(+/-)-Jasmonic acid | 77026-92-7

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪酸
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-Jasmonic acid
• 英文别名: 2-[3-oxo-2-[(E)-pent-2-enyl]cyclopentyl]acetic acid
• CAS: 77026-92-7
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: ZNJFBWYDHIGLCU-ONEGZZNKSA-N

物化性质

• 沸点：
  160C
• 密度：
  1.07
• 溶解度：
  DMF：>25 mg/ml（来自葫芦酸）； DMSO：>16 mg/ml（来自葫芦酸）；乙醇：>30 mg/ml（来自葫芦酸）； PBS pH 7.2：>3 mg/ml（来自葫芦酸）
• 稳定性/保质期：

  远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3

SDS

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Section I.Chemical Product and Company Identification
Chemical Name (+/-)-Jasmonic Acid
Portland OR
Synonym 3-(Carboxymethyl)-2-(2-pentenyl)cyclopentanone;
3-Oxo-2-(2-pentenyl)cyclopentaneacetic Acid
C12H18O3
Chemical Formula
CAS Number 77026-92-7

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Section II. Composition and Information on Ingredients
Toxicology Data
Chemical Name CAS Number Percent (%) TLV/PEL
(+/-)-Jasmonic Acid 77026-92-7 Min. 98.0 (T) Not available. Not available.

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Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.
Chronic Health Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
Eye Contact
minutes. Get medical attention.
In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
Skin Contact
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
Inhalation
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic
material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Not available.
May be combustible at high temperature. Auto-Ignition
Flammability
Flash Points Flammable Limits Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO2).
Fire Hazards
Not available.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
(+/-)-Jasmonic Acid

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Section VI. Accidental Release Measures
Spill Cleanup Absorb with an inert material and put the spilled material in an appropriate waste disposal. Finish cleaning the spill by rinsing
any contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
Instructions
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the container and store in a dry, cool
place. Avoid excessive heat and light. Do not breathe gas/fumes/ vapor/spray.
Information

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Section VIII. Exposure Controls/Personal Protection
Provide exhaust ventilation or other engineering controls to keep the airborne concentrations of vapors below their respective
Engineering Controls
threshold limit value. Ensure that eyewash station and safety shower is proximal to the work-station location.
Splash goggles. Lab coat. Vapor respirator. Boots. Gloves. Suggested protective clothing might not be sufficient; consult a
Personal Protection
specialist BEFORE handling this product. Be sure to use a MSHA/NIOSH approved respirator or equivalent.
Not available.
Exposure Limits

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Section IX. Physical and Chemical Properties
Physical state @ 20°C Liquid. (Clear, yellow) Solubility
Not available.
1.07 (water=1)
Specific Gravity
Molecular Weight 210.27 Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not available.
Not available. Not available.
Melting Point Vapor Density
Refractive Index 1.4860 - 1.4900 Volatility Not available.
Not available. Not available.
Critical Temperature Odor
Not available. Not available.
Viscosity Taste

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Section X. Stability and Reactivity Data

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Stability
Conditions of Instability Avoid excessive heat and light.
Incompatibilities
Reactive with strong oxidizing agents.

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Section XI. Toxicological Information
Not available.
RTECS Number
Eye Contact. Ingestion. Inhalation.
Routes of Exposure
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Toxic Effects
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.
Continued on Next Page
(+/-)-Jasmonic Acid

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Section XIII. Disposal Considerations
Waste Disposal Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state and local regulations when disposing of the substance.

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Section XIV. Transport Information
Not a DOT controlled material (United States).
DOT Classification
PIN Number Not applicable.
Proper Shipping Name Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

概述

茉莉酸是一种属于脂肪酸衍生物的植物激素，广泛存在于所有高等植物中。它在植物的花、茎、叶、根等组织与器官中普遍存在，在植物生长发育过程中发挥着重要作用，具备抑制生长和萌发、促进衰老以及提高抗性的生理作用。同时，作为第二信号分子，茉莉酸能在植物受到生物或非生物伤害时诱导激活植物体内的防御基因，增强植物对外界伤害的抵御能力。

应用

茉莉酸及其甲酯具有清淡而优雅的香味，常被用作许多香花精油的主要香气成分，并广泛应用于香料制造业。在农业生产中，茉莉酸类物质能显著促进不育植物开花，并提高植物的抗旱性。此外，这类物质还能诱导植物产生有毒物质、害虫蛋白抑制剂等，从而达到抗虫害的效果，在农业生产中可部分替代杀虫剂。

生物活性

(±)-Jasmonic acid 是一种植物生长调节剂，同时也是α-亚麻酸的衍生物。研究发现，它能降低绿色和黄化大麦叶段中的叶绿素水平，并抑制水稻幼苗的伸长。

文献信息

• [EN] PRO-PERFUME COMPOSITIONS<br/>[FR] COMPOSITIONS DE PROPARFUM
  申请人：FIRMENICH & CIE

  公开号：WO2021123144A1

  公开（公告）日：2021-06-24

  The present invention relates to a perfuming composition comprising at least two properfume compounds selected from the group consisting of a pro-perfume compound releasing a perfume compound upon exposure to light, a pro-perfume compound releasing a perfume compound upon exposure to air/oxygen, a pro-perfume compound releasing a perfume compound upon exposure to heat, a pro-perfume compound releasing a perfume compound upon exposure to moisture and a pro-perfume compound releasing a perfume compound upon exposure to enzymes. The present invention further concerns a perfumed consumer product comprising the inventive perfuming composition, as well as the use of the inventive perfuming composition for improving, enhancing, conferring and/or modifying the fragrance impression and/or fragrance intensity of a consumer product.

  本发明涉及一种香水组合物，包括至少两种从以下组成的适当香气化合物中选择的香气化合物：一种在光照下释放香水化合物的前香水化合物，一种在空气/氧气暴露下释放香水化合物的前香水化合物，一种在热暴露下释放香水化合物的前香水化合物，一种在湿气暴露下释放香水化合物的前香水化合物以及一种在酶暴露下释放香水化合物的前香水化合物。本发明进一步涉及一种含有创新香水组合物的香水消费产品，以及使用创新香水组合物来改善、增强、赋予和/或修改消费产品的香气印象和/或香气强度。
• [EN] IONIZABLE LIPIDS FOR NUCLEIC ACID DELIVERY<br/>[FR] LIPIDES IONISABLES POUR ADMINISTRATION D'ACIDES NUCLÉIQUES
  申请人：PREC NANOSYSTEMS INC

  公开号：WO2020252589A1

  公开（公告）日：2020-12-24

  The present document describes compounds, or pharmaceutically acceptable salt thereof, of a core formula (I) where R1 features an amine group, particularly useful in the formulation of lipid particles including nucleic acid therapeutic agents, or proteins, or both, and for delivery of nucleic acid and protein therapeutics to cells in vivo or ex vivo, including anticancer and vaccine applications.

  本文件描述了核心公式（I）的化合物或其药用可接受的盐，其中R1特征为胺基，特别适用于制备包括核酸治疗剂或蛋白质在内的脂质颗粒，并用于将核酸和蛋白质治疗剂递送到体内或体外的细胞中，包括抗癌和疫苗应用。
• [EN] METHODS FOR PREPARATION OF JASMONATE COMPOUNDS<br/>[FR] PROCÉDÉS DE PRÉPARATION DE COMPOSÉS DE JASMONATE
  申请人：VIDAC PHARMA LTD

  公开号：WO2019135243A1

  公开（公告）日：2019-07-11

  This invention relates to methods for preparation of jasmonate compounds via a salt of jasmonic acid.

  这项发明涉及通过茉莉酸盐制备茉莉酸酯化合物的方法。
• CHEMICAL DERIVATIVES OF JASMONATE, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：RAMOT AT TEL-AVIV UNIVERSITY LTD.

  公开号：US20130203689A1

  公开（公告）日：2013-08-08

  The present invention relates to novel jasmonate derivatives, methods for their preparation, pharmaceutical compositions including such compounds, and methods of using these compounds and compositions, especially as chemotherapeutic agents for prevention and treatment of cancers.

  本发明涉及新颖的茉莉酸衍生物，其制备方法，包括这些化合物的药物组合物，以及使用这些化合物和组合物的方法，特别是作为预防和治疗癌症的化疗药物。
• Compositions comprising cyclopentane derivatives and their use
  申请人：——

  公开号：US20030224024A1

  公开（公告）日：2003-12-04

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: 1 in which: —R 1 is a radical chosen from —COOR′, —CONR′R″, —CH 2 OR′, —COR′, —CH 2 R′, —SO 2 OR′, —PO 3 R′R″ and —NHR′, wherein R′ and R,″ which may be identical or different, are chosen from a hydrogen atom and saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon-atoms, which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen atoms, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms; —R 2 is a radical chosen from linear, branched and cyclic hydrocarbon radicals comprising at least one unsaturation and comprising from 2 to 18 carbon atoms, which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen atoms, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms as well as the use of these compounds, for example, to promote skin desquamation, to stimulate epidermal renewal and/or to combat the signs of skin ageing.

  化妆品或制药组合物包括式(I)化合物及其相应的盐：1其中：- R1是从-COOR'，-CONR'R"，-CH2OR'，-COR'，-CH2R'，-SO2OR'，-PO3R'R"和-NHR'中选择的基团，其中R'和R"（可能相同或不同）是从氢原子和饱和和不饱和的，线性，分支和环烃基中选择，包括1至18个碳原子，可以选择地由1至5个相同或不同的实体取代，所述实体选择自-OR'"，-OCOR'"，-SR'"，-SCOR'"，NR'"R""，-NHCOR'"，卤素原子，-CN，-COOR'"和-COR'"，其中R'"和R""（可能相同或不同）是从氢原子，芳基基团和饱和和不饱和的，线性和分支烃基中选择，包括1至4个碳原子；- R2是从至少具有一种不饱和度的线性，分支和环烃基中选择，包括2至18个碳原子，可以选择地由1至5个相同或不同的实体取代，所述实体选择自-OR'"，-OCOR'"，-SR'"，-SCOR'"，NR'"R""，-NHCOR'"，卤素原子，-CN，-COOR'"和-COR'"，其中R'"和R""（可能相同或不同）是从氢原子，芳基基团和饱和和不饱和的，线性和分支烃基中选择，包括1至4个碳原子，以及这些化合物的用途，例如促进皮肤脱屑，刺激表皮更新和/或对抗皮肤老化的迹象。