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(+)-Abscisic acid

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(+)-Abscisic acid Basic information

Product Name:
(+)-Abscisic acid
Synonyms:
  • (ABA)ABSCISIC ACID >98%
  • (+)-Abscisic acid
  • ABA
  • ABA, Dormin, (S)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-(2Z,4E)-pentadienoic acid
  • S-(+)-ABA
  • S-ABA
  • (S)-(+)-ABSCISIC ACID
  • [S]-5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID
CAS:
21293-29-8
MF:
C15H20O4
MW:
264.32
EINECS:
244-319-5
Product Categories:
  • plantgrowth
  • Agro-Products
  • Sesqui-Terpenoids
  • Chiral Reagents
  • Biochemistry
  • Plant Hormones
  • Pharmaceutical Raw Materials
  • Plant Growth Regulators
  • Plant Growth Trgulators (Others)
  • Inhibitors
  • Plant Growth regulator
  • 21293-29-8
Mol File:
21293-29-8.mol
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(+)-Abscisic acid Chemical Properties

Melting point:
188 °C
alpha 
D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4)
Boiling point:
327.55°C (rough estimate)
Density 
1.0583 (rough estimate)
refractive index 
410 ° (C=0.2, EtOH)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethanol (Sparingly), Methanol (Slightly)
pka
4.87±0.33(Predicted)
form 
Off-white powder
color 
White to Pale Yellow
optical activity
[α]/D 415±10°, c = 0.1 in ethanol
Merck 
14,11
BRN 
2698956
Stability:
Light Sensitive
InChIKey
JLIDBLDQVAYHNE-WEYXYWBQSA-N
LogP
1.896 (est)
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)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
RZ2475100
8
HS Code 
29189900

MSDS

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(+)-Abscisic acid Usage And Synthesis

Chemical Properties

White Powder

Uses

Valacyclovir intermediate

Uses

The natural 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.]

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