ChemicalBook > CAS DataBase List > 2-HYDROXYOLEICACID

2-HYDROXYOLEICACID

Product Name
2-HYDROXYOLEICACID
CAS No.
56472-29-8
Chemical Name
2-HYDROXYOLEICACID
Synonyms
2OHOA;Minerval;Acumapimod;-d17 Minerva-d17l;2-HYDROXYOLEICACID;α-Hydroxyoleic Acid;(Rac)-Idroxioleic acid;α-Hydroxyoleic Acid-d17;cis-2-Hydroxy-9-octadecenoic Acid;(Z)-2-Hydroxyoctadec-9-enoic acid
CBNumber
CB21403596
Molecular Formula
C18H34O3
Formula Weight
298.46
MOL File
56472-29-8.mol
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2-HYDROXYOLEICACID Property

Melting point:
47-50oC
storage temp. 
room temp
solubility 
DMSO: >20mg/mL
form 
Solid
color 
white to tan
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0256
Product name
2OHOA
Purity
≥98% (HPLC)
Packaging
5mg
Price
$134
Updated
2025/07/31
Sigma-Aldrich
Product number
SML0256
Product name
2OHOA
Purity
≥98% (HPLC)
Packaging
25mg
Price
$538
Updated
2025/07/31
TRC
Product number
H948765
Product name
2-HydroxyOleicAcid
Packaging
250mg
Price
$1295
Updated
2021/12/16
Usbiological
Product number
014206
Product name
2-Hydroxy Oleic Acid
Packaging
25mg
Price
$446
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0017712
Product name
(9Z)-2-HYDROXY-9-OCTADECENOIC ACID
Purity
95.00%
Packaging
25MG
Price
$315
Updated
2021/12/16
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2-HYDROXYOLEICACID Chemical Properties,Usage,Production

Chemical Properties

Off-White to Pale Beige Solid

Uses

2OHOA has been used as:

  • a modulator of the sphingolipid and glycerophospholipid pathway to study its effects on myelination in mice Charcot–Marie–Tooth type 1A (CMT1A) myelinopathy and myelinating dorsal root ganglia cultures
  • in biophysical studies to study its effects on artificial membranes
  • to study its interactions with major membrane lipid films

Uses

An oleic acid synthetic analog that is an effective non-toxic anticancer drug with a wide spectrum against different types of cancer. An antihypertensive.

Definition

ChEBI: 2-hydroxyoleic acid is a 2-hydroxy fatty acid that is oleic acid which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines. It has a role as an antineoplastic agent, an apoptosis inducer and an antihypertensive agent. It is a 2-hydroxy fatty acid, a long-chain fatty acid and a hydroxy monounsaturated fatty acid. It is functionally related to an oleic acid. It is a conjugate acid of a 2-hydroxyoleate.

Biochem/physiol Actions

2-Hydroxy oleic acid (2OHOA) is a derivative of oleic acid. It plays a role in membrane organization, alterations in?membrane fluidity, an increase of the tendency to form non-lamellar structures, and remodeling of microdomains by interacting with the lipids in membranes of pathological cells.

in vivo

(Rac)-Idroxioleic acid markedly and significantly inhibits tumour growth in nude mice infected with Jurkat cells[1].

Animal Model:6-week-old nude male mice (Jurkat cells xenograft model)[1]
Dosage:600 mg/kg
Administration:Oral administration; daily; for 21 days
Result:Markedly and significantly inhibited tumour growth.

2-HYDROXYOLEICACID Preparation Products And Raw materials

Raw materials

Preparation Products

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56472-29-8, 2-HYDROXYOLEICACIDRelated Search:


  • 2-HYDROXYOLEICACID
  • 2-Hydroxy Oleic Acid (Mixture of Z and E IsoMers)
  • (9Z)-2-Hydroxy-9-octadecenoic Acid
  • (Z)-2-Hydroxyoctadec-9-enoic acid
  • cis-2-Hydroxy-9-octadecenoic Acid
  • Minerval
  • α-Hydroxyoleic Acid
  • (9Z)-2-Hydroxy-9-octadecenoic Acid-d17
  • (Z)-2-Hydroxyoctadec-9-enoic Acid-d17
  • cis-2-Hydroxy-9-octadecenoic Acid-d17
  • -d17 Minerva-d17l
  • α-Hydroxyoleic Acid-d17
  • 2-Hydroxy Oleic Acid-d17 (Mixture of Z and E IsoMers)
  • 2OHOA
  • Acumapimod
  • 9-Octadecenoic acid, 2-hydroxy-, (9Z)-
  • (Rac)-Idroxioleic acid
  • 2-Hydroxy Oleic Acid-d17 (Mixture of Z and E
  • (Rac)-Idroxioleic acid,membrane,Apoptosis,inhibit,plasma,Inhibitor,oleic,acid,(Rac)Idroxioleic acid,(Rac) Idroxioleic acid
  • (Rac)-Idroxioleic acid, 10 mM in DMSO
  • 56472-29-8
  • Apoptosis
  • Fatty Acid Derivatives & Lipids
  • Glycerols
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Protein Kinase Inhibitors and Activators