12-Hydroxystearic acid
Also known as 12-Hydroxyoctadecanoic acid, DL-12-Hydroxystearic acid, Cerit Fac 3
Key facts
What buyers check first
- Appearance
- Crystals from alcohol
- Melting point
- 82 °C
- Solubility
- Soluble in alcohol, ether, chloroform, insoluble in water
- HS code
- 291819
- Category
- Emulsifiers
What is 12-Hydroxystearic acid?
Plain description, key identifiers and synonyms
12-hydroxyoctadecanoic acid is a hydroxy fatty acid that is stearic acid bearing a hydroxy substituent at position 12. It has a role as a plant metabolite and a bacterial xenobiotic metabolite. It is a hydroxyoctadecanoic acid and a secondary alcohol. It is a conjugate acid of a 12-hydroxyoctadecanoate.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 12-hydroxyoctadecanoic acid
- CAS number
- 106-14-9 CAS number cross-checkedOther or deprecated CAS: 18417-00-0, 36377-33-0, 5762-36-7, 78642-86-1
- EC numbers
- 203-366-1, 227-283-5, 242-295-0, 253-004-1
- Molecular formula
- C18H36O3
- UNII
- 933ANU3H2S
- MDL number
- MFCD00004592
- INCI name
- HYDROXYSTEARIC ACID, POLYHYDROXYSTEARIC ACID
- InChIKey
- ULQISTXYYBZJSJ-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)
- SMILES (canonical and isomeric)
- CCCCCCC(CCCCCCCCCCC(=O)O)O
Synonyms
- 12-Hydroxyoctadecanoic acid
- DL-12-Hydroxystearic acid
- Cerit Fac 3
- Hydrofol acid 200
- Ceroxin GL
- Barolub FTO
- Stearic acid, 12-hydroxy-
- Loxiol G 21
- 12-hydroxy-octadecanoic acid
- CASID HSA
- dl-12-Hydroxyoctadecanoic acid
- KOW
- 4-03-00-00942 (Beilstein Handbook Reference)
- 12-Hydroxystearic acid (usp-rs)
- Hydroxystearic acid
- Octadecanoic acid, 12-hydroxy-
- DL-12-hydroxy stearic acid
- (S)-12-Hydroxyoctadecanoic acid
- 12-hydroxy stearic acid
- 12-Hydroxyoctadecanoicacid
- 12-hydroxy-stearic acid
- 12-HODA
- DL -12-Hydroxyoctadecanoic acid
- (?)-12-Hydroxyoctadecanoic acid
- 12-Hydroxyoctadecanoic acid, 99%
Show all 31 synonymsShow fewer synonyms
- 12-Hydroxystearic acid (Standard)
- 12-Hydroxystearic acid, pract
- 12-Hydroxyoctadecanoic acid homopolymer
- Octadecanoic acid, 12-hydroxy-, (+/-)-
- Octadecanoic acid, 12-hydroxy-, (A+/-)-
- 12-Hydroxystearic acid, United States Pharmacopeia (USP) Reference Standard
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
| Appearance | Crystals from alcoholexp.Measured value |
|---|---|
| Melting point | 82 °Cexp.Measured value |
| Solubility | Soluble in alcohol, ether, chloroform, insoluble in waterexp.Measured value |
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 | 300.48 g/molcalc.Computed value |
|---|---|
| Exact mass | 300.2664 Dacalc.Computed value |
| LogP (octanol/water) | 5.3calc.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 | 16calc.Computed value |
| Heavy atoms | 21calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.94calc.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
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H335May cause respiratory irritation.
- H400Very toxic to aquatic life.
Precautionary statements (18)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P271Use only outdoors or in a well-ventilated area.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
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 aid12-Hydroxystearic acid suppliers
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- Germany, HamburgUnclaimed profile12-Hydroxystearic acidGrade, purity and minimum order on requestPrice on request
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- United StatesUnclaimed profile12-Hydroxystearic acidGrade, purity and minimum order on requestPrice on request
- China, DalianUnclaimed profile12-Hydroxystearic acidGrade, purity and minimum order on requestPrice on request
- JapanUnclaimed profile12-Hydroxystearic acidGrade, purity and minimum order on requestPrice on request
- India, MumbaiUnclaimed profile12-Hydroxystearic acidGrade, purity and minimum order on requestPrice on request
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12-Hydroxystearic acid price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Hydroxystearic acid is used as a surfactant-cleansing agent in cosmetic products.
12-Hydroxystearic acid has been used as a textile lubricant and as a saponifiable base for greases. 12-Hydroxystearic acid-polyethylene glycol block polymers have been approved by FDA for use as surfactants, for dispersions of polyacrylamide retention and draining aids, employed prior to the sheet forming operation in the manufacture of paper and paperboard that come in contact with aqueous and fatty foods.
Lithium greases, chemical intermediates.
Used for skin and hair-cleaning purposes and as emulsifiers in cosmetics.
Industrial uses: Surfactant (surface active agent), Other, Lubricating agent, Intermediate, Emulsifier, Thickening agent.
Consumer uses: Lubricating agent, Heat stabilizer, Viscosity modifiers.
Use classes: Surfactants, Safer Chemical Classes, Cosmetics.
Industries and functions
Cosmetic ingredient, INCI name HYDROXYSTEARIC ACID(cleansing, surfactant - emulsifying, surfactant - cleansing)
Roles
- bacterial metabolite
- bacterial xenobiotic metabolite
- eukaryotic metabolite
- metabolite
- plant metabolite
- prokaryotic metabolite
- xenobiotic metabolite
Functional uses
- Antioxidant
- Cleaning agent
- Corrosion inhibitor
- Emulsifier
- Lubricating agent
- Plasticizer
- Surfactant (surface active agent)
Cosmetic functions
- Cleansing
- Surfactant - cleansing
- Surfactant - emulsifying
How it is made
12-Hydroxystearic acid may be synthesized as follows: 2-hexylcyclododecanone is oxidized with a mixture of peracetic and permaleic acids in methylene chloride to form the lactone of Hydroxystearic acid. Alkaline hydrolysis of the lactone leads to the production of Hydroxystearic acid. Acylcyclododecanones, such as 2-hexylcyclododecanone, can be obtained by the addition of cyclododecanone at the double bond of the respective 1-alkene. This reaction occurs through a radical-chain mechanism, organic peroxides are used as initiators. The catalytic hydrogenation of castor oil to 12-Hydroxystearic acid has also been reported.
It is produced by hydrogenation of ricinoleic acid.
Fractional distillation of hydrolyzed hydrogenated castor oil.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
United States
- Safer Choice ingredient list (USA)
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code 12-Hydroxystearic 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 12-Hydroxystearic acid is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
Stereoisomers and isotopic forms
Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
Same formula isomers
Different compounds that share this molecular formula
Frequently asked questions
Quick answers about 12-Hydroxystearic acid, based on the data on this page
What is 12-Hydroxystearic acid?
What is the CAS number of 12-Hydroxystearic acid?
What is the molecular formula and weight of 12-Hydroxystearic acid?
What is 12-Hydroxystearic acid used for?
Is 12-Hydroxystearic acid hazardous?
What is the HS code of 12-Hydroxystearic acid?
Where can I buy 12-Hydroxystearic acid?
Where can I buy 12-Hydroxystearic acid in India?
What is the price of 12-Hydroxystearic acid?
Guides for buyers
Practical guides that help when you source, ship or handle 12-Hydroxystearic acid
- Article, FormulationHow to choose a cosmetic emulsifierA structured way to choose an emulsifier for creams and lotions: emulsion type, HLB and its limits, emulsifier families, formula fit, stability testing and what to ask suppliers.Read
- 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
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