Abietic acid
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Abietic acid
structure -
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CAS No:
514-10-3
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Formula:
C20H30O2
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Chemical Name:
Abietic acid
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Synonyms:
1-Phenanthrenecarboxylic acid,1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-,(1R,4aR,4bR,10aR)-;Podocarpa-7,13-dien-15-oic acid,13-isopropyl-;1-Phenanthrenecarboxylic acid,1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-,[1R-(1α,4aβ,4bα,10aα)]-;Abietic acid,(-)-;(1R,4aR,4bR,10aR)-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid;Sylvic acid;Abietic acid;(-)-Abietic acid;7,13-Abietadien-18-oic acid;l-Abietic acid;NSC 25149;Odomit B 10;ZAO;ZAO (natural product);Abieta-7,13-diene-18-oic acid;72452-62-1
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CAS No:
Description
Abietic Acid, also known as Abietic Acid or lignin acid, is a diterpenoid compound mainly derived from racemose capsicum. This compound has attracted much attention due to its unique anti-proliferation, antibacterial and anti-obesity properties. Abietic Acid has a wide range of potential applications in the medical field, especially in the treatment of allergies, where it can inhibit the activity of lipoxygenase, thereby exerting its therapeutic effect. Abietic Acid is found in a wide variety of trees, especially pine and resin. It is the main component of resinous acid and one of the main irritants in pine and resin. Abietic Acid can be separated from the rosin through an isomerization process. Rosin is the solid part of conifer oil resin, and Abietic Acid is the most abundant of several closely related organic acids that make up rosin. The esters or salts of Abietic Acid are called benzoates, and these compounds also have important applications in the chemical industry. Abietic Acid usually appears as a pale yellow resin powder with a distinctive odor. Its physical form can be liquid, dry powder, particles or large crystals and other forms. Light yellow to amber colored fragments or powders are a common appearance of Abietic Acid, and these forms have different use values in different applications. Abietic acid, another abietane diterpenoid, is formed by the substitution of abiet-7, 13-diene with a carboxyl group at position 18. Abietic acid plays an important role in plant metabolism and is a bioactive compound. It is not only a abietane diterpene, but also a monocarboxylic acid. Abietic acid, as the conjugated acid of pinic acid ester, also has certain application value in chemical reaction.
Abietic acid Basic Attributes
302.45
302.45
2221451
208-178-3
V3DHX33184
0358
154789|25149
DTXSID7022047|DTXSID7027702|DTXSID3041796|DTXSID20275874|DTXSID9047831
2916209090
Characteristics
37.30000
6.51
Yellow-brownish Crystals and Chunks
1.1±0.1 g/cm3
173.5 °C
315-385 °C
208℃
1.542
soluble in acetone, petroleum ether, diethyl ether and ethanol. Insoluble in water.
2-8°C
Intravenous-mouse LD50: 180 mg/kg
Flammable; decomposes by heating to release irritating smoke
D24 -106° (c = 1 in abs alc)
No rapid reaction with air. No rapid reaction with water.
Acids, Carboxylic
ABIETIC ACID reacts exothermically with bases, both organic (for example, the amines) and inorganic. Can react with active metals to form gaseous hydrogen and a metal salt. Such reactions are slow if the solid acid remains dry. Can react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slow for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Safety Information
9
UN 3077 9/PG 3
3
36/37/38-50-50/53
26-36
TP8580000
Xi,N
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
Stable. Combustible. Incompatible with strong oxidizing agents.
P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
H317
UN 3077
Combustible. (NTP, 1992)|Combustible.
|Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 3055 companies from 14 notifications to the ECHA C&L Inventory.|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|Danger|P261, P264, P271, P272, P280, P285, P302+P352, P304+P312, P304+P340, P304+P341, P305+P351+P338, P312, P321, P333+P313, P337+P313, P342+P311, P363, and P501|H313: May be harmful in contact with skin [Acute toxicity, dermal]|P261, P264, P271, P272, P280, P285, P302+P352, P304+P312, P304+P340, P304+P341, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P342+P311, P363, and P501
A fire in your laboratory involving this chemical should be extinguished with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)|Use water spray, powder.
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. RECOMMENDED GLOVE MATERIALS: Permeation data indicate that butyl rubber gloves may provide protection to contact with this compound. Butyl rubber over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)
Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.
Store in covered containers. Separated from strong oxidants.
A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered or as fumes.
Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
NO open flames.
PREVENT DISPERSION OF DUST! AVOID ALL CONTACT!
Use local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles.
Drug Information
Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. (See all compounds classified as Fibrinolytic Agents.)|Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY. (See all compounds classified as Free Radical Scavengers.)
ACUTE/CHRONIC HAZARDS: Slight fire hazard, slight explosive hazard as dust. Low toxicity. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
abietic acid
The substance can be absorbed into the body by inhalation of fume.
Wheezing.
Abietic acid Use and Manufacturing
Taking pine resin as raw material from live pine trees, pine resin was added to the reactor, heated and melted, steamed, steam distilled, the residual liquid of turpentine was distilled, filtered at about 210 ℃, cooled and crystallized to obtain the finished product. The pine wood chips are crushed and selected by using pine wood chips as raw materials, and then impregnated with gasoline, then the impregnating liquid is filtered, decolorized, the solvent is recovered, and the product is distilled under reduced pressure.
Abietic Acid is the primary component of resin acid found commonly in rosin. Abietic Acid exhibited potent testosterone 5α-reductase inhibitory activity in vitro.Used as a sizing material in the papermaking process, it can also be used as a pesticide emulsifier, a textile sizing agent, a lubricant for building materials, a plasticizer for plastics and rubber, and a drier for coatings. The starting material for the synthesis of natural products.
500,000,000 - 750,000,000 lb
Synthetic dye and pigment manufacturing|1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-: ACTIVE|Adhesive manufacturing|Rosin: ACTIVE|1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, copper salt (1:?), (1R,4aR,4bR,10aR)-: INACTIVE
Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]|Cosmetics -> Emulsion stabilizing; Film forming
Computed Properties
Molecular Weight:302.5
XLogP3:4.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:302.224580195
Monoisotopic Mass:302.224580195
Topological Polar Surface Area:37.3
Heavy Atom Count:22
Complexity:542
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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