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Idroxioleic acid

Also known as 2-hydroxyoleic acid, Minerval, (Z)-2-hydroxyoctadec-9-enoic Acid

Idroxioleic acid chemical structure, C18H34O3, CAS 56472-29-8
2D chemical structure

Key facts

What buyers check first

CAS number
56472-29-8
Formula
C18H34O3
Molar mass
298.47 g/mol
EC number
803-722-1
HS code
291819
Category
Lipids and fatty acids

What is Idroxioleic acid?

Plain description, key identifiers and synonyms

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 antihypertensive agent and an apoptosis inducer. It is a 2-hydroxy fatty acid, a hydroxy monounsaturated fatty acid and a long-chain fatty acid. It is functionally related to an oleic acid. It is a conjugate acid of a 2-hydroxyoleate.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(Z)-2-hydroxyoctadec-9-enoic acid
CAS number
56472-29-8 CAS number cross-checked
EC number
803-722-1
Molecular formula
C18H34O3
UNII
OSV3KVO1BT
MDL number
MFCD07778553
InChIKey
JBSOOFITVPOOSY-KTKRTIGZSA-N
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-
Canonical SMILES
CCCCCCCCC=CCCCCCCC(O)C(=O)O
Isomeric SMILES
CCCCCCCC/C=C\CCCCCCC(C(=O)O)O

Synonyms

  • 2-hydroxyoleic acid
  • Minerval
  • (Z)-2-hydroxyoctadec-9-enoic Acid
  • alpha-hydroxyoleic acid
  • 2-OHOA
  • cis-2-Hydroxy-9-octadecenoic Acid
  • 2OHOA
  • 9-Octadecenoic acid, 2-hydroxy-, (9Z)-
  • 2-Hydroxy-9Z-hexadecenoic acid
  • rac-(2R,9Z)-2-Hydroxyoctadec-9-enoic acid
  • 2-OHOA compound
  • LAM 561
  • 2-Hydroxy Oleic Acid
  • (Rac)-Idroxioleic acid
  • (9Z)-2-hydroxyoctadec-9-enoic acid
  • 2-hydroxy-9-cis-octadecenoic acid
  • 2-hydroxy-9Z-octadecenoic acid
  • 2-HydroxyOleicAcid
  • Oxyolsaure
  • Idroxioleic acid (USAN/INN)
  • cis-2-Hydroxy9-octadecenoic acid
  • (Z)-2-Hydroxy-9-octadecenoic Acid
  • 2OHOA, >=98% (HPLC)
  • 9-Octadecenoicacid,2-hydroxy-,(9Z)-
  • 9-Octadecenoic acid, 2-hydroxy-, (Z)-
Show all 26 synonyms
  • (9Z)-2-Hydroxy-9-octadecenoic Acid, 2-Hydroxyoleic acid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
298.47 g/molcalc.
Exact mass
298.2508 Dacalc.
LogP (octanol/water)
5.08calc.
Topological polar surface area
57.53 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
15calc.
Heavy atoms
21calc.
Rings
0calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.83calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS05: Corrosive
Corrosive

Hazard statements

  • H318Causes serious eye damage.
Precautionary statements (4)
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P305 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P317Get medical help.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Idroxioleic acid suppliers

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All 3 suppliers

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Where suppliers are based

3 suppliers in 2 countries

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Idroxioleic acid price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Roles

  • antihypertensive agent
  • antineoplastic agent
  • apoptosis inducer
  • cardiovascular drug
  • pharmaceutical

Pharmacology

Idroxioleic Acid is an orally bioavailable, synthetic analog of the fatty acid oleic acid, with potential antitumor activity. Upon administration,idroxioleic acid activates sphingomyelin synthase (SMS), thereby increasing the concentration of sphingomyelin (SM) and diacylglycerol (DAG) in the tumor cell membrane and decreasing membrane levels of phosphatidylethanolamine (PE) and phosphatidylcholine (PC). This restores the normal, healthy levels and ratios of membrane lipids.

Read more

By restoring normal membrane lipid structure and composition, this agent inhibits membrane-protein associated signaling and the aberrant activity of signaling pathways in certain tumor cells, including the Ras/MAPK and PI3K/AKt pathways. This inhibits tumor cell proliferation, induces tumor cell differentiation, and eventually can cause cell death.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Idroxioleic acid is traded under.

HS 2918.19Indicative HS code

Carboxylic acids with alcohol function but without other oxygen function, their…

World exports in 2024
$1.37B
+0.5% vs 2023, imports $1.18B
2019 to 2024
Top exporters
  1. China23.7%
  2. Italy14.7%
  3. India * partner reported12.0%
Top importers
  1. Germany11.7%
  2. South Korea9.8%
  3. Italy9.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Idroxioleic acid is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Idroxioleic acid, based on the data on this page

What is Idroxioleic acid?

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.

What is the CAS number of Idroxioleic acid?

The CAS registry number of Idroxioleic acid is 56472-29-8.

What is the molecular formula and weight of Idroxioleic acid?

The molecular formula of Idroxioleic acid is C18H34O3 and its molar mass is 298.47 g/mol.

What is Idroxioleic acid used for?

Known uses and roles of Idroxioleic acid include antihypertensive agent, antineoplastic agent, apoptosis inducer, cardiovascular drug and pharmaceutical.

Is Idroxioleic acid hazardous?

Idroxioleic acid carries the GHS signal word "Danger". Main hazards: causes serious eye damage. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Idroxioleic acid?

Idroxioleic acid is usually classified under HS code 291819 (Carboxylic acids with alcohol function but without other oxygen function, their…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Idroxioleic acid?

CompoundList lists 3 suppliers of Idroxioleic acid in United States and China. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Idroxioleic acid?

Suppliers quote Idroxioleic acid on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Idroxioleic acid

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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