ChemicalBook CAS DataBase List 14375-45-2

14375-45-2

Name	Abscisic acid
CAS	14375-45-2
Molecular Formula	C15H20O4
MDL Number	MFCD00075619
Molecular Weight	264.32
MOL File	14375-45-2.mol

Synonyms

(2-CIS,4-TRANS)-5-(1-HYDROXY-2,6,6-TRIMETHYL-4-OXO-2-CYCLOHEXEN-1-YL)-3-METHYL-2,4-PENTADIENOIC ACID (+/-)-2-CIS-4-TRANS-ABSCISIC ACID 2-CIS,4-TRANS-ABSCISIC ACID 5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID (+/-)-ABA ABA (+/-)-ABSCISIC ACID ABSCISIC ACID ABSCISIC ACID, (+/-)- (+/-)-CIS,TRANS-ABSCISIC ACID CIS-TRANS (+/-)-ABSCISIC ACID DORMIN TIMTEC-BB SBB003072 (+)-cis,trans-Abscisic Acid，S-ABA (+/-)-2-cis-4-trans-Abscissic acid (2-cis,4-trans)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid (±)-Abscisic 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 AbscisinⅡ 2-cis,4-trans-Abscisic acid, 98%, synthetic (-+)-CIS,TRANS-ABSCISIC ACIDAPPROX. 99% PLANT CELL

Chemical Properties

Appearance	white to light yellow crystalline powder
Melting point	186-188 °C (lit.)
Boiling point	458.7±45.0 °C(Predicted)
density	1.193±0.06 g/cm3(Predicted)
Fp	120°C
storage temp.	−20°C
solubility	methanol: 50 mg/mL, may be clear to slightly hazy
form	Solid
pka	4.87±0.33(Predicted)
color	White to off-white
Sensitive	Light Sensitive
Merck	14,11
Sublimation	120 ºC
BRN	4142666
Major Application	agriculture
InChI	InChI=1S/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-
InChIKey	JLIDBLDQVAYHNE-LXGGSRJLSA-N
SMILES	C(O)(=O)/C=C(/C)\C=C\C1(O)C(C)(C)CC(=O)C=C1C
CAS DataBase Reference	14375-45-2(CAS DataBase Reference)

Safety Data

Safety Statements	S24/25:Avoid contact with skin and eyes . less more
WGK Germany	3
F	8-10
HS Code	29189900
Storage Class	13 - Non Combustible Solids

Hazard Information

Chemical Properties

white to light yellow crystalline powder

Uses

Abscisic acid (ABA) is an isoprenoid plant hormone (phytohormone) synthesized in all parts of plants and involved in many plant developmental processes. ABA is involved in establishing dormancy and regulation of stress responses. ABA inhibits fruit ripening, seed germination, photosynthesis and kinetin biosynthesis.

Uses

abscission-accelerant; kinetin neucleotide synthesis inhibitor

Definition

ChEBI: 2-cis-abscisic acid is a member of the class of abscisic acids in which the double bond betweeen positions 2 and 3 has cis- (natural) geometry. It has a role as an abscisic acid receptor agonist. It is a conjugate acid of a 2-cis-abscisate.

Agricultural Uses

The name abscisic acid (ABA), a weak organic acid, is derived from the ability of a substance to promote abscission. Abscission is the natural detachment of leaves, branches, flowers, etc. from plants. Abscisic acid is a naturally occurring plant growth inhibitor, and is one of five major plant hormones. It carries out a number of important functions in the growth and development of plants. It is a key factor controlling stomatal movements, leaf senescence and bud and seed dormancy. Abscisic acid (ABA) is present in leaves, fruits and seeds, and is distributed throughout the plant body. The synthesis of ABA takes place mainly in chloroplasts. The rate of synthesis of ABA increases when the plant is under stress. Chemically, abscisic acid is a member of the terpenoid family.

Metabolic pathway

Plant growth regulators: promotion of maturation of the somatic embryo of white spruce Somatic embryo suspension cultures of white spruce containing (?+)-abscisic acid (ABA) metabolize (+?)- ABA almost completely to yield quantitatively phaseic acid with slight further transformation into dihydrophaseic acid within 7 days. (-)-ABA remains essentially unchanged under the same culture conditions, and when the cells are supplied with racemic (±)-ABA, only the (+?) enantiomer is metabolized.

Questions And Answer

Preparation
The initial precursor for the synthesis of abscisic acid (ABA) is mevalonic acid (MVA, 3,5-dihydroxy-3-methylvaleric acid). After the formation of farnesyl pyrophosphate (FPP, C15) from MVA, there are two pathways: ① C15 direct pathway: Dehydrogenation and cyclization isomerization produce α- or γ-azinoethanol, which then produces α- or γ-azinoacetic acid (α- or γ-INAA), finally generating ABA. This pathway is mainly found in fungi. ② C40 indirect pathway: First, C40 carotenoids (xanthoxin) are synthesized, then cleaved by photo- or biological oxidation to C15 xanthoxin (XAN), which is then converted to ABA. This pathway is mainly found in higher plants. ABA metabolism also has two pathways: oxidation, where 6-hydroxymethylabscisic acid (HMABA) is converted to safflower stigmataic acid (PA), and then reduced to dihydrosafflower stigmataic acid (DAP); and conjugation. Common abscisic acid esters include abscisic acid glucoside (ABAGE) and abscisic acid glucoside (ABAGS). Dihydrosafflower bean curd acid-4′-O-β-D-glucoside (DPAGS) is found in high amounts in some plants and is also a metabolite of ABA.
;
Description
Abscisic Acid (ABA) is a phytohormone, a naturally occurring compound in plant. ABA is regarded as an inhibitor of plant growth and therefore usually used as a growth retardant in plant tissue culture. To date, ABA has been primarily used to promote the maturation of somatic embryos and the synthesis of storage reserves in embryos during maturation. ABA also acts as a controlling factor of germination and dormancy in somatic embryos and is generally used to induce somatic embryos into a quiescent state during plant tissue culture and synthetic seed studies. ABA stimulates the stomatal closure, thereby reducing transpirational water loss. Thus, it could be used as an anti-transpiration during the acclimatization of tissue culture-raised plants. ;
References
[1] Shintaro Munemasa, Felix Hauser, Jiyoung Park, Rainer Waadt, Benjamin Brandt, Julian I Schroeder (2015) Mechanisms of abscisic acid-mediated control of stomatal aperture, 28, 154-162
[2] Manoj K. Rai, N. S. Shekhawat, Harish, Amit K. Gupta, M. Phulwaria, Kheta Ram, U. Jaiswal (2011) The role of abscisic acid in plant tissue culture: a review of recent progress, 106, 179-190
[3] https://pages.wustl.edu/ipgsa/abscisic-acid ;

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14375-45-2

Chemical Properties

Safety Data

Hazard Information

Chemical Properties

Uses

Uses

Definition

Agricultural Uses

Metabolic pathway

Questions And Answer

Preparation

Description

References

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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