)-2-PROPYLOCTANOIC ACID(2R)-2-Propyloctanoic acidCereactProgliaR-(-)-Arundic AcidONO-2506Acide arundiqueONO 2506

Show more names

ONO 2506POarundicaciArundic Acid, 10 mM in DMSO

Acidum arundicumArundic acid [INN]MFCD08458423MK-0724Acidum arundicum [INN-Latin]ONO-2506POUNII-F2628ZD0FOF2628ZD0FO

Database identifiers

CAS: 185517-21-9
PubChem CID: 208925
DTXSID: DTXSID5048841
ChEMBL: CHEMBL3187683
UNII: F2628ZD0FO
Nikkaji: J977.037B

Properties

Computed structural properties

XLogP: 3.7
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 8
Heavy atoms: 13
Formal charge: 0
Complexity: 132

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Boiling point: 289 ℃ · 289℃
Density: 0.908 · 0.908
Flash point: 154 ℃ · 154℃
storage temp.: Refrigerator
solubility: Chloroform (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly)
form: Oil
pka: 4.82 · 4.82±0.40(Predicted)
color: Clear Colorless to Clear Pale Yellow
InChI: 1S/C11H22O2/c1-3-5-6-7-9-10(8-4-2)11(12)13/h10H,3-9H2,1-2H3,(H,12,13)/t10-/m1/s1
InChIKey: YCYMCMYLORLIJX-SNVBAGLBSA-N
SMILES: OC(=O)[C@@H](CCCCCC)CCC
FDA UNII: 2628 ZD0FO · F2628ZD0FO
UNSPSC Code: 12352200 · 12352200

Safety & regulation

Safety data

wgk: WGK 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

ONO-256 is a neuroprotective because of its actions on glia cells. It has inhibitory effects on the synthesis of a calcium-binding protein S100B. ONO-2506 is undergoing clinical trials for the treatment of patients with stroke and Alzheimer's disease.

Applications · 2 items

DescriptionArundic acid is an inhibitor of astrocyte activation. It reduces increases in brain glial fibrillary acid protein (GFAP) and S100β levels, markers of astrocyte activation, in a rat model of permanent focal ischemia induced by middle cerebral artery occlusion when administered at a dose of 10 mg/kg. Arundic acid (3 and 10 mg/kg) decreases the number of TUNEL-positive neurons, reduces infarct size, and improves motor performance in the rotarod test in the same model. It also reduces descent time and time to turn in a pole test, indicating reversal of motor deficits, in a mouse model of MPTP-induced Parkinson''s disease when administered at a dose of 30 mg/kg.

UsesAn astrocyte modulating agent, in acute ischemic stroke.