Name | Abietic acid |
Synonyms | ABIETIC ACID Abietic acid abietic acid, technical abieta-7,13-dien-19-oate Abieticacid,TechnicalGrade abieta-7,13-dien-18-oic acid (9beta)-abieta-7,13-dien-19-oate (5beta)-abieta-7,13-dien-19-oate ABIETIC ACID MELTING POINT 153-167 C (5beta,9beta)-abieta-7,13-dien-19-oate (5xi,9xi)-abieta-7,13-dien-18-oic acid 13-isopropyl-podocarpa-13-dien-15-oicacid 13-isopropylpodocarpa-7,13-dien-15-oicacid (1R,4AR,4BR,10AR)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,4B,5,6,10,10A-DECAHYDRO-PHENANTHRENE-1-CARBOXYLIC ACID |
CAS | 514-10-3 |
EINECS | 208-178-3 |
InChI | InChI=1/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/p-1/t16-,17-,19-,20+/m1/s1 |
Molecular Formula | C20H30O2 |
Molar Mass | 302.45 |
Density | 1.06 |
Melting Point | 139-142 °C (lit.)150-165 °C |
Boling Point | 440℃ |
Specific Rotation(α) | D24 -106° (c = 1 in abs alc) |
Flash Point | 208℃ |
Water Solubility | Soluble in acetone, petroleum ether, diethyl ether and ethanol. Insoluble in water. |
Solubility | Easily soluble in ethanol, ether and other organic solvents. Slightly soluble in hot water, insoluble in cold water. |
Vapor Presure | 5.96E-09mmHg at 25°C |
Appearance | yellowish or yellow-red vitreous |
Color | Yellow-brownish |
Exposure Limit | NIOSH: TWA 0.1 mg/m3 |
Merck | 14,7 |
BRN | 2221451 |
pKa | pK1:7.62 (25°C) |
Storage Condition | 2-8°C |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
Sensitive | Air Sensitive |
Refractive Index | 1.4800 (estimate) |
MDL | MFCD03423567 |
Physical and Chemical Properties | This product is slightly yellow or yellow-red vitreous, softening point 72~74 ℃. Boiling point 300 C (666.6). Relative density (20 degrees C) 1.067. Refractive index 1.545 3 (20 °c), flash point 216 °c, ignition point 480~500 °c. Soluble in ethanol, ether and other organic solvents. Slightly soluble in hot water, insoluble in cold water. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R50 - Very Toxic to aquatic organisms R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
UN IDs | UN 3077 9/PG 3 |
WGK Germany | 3 |
RTECS | TP8580000 |
FLUKA BRAND F CODES | 10-23 |
TSCA | Yes |
HS Code | 29162090 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 ivn-mus: 180 mg/kg |
Reference Show more | 1. Huang Xiaoyan, Li Tingting, Xiao Chunxia, et al. Quality evaluation of Styrax based on HPLC wavelength switching method for determination of seven components and chemometrics [J]. Chinese Journal of Traditional Chinese Medicine, 2019, 26 (14). 2. [IF = 3.738] Selma Houchi et al."Investigation of common chemical components and inhibition on GES-type β-lactamase (GES22)." Microb pathogensis. Jan 126 |
yellowish or yellow-red vitreous, insoluble in water, but soluble in organic solvents, such as acetone, ethyl ether, ethanol, ethyl acetate, turpentine, benzene and xylene. Rosin also has the crystallization characteristics, easy to produce crystallization phenomenon, in acetone and other organic solvents will have a crystallization trend, the crystallization critical temperature of about 100. In addition to its easy oxidation and isomerization reaction, it also has double bond reaction of disproportionation, hydrogenation, addition and polymerization. At the same time also with esterification, alcoholization, salt, decarboxylation, aminolysis and other carboxyl reaction.
The Rosin removed from the pine tree is added into the reactor, heated and melted, and then water vapor is passed through, steam distillation is carried out, and the residual liquid of turpentine is distilled out, and filtered at about 210 ℃, the crystals were cooled to give a finished product. Alternatively, the pine pieces may be crushed, screened, and impregnated with gasoline, and the impregnated liquid may be filtered, decolorized, the solvent recovered, and distilled under reduced pressure to obtain a finished product.
In the process of making paper used as sizing compound, can also be used as pesticide emulsifier, textile sizing agent, lubricant of building materials, plastic, rubber plasticizer, coating drying agent.
warehouse ventilation low temperature drying I and food raw materials separate storage and transportation.
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | rosin acid is a tricyclic diterpenoid oxygenate. English name: Abietic acid rosin acid is soluble in lipids, slightly soluble in water, can react with glucose esterification, and can react with weak alkali saponification. |
pharmacological properties | rosin acid is absorbed through intestinal tract through fat dissolution and emulsification by glucose. rosin acid and lipids entering blood have strong binding ability, decomposing lipids into small units. rosin acid enters human tissues with blood circulation. in body fluids, rosin acid and alkaline substances are saponified to generate rosin sodium and excreted with urine. The effect of rosin acid on lipids makes lipids approximate emulsification, lipid viscosity decreases, and deposited lipids are carried in a free state. The effect of rosin acid on body fluids keeps body fluids in an alkaline state due to the influence of sodium rosin, Increase the degree of emulsification. |
indication | has significant curative effect on cardiovascular and cerebrovascular diseases, hypertension and diseases caused by acidic body fluids, and has obvious health care effect on maintaining alkaline constitution and improving comprehensive ability of body. |
biological activity | Abietic acid is a diterpene compound extracted from Pimenta racemosa var. grissea, which has anti-proliferation, antibacterial and anti-obesity activities. Abietic acid inhibits lipoxygenase activity and is used in the study of allergic diseases. |
Target | Value |
PPARγ () | |
5-lipoxygenase () | 29.5 μM |
use | used as glue for gluing in the papermaking process, and can also be used as pesticide emulsifier, textile sizing agent, lubricant for building materials, plasticizer for plastics and rubber, and drier for coatings. The starting substance for the synthesis of natural products. |
production method | take turpentine from live pine trees with turpentine as raw material, add the turpentine into a reactor, heat and melt, pass through water vapor, carry out steam distillation, evaporate the residual liquid of turpentine, filter at about 210 ℃, and cool and crystallize to obtain the finished product. Pine fragments are used as raw materials to crush, screen, impregnate with gasoline, then filter, decolorize, recover solvent, and distill the finished product under reduced pressure. |
category | pesticide |
acute toxicity | vein-mouse LD50:180 mg/kg |
flammability hazard characteristics | flammability; heating decomposition releases stimulating smoke |
storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
fire extinguishing agent | dry powder, foam, sand |