12-hydroxyoctadecanoic acid

Names

[ CAS No. ]:
106-14-9

[ Name ]:
12-hydroxyoctadecanoic acid

[Synonym ]:
MFCD00004592
DL-12-hydroxystearic acid
Octadecanoic acid, 12-hydroxy-
EINECS 203-366-1
UNII:933ANU3H2S
12-Hydroxyoctadecanoic acid
DL-12-hydroxy stearic acid
12-Hydroxystearic acid

Biological Activity

[Description]:

12-Hydroxystearic acid is a structurally simple and cost-effective low molecular weight organogelator, and its metal salts and derivatives find roles in many important applications[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

12-Hydroxystearic acid (12HSA) and its derivatives have been studied in great detail due to it is effectiveness as a gelator and utility in lubricants[1].

[References]

[1]. Gordon R, et al. Aggregation of 12-Hydroxystearic Acid and Its Lithium Salt in Hexane: Molecular Dynamics Simulations. J Phys Chem B. 2016;120(29):7164-7173.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
436.3±18.0 °C at 760 mmHg

[ Melting Point ]:
80-81ºC

[ Molecular Formula ]:
C₁₈H₃₆O₃

[ Molecular Weight ]:
300.477

[ Flash Point ]:
231.8±17.7 °C

[ Exact Mass ]:
300.266449

[ PSA ]:
57.53000

[ LogP ]:
6.03

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.468

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WI3850000

CHEMICAL NAME :: Stearic acid, 12-hydroxy-

CAS REGISTRY NUMBER :: 106-14-9

BEILSTEIN REFERENCE NO. :: 1726730

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C18-H36-O3

MOLECULAR WEIGHT :: 300.54

WISWESSER LINE NOTATION :: QV10YQ6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 160 mg/kg/40W-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Tumorigenic - tumors at site of application

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 700 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 122,87,1983 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1187 No. of Facilities: 5682 (estimated) No. of Industries: 85 No. of Occupations: 50 No. of Employees: 71848 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1187 No. of Facilities: 5607 (estimated) No. of Industries: 44 No. of Occupations: 38 No. of Employees: 52609 (estimated) No. of Female Employees: 4374 (estimated)

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
WI3850000

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918199090

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Novel semisolid SNEDDS based on PEG-30-di-(polyhydroxystearate): Progesterone incorporation and in vitro digestion.

Int. J. Pharm. 486 , 77-87, (2015)

The aim of this work is to study the digestibility of PEG-30-di-(polyhydroxystearate) (Cithrol(®) DPHS) and its semisolid novel self-nanoemulsifying drug delivery systems (SNEDDS). Furthermore, the SN...

Development of multifunctional lipid nanocapsules for the co-delivery of paclitaxel and CpG-ODN in the treatment of glioblastoma.

Int. J. Pharm. 495 , 972-80, (2015)

In this work, multifunctional lipid nanocapsules (M-LNC) were designed to combine the activity of the cytotoxic drug paclitaxel (PTX) with the immunostimulant CpG. This nanosystem, consisting of modif...

Core-shell structured gel-nanocarriers for sustained drug release and enhanced antitumor effect.

Int. J. Pharm. 484(1-2) , 163-71, (2015)

The present paper attempted to develop temperature-sensitive and core-shell structured gel-nanocarriers (gel-NCs) for paclitaxel (PTX) with 12-hydroxystearic acid (12-HSA) as an organic gelator, which...