(+)-Abscisic acid
Synonym(s):(+)-Abscisic Acid - CAS 21293-29-8 - Calbiochem;(+)-cis,trans-Abscisic Acid, S-ABA;(S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid;ABA;Dormin
- CAS NO.:21293-29-8
- Empirical Formula: C15H20O4
- Molecular Weight: 264.32
- MDL number: MFCD00066545
- EINECS: 244-319-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:08:57
What is (+)-Abscisic acid?
Chemical properties
White Powder
The Uses of (+)-Abscisic acid
The natural isomer of the abscission-accelerating plant hormone
The Uses of (+)-Abscisic acid
Valacyclovir intermediate
What are the applications of Application
(+)-cis,trans-Abscisic acid is a natural and active isomer of the abscission accelerating plant hormone.
Definition
ChEBI: The naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold.
Biochem/physiol Actions
Plant hormone and growth regulator that is involved in several physiological mechanisms including seed dormancy, leaf abscission, stomatal movement, and plant stress responses. Through complex interactions with several intracellular signaling systems, it can regulate the expression of hundreds of plant genes.
storage
-20°C
Purification Methods
Crystallise the acid from CCl4/pet ether, EtOH/hexane and sublime it at 120o. Also purify it by dissolving ~30g in 30mL of EtOAc, adding 100mL of hexane and allow to crystallise overnight (yield 8.4g), m 156-158o, 161-163o, [] D +426o (c 0.005M H2SO4 in MeOH). [Cornforth et al. Nature (London) 206 715 1965, Soukemp et al. Helv Chim Acta 72 361 1989.] The RS-isomer was purified on a Kieselgel F254 plate with toluene/EtOAc/AcOH (50:50:3) and has m 188-190o [Cornforth et al. Aust J Chem 45 179 1992]. [Beilstein 17/3 V 13.]
Properties of (+)-Abscisic acid
Melting point: | 188 °C |
Boiling point: | 327.55°C (rough estimate) |
alpha | D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4) |
Density | 1.0583 (rough estimate) |
refractive index | 410 ° (C=0.2, EtOH) |
storage temp. | 2-8°C |
solubility | Chloroform (Slightly), Ethanol (Sparingly), Methanol (Slightly) |
form | Off-white powder |
pka | 4.87±0.33(Predicted) |
color | White to Pale Yellow |
optical activity | [α]/D 415±10°, c = 0.1 in ethanol |
Merck | 14,11 |
BRN | 2698956 |
Stability: | Light Sensitive |
CAS DataBase Reference | 21293-29-8(CAS DataBase Reference) |
EPA Substance Registry System | 2,4-Pentadienoic acid, 5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-, (2Z,4E)- (21293-29-8) |
Safety information for (+)-Abscisic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for (+)-Abscisic acid
InChIKey | JLIDBLDQVAYHNE-WEYXYWBQSA-N |
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