5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
[S-(Z,E)]-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
CAS: 21293-29-8
Molecular Formula: C15H20O4
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Names and Identifiers
| Name | [S-(Z,E)]-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid |
| Synonyms | ABA S-ABA S-(+)-ABA 21293-29-8 (+)-Abscisic acid (S)-(+)-Abscisic Acid (S)-(+)-ABSCISIC ACID 5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 2,4-pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl- [S]-5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID [S-(Z,E)]-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-dienoic acid ABA, Dormin, (S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid |
| CAS | 21293-29-8 |
| EINECS | 244-319-5 |
| 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)/b6-5+,10-7-/t15-/m1/s1 |
| InChIKey | JLIDBLDQVAYHNE-WEYXYWBQSA-N |
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Physico-chemical Properties
| Molecular Formula | C15H20O4 |
| Molar Mass | 264.32 |
| Density | 1.0583 (rough estimate) |
| Melting Point | 188 °C |
| Boling Point | 327.55°C (rough estimate) |
| Specific Rotation(α) | D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4) |
| Flash Point | 245.4°C |
| Solubility | Soluble in sodium bicarbonate aqueous solution, chloroform, acetone, ethyl acetate and ether, slightly soluble in benzene and water |
| Vapor Presure | 2.41E-10mmHg at 25°C |
| Appearance | White or yellowish crystalline powder |
| Color | White to Pale Yellow |
| Merck | 14,11 |
| BRN | 2698956 |
| pKa | 4.87±0.33(Predicted) |
| Storage Condition | 2-8°C |
| Sensitive | Sensitive to light |
| Refractive Index | 410 ° (C=0.2, EtOH) |
| MDL | MFCD00066545 |
| Use | This product is for scientific research only and shall not be used for other purposes. |
| In vitro study | In Arabidopsis cell cultures, Abscisic acid ((S)-(+)-Abscisic acid; 10 μM) simultaneously induces rapid alkalinization of the medium and plasma membrane depolarization. Abscisic acid (10 μM) increases Ca 2+ in cytosol of Arabidopsis cell suspension. Abscisic acid does not inhibit proton pumping directly but through an increase in cytosolic Ca 2+ . Lanthionine synthetase C-like 2 (LANCL2) is the natural receptor for Abscisic acid. Abscisic acid, both at the organism levels and in specific muscle cells ex vivo, increases both glucose and fatty acid metabolism in the mitochondria, increases glycogen synthesis, activates PI3K independently of insulin and promotes GLUT4 translocation to the cell membrane. |
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | RZ2475100 |
| FLUKA BRAND F CODES | 8 |
| HS Code | 29189900 |
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Reference
| Reference Show more | 1. Wei, Shi Lihua, Wang Chunhong, Qu Tao, Li Heng, Yang Changjun, Wu Di, Wang Tong, Fan Xiushuang, Yin Jianyuan. Determination of Gibberellin in Pine Pollen by Ultra Performance Liquid Chromatography-Tandem Mass Spectrometry [J]. Specialty Research, 2017,39(03):28-32. 2. 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. 3. 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 Sciences, 2021,37(01):81-87. 4. Yao, Yaming, et al. "Effect of 2, 4-epibrassinolide treatment on the postharvest quality and physiological metabolism of fresh daylily flower buds during storage." Scientia Horticulturae 226 (2017): 110-116.https://doi.org/10.1016/j.scienta. 2017.08.039 5. [IF=5.537] Hui Liu et al."Mechanism of early germination inhibition of fresh walnuts (Juglans regia) with gamma radiation uncovered by transcriptomic profiling of embryos during storage."Postharvest Biol Tec. 2021 Feb;172:111380 6. [IF=4.215] Ahmad Husain et al."Impact of water deficit on the development and senescence of tomato roots grown under various soil textures of Shaanxi, China."Bmc Plant Biol. 2021 Dec;21(1):1-16 |
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Introduction
Natural abscisic acid (( )-AbsClsic aCld, S-ABA) is a plant natural growth regulator with sesquiterpene carboxylic acid structure, and is the "anti-immune factor" of plants ". In 1963, Addicott and others in the United States purified a substance from cotton bolls that can significantly promote petiole shedding of cotton seedling explants, called shedding element II.
Last Update：2022-10-16 17:14:56
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Abscisic Acid (Dormin, Abscisin II) is a plant hormone that participates in many plant development processes, regulates ion balance and metabolism, and inhibits plant germination and seedling growth. |
| Animal Model: | Diet-induced obesity (DIO) mice at 4 weeks of age |
| Dosage: | 0.125 µg/kg |
| Administration: | Orally; daily; for 12 weeks |
| Result: | Improved glycemic control in a diet-induced model of obesity |
| Uses | Abscisic acid can stimulate the production of ethylene and promote fruit ripening. It inhibits the synthesis of DNA and protein. The physiological functions of abscisic acid are as follows: 1. Inhibit and promote growth. External application of abscisic acid concentration inhibits the growth of stems, hypocotyls, roots, coleoptiles or leaves. When the concentration is low, it promotes the rooting and hypocotyl elongation of isolated cucumber cotyledons, accelerates the reproduction of duckweed, and stimulates the development of parthenocarpy seeds. 2. Maintain bud and seed dormancy. Dormancy is related to the balance of gibberellin and abscisic acid in vivo. 3. Promote the shedding of fruits and leaves. 4. Promote stomatal closure. Abscisic acid can quickly close the stomata and is non-toxic to plants. It is a good anti-transpiration agent. A biological test method to test the concentration of abscisic acid is to float the outer leaf epidermis on the surface of various concentrations of abscisic acid solution. Within a certain range, the degree of stomatal opening and closing is inversely proportional to the concentration of abscisic acid. 5. Affect flowering. Under long-day conditions, abscisic acid can dormant the terminal buds of strawberries and blackberries and promote flowering. 6. Affect sexual differentiation. Gibberellin can make female hemp plants form male flowers. This effect can be reversed by abscisic acid, but abscisic acid cannot make male plants form female flowers. The natural isomer of abscisic acid. A plant growth regulator with a high affinity binding site for abscisic acid on the plasma membrane of faba faba cells. It is related to various physiological mechanisms such as seed dormancy, leaf shedding, stomatal movement and plant stress response. Through complex interactions with a variety of intracellular signaling systems, shedding isomers can regulate the expression of hundreds of plant genes. |
| category | pesticide |
| 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 |
Last Update：2024-04-09 20:02:46
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View History
5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid
Glycohyocholic acid
CARP
54108-27-9
27798-53-4
N-BOC-4-METHYLAMINOPIPERIDINE
312526-46-8
2413739-88-3
N-(tert-Butoxycarbonyl)glycine-15N, Glycine-15N, N-t-Boc derivative
Cyclohexanamine, 1-(1H-pyrrolo[3,2-b]pyridin-6-yl)-
Glycohyocholic acid
CARP
54108-27-9
27798-53-4
N-BOC-4-METHYLAMINOPIPERIDINE
312526-46-8
2413739-88-3
N-(tert-Butoxycarbonyl)glycine-15N, Glycine-15N, N-t-Boc derivative
Cyclohexanamine, 1-(1H-pyrrolo[3,2-b]pyridin-6-yl)-