14398-53-9

Basic information

• Product Name: (-)-CIS, TRANS-ABSCISIC ACID
• Synonyms: (-)-CIS, TRANS-ABSCISIC ACID;[R]-5-[1-HYDROXY-2,6,6-TRIMETHYL-4-OXOCYCLOHEX-2-EN-1-YL]-3-METHYL-[2Z,4E]-PENTADIENOIC ACID;(+/-) 2-cis-4-trans-Abscisic acid, 98+%;(2Z,4E)-3-Methyl-5-(1β-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexene-1-yl)-2,4-pentadienoic acid;(2Z,4E)-5-[1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1α-yl]-3-methyl-2,4-pentadienoic acid;(R)-(-)-Abscisic acid;R(-)-Abscisic acid;(-)-cis,trans-ABSCISIC ACID (R-ABA)
• CAS NO: 14398-53-9
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32
• Mol File: 14398-53-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 162-163°
• Boiling Point: 458.7°C at 760 mmHg
• Flash Point: 245.4°C
• Appearance: /
• Density: 1.193g/cm³
• Vapor Pressure: 2.41E-10mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: −20°C
• PKA: 4.87±0.33(Predicted)
• CAS DataBase Reference: (-)-CIS, TRANS-ABSCISIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-CIS, TRANS-ABSCISIC ACID(14398-53-9)
• EPA Substance Registry System: (-)-CIS, TRANS-ABSCISIC ACID(14398-53-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14398-53-9(Hazardous Substances Data)

Usage

Uses

Abscisic acid (ABA) plays an important role in plant growth and development, regulation of seed maturation, germination, and adaptation to environmental stresses.

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-/m0/s1

Upstream product

• 50-99-7 D-glucose 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 85718-96-3 (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 39701-87-6 methyl (2Z,4E)-5-((1S,4S)-1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid 
• 41944-86-9 (2Z,4E)-5-<(S)-1-Hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal 
• 123196-50-9 (1'S,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 
• 123196-50-9 (1'R,4'S)-(Z)-5-(1'-Hydroxy-2',2'-dimethyl-6'-methylene-4'-tetrahydropyranyloxycyclohexyl)-3-methyl-2-penten-5-yl tetrahydropyranyl ether 
• 123196-52-1 (-)-(1'R,4'S)-(Z)-5-(1',4'-Dihydroxy-2',2'-dimethyl-6'-methylenecyclohexyl)-3-methyl-2-penten-5-yn-1-ol 
• 123196-48-5 (+)-(4R)-2,2-Dimethyl-4-tetrahydropyranyloxy-1-cyclohexanone 
• 131319-96-5 (+)-(R)-4-Hydroxy-2,2-dimethyl-1-cyclohexanone 
• 851040-82-9 (+)-(2Z,4E)-methyl trans-1',4'-dihydroxy-γ-ionylideneacetate 
• 123196-49-6 (S)-6-[1-Hydroxy-meth-(Z)-ylidene]-2,2-dimethyl-4-(tetrahydro-pyran-2-yloxy)-cyclohexanone 
• 123196-53-2 (2Z,4E)-5-((1S,4S)-1,4-Dihydroxy-2,2-dimethyl-6-methylene-cyclohexyl)-3-methyl-penta-2,4-dienal 
• 123196-51-0 (+)-(1'S,4'S)-(2Z,4E)-5-(1',4'-Diydroxy-2',2'-dimethyl-6'-methylenecyclohexyl)-3-methyl-2,5-pentadien-1-ol 

Downstream Products

• 6901-90-2 (S)-methyl abscisate 
• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 
• 71-44-3 Spermine 
• 110-60-1 1,4-diaminobutane 
• 24394-14-7 Phaseic-Saeure 
• 2228-72-0 Abscisic acid 
• 91897-25-5 (S)-7'-hydroxyabscisic acid 

Relevant articles and documents

A new megastigmane sulphoglycoside and polyphenolic constituents from pericarps of Garcinia mangostana

A megastigmane sulphoglycoside together with three phenolic compounds were isolated from the water-soluble fraction of the pericarps of Garcinia mangostana. The structure of the new compound was determined as 4-O-sulpho-β-d-glucopyranosyl abscisate (1) by spectroscopic data. Proanthocyanidin A2 (2) showed potent α-glucosidase inhibitory and DPPH scavenging activities with IC50values of 3.46 and 11.6 μM, respectively.

Concise enantioselective synthesis of abscisic acid and a new analogue

Short and high-yielding syntheses of enantiomerically pure (S)-(+) and (R)-(-)-abscisic acid are described. The syntheses proceed through key intermediates that preferentially recrystallise as single diastereoisomers for each enantiomer. This route allows the preparation of either enantiomer of abscisic acid in ca. 30% overall yield, and as demonstrated, gives access to an enantiomerically pure abscisic acid analogue. The Royal Society of Chemistry 2006.

Crop-selective herbicide

An agricultural chemical composition which comprises a first component having herbicidal activity selected from the group consisting of glyphosate and the like and a second component selected from the group consisting of phosphorus acid derivatives and the like and may further comprise a third component selected from maleic hydrazide and the like; and use of it as a plant growth retardant and crop selective herbicide.