Idroxioleic acid
Also known as 2-hydroxyoleic acid, Minerval, (Z)-2-hydroxyoctadec-9-enoic Acid
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 synonymsShow fewer 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.Computed value |
|---|---|
| Exact mass | 298.2508 Dacalc.Computed value |
| LogP (octanol/water) | 5.08calc.Computed value |
| Topological polar surface area | 57.53 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 15calc.Computed value |
| Heavy atoms | 21calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.83calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
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 aidIdroxioleic acid suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, San DiegoUnclaimed profileIdroxioleic acidGrade, purity and minimum order on requestPrice on request
- China, GuangzhouUnclaimed profileIdroxioleic acidGrade, purity and minimum order on requestPrice on request
- United States, HopkintonUnclaimed profileIdroxioleic acidGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
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
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
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.
Carboxylic acids with alcohol function but without other oxygen function, their…
- Germany11.7%
- South Korea9.8%
- Italy9.6%
* Partner reported figures, a lower bound.
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?
What is the CAS number of Idroxioleic acid?
What is the molecular formula and weight of Idroxioleic acid?
What is Idroxioleic acid used for?
Is Idroxioleic acid hazardous?
What is the HS code of Idroxioleic acid?
Where can I buy Idroxioleic acid?
What is the price of Idroxioleic acid?
Guides for buyers
Practical guides that help when you source, ship or handle Idroxioleic acid
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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