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(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate

Abscisic acid

CAS: 14375-45-2

Molecular Formula: C15H20O4

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  5. (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Names and Identifiers

Name Abscisic acid
Synonyms ABA
S-ABA
Abscisic acid
DL-Abscisic acid
(±)-Abscisic acid
(±)-cis,trans-ABA
ABSCISIC ACID extrapure
Abscisic Acid (synthetic)
2-CIS,4-TRANS-ABSCISIC ACID
(±)-cis-2,trans-4-Abscisic acid
(±)-cis,trans-ABSCISIC ACID (ABA)
(2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-en-1-yl)-3-methyl-penta-2,4-dienoic acid
(2-cis,4-trans)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl) -3-methyl-2,4-pentadienoic acid
ABA, Dormin, (2Z,4E)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid
(±)-Abscisic acid, ABA, Dormin, (2Z,4E)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid
CAS 14375-45-2
InChI InChI=1/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/p-1/b6-5+,10-7-/t15-/m1/s1

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Physico-chemical Properties

Molecular FormulaC15H20O4
Molar Mass264.32
Density1.193±0.06 g/cm3(Predicted)
Melting Point186-188 °C (lit.)
Boling Point458.7±45.0 °C(Predicted)
Flash Point120°C
Solubility Soluble in sodium bicarbonate solution, chloroform, acetone, ether and ethyl acetate, slightly soluble in water benzene and petroleum ether
Vapor Presure2.41E-10mmHg at 25°C
AppearanceWhite to grayish-yellow powder
Merck14,11
BRN4142666
pKa4.87±0.33(Predicted)
Storage Condition2-8°C
SensitiveLight Sensitive
MDLMFCD00075619
Physical and Chemical PropertiesMelting point 183-186°C
sublimation point 120°C

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
WGK Germany3
FLUKA BRAND F CODES8-10
HS Code29189900

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Reference

Reference
Show more
1.] Du Yanxiu, Lu Qiaolian, Zhang Jing, et al. Effects of Exogenous Hormones on Grain Enrichment and Quality of Rice [J]. Henan Agricultural Sciences, 2010, 39(012):22-25.
2. Zhou Ying, Wu Yuxiang, Li Yongxia, et al. Study on Determination of Endogenous Hormones in Blueberry Leaves by High Performance Liquid Chromatography [J]. China Fruit Tree, 2018, No.191(03):94-97 100.
3. Fan Jiahui, Yue Jinping, Yang Yunge, et al. Rapid Identification of Single Flower Honey by Non-sugar Substance [J]. Modern Food Science and Technology, 2020, v.36;No.246(02):119 269-276.
4. He Xueqing Shaya Hailati Zhang Yifan et al. Effects of Different Exogenous Plant Growth Substances on Seed Germination Characteristics of switchgrass [J]. Journal of Grassland 2018(3):684-690.
5. Wang Zhaolong Wang Yiju Yu Qiang et al. Effects of Different Pollination Measures on Fruit Quality and Endogenous Hormones of Three-season Pear [J]. Shanxi Fruit Tree 2019 189(03):1-4.
6. Gong Dingfang, Zhao Pingping, Hu Yi, Sun Jie. Exogenous 8 ′-alkynyl abscisic acid enhances the absorption of heavy metals by Sedum sanguinis [J]. Journal of Environmental Science, 2020,40(12):4540-4547.
7. Wang Jin, Dai Lin, Wang Anqi, Lu Yaping. Determination of 10 Plant Endogenous Hormones by Ultra Performance Liquid Chromatography-High Resolution Mass Spectrometry [J]. Journal of Analytical Science, 2021,37(01):81-87.
8. Wang Jin, Dai Lin, Wang Anqi, Lu Yaping. Determination of 10 Plant Endogenous Hormones by Ultra Performance Liquid Chromatography-High Resolution Mass Spectrometry [J]. Journal of Analytical Science, 2021,37(01):81-87.
9. Zhang Dan, Sun Ping, Chen Sijin, Xinghua, Rui Shili, Niu Zaoxia, Li Mengfei. Simultaneous Determination of Six Plant Hormones by Liquid Chromatography-Tandem Mass Spectrometry [J]. Journal of Gansu Agricultural University, 2020,55(04):98-103.
10. [IF = 4.729] Chao Gu et al."Spatio-temporally expressed sorbitol transporters cooperatively regulate sorbitol accumulation in pear fruit." Plant Sci. 2021 Feb;303:110787
11. [IF = 4.411] Jian-Hui Ye et al."Effects of Light Intensity and Spectral Composition on the Transcriptome Profiles of Leaves in Shade Grown Tea Plants (Camellia sinensis L.) and Regulatory Network of Flavonoid Biosynthesis." Molecules. 2021 Jan;26(19):5836
12. [IF = 4.215] Ahmad Husain et al."Impact of water deficit on the development and senescence of tomato roads grow under various soil textures of Shaanxi, China." Bmc Plant Biol. 2021 Dec;21(1):1-16
13. [IF = 8.34] Li Ying et al."Transcriptome and miRNAome analysis reveals components regulating issue differentiation of bamboo shoes." Plant Physiol. 2022 Mar;188(4):2182-2198
14. [IF = 4.169] Amin Bakht et al."Biochemical and Physiological Responses of Cucumis sativus Cultivars to Different Combinations of Low-Temperature and High Humidity." J Plant Growth Regul. 2022 Jan;:1-17
15. [IF = 4.215] Ali Muhammad et al."Induce defense response of DADS in eggplants during the biotrophic phase of Verticillium dahliae." Bmc Plant Biol. 2022 Dec;22(1):1-15

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Nature

Open Data Verified Data
  • The original drug is a white or yellowish crystal with a melting point of 160-163 °c. Water solubility (20 deg C):1~3G/L, slowly dissolved. Good stability, placed at room temperature for 2 years, the active ingredient content is basically unchanged. Sensitive to light, is a strong light decomposition compounds.
  • formulation 0.1% S-elicitor aqueous solution.
Last Update：2024-01-02 23:10:35

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Preparation Method

Open Data Verified Data

exists in cotton boll, Maple Leaf, pea immature seeds, potato tubers, cabbage heart and birch leaves and other plants. Can be produced by microbial fermentation.

Last Update：2022-01-01 11:19:08

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Use

Open Data Verified Data

hormone-based plant growth regulators can inhibit plant growth, that is, they have the effects of forming a layer, inducing dormancy, and inhibiting elongation. For example, it can promote petiole and fruit to form a layer of separation, early fall, fruit; It can extend the dormant period of radish; Long sunshine growth of the maple leaf, after abscisic acid treatment, the stem stop growing, from the efficacy of short-day treatment. S_induced resistance agent spray has the effect of regulating the growth and increasing yield of tobacco and tomato.

Last Update：2022-01-01 11:19:09

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Safety

Open Data Verified Data

for human and animal safety. Rat acute oral LD50>2500mg/kg, acute percutaneous LD50>2000mg/kg.

Last Update：2022-01-01 11:19:09

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate - Introduction

Abscitic acid, chemical formula C6H8O7, is an organic acid, one of the common tricarboxylic acids. It has the following properties:

1. Physical properties: abscitic acid is a colorless crystalline solid with a strong acidic taste.

2. Chemical properties: abscitic acid has good solubility, soluble in water, ethanol and ether and other common solvents. It exhibits an acidic reaction in water and can react with a base to form the corresponding salt.

3. Chemical reaction: abscitic acid can be oxidized by oxidant to generate carbon dioxide and water, and release heat.

Absciic acid has a wide range of uses:

1. Food industry: abscitic acid is a common food sour flavoring agent, which is widely used in the acidification of beverages, fruit juices, candies, dairy products and other foods.

2. Pharmaceutical Industry: abscitic acid can be used to prepare biochemical experimental reagents, such as buffer, chelating agent, etc.

3. Cosmetics industry: abscitic acid can be used as a cosmetic antioxidant in beauty products to enhance the stability of the product.

abscitic acid preparation method mainly has the following:

1. Fermentation method: the use of microorganisms (such as Aspergillus) in the presence of sugar substances, through the method of fermentation to produce absciic acid.

2. Chemical synthesis method: abscitic acid is obtained by chemical synthesis. A common method is synthesis by reaction of isovaleric acid and pyrrolidinone.

When using abscitic acid, there are some security information to note:

1. acid: abscitic acid has strong acid, should avoid contact with skin, eyes and respiratory tract. Appropriate personal protective equipment, such as gloves, goggles and masks, should be worn during operation.

2. Fire Source: abscitic acid can decompose at high temperature to produce toxic gas. Therefore, avoid contact with open flames or fire sources during use.

3. Storage: abscitic acid should be stored in a dry, cool, well-ventilated place, away from fire and flammable materials.
Last Update：2024-04-09 21:22:08
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
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View History
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
2-CARBOXYCINNAMIC ACID
伽玛谷维素
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