Basic information
- Standard SMILES
CCCCCCC(O)CCCCCCCCCCC(=O)OC- InChIKey
RVWOWEQKPMPWMQ-UHFFFAOYSA-N- Molecular formula
- C19H38O3
- Average molar mass
- 314.5 g/mol
- Monoisotopic mass
- 314.28209508
Overview
structure
Names & identifiers
- Preferred name
- Methyl 12-hydroxystearate
- IUPAC
- methyl 12-hydroxyoctadecanoate
- English name
- Methyl 12-hydroxystearate
- Molecular formula
- C19H38O3
- Molecular weight
- 314.5
Names & synonyms
Methyl 12-hydroxyoctadecanoate141-23-1METHYL 12-HYDROXYSTEARATEKemester 1288Methyl hydroxystearateOctadecanoic acid, 12-hydroxy-, methyl esterParacin 112-Hydroxystearic acid, methyl esterMethyl-12-hydroxystearateP7UC7KGL82Stearic acid, 12-hydroxy-, methyl esterDTXSID8027086
Show more names
12-HYDROXYSTEARIC ACID METHYL ESTERcenwaxmeNSC 2392kemester1288UNII:P7UC7KGL82methylhydroxystearate(r-(z))-octadecanoicaciMethyl 12-hydroxystearate CRS
Methyl-12-hydroxyoctadecanoateNSC-2392DTXCID507086AEC METHYL HYDROXYSTEARATERefChem:812784DTXCID401776676DTXSID901347937205-471-8
Database identifiers
- CAS
141-23-1- PubChem CID
- 8840
- DTXSID
DTXSID8027086- ChEMBL
CHEMBL2139695- UNII
- P7UC7KGL82
- EC Number
- 205-471-8
- Nikkaji
- J141.036I
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 17
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 241
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Stearates
CosmeticsEmollient; Skin conditioning
pH4
Color/FormWHITE, WAXY SOLID IN FORM OF SHORT FLAT RODS
SolubilityINSOL IN WATER; LIMITED SOLUBILITY IN ORGANIC SOLVENTS
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point48 °C
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
Large Crystals; Other Solid
White solid; [Hawley] White waxy solid in the form of short flat rods; [MSDSonline]
Collision Cross Section194.2 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8027086]
Other Experimental PropertiesSAPONIFICATION VALUE 177; IODINE VALUE 5
Physicochemical properties
- Melting point
- 53.5 °C · 53.5°C
- Boiling point
- 394.16 °C · 394.16°C (rough estimate)
- Density
- 1.0196 · 1.0196 (rough estimate)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.441 · 1.4410 (estimate)
- storage temp.
- 20 °C · −20°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 15.4 · 15.40±0.20(Predicted)
- form
- powder
- color
- White to Off-White
- Water Solubility
- 89.94 μg/L · 89.94μg/L at 25℃
- Cosmetics Ingredients Functions
- SKIN CONDITIONING - EMOLLIENTSKIN CONDITIONING
- InChI
- InChI=1S/C19H38O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)22-2/h18,20H,3-17H2,1-2H3
- InChIKey
- RVWOWEQKPMPWMQ-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)CCCCCCCCCCC(O)CCCCCC
- LogP
- 6.69 at · 6.69 at 25℃
- Indirect Additives used in Food Contact Substances
- 12 · METHYL 12-HYDROXYSTEARATE
- CAS DataBase Reference
- 141 · 141-23-1(CAS DataBase Reference)
- FDA 21 CFR
- 176.18 · 176.180; 176.210
- FDA UNII
- 7 UC7KGL82 · P7UC7KGL82
- EPA Substance Registry System
- 12 · Octadecanoic acid, 12-hydroxy-, methyl ester (141-23-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 2918195000 · 2918195000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazardous Substances Data
- 141 · 141-23-1(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 87.2% (41 of 47) of all reports.
Warning
H319 (12.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Octadecanoic acid, 12-hydroxy-, methyl ester
Octadecanoic acid, 12-hydroxy-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanoic acid, 12-hydroxy-, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 01-03-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/20649
Octadecanoic acid, 12-hydroxy-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards SummarySee STEARATES.
Hazard Classes and CategoriesEye Irrit. 2 (12.8%)
Safety & protection
Threshold Limit Values (TLV)
8 hr Time Weighted Avg (TWA): 10 mg/cu m. /Stearates; does not include stearates of toxic metals/
Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Stearates; does not include stearates of toxic metals/
A4; Not classifiable as a human carcinogen. /Stearates; does not include stearates of toxic metals/
Toxicology
Non-Human Toxicity Excerpts
METHYL 12-HYDROXYSTEARATE INDUCED SARCOMAS IN MICE AT THE SITE OF REPEATED SUBCUTANEOUS INJECTIONS.
ADDITION OF 30 MILLIMICRON MOLAR METHYL 12-HYROXYSTEARATE INTO RAT LIVER MITOCHONDRIAL PREPARATION CAUSED SIGNIFICANT DAMAGE & UNCOUPLING OF THE MITOCHONDRIAL FUNCTION. MITOCHONDRIAL ADENOSINETRIPHOSPHATASE WAS INDUCED.
Evidence for CarcinogenicityA4; Not classifiable as a human carcinogen. /Stearates; does not include stearates of toxic metals/
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2918195000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
- Hazardous Substances Data
- 141-23-1(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
Used in inks, cosmetics, adhesives, and greases; Also used as a defoaming agent for paper and paperboard manufacturing and as a mold-release agent for elastomers; [HSDB]
Pulp and Paper Processing [Category: Industry]
IN ADHESIVES; INKS; COSMETICS; GREASES
COMPONENT OF ADHESIVES FOR USE IN CONTACT WITH FOOD
DEFOAMING AGENT IN MFR OF PAPER & PAPERBOARD
INTERNAL LUBRICANT & MOLD-RELEASE AGENT FOR ELASTOMERS
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
2023: 100,000 - <250,000 lb
(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS
(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS
Industry UsesProcessing aids not otherwise specified
Methods of ManufacturingREACTION OF HYDROGENATED CASTOR OIL WITH METHANOL
Use ClassificationCosmetics -> Emollient; Skin conditioning
General Manufacturing Information
Rubber Product Manufacturing
Octadecanoic acid, 12-hydroxy-, methyl ester: ACTIVE
Applications
DescriptionMethyl 12-hydroxy stearate is won by direct esterfication of 12-Hydroxy stearic acid with methanol. Methyl 12-hydroxy stearate is sold in solid and liquid form. It is used in the continuous grease process. Greases made with Methyl 12-hydroxy stearate can be formulated to higher drop points. Greases experience less bleeding and improved oxidative stability. Methyl 12-hydroxy stearate is also used in textile ancillary, cosmetics and paper industry. appearance white to solid flakes or liquid melting point °C 45 - 53 AOCS Cc 1-25 colour (on 1” Lovibond) max. 3 yellow / max. 1,5 red AOCS 13e-92 acid value mg KOH/g max. 10 AOCS Cd 3d-63 iodine value 9 I2 /100g max. 5 AOCS Cd 1-25 hydroxyl value 160 - 178 AOCS Cd 13-60 saponification value mg KOH/g 170 - 180 AOCS Cd 3-25 water wt % max. 0,5 IS 548 unsaponifiable wt % max. 0,5 IS 548 titre of fatty acids °C 73 - 75 IS 548 Nickel + Iron ppm max. 10 ICP Sodium + Potassium ppm max. 20 ICP Magnesium + Calcium ppm max. 50 ICP
UsesAdhesives, inks, cosmetics greases.
UsesMethyl 12-Hydroxystearate is a fatty acid reagent used in the study of sphingomyelin through site specific deuterium labelling. Also used in the preparation of ricinoleate-based lipoconjugates of phenolic acids for antioxidant and antifubgal properties.
Suppliers50 total
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
湖北鑫杰成化工科技有限公司13554075426 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
Syntechem Co.,Ltd[email protected]
湖北长耀生物科技有限公司17683887209 17683887209 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
广东方信生物科技有限公司0751-2838688 13376594225 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
贵州迪大科技有限责任公司0851-8475-2296 18096062265 · [email protected]
武汉贝乐叶生物医药科技有限公司15871353653 18086118076 · [email protected]
武汉普洛夫生物科技有限公司17612776928 · [email protected]
上海敏寒医药科技有限公司17612188245 · [email protected]
湖北隆信化工实业有限公司15271551270 · [email protected]
武汉翱飞科技有限公司15841022315 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
天津荣燊化工有限公司18317763565; 18317763565 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
成都卡麦尔医药科技有限公司028-67136579 15828051124 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
湖北军瑞生物科技有限公司13971166412 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
泰安嘉岳生物化工有限公司15318151873 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
泰安市江舟生物科技有限公司1385-13854830759 13854830759 · [email protected]
武汉匠信生物科技有限公司19272768272 18007157445 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海西格生物科技有限公司021-57810052 18930344717 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
湖北齐飞医药化工有限公司027-59322506 18071128681 · [email protected]
武汉克米克生物医药技术有限公司027-13163388153 13163388153 · [email protected]
湖北世腾化工科技有限公司19086915685 18971850150 · [email protected]
Related reactions
4 records
Linked notes
Loading…